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In contrast, heliquinomycin at an IC50 value of 5.2 lm inhibited the ATPase activity of the MCM4/6/7 complex in the pres-ence of single-stranded DNA.. To elucidate its cellular targets f

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minichromosome maintenance 4/6/7 helicase

Yukio Ishimi1,2, Takafumi Sugiyama1, Ryou Nakaya1, Makoto Kanamori3, Toshiyuki Kohno2,

Takemi Enomoto3 and Makoto Chino4

1 College of Science*, Ibaraki University, Japan

2 Macromolecular Structure Research Group*, Mitsubishi Kagaku Institute of Life Sciences, Tokyo, Japan

3 Molecular Cell Biology Laboratory, Graduate School of Pharmaceutical Sciences, Tohoku University, Miyagi, Japan

4 Pharmaceuticals Group, Nippon Kayaku Co Ltd., Tokyo, Japan

Minichromosome maintenance (MCM) proteins are

essential factors for the prevention of the loss of

extra-chromosomal DNA in Saccharomyces cerevisiae [1–3]

A heterohexameric MCM2–7 protein complex has been

identified as a component of the DNA replication

licensing system that ensures a single round of DNA

replication per cell cycle [4–7] This complex functions

as a replicative DNA helicase that drives the unwinding

of the DNA duplex prior to semiconservative DNA

synthesis at the replication forks This notion is

sup-ported by the following findings First, all of the

MCM2–7 proteins possess DNA-dependent ATPase

motifs that are common features of DNA helicases [8]

Second, the MCM4/6/7 subcomplex forms the core of the MCM2–7 hexamer and exhibits intrinsic DNA helicase activity in vitro [9–12] Third, in S cerevisiae, MCM2–7 proteins play an essential role in both the ini-tiation and elongation of DNA replication [13], and these proteins migrate on the genome together with the replication forks [14,15] One of the intricacies related

to the function of the MCM2–7 complex is that an iso-lated MCM2–7 complex does not exhibit definite DNA helicase activity in vitro, but the MCM4/6/7 hexamer does Further, the interaction between the MCM2 protein and the MCM4/6/7 hexamer, or between the MCM3/5 proteins and the MCM4/6/7 hexamer,

Keywords

anticancer drug; DNA replication; MCM

4/6/7 helicase

Correspondence

Y Ishimi, Ibaraki University, 2-1-1 Bunkyo,

Mito, Ibaraki 310-8512, Japan

Fax: +81 29 228 8439

Tel: +81 29 228 8439

E-mail: ishimi@mx.ibaraki.ac.jp

(Received 9 March 2009, revised 13 April

2009, accepted 16 April 2009)

doi:10.1111/j.1742-4658.2009.07064.x

The antibiotic heliquinomycin, which inhibits cellular DNA replication at a half-maximal inhibitory concentration (IC50) of 1.4–4 lm, was found to inhi-bit the DNA helicase activity of the human minichromosome maintenance (MCM) 4/6/7 complex at an IC50value of 2.4 lm In contrast, 14 lm heliqui-nomycin did not inhibit significantly either the DNA helicase activity of the SV40 T antigen and Werner protein or the oligonucleotide displacement activity of human replication protein A At IC50values of 25 and 6.5 lm, heliquinomycin inhibited the RNA priming and DNA polymerization activi-ties, respectively, of human DNA polymerase-a/primase Thus, of the enzymes studied, the MCM4/6/7 complex was the most sensitive to heliqui-nomycin; this suggests that MCM helicase is one of the main targets of heliquinomycin in vivo It was observed that heliquinomycin did not inhibit the ATPase activity of the MCM4/6/7 complex to a great extent in the absence

of single-stranded DNA In contrast, heliquinomycin at an IC50 value of 5.2 lm inhibited the ATPase activity of the MCM4/6/7 complex in the pres-ence of single-stranded DNA This suggests that heliquinomycin interferes with the interaction of the MCM4/6/7 complex with single-stranded DNA

Abbreviations

BrdU, bromodeoxyuridine; FITC, fluorescein isothiocyanate; IC 50, half-maximal inhibitory concentration; MCM, minichromosome

maintenance; RPA, replication protein A.

*[Corrections added on 18 May 2009 after first online publication: in affiliation 1, ‘Macromolecular Structure Research Group’ has been replaced by ‘College of Science’, and in affiliation 2 ‘Macromolecular Structure Research Group’ has been inserted.]

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inhibits helicase activity [16,17] On the basis of these

previous reports, we propose that a structural change

in the MCM2–7 complex may generate the MCM4/6/7

hexamer, which, in turn, exhibits helicase activity

Another possibility is that the DNA helicase activity of

the MCM2–7 complex may be attributed to the

inter-action of this complex with other proteins It has been

reported that the CMG complex, which consists of the

Cdc45 protein, MCM2–7 hexamer and the GINS

com-plex purified from Drosophila embryo extracts, exhibits

DNA helicase activity in vitro [18] Furthermore, it has

been demonstrated recently that the MCM2–7 complex

prepared from S cerevisiae exhibits DNA helicase

activity in the presence of potassium acetate or

gluta-mate These results suggest that the MCM2–7 complex

functions as a replicative DNA helicase in vivo [19]

Heliquinomycin, which is an antibiotic [20,21],

inhib-its cellular DNA replication and RNA synthesis To

elucidate its cellular targets for the inhibition of DNA

synthesis, we examined the effects of heliquinomycin

on the DNA helicase activities of the MCM4/6/7

com-plex, SV40 T antigen and Werner protein, on the

oligo-nucleotide displacement activity of replication protein

A (RPA), and on the RNA priming and DNA

poly-merization activities of the DNA polymerase-a/primase

complex The results indicated that, among all the

enzymes examined, the MCM4/6/7 helicase was the

most sensitive to heliquinomycin It was observed that,

in the absence of single-stranded DNA, heliquinomycin

did not inhibit the ATPase activity of the MCM4/6/7

complex to a great extent; in contrast, in the presence

of DNA, this antibiotic inhibited the ATPase activity

This result suggests that heliquinomycin inhibits the

helicase activity of MCM4/6/7 by interfering with the

interaction of this complex with single-stranded DNA

Results

Sensitivity of cellular DNA replication to

heliquinomycin

Heliquinomycin with a relative molecular mass of

698 Da was isolated from Streptomyces sp as an

anti-biotic (Fig S1) [20] It has been shown that

heliquino-mycin inhibits DNA replication in various transformed

cells at a half-maximal inhibitory concentration (IC50)

of 1.4–4 lm [21] In these experiments, DNA synthesis

was measured by the incorporation of labelled

thymi-dine into DNA To confirm this, human HeLa cells

were pulse labelled with bromodeoxyuridine (BrdU) in

the presence of increasing concentrations of

heliquino-mycin (Fig 1A) BrdU incorporated into DNA was

detected by staining the cells with anti-BrdU Ig and

A

B

Fig 1 Effect of heliquinomycin (HQ) on the incorporation of BrdU into DNA in HeLa cells (A) Logarithmically growing HeLa cells were incubated with the indicated concentrations of heliquinomycin for

1 h and then pulse labelled with BrdU for 20 min The incorporated BrdU in the cells was detected by incubation of the cells with anti-BrdU Ig, followed by FITC-labelled anti-rat Ig MCM7 was detected

by incubation of the cells with anti-MCM7 Ig, followed by Cy3-labelled anti-mouse Ig (B) One hundred Cy3-stained cells were selected, and the fluorescence intensity of FITC in the cells was quantified The average level of intensity in the cells cultured in the presence of heliquinomycin was expressed in comparison with that

in the cells cultured in the absence of heliquinomycin.

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then with fluorescein isothiocyanate (FITC)-labelled

second Ig The cells were also stained with specific Ig

to detect MCM7 protein in the nucleus In the absence

of heliquinomycin, approximately 27% of the cells

were stained with anti-BrdU Ig As the concentration

of heliquinomycin was increased, the proportion of BrdU-positive cells and the intensity of the signal grad-ually decreased Almost no BrdU-positive cells were detected in the presence of 14 lm heliquinomycin In contrast, staining with anti-MCM7 Ig was not changed

by the presence of heliquinomycin The fluorescence derived from the incorporated BrdU was quantified in these experiments, and the IC50 value was determined

to be 2.3 lm (Fig 1B), which is similar to the value reported previously [21]

Sensitivity of MCM4/6/7 helicase to heliquinomycin

Heliquinomycin at an IC50 value of 7–14 lm inhibits the activity of the cellular DNA helicase called DNA helicase I [22], but scarcely affects the activities of topoisomerases and the replication of the SV40 chromosome in vitro [21] To understand the cellular targets of this antibiotic during DNA replication, the effects of this antibiotic on the helicase activities of the human MCM4/6/7 complex, SV40 T antigen and Werner protein were examined In addition to these three proteins, the human DNA polymerase-a/primase complex and the human RPA complex were purified

to near homogeneity (Fig S2) Some unidentified pro-teins were found in the purified DNA polymerase-a/ primase complex and the human RPA complex It has been reported that MCM3 interacts with DNA polymerase-a/primase [23] We examined the presence

of MCM4, 5 and 6 proteins in the purified DNA

+ MCM4/6/7

A

B

+ Tag

00.431.44.31443 (μ M ) HQ 0

0.431.44.31443

17-mer 17-mer/M13

0

(μ M ) HQ

Tag

MCM

0

(μ M ) HQ 0.43

120

100

80

60

40

20

0

1.4 4.3 14 43

+ Werner

17-mer

17-mer/M13

Fig 2 Effect of heliquinomycin on DNA helicase activity (A) Top: effects of increasing concentrations of heliquinomycin (HQ) on the DNA helicase activities of the MCM4/6/7 complex and the SV40 T antigen Dimethyl sulfoxide solution (0.4 lL) containing or lacking heliquinomycin was added to the reaction mixture The final con-centrations of heliquinomycin added to the reaction mixture are indicated at the top The DNA helicase activity was measured as the activity that displaces 17-mer oligonucleotides annealed to M13mp18 single-stranded DNA Bottom: the proportion of dis-placed 17-mer oligonucleotides in total DNA was considered to be 100% in the control reaction mixture lacking heliquinomycin, and the proportions in the mixtures containing heliquinomycin were cal-culated in relation to the control value The horizontal line is dis-played on a logarithmic scale Four independent experiments were performed for the MCM4/6/7 complex, and an average of the val-ues was plotted together with the standard deviations Two inde-pendent experiments were performed for the T antigen and an average of the values was plotted (B) Top: effects of increasing concentrations of heliquinomycin on the DNA helicase activity of the Werner protein Bottom: proportion of displaced 17-mer oligo-nucleotides Two independent experiments were performed, and

an average of the values was plotted together with the error bars.

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polymerase-a/primase complex (Fig S3) Only small

amounts of MCM4 (0.1% of total protein) and

MCM5 (0.9%) proteins were detected, and MCM6

was not found

DNA helicases were added to the DNA helicase

reaction mixtures at the minimum amounts required to

displace almost all of the 17-mer oligonucleotides

Heliquinomycin at a concentration of 14 lm did not

inhibit the helicase activity of the SV40 T antigen to a

great extent, but inhibited that of the MCM4/6/7

com-plex at an IC50 value of 2.4 lm (Fig 2A)

Heliquino-mycin (14 lm) did not inhibit the helicase activity of

the Werner protein to a great extent (Fig 2B) It

should be noted that the mobility of displaced

frag-ments in the absence or presence of heliquinomycin

was different The RPA complex displaces

oligonucleo-tides annealed to M13 single-stranded DNA without triggering ATP hydrolysis [24] We found that heliqui-nomycin scarcely affected the oligonucleotide displace-ment activity of RPA (Fig S4) We also examined the effect of heliquinomycin on the reactions of RNA priming (Fig 3A) and DNA polymerization activity (Fig 3B) of the DNA polymerase-a/primase complex When dT50was used as a template, an RNA primer of approximately 10 nucleotides was synthesized only in the presence of the above complex The synthesis

of the RNA primer was inhibited in the presence of heliquinomycin at an IC50 value of 25 lm The DNA polymerization activity of the DNA polymerase-a/ primase complex was measured using activated DNA

as a template and a primer The observed reduction in the level of the incorporated nucleotides indicates that heliquinomycin at an IC50value of 6.5 lm inhibits the DNA polymerization activity of the complex These results indicate that, among the enzymes studied, MCM4/6/7 is the most sensitive to heliquinomycin and the DNA polymerase-a/primase complex is also rela-tively sensitive to this antibiotic (Table 1)

Sensitivity of MCM4/6/7 helicase to heliquinomycin

To understand the mechanism by which heliquino-mycin inhibits the activity of MCM4/6/7 helicase, we

0 0.43 1.4 4.3 14 43

HQ (μ M )

0 0.431.44.3 1443 (μ M ) HQ

17 10 50

nt

+ Pol α-primase

A

B

0

(μ M ) HQ 0.43 1.4 4.3 14 43

120

100

80

60

40

20

0

100

80

60

40

20

0

Fig 3 Effect of heliquinomycin on the RNA priming activity of the DNA polymerase-a/primase complex (A) Top: effect of increasing concentrations of heliquinomycin (HQ) on the RNA priming action

of the DNA polymerase-a/primase RNA priming activity was mea-sured by the analysis of oligoA synthesis when dT 50 was used as the template The products were electrophoresed under denaturing conditions The three oligonucleotides of A10, 17-mer and dT50 were labelled at their 5¢ ends and electrophoresed to determine the size of the synthesized oligoA fragment The arrow indicates the position of the RNA primer synthesized by DNA polymerase-a/prim-ase Bottom: radioactivity of the synthesized RNA primer The radioactivity recorded for RNA in the control reaction mixture lack-ing heliquinomycin was considered to be 100%, and that recorded for the reaction mixtures containing heliquinomycin was presented

in relation to this control value Two independent experiments were performed, and an average of the values was plotted together with error bars (B) Effect of increasing concentrations of heliquinomycin

on the DNA polymerization activity of the DNA polymerase-a/prim-ase The reaction was performed using activated DNA as a primer and template The acid-insoluble radioactive material trapped on the glass fibre filter was measured The radioactivity recorded in the case of the control reaction mixture lacking heliquinomycin was considered to be 100%, and that recorded for the reaction mixture containing heliquinomycin was presented in relation to this control value Two independent experiments were performed, and an aver-age of the data was plotted together with the error bars.

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examined the effect of heliquinomycin on the formation

of the MCM4/6/7 complex (Fig 4) In the absence of

heliquinomycin, the MCM4/6/7 complex, as detected

using anti-MCM4 IgG, exhibits a trimeric or hexameric

structure, depending on its mobility in the gel We

observed that the hexamer–trimer proportion increased

slightly with an increase in the heliquinomycin

concen-tration The hexameric form of the MCM4/6/7 complex

was dominant in the presence of 14 lm of heliquino-mycin, and larger complexes were detected in the pres-ence of 43 lm of heliquinomycin Thus, it appears that higher concentrations of heliquinomycin affect signifi-cantly the formation of the MCM4/6/7 complex We also examined the sensitivity of the ATPase activities

of the MCM4/6/7 complex and the SV40 T antigen

to heliquinomycin in the absence of single-stranded DNA (Fig 5) Heliquinomycin inhibited the ATPase

0 0.43 1.4 4.3 14 43 (μM) HQ

669

440 kDa

(4/6/7)2

(4/6/7)

Fig 4 Effect of increasing concentrations of heliquinomycin (HQ)

on the formation of the MCM4/6/7 complex The MCM4/6/7

com-plex was incubated in the presence or absence of heliquinomycin

and subsequently electrophoresed on a native polyacrylamide gel.

The proteins in the gel were transferred onto a filter and the

MCM4 protein was detected by incubating the filter with rabbit

anti-MCM4 IgG, followed by horseradish peroxidase-conjugated

anti-rabbit IgG Finally, the bound antibodies were examined for

chemiluminescence using West Pico chemiluminescent substrate

(Thermo Scientific, Rockford, IL, USA) The positions to which

thyroglobulin (669 kDa) and ferritin (440 kDa) migrated in the gel

are indicated.

Tag

MCM

0

0

ATP

120 100 80 60

40 20 0

Fig 5 Top: effect of increasing concentrations of heliquinomycin (HQ) on the ATPase activities of the MCM4/6/7 complex (340 ng) and the SV40 T antigen (200 ng) in the absence of single-stranded DNA After incubation under these conditions, an aliquot of the mix-ture was subjected to thin layer chromatography The radioactivity at the sites to which Piand ATP migrated was measured, and the ratio

of the released P i to ATP was calculated The ratio obtained in the case of the reaction performed without the enzymes was subtracted from that obtained in the reactions performed with the enzymes Bottom: the ratio obtained in the case of the control reaction mixture which lacked heliquinomycin was considered to be 100%, and that recorded for the reaction mixture that contained heliquinomycin was presented in relation to this control value Two independent experi-ments were performed for the MCM4/6/7 complex, and an average

of the values was plotted together with error bars.

Table 1 Sensitivity of the enzymes to heliquinomycin The IC50

values indicated are those calculated in the present study as well

as in a previous investigation [21] Those determined in the

pre-vious investigation are marked by an asterisk.

IC50(l M )

SV40 chromosome replication in vitro* > 72

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activities of these two helicases only slightly We also

examined its effect on these activities in the presence of

heat-denatured, single-stranded DNA (Fig 6); under

these conditions, the ATPase activity of the MCM4/6/7

complex increased manifold [9] Heliquinomycin

scar-cely inhibited the ATPase activity of the T antigen, but

inhibited that of the MCM4/6/7 helicase at an IC50

value of 5.2 lm The ATPase activity of MCM4/6/7

was also stimulated in the presence of M13mp18

single-stranded DNA in place of heat-denatured DNA, and

the stimulated activity was also inhibited in the

pres-ence of heliquinomycin (Fig S5) These results suggest

that heliquinomycin interferes with the interaction of

the MCM4/6/7 complex with single-stranded DNA, which is required to increase the ATPase activity of this complex

Discussion

Heliquinomycin was first characterized as a compound that inhibits bacterial cell growth, and was found to inhibit DNA synthesis in several cancer cells at an

IC50 value of 1.4–4 lm [21] In the present study, we found that heliquinomycin inhibits BrdU incorporation into DNA at an IC50 value of 2.3 lm; this result is consistent with the previous findings The reported study also indicated that the cell cycle progression of HeLa cells was retarded during the S phase and the cells were arrested in the G2 phase in the presence of heliquinomycin [21] Heliquinomycin inhibits the cellular DNA helicase, helicase I, at an IC50 value of 7–14 lm, but does not inhibit the activity of topoi-somerases Our study indicates that heliquinomycin inhibits the activity of human MCM4/6/7 helicase at

an IC50value of 2.4 lm, but scarcely inhibits the DNA helicase activity of the SV40 T antigen and the Werner protein, or the oligonucleotide displacement activity of human RPA Further, it inhibits the RNA priming and DNA polymerization activities of the human DNA polymerase-a/primase at IC50values of 25 and 6.5 lm, respectively We also examined the effect of heliquino-mycin on the DNA helicase activity of human REC-QL4 protein Heliquinomycin inhibited this activity at

an IC50 value of 14 lm (data not presented) Thus, among the enzymes studied, MCM4/6/7 helicase was found to be the most sensitive to heliquinomycin These results suggest that MCM helicase and DNA polymerases may be the critical targets of heliquinomy-cin during cellular DNA replication Further, we observed that the checkpoint system that is induced by the inhibition of DNA polymerases during DNA repli-cation is not induced in HeLa cells treated with 4.3 lm heliquinomycin (data not presented) This suggests that the MCM helicase, rather than the DNA polymerases,

is the main target of heliquinomycin in vivo

Heliquinomycin not only inhibited the helicase activ-ity of the MCM4/6/7 complex, but also inhibited the single-stranded DNA-dependent ATPase activity of the complex Heliquinomycin suppressed the ATPase activity of the complex in the absence of single-stranded DNA, but the enzymatic activity was significantly less sensitive to heliquinomycin Thus, heliquinomycin may inhibit the ATPase activity and DNA helicase activity of the MCM4/6/7 complex by affecting the ability of this complex to interact with single-stranded DNA The finding that the activities

0

(μ M ) 0.431.44.31443 00.431.44.31443 HQ

+ MCM4/6/7

A

B

+ Tag

Pi

ATP

Tag

MCM

0

(μ M ) HQ

120

100

80

60

40

20

0

Fig 6 (A) Effect of increasing concentrations of heliquinomycin

(HQ) on the ATPase activities of the MCM4/6/7 complex (120 ng)

and SV40 T antigen (200 ng) in the presence of single-stranded

DNA The radioactivity at the sites to which Piand ATP migrated

was measured, and the ratio of the released Pito ATP was

calcu-lated The ratio in the case of the reaction performed without the

enzyme was subtracted from that in the case of the reactions

per-formed with these enzymes (B) The ratio obtained in the case of

the control reaction mixture which lacked heliquinomycin was

con-sidered to be 100%, and that recorded for the reaction mixture that

contained heliquinomycin was presented in relation to this control

value Two independent experiments were performed for the

MCM4/6/7 complex, and an average of the values was plotted

together with error bars.

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of DNA polymerase-a/primase are also inhibited at

higher concentrations of heliquinomycin may suggest

that heliquinomycin interacts with single-stranded

DNA to interfere with the activities However, there is

no evidence for the interaction of heliquinomycin with

single-stranded DNA In contrast, the formation of the

MCM4/6/7 complex was inhibited by heliquinomycin

at higher concentrations Although these

concentra-tions are higher than those that inhibit MCM4/6/7

helicase activity, it is possible that heliquinomycin

interacts directly with the MCM4/6/7 complex to

inhi-bit the interaction of this complex with single-stranded

DNA, even at low concentrations

MCM proteins are considered to be one of the

most sensitive diagnostic markers for the detection

of cancer cells in human tissues [25] The expression

of MCM proteins appears to be critical for the

development of cancer cells, as this expression shows

a strong correlation with the malignant

transforma-tion of cells The finding that MCM2–7 proteins are

overexpressed in transformed cancer cells [26]

suggests that the upregulation of MCM protein

expression may play a role in the development of

cancer cells Consistent with this notion, it has

recently been reported that deregulated expression of

the MCM7 protein accelerates the transformation of

cells [27] Thus, MCM proteins are among the most

critical targets for achieving the inhibition of cancer

cell growth Furthermore, heliquinomycin may

have useful applications in the development of

MCM-specific anticancer drugs

Materials and methods

BrdU labelling of HeLa cells

HeLa cells were cultured in Dulbecco’s modified Eagle’s

medium supplemented with 7% fetal calf serum Cells

cul-tured on coverslips were incubated with dimethyl sulfoxide

or increasing concentrations of heliquinomycin for 1 h and

then pulse labelled with 20 lm BrdU for 20 min After being

permeabilized and blocked by incubation with 0.1% Triton

anti-MCM7 mouse Ig (sc-9966; Santa Cruz Biotechnology,

blocking solution The cells were washed with the same

solution and then incubated with cyanine-3

(Cy3)-conju-gated anti-rabbit IgG (Jackson ImmunoResearch, West

solu-tion They were then re-fixed, treated with 4 m HCl for

30 min at room temperature and incubated with rat anti-BrdU Ig (clone BU1/75; Harlan Sera Laboratory, Belton, Leicestershire, UK), followed by incubation with FITC-conjugated anti-rat IgG (Cappel, Organon Teknika Corpo-ration, Durham, NC, USA) Positive immunoreactivities were detected with fluorescence microscopy (BX-9000; KEYENCE, Osaka, Japan)

DNA helicase and ATPase activities of the DNA helicases

A human MCM4/6/7 complex was prepared, and its DNA helicase activity was measured, as reported previously, except for some minor modifications [9] The standard reac-tion mixture (20 lL) contained 50 mm Tris/HCl (pH 7.9),

20 mm 2-mercaptoethanol, 10 mm ATP, 10 mm magnesium

a 17-mer oligonucleotide annealed to M13mp18 DNA and

an approximately100 ng sample of human MCM4/6/7 com-plex, a 25 ng sample of SV40 T antigen or a 1.25 ng sample

of Werner protein, in the presence or absence of heliquino-mycin at the indicated concentrations This mixture was

anal-ysed using 12% PAGE The ATPase activity was measured

by incubating either the MCM proteins (120–340 ng) or the

bovine serum albumin, 10 mm magnesium acetate, 10 mm ATP and heliquinomycin at the indicated concentrations in the presence or absence of 5 lg of single-stranded DNA (heat-denatured) Further, 0.5 lL of the reaction mixture was spotted onto a poly (ethyleneimine)-cellulose thin layer chromatography plate (Cellulose F; Merck, Darmstadt,

period of 2 h using a solution of 0.8 m acetic acid and 0.8 m LiCl The radioactivity on the plate was detected using a Bio-Image Analyser (FLA3000; Fuji, Tokyo, Japan)

Formation of the MCM4/6/7 complex The reaction mixture (10 lL) containing 50 mm Tris/HCl

presence or absence of heliquinomycin The resulting solu-tion was analysed on a 5% acrylamide gel in 50 mm Tris/ HCl (pH 8.0) and 50 mm glycine Subsequently, the gel was immersed in a solution containing 49 mm Tris, 38 mm

order to achieve protein denaturation The proteins in the gel were then transferred onto a membrane filter (Immobilon;

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Millipore, Billerica, MA, USA) and anti-MCM4 IgG were

used to detect MCM4 on the filter [9]

RNA priming and DNA synthesis with DNA

polymerase-a/primase

The DNA polymerase-a/primase complex was purified from

HeLa cells by immunoadsorption, followed by elution from

a column coated with a monoclonal antibody (SJK237), as

reported previously [28] DNA polymerase activity was

measured using a reaction mixture (20 lL) containing

20 mm Tris/HCl (pH 7.9), 3.3 mm 2-mercaptoethanol,

and 85 ng DNA polymerase-a/primase complex in the

pres-ence of heliquinomycin at the indicated concentrations The

reaction was terminated by the addition of 30 lL of sodium

added, and the acid-insoluble radioactive material trapped

on a glass fibre filter was measured in a liquid scintillation

cocktail The reaction mixture (10 lL) used for the

mea-surement of the RNA priming activity contained 40 mm

Tris/HCl (pH 7.5), 10 mm magnesium acetate, 1 mm

heliquinomycin at the indicated concentrations This

(0.6 units) was added, and the mixture was further

(0.1% bromophenol blue, 0.1% xylene cyanol, 10 mm

EDTA and 98% formamide), and the products were

analy-sed on a 25% polyacrylamide gel containing 7 m urea The

at their 5¢ ends and used as markers The gel was dried and

the radioactivity was detected using a Bio-Image Analyser

Preparation of the RPA complex

cDNAs for human RPA1, RPA2 and RPA3 were

synthe-sized from mRNA extracted from HeLa cells by the reverse

transcription-polymerase chain reaction (RT-PCR) method

(Invitrogen, Carlsbad, CA, USA), and were cloned into the

baculovirus vectors pVL1393, pAcUW31 and pVL1393,

-RPA1 fusion protein, and RPA2 as a flag-RPA2 fusion

protein High-5 cells were co-infected with the three viruses

expressing the RPA1, RPA2 and RPA3 proteins for 2 days

The recombinant RPA proteins in the lysates of the

infected cells were purified by performing

nickel-nitrilotri-acetic acid (Qiagen, Hilden, Germany) affinity column

chromatography as follows The purification involved the

suspension of the infected cells in lysis buffer consisting

of 10 mm Tris/HCl (pH 7.5), 130 mm NaCl, 1% Triton X-100, 10 mm NaF, 10 mm sodium phosphate buffer,

San Jose, CA, USA) The mixture was incubated for

40 min on ice, and insoluble components were separated by centrifugation at 137 000 g (TLS55; Beckman, Fullerton,

lysate, 1/10 vol of nickel-nitrilotriacetic acid-agarose was

rocking platform Agarose beads were then collected by centrifugation and thoroughly washed with buffer A [50 mm sodium phosphate buffer (pH 6.0), 300 mm NaCl and 10% glycerol] containing 20 mm imidazole Next, the beads were washed once with buffer B [50 mm sodium phosphate buffer (pH 8.0), 300 mm NaCl and 10% glyc-erol] containing 20 mm imidazole, and the proteins bound

to the beads were eluted by adding buffer B containing

300 mm imidazole at a volume equivalent to 1 bed This

platform and separation of the beads by centrifugation The proteins were eluted twice more The eluates were pooled and diluted to decrease the NaCl concentration to

50 mm, and the solution thus obtained was concentrated using Centricon 30 (Millipore) The concentrated proteins were loaded onto a MonoQ column (GE Healthcare, Pis-cataway, NJ, USA), and the bound proteins were eluted using a linear NaCl gradient (0.1–0.6 m) The RPA1 (70 kDa), RPA2 (34 kDa) and RPA3 (14 kDa) proteins were co-eluted with approximately 0.3 m NaCl, and were concentrated using Microcon 30 after the salt concentration had decreased to 0.1 m The oligonucleotide displacement activity of RPA was measured using the same reaction mix-ture as that employed to assess the DNA helicase activity, except that the reaction mixture contained 200 ng of RPA complex

Purification of Werner helicase High-5 cells infected with recombinant virus encoding

centrifugation The cells were lysed with 0.5% Nonidet

P-40 in buffer C [50 mm Tris/HCl (pH 7.9), 150 mm NaCl, 10% glycerol, 1 mm phenylmethylsulfonyl fluoride and

added to the lysate at a final concentration of 0.5 m After incubation for 30 min on ice, the cell lysate was centrifuged

The supernatant was passed through a DE52 (Whatman, Maidstone, Kent, UK) column equilibrated with 0.5 m NaCl in buffer C to remove nucleic acids Flow-through fractions were loaded on to a nickel-nitrilotriacetic acid

Trang 9

onto the nickel-nitrilotriacetic acid column, the column was

washed with buffer D containing 0.2 m NaCl and 25 mm

imidazole, and eluted with buffer D containing 0.2 m NaCl

and 200 mm imidazole The fractions containing Werner

Pooled fractions were loaded onto a MonoS column (GE

Healthcare) After the column had been washed with buffer

H [25 mm Hepes/NaOH (pH 7.8), 1 mm EDTA, 10%

glyc-erol, 0.01% Nonidet P-40, 1 mm phenylmethylsulfonyl

bound proteins were eluted with buffer H containing 0.5 m

NaCl Fractions around the main peak were pooled,

Germany) and then fractionated on Superdex 200 HR in

buffer H containing 0.1 m NaCl The purified protein was

concentrated with Vivaspin and dialysed against buffer H

containing 0.1 m NaCl

Other materials

The SV40 T antigen was prepared as reported previously

[28] Heliquinomycin was purified from Streptomyces sp

MJ929-SF2, as reported previously [29], and 1 mg of the

To prepare activated DNA, calf thymus DNA (30 mg) was

mix-ture (10 mL) containing 50 mm Tris/HCl (pH 7.5), 5 mm

then dialysed against 50 mm Tris/HCl (pH 8.1) and 5 mm

Acknowledgements

This study was supported in part by a Grant-in-Aid

for Scientific Research from the Ministry of Education,

Science, Sports and Culture of Japan

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Supporting information

The following supplementary material is available: Fig S1 Structure of heliquinomycin

Fig S2 SDS–PAGE of purified proteins

Fig S3 Detection of MCM proteins in purified DNA polymerase-a/primase complex

Fig S4 Effect of heliquinomycin on the oligonucleo-tide displacement activity of RPA

Fig S5 Effect of heliquinomycin on the ATPase activities of MCM4/6/7 in the presence of M13mp18 single-stranded DNA

This supplementary material can be found in the online version of this article

Please note: Wiley-Blackwell is not responsible for the content or functionality of any supplementary materials supplied by the authors Any queries (other than missing material) should be directed to the corre-sponding author for the article

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