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In vitro c-secretase assay with COS7-SPC99-3FLAG solubilized membranes To complement our MC99-3FLAG based in vitro c-secretase assays, an in vitro assay using COS7-SPC99-3FLAG CHAPSO ext

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amyloid precursor protein correlates to a subset

of presenilin complexes and is inhibited by zinc

David E Hoke, Jiang-Li Tan, Nancy T Ilaya, Janetta G Culvenor, Stephanie J Smith,

Anthony R White, Colin L Masters and Genevie`ve M Evin

Department of Pathology, The University of Melbourne and the Mental Health Research Institute, Parkville, Victoria, Australia

Gamma-secretase is an aspartyl protease that cleaves

type I integral membrane proteins intramembranously

The amyloid precursor protein (APP) undergoes

sequential cleavages by beta-site APP cleaving enzyme

and c-secretase to form amyloid-b (Ab) The beta-site

APP cleaving enzyme cleavage releases an APP

ecto-domain leaving a 99-amino acid membrane spanning

C-terminal fragment (CTF), C99 C99 then undergoes

intramembranous cleavage to form Ab peptides of

different lengths c-secretase also releases an APP

intracellular domain (AICD or e-CTF) by cleaving 9–7 amino acids from c 40 and 42 sites at the e site [1–3] Several lines of evidence support the pathogenic role

of c-cleavage of APP in Alzheimer’s disease (AD) The genes encoding presenilin 1 and 2 (PS) are essential for c-secretase activity and 150 mutations in the PS genes have been found associated with autosomal dominant early onset familial AD [4] Although only 16 muta-tions have been found in the APP gene, the majority linked to early onset familial AD occur in the

Keywords

Alzheimer’s disease; amyloid precursor

protein; gamma-secretase; amyloid beta

Correspondence

D E Hoke, Department of Microbiology,

Monash University, Clayton, Vic 3800,

Australia

Fax: +61 39905 4811

Tel: +61 39905 4807

E-mail: david.hoke@med.monash.edu.au

G M Evin, Department of Pathology, The

University of Melbourne, Parkville, Vic 3010,

Australia

Fax: +61 38344 4004

Tel: +61 38344 4205

E-mail: gmevin@unimelb.edu.au

(Received 20 May 2005, revised 4 August

2005, accepted 30 August 2005)

doi:10.1111/j.1742-4658.2005.04950.x

The c-secretase complex mediates the final proteolytic event in Alzheimer’s disease amyloid-b biogenesis This membrane complex of presenilin, ante-rior pharynx defective, nicastrin, and presenilin enhancer-2 cleaves the C-terminal 99-amino acid fragment of the amyloid precursor protein intra-membranously at c-sites to form C-terminally heterogeneous amyloid-b and cleaves at an e-site to release the intracellular domain or e-C-terminal fragment In this work, two novel in vitro c-secretase assays are developed

to further explore the biochemical characteristics of c-secretase activity During development of a bacterial expression system for a substrate based

on the amyloid precursor protein C-terminal 99-amino acid sequence, frag-ments similar to amyloid-b and an e-C-terminal fragment were observed Upon purification this substrate was used in parallel with a transfected source of substrate to measure c-secretase activity from detergent extracted membranes With these systems, it was determined that recovery of size-fractionated cellular and tissue-derived c-secretase activity is dependent upon detergent concentration and that activity correlates to a subset of high molecular mass presenilin complexes We also show that by changing the solvent environment with dimethyl sulfoxide, detection of e-C-terminal fragments can be elevated Lastly, we show that zinc causes an increase in the apparent molecular mass of an amyloid precursor protein c-secretase substrate and inhibits its cleavage These studies further refine our know-ledge of the complexes and biochemical factors needed for c-secretase activity and suggest a mechanism by which zinc dysregulation may contrib-ute to Alzheimer’s disease pathogenesis

Abbreviations

AD, Alzheimer’s disease; APP, amyloid precursor protein; CTF, C-terminal fragment; NTF, N-terminal fragment; PS, presenilin.

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transmembrane region near c and e cleavage sites (as

reviewed in [5]) Gamma-secretase activity is attributed

to an integral membrane complex of the four

trans-membrane proteins: PS, nicastrin (Nct), anterior

pha-rynx-defective, and presenilin enhancer 2 (as reviewed

in [6])

In vitro c-secretase assays have been essential in

elu-cidating the mechanism of inhibitors [7–9], the

struc-ture of active c-secretase complexes [10,11], and have

aided in the finding of activity-modulating factors

[12,13] These assays have shown that peripheral

mem-brane proteins are not necessary for activity as

car-bonate washing retains activity [14] Additionally,

detergent solubilization has allowed solution-based

biochemical manipulation to show that all four of the

genetically determined c-secretase components interact

to form high molecular mass, enzymatically active

c-secretase complexes [10,11,15] In this paper we

des-cribe two novel in vitro c-secretase assays that differ in

substrate and enzyme source to monitor c-secretase

activity without the need to overexpress the c-secretase

complex components These assays are used to test the

effects of detergent concentration, solvents and metals

on the c-secretase cleavage of APP substrates

These studies show that extracts from Escherichia

coli transformed with a c-secretase substrate contain

products similar to those expected from c-secretase

cleavage Furthering the characterization of c-secretase

activity, we show that the detergent concentration used

during gel filtration affects the recovery of activity

These studies also show that dimethylsulfoxide is a

solvent that allows greater detection of c-secretase

activity Lastly, zinc causes structural changes in a

secretase substrate and acts as an inhibitor of

c-secretase cleavage of APP

Results

Design of a novel APP c-secretase substrate and

standards

Sensitive western blot assays for c-secretase were

based on the production of a 3FLAG-tagged e-CTF

from an APP substrate An E coli expression vector

was made to encode a starting methionine, the

C-ter-minal 99 amino acids of APP and a C-terC-ter-minal triple

FLAG tag The resulting protein was named

MC99-3FLAG (Fig 1A) Escherichia coli expression vectors

encoding 3FLAG-tagged APP-CTFs mimicking

prod-ucts from cleavage at position 40 (gamma-3FLAG

standard) and 49 (epsilon-3FLAG standard) were also

made to aid in the identification of 3FLAG-tagged

CTFs (Fig 1A)

Ab-like and e-CTF-like products are present in extracts from E coli expressing MC99-3FLAG Upon expression of MC99-3FLAG in E coli, we observed three predominant anti-FLAG immunoreact-ive peptides The major product migrated at  18 kDa and was also detected by anti-Ab antibody, WO2 From its apparent molecular mass and its immunore-activity, it can be concluded that it corresponds to MC99-3FLAG (Fig 1B and C) There were also sev-eral higher molecular mass and degraded species iden-tified by both antibodies The higher molecular mass forms may correspond to aggregated MC99-3FLAG One anti-FLAG immunoreactive peptide migrated similarly to the gamma and epsilon standards at

9 kDa (Fig 1B) and the corresponding N-terminal fragment resembling Ab was identified by WO2 west-ern blot analysis (Fig 1C) Further identification of the anti-FLAG-immunoreactive CTFs was made by coelectrophoresis with gamma and epsilon standards Co-electrophoresis obviates subtle lane-to-lane varia-tions that may occur for these low molecular mass proteins The  9-kDa peptide comigrated with the e-3FLAG standard (Fig 1D) but faster than the c-3FLAG standard (Fig 1E) No anti-FLAG immuno-reactivity was detected in lysates of mock-transformed cells (Fig 1E) Collectively, these data indicate that upon expression or during purification, a small frac-tion of MC99-3FLAG is degraded into multiple spe-cies including peptides resembling products expected from c-secretase cleavage

Development of in vitro c-secretase assays using purified MC99-3FLAG as a substrate

Peptides similar to an e-CTF present in substrate prep-arations would interfere with the detection of e-CTF production from mammalian tissue extracts Therefore

a purification strategy was devised to minimize this contamination An initial nondenaturing size-exclusion chromatography step was performed to separate MC99-3FLAG from lower molecular mass fragments Unexpectedly, MC99-3FLAG eluted at the void vol-ume of the column while fragments eluted according

to their apparent molecular mass determined by SDS⁄ PAGE and western blot analysis (data not shown) These MC99-3FLAG enriched void volume fractions were purified in a second-step by anti-FLAG chromatography This two-step purified material was used in c-secretase assays MC99-3FLAG was tes-ted for cleavage by c-secretase from PS1A246E trans-genic mouse brain [16] (Fig 2A) prepared by solubilization of carbonate-washed membranes with

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1%

[3-[(3-cholamidopropyl)dimethylammonio-]-2-hyd-roxy-1-propanesulfonate] (CHAPSO) Upon

incuba-tion at 37C, generation of an 9 kDa CTF was

detected by western blotting with FLAG

anti-body The c-secretase inhibitor L-685,458 was used to

confirm that the fragment detected was produced by

c-secretase activity L-685,458 inhibited formation of

this e-CTF-3FLAG in a dose-dependent manner, with

an effect still observed at concentrations as low as

3.3 nm, consistent with previous reports [17] The

preparation of MC99-3FLAG contained additional

anti-FLAG immunoreactive peptides but these did not

interfere with the assay (Fig 2A, long exposure)

Assay sensitivity was tested by varying the enzyme amount, enzyme dilution, and CHAPSO concentra-tion For this experiment, c-secretase activity was pre-pared by extracting carbonate-washed guinea pig brain membranes with 1% CHAPSO A 2 mgÆmL)1 extract was diluted to obtain a final concentration of 0.5% CHAPSO, and dilutions were made in 0.5% CHAPSO

to 20 lgÆmL)1 Incubation of these dilutions with sub-strate showed c-secretase activity to be enzyme dose-dependent, and that signal was detectable using the

40 lgÆmL)1 dilution of extract Therefore, as little as

1 lg of membrane extract was sufficient to obtain a signal (Fig 2B) Secondly, the 2 mgÆmL)1 extract was

A

Fig 1 Escherichia coli produces peptides similar to Ab and an e-CTF when trans-formed with MC99-3FLAG (A) Schematic of proteins (B) Lysate from MC99-3FLAG-expressing E coli, c and e standards were separated by SDS ⁄ PAGE and western blot-ted for FLAG immunoreactivity MC99-3FLAG migrates between the 20 and 14-kDa molecular mass markers One lower molecular mass FLAG immunoreactive protein has a mobility similar to the c and e standards (C) Lysate from E coli trans-formed with the MC99-3FLAG expression vector was probed with monoclonal anti-body WO2, directed to the N-terminal region

of Ab Besides MC99-3FLAG, this antibody detected several peptides of higher and lower molecular masss, one of them with a similar mobility as synthetic Ab40 (D) Anti-FLAG western blot analysis of lysate from MC99-3FLAG-transformed E coli alone or spiked with different amounts of the e-3FLAG standard An uncharacterized anti-FLAG immunoreactive protein migrating just below the e-CTF-like peptide is indicated

by * Note that ‘e std.’ migrated identically

to the E coli product marked ‘e’ (E) A sim-ilar experiment to that shown in (D) was performed by spiking MC99-3FLAG-trans-formed E coli lysate with c-3FLAG stand-ard This standard migrated slower than the

E coli product Mock-transformed E coli had no background anti-FLAG immuno-reactivity.

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diluted to 0.25% CHAPSO and subsequently diluted

in 0.25% CHAPSO to 40 lgÆmL)1 In contrast to the

0.5% CHAPSO dilution, 0.25% dilution did not show

a dose-dependent relation of enzyme amount to

prod-uct formed (Fig 2C) Rather the highest concentration

and amount showed little activity while the least

con-centrated sample (1.2 lg of 40 lgÆmL)1) showed the

highest activity and greater than the corresponding

dilution in 0.5% CHAPSO Perhaps this 0.25%

con-centration was not enough to keep high concon-centrations

of extract solubilized leading to an apparent loss of

activity Collectively, these data show that two-step

purified MC99-3FLAG is an appropriate substrate to

study tissue-derived c-secretase activity that is inhibited

by a specific c-secretase inhibitor and is detergent

con-centration-sensitive

Mammalian expression and proteolytic

processing of SPC99-3FLAG

An alternative approach to monitoring c-secretase

activity was developed using a novel mammalian

expression vector The SPA4CT sequence, which

cor-responds to the C-terminal 99 amino acids of human

APP fused to the APP signal peptide [18], was ligated

into a C-terminal 3-FLAG repeat expression vector

and the resulting construct, SPC99-3FLAG (Fig 3A),

was used for expression of c-secretase substrate in

mammalian cells Anti-FLAG western blot analysis of

COS-7 cells transfected with SPC99-3FLAG (COS-7-SPC99-3FLAG cells) shows the expected cleavage product by signal peptidase (Fig 3B and C) Previous data with the SPA4CT construct showed that signal peptidase cleavage resulted in a 101 amino acid protein with the amino acids LE fused to the N terminus of

Ab [19], thus the protein was named C101-3FLAG C-terminal fragments produced from COS7-SPC99-3FLAG cells were analysed by co-electrophoresis of cell lysates with c-3FLAG or e-3FLAG standards Anti-FLAG western blot analysis shows that the CTF from COS7-SPC99-3FLAG cells has an electrophoretic mobility indistinguishable from that of e-3FLAG standard (Fig 3B, lane 1) but a slightly faster mobility than the c-3FLAG standard (Fig 3C, lane 1) Using C101-3FLAG, c-3FLAG and e-3FLAG standards as molecular mass markers, the FLAG-reactive band migrating below C101-3FLAG is calculated to be a protein resulting from the expected a-secretase cleav-age [20] (see Experimental procedures) Lastly, longer exposures allowed the detection of a protein with a calculated molecular mass of 11.1 kDa migrating between a- and c-3FLAG standard proteins that may correspond to a minor a-secretase cleavage product [1] (Fig 3C) Therefore, SPC99-3FLAG is expressed in mammalian cells as a C101-3FLAG protein that undergoes the expected processing by a- and c-cleav-ages to produce a CTF corresponding to cleavage at the e-site

C

Fig 2 Detection of c-secretase activity in tissue extracts using exogenous MC99-3FLAG substrate (A) Purified MC99-3FLAG substrate was added to 0.5% CHAPSO soluble c-secretase from PS1 A246E transgenic mouse brain and incubated at 37 or 4 C for 15 h with or without L-685,458 inhibitor These reactions were analysed by anti-FLAG western blot analysis Gamma-secretase activity was defined as the gen-eration of e-CTF-3FLAG (e) signal upon incubation at 37 C over background 4 C levels; this was inhibited by L685,458 in a dose-dependent manner Longer exposures showed a contaminating CTF (indicated by *) that migrated slightly faster than the e-CTF (B) Sensitivity of exo-genous substrate c-secretase assay in the presence of 0.5% CHAPSO Guinea pig brain soluble c-secretase was diluted to 0.5% CHAPSO and further dilutions in 0.5% CHAPSO were incubated with MC99-3FLAG at 37 or 4 C for 15 h The reactions were analysed by anti-FLAG Western blot Gamma-secretase activity was detected using as little as 1 lg of membrane extract (C) A similar experiment to that in (B) except that guinea pig brain soluble c-secretase was diluted to 0.25% CHAPSO with further dilutions in 0.25% CHAPSO incubated with MC99-3FLAG The most highly concentrated reaction shows little activity while the lowest concentration shows the greatest activity.

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In vitro c-secretase assay with

COS7-SPC99-3FLAG solubilized membranes

To complement our MC99-3FLAG based in vitro

c-secretase assays, an in vitro assay using

COS7-SPC99-3FLAG CHAPSO extracts was developed The

substrate in this assay is synthesized, processed, and

trafficked in the cell and would theoretically be

presen-ted to the c-secretase complex in a more native state

than E coli-derived substrate Anti-FLAG western

blot analysis was used to monitor the generation of

e-CTF Upon 16 h incubation of a 0.5%

CHAPSO-solubilized membrane preparation at 37C, a robust

e-CTF signal was detected while a similar signal was

not observed upon incubation at 4C (Fig 3D) This

activity was inhibited in a dose-dependent manner by

the c-secretase inhibitor L-685,458 with a similar

potency as seen for the MC99-3FLAG-based assay

(Fig 2A) and previous reports [17] The sensitivity of

the COS-7 SPC99-3FLAG c-secretase assay was

explored in relation to extract amount and CHAPSO

content e-C-terminal fragment production could be

detected in a dose-dependent fashion with as little

as 2 lg of cell membrane extract diluted in 0.5%

CHAPSO (Fig 3E) Using COS7-SPC99-3FLAG extracts diluted in 0.25% CHAPSO, dose-dependent c-secretase activity was detected but the sensitivity was increased, allowing activity to be detected from 1 lg of extract (Fig 3F) Collectively these data show that COS7-SPC99-3FLAG extracts can be used to mon-itor c-secretase activity and that this activity is sensi-tive to CHAPSO concentration

PS molecular mass and c-secretase activity from COS7-SPC99-3FLAG cells is altered by size exclusion chromatography in a CHAPSO concentration-dependent fashion Much controversy exists within the literature concern-ing the molecular mass of c-secretase complexes and activity Since our assays measure activity without the need of overexpressing the c-secretase complex compo-nents and are highly sensitive under diluting conditions,

we set out to determine the molecular mass of activity

by size exclusion chromatography Unlike blue native PAGE, this method allows the simultaneous determin-ation of c-secretase complexes size and activity A 1% CHAPSO extract from COS-7-SPC99-3FLAG cells

A

Fig 3 Expression of SPC99-3FLAG in COS-7 cells and detection of c-secretase activity in whole-cell and cell-free assays (A) Schematic of the SPC99-3FLAG protein (B) Anti-FLAG Western blot analysis of extracts from COS7-SPC99-3FLAG cells Lane 1, spiked with e-3FLAG standard; Lane 2, lysate sample alone Note that the intensity of the e-CTF-3FLAG band was greater in lane 1 spiked with e-3FLAG standard (C) A similar experiment to that in (B) was performed except that lane 1 is a sample spiked with c-3FLAG standard indicated by the arrow marked ‘c std’ Lane 2, lysate sample alone Note that a separation between c-3FLAG standard and e-CTF-3FLAG was achieved in lane 1.

An uncharacterized anti-FLAG immunoreactive protein migrating between the a and c peptides was detected on long exposures (indicated

by the arrow on the right of panel C) (D) In vitro assay with CHAPSO-solubilized c-secretase from COS7-SPC99-3FLAG cells 1% CHAPSO extracts from COS7-SPC99-3FLAG cells were diluted to 0.5% and incubated at 37 or 4 C for 16 h with dimethylsulfoxide or the c-secretase inhibitor L-685,458 at the concentrations indicated The reactions were analysed by anti-FLAG Western blot Note that activity was abolished

in a dose-dependent manner upon addition of L-685,458 (E) Sensitivity of COS-7-SPC99-3FLAG soluble c-secretase assay in 0.5% CHAPSO:

4, 2, or 1 lg soluble c-secretase was diluted to 0.5% CHAPSO, incubated at 37 or 4 C and analysed by anti-FLAG Western blot Note that e-CTF production was detected from 2 lg of membrane extract (F) COS7-SPC99-3FLAG soluble c-secretase was diluted to 0.25% CHAPSO and 2, 1, and 0.5 lg of extract tested for activity Note that faint activity was seen with 1 lg extract.

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was diluted to 0.5% CHAPSO and chromatographed

on a Superose 6 column equilibrated with 0.5%

CHAPSO This CHAPSO concentration was chosen as

it is compatible with c-secretase activity (as shown in

Fig 3E) and it results in a lesser dilution of sample

than the previously published 0.25% CHAPSO

con-centration [21] Because the c-secretase complex

com-ponents were endogenous, only low amounts were

present such that detection by western blot analysis

was limited to our most sensitive assay for PS1

N-terminal fragment (NTF) Fractions were analysed

for the presence of C101-3FLAG and PS1 NTF and

the signals quantified by image densitometry (Fig 4A)

A broad peak of C101-3FLAG immunoreactivity was

found in fractions corresponding to 440–25 kDa while

PS1 NTF was detected in a 669-kDa peak These data

indicate that very little of the substrate co-fractionates

with c-secretase complexes

Gamma-secretase activity from 0.5% CHAPSO

columns was tested by pooling fractions, adding

phospholipids, and incubating at 37 or 4C, followed

by immunoprecipitation with anti-FLAG agarose No

generation of e-CTF was observed in any of the

pooled fractions We hypothesized that not enough

substrate cofractionated with PS complexes to allow

the production of a detectable signal However, when

exogenous MC99-3FLAG substrate and phospholipid

was added to fractions, activity was not detected

Thus, substrate limitation is not the reason that PS1

complexes of this size range were unable to sustain

robust c-secretase activity

Original reports on the size of PS1 and c-secretase

activity by size exclusion chromatography showed

that both eluted at the void volume [21] However,

these authors used 0.25% CHAPSO during column

chromatography As we observed that the CHAPSO

concentration had an effect on c-secretase activity in

unseparated materials, we repeated the size exclusion

experiment in the presence of 0.25% CHAPSO

Immu-noblots for PS1 NTF showed elution at the void

vol-ume (Fig 4B), a result in contrast to the 669-kDa

peak obtained with chromatography in presence of

0.5% CHAPSO Because most of C101-3FLAG

immunoreactivity was again found in fractions

between 440 and 25 kDa, separate from the fractions

containing PS1, c-secretase activity acting upon

trans-fected C101-3FLAG was not tested Rather, fractions

were tested by adding exogenous MC99-3FLAG and

phospholipids (Fig 4C) Under these conditions, the

fractions eluting at the void volume were able to

pro-duce a strong e-CTF signal upon incubation at

37C It was noted that activity did not directly

cor-relate to the amount of PS1-NTF present in these

pooled fractions These results indicate that endo-genous c-secretase activity from COS-7 cells is associ-ated with a CHAPSO concentration-sensitve complex

A

B

C

Fig 4 Superose 6 size fractionation of COS7-SPC99-3FLAG soluble c-secretase (A) Sixty-seven micrograms of 1% CHAPSO cell mem-brane extract was diluted to 0.5% CHAPSO and loaded onto a Superose 6 column equilibrated in 0.5% CHAPSO Arrows at the top indicate elution of molecular mass standards PS1 NTF fractio-nates in 669-kDa fractions while C101-3FLAG fractiofractio-nates between

440 and 25 kDa (B) Twenty micrograms of CHAPSO extract from COS-7 SPC99-3FLAG cells was diluted to 0.25% CHAPSO and applied to a Superose 6 column equilibrated in 0.25% CHAPSO Presenilin-1 NTF immunoreactivity was detected from column frac-tions with a peak near the void volume C101-3FLAG immuno-reactivity was detected as a peak between 440 and 25 kDa (C) Fractions from (B) were assayed for c-secretase activity using exo-genous MC99-3FLAG substrate and phospholipids as described These reactions were incubated at 37 or 4 C for 17 h and analysed

by anti-FLAG Western blot Lanes containing the e-3FLAG standard are indicated by ‘e’ Gamma-secretase activity was detected in void volume fractions only Note that e-3FLAG production per fraction pool did not correlate directly to the amount of presenilin-1 NTF present in those fractions.

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in the megaDalton range and suggest that only a

sub-set of PS-containing c-secretase complexes are

enzy-matically active

Gamma-secretase activity from guinea pig brain

membrane is altered by size exclusion

chromatography in a CHAPSO

concentration-dependent fashion

To extend these results, 1% CHAPSO membrane

extracts of guinea pig brain were subjected to Superose

6 chromatography in the presence of 0.25% or 0.5%

CHAPSO and assayed for c-secretase activity on

exo-genous MC99-3FLAG substrate A 2 mgÆmL)1 1%

CHAPSO extract was diluted to 500 lgÆmL)1in 0.25%

CHAPSO and 400 lL (200 lg) loaded onto the

col-umn Gamma-secretase activity was detected in high

molecular mass fractions in duplicate column runs (Fig 5A) The c-secretase complex components Nct, PS1, and PS2 were likewise found primarily in high molecular mass fractions but not exactly overlapping with c-secretase activity (Fig 5B) Aph1a, Aph1b, and Pen2 could not be detected in any fraction due to sample dilution during chromatography Similarly, a

2 mgÆmL)1 1% CHAPSO extract was diluted to

1 mgÆmL)1 in 0.5% CHAPSO and 400 lL (400 lg) loaded onto a Superose 6 column Gamma-secretase activity was not detected in any fraction (Fig 5C), confirming that column chromatography in the pres-ence of 0.5% CHAPSO resulted in a loss of c-secretase activity Interestingly, when Nct, PS1, and PS2 immu-noreactivity was tested in these 0.5% CHAPSO frac-tions it was found that a significant amount of these proteins were present in high molecular mass fractions

A

C

Fig 5 Size fractionation of guinea pig brain soluble c-secretase by Superose 6 column chromatography (A) Guinea pig brain soluble c-secretase (200 lg) was diluted to 0.25% CHAPSO, and chromatographed on a Superose 6 column equilibrated in 0.25% CHAPSO One-ml fractions were collected and aliquots assayed for c-secretase activity using exogenous MC99-3FLAG substrate and phospho-lipids Gamma-secretase activity was measured by densitometry as described Gamma-secretase activity was detected mainly in frac-tions 10 and 11 (B) Fracfrac-tions from the 0.25% CHAPSO column were analysed for the presence of mature (mat) and immature (imm) nicastrin (Nct), PS1 NTF, PS1 CTF, and PS2 by western blot These proteins were present mainly in fractions 11 and 12 Note that c-secretase complex component levels did not directly correlate to the amount c-secretase activity (C) Guinea pig brain soluble c-secret-ase (400 lg) was diluted to 0.5% CHAPSO and separated in 0.5% CHAPSO No activity was detected in any fraction tested (D) Frac-tions from the 0.5% CHAPSO column were analysed for c-secretase complex components by western blot Note increases in Nct and PS2 immunoreactivity migrating between 440 and 25 kDa in 0.5% CHAPSO fractions compared to 0.25% CHAPSO fractions These results (A–D) are typical of duplicate column runs.

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(Fig 5D) However, in contrast to 0.25% CHAPSO

chromatography, equivalent amounts of PS2 and

mature and immature Nct could be found in low

molecular mass fractions Thus 0.5% CHAPSO during

chromatography abolishes c-secretase activity and

cau-ses a subset of both Nct isoforms and PS2 to migrate

in lower molecular mass fractions

Dimethylsulfoxide can modulate detection of

COS7-SPC99-3FLAG in vitro c-secretase activity

While performing control reactions for inhibitor

experiments, a two- to fivefold increase in the detection

of products arising from in vitro c-secretase activity

was observed when adding 2.5% v⁄ v dimethylsulfoxide

(the inhibitor solvent) in the assay This observation

was complemented by performing a dimethylsulfoxide

dose–response in the COS7-SPC99-3FLAG c-secretase

assay in 0.5% CHAPSO Epsilon-CTF detection

was enhanced fivefold by 2.5%, enhanced slightly by

5%, and decreased by 10% dimethylsulfoxide when

compared to non-dimethylsulfoxide control reactions

(Fig 6) These data show that dimethylsulfoxide can

enhance or decrease detection of c-secretase activity

depending on the concentration used

Zinc treatment of COS7-SPC99-3FLAG CHAPSO

extracts causes C101-3FLAG to elute at a high

molecular mass

Zinc binding to Ab has been shown to promote Ab

oligomerization [22–25] Since a functioning

zinc-bind-ing domain may be present in the Ab sequence of C99,

we hypothesized that zinc may affect the

oligomeriza-tion state of C101-3FLAG Therefore, the molecular

mass of C101-3FLAG before and after zinc treatment

was determined by size exclusion chromatography

(Fig 7) Without the addition of zinc, C101-3FLAG

eluted as a peak in the 67–43-kDa molecular mass

range After treatment with ZnCl2, C101-3FLAG eluted

as a high molecular mass peak corresponding to the void volume of this column These data show that zinc can alter the apparent molecular mass of an APP-derived c-secretase substrate

Zinc inhibits c-secretase activity in COS7-SPC99-3FLAG and MC99-COS7-SPC99-3FLAG based assays

We hypothesized that zinc-induced substrate oligomeri-zation may affect its ability to be cleaved Therefore, the effect of zinc on the two in vitro c-secretase assays was determined Firstly CHAPSO extracts from COS7-SPC99-3FLAG membranes were incubated with ZnCl2 (Fig 8A) This inhibited c-secretase substrate cleavage with a 50% inhibitory concentration (IC50) of 7 lm

Zn To verify these findings, they were repeated in a second assay system using MC99-3FLAG as a sub-strate for guinea pig brain membrane-derived c-secret-ase activity The counterion dependence for zinc was tested by using ZnCl2 (Fig 8B) and ZnSO4 (Fig 8C) Regardless of the counterion, zinc inhibited cleavage

of MC99-3FLAG with comparable IC50 values of 22 and 9 lm Zn Using two assay systems, these results show that zinc can inhibit in vitro c-secretase cleavage

of an APP substrate

Discussion

The amyloid hypothesis of AD states that low molecu-lar mass oligomers of Ab initiate cellumolecu-lar toxicity lead-ing to memory loss and dementia [26,27] Thus blocking Ab formation by inhibiting c-secretase is a

Fig 7 C101-3FLAG size fractionated by Superose 12 chromato-graphy in the presence of zinc shows an increased molecular mass CHAPSO extracts of COS7-SPC99-3FLAG cells were incubated in buffer with or without 234 l M Zn before loading onto a column equilibrated in the same buffer with or without zinc The fractions were analysed by anti-FLAG western blot for C101-3FLAG immuno-reactivity with the resulting C101-3FLAG signal quantified by image densitometry This data (y-axis) was plotted according to fraction number (x-axis) The elution points for blue dextran (void), BSA (67 kDa), ovalbumin (43 kDa), and chymotrypsinogen (25 kDa) are indicated by arrows.

Fig 6 Effects of dimethylsulfoxide on the detection of in vitro

c-secretase cleavage of C101-3FLAG CHAPSO-solubilized (0.5%)

c-secretase from COS7-SPC99-3FLAG cells was incubated in the

absence or presence of dimethylsulfoxide at the concentrations

indicated Adding 2.5% dimethylsulfoxide significantly increased

e-CTF signal compared to 0% and 10% dimethylsulfoxide reactions.

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strategy for the prevention of AD An initial step in

discovering c-secretase inhibitors is the development of

assays that monitor c-secretase activity This paper

describes two novel in vitro c-secretase assays During

the development of these assays we identified an

Ab-like NTF and e-like CTF from extracts of

MC99-3FLAG-transformed E coli Secondly, we show that

detergent concentration can affect the apparent size of

the c-secretase complex components and affect

c-secre-tase activity which correlates to a subset of PS

com-plexes Thirdly, dimethylsulfoxide can modulate the

detection of in vitro c-secretase activity Lastly we

show that zinc causes a change in the apparent

molecular mass of a c-secretase substrate and inhibits

c-secretase cleavage

Using a purification protocol that minimized the

E coli-derived e-CTF-like contamination, purified

MC99-3FLAG was used to detect c-secretase activity

from rodent brains An alternative in vitro assay was

developed by solubilizing membranes from COS-7 cells

transfected with the SPC99-3FLAG construct

Previ-ous studies have shown that MC99 tagged with a

sin-gle FLAG motif forms SDS-insoluble aggregates [28]

We also found higher molecular mass species of

MC99-3FLAG and C101-3FLAG after SDS⁄ PAGE

Therefore, like Ab it would appear that C99 is

inher-ently aggregating When comparing the molecular

mass of E coli-to COS-7-derived substrates, significant

differences are seen While nondenaturing size

exclu-sion chromatography of MC99-transformed E coli

extracts yields a void volume molecular mass

determin-ation, C101-3FLAG is found mainly in 67–43-kDa

fractions This shows that E coli and mammalian cells have different mechanisms to control the aggregation states of these substrates and supports our original hypothesis that mammalian cellular factors enable endogenous proteins to be presented to the c-secretase complex in a different state than exogenous substrate When Superose 6 size exclusion chromatography was used to separate COS7-SPC99-3FLAG and guinea pig brain membrane extracts in the presence of 0.5% CHAPSO, c-secretase activity was not detected despite numerous attempts and the addition of exogenous phospholipids Calculations allowing for a 50% theor-etical loss during chromatography, and the fact that only an aliquot of each fraction was assayed still placed the theoretical yield well within the detection limits of our assay which showed that activity could be detected with 2 lg of extract regardless of enzyme source, dilution, or CHAPSO concentration There-fore, the reason for a lack of c-secretase activity can-not be attributed to low assay sensitivity

Size-separation of c-secretase using 0.25% CHAPSO

as the column buffer allowed detection of c-secretase activity despite using less starting material than for 0.5% CHAPSO columns Analysis of fractions from COS7-SPC99-3FLAG separations showed a shift for PS1 NTF to low molecular mass fractions after chroma-tography in the presence of 0.5% CHAPSO as com-pared to elution at the void volume of the column in the presence of 0.25% CHAPSO Fractionation of guinea pig brain membrane extracts did not show as dramatic a decrease in the c-secretase complex molecular mass upon 0.5% CHAPSO chromatography as all of the

Fig 8 Zinc inhibits in vitro c-secretase activity (A) 0.5% CHAPSO-solubilized c-secretase from COS7-SPC99-3FLAG cells was incubated with ZnCl2 This resulted in a dose-dependent inhibition of activity (B, C) CHAPSO-solubilized (0.5%) c-secretase from guinea pig brain acting upon the MC99-3FLAG substrate was incubated with ZnCl 2 (B), and ZnSO 4 (C) to show a dose-dependent decrease in c-secretase activity with increasing zinc content The quantitated data is shown in graphical form under each panel.

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components examined were present in a high molecular

mass complex However, a partial decomposition of the

complex had occurred since equivalent amounts of

mature and immature Nct and PS2 were detected in high

and low molecular mass fractions of the 0.5% CHAPSO

separations when compared to the recovery of these

pro-teins predominantly in high molecular mass fractions

during 0.25% CHAPSO separation Collectively these

data show that increasing detergent upon column

chro-matography can partially dissociate PS1 and PS2

c-secr-etase complexes While preparing this manuscript, a

report by Wrigley et al [29] showed that overexpressed

c-secretase complex components yielded c-secretase

activity that was abolished during chromatography on a

Superose 6HR column in the presence of 0.5%

CHA-PSO However they found that activity could be

restored by adding exogenous phospholipids While we

were not able to restore activity with the addition of

phospholipids, these results show that by keeping the

CHAPSO concentration at 0.25%, significant activity

can be recovered from size exclusion chromatography

separations

When comparing c-secretase activity from 0.25%

CHAPSO-separated fractions to the presence of PS1

NTF in those fractions, we noted that activity and PS

levels did not directly correlate The greatest amount of

activity was always present in the highest molecular

mass fractions before PS levels had peaked These data

suggest that a subset of PS involved in the highest

com-plexed state yields significant activity as has been

sugges-ted by other methods previously [30] and by inhibitor

binding assays [31,32] A restrospective analysis of the

work by Li et al [21] also indicates an imperfect

rela-tionship between activity and PS NTF⁄ CTF levels The

successful recovery of native activity after size-exclusion

chromatography, described in this work, is an important

step in identifying the factors that enable c-secretase

cleavage in these highest molecular mass fractions

Our data show that detection of e-CTFs from

in vitro c-secretase activity can be increased two- to

fivefold by the addition of 2.5% dimethylsulfoxide

Three hypotheses for this effect can be made Firstly,

dimethylsulfoxide can alter c-secretase enzyme

kinet-ics through its ability to interact with the

phospho-lipid bilayer [33–36] Secondly, dimethylsulfoxide

could stabilize the c-secretase complex making it act

longer without altering the rate of proteolysis As

di-methylsulfoxide affects the phase behaviour of

bilay-ers it probably affects the c-secretase complex which

is composed of at least 18 transmembrane domains

and its interaction with transmembrane substrates

This is supported by our work and by other studies

showing its activity is highly sensitive to factors that

modulate membrane structure and stability, inclu-ding detergent type [21], detergent concentration [21,28,37], and phospholipid content [12,28] How-ever, until a detailed kinetic analysis is made we can-not exclude a third hypothesis that the endproduct

of proteolysis is stabilized by dimethylsulfoxide in a concentration-dependent fashion

Our results indicate that in vitro c-secretase cleavage

of APP substrates is inhibited by zinc and that zinc increases the apparent molecular mass of C101-3FLAG as determined by size exclusion chromato-graphy Residues 6–28 within Ab constitute a domain that binds metal ions such as zinc, copper, and iron and mediates Ab aggregation ([23] reviewed [38]) This

is the first report suggesting that this metal binding domain is functional within APP C99 causing oligo-merization with the biochemical consequence of inhib-iting c-secretase cleavage This mechanism is supported

by correlations between the metal-dependent IC50 for c-secretase inhibition and the affinity constants for Ab interaction with metals Firstly, the 7–22 lm IC50 for zinc inhibition of c-secretase activity correlates with the reported 5.2-lm dissociation constant for a low affinity Ab interaction with zinc [23] Secondly, just as zinc is the most potent metal mediating Ab aggrega-tion, we found that c-secretase inhibition by zinc was approximately 10 times more potent than copper (D.E.H., unpublished data) These results suggest that the Ab metal-binding site within APP C99 causes oligomerization to a noncleavable state An alternate explanation for the effect of zinc and copper inhibition

is an interaction between metals and phospholipid bilayers Zinc has been shown to be the most potent metal in dehydrating lipid bilayers with copper being the second most potent [39,40] As water molecules are necessary for most proteoytic processes, zinc and cop-per modulation of the hydration state of lipid bilayers may control c-secretase activity regardless of substrate Future experiments with c-secretase substrates that do not bind metals will clarify the mechanism by which zinc and copper inhibit in vitro c-secretase activity

A universal characteristic of AD pathology is the post-mortem detection of Ab plaques, thus confirming the pathological relevance of c-secretase cleavage of APP Since only a small subset of AD cases are linked

to mutant PS or APP proteins, it has been hypothes-ized that disease modifying genes and environmental factors account for the common pathology of Ab pla-que formation in sporadic cases Here we have shown that dimethylsulfoxide, and detergent concentrations alter in vitro c-secretase activity While these experi-mental manipulations could not be compared to envir-onmental factors they do show that agents known to

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