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Tiêu đề Purification and sequence identification of anserinase
Tác giả Shoji Yamada, Yoshito Tanaka, Seiichi Ando
Trường học Kagoshima University
Chuyên ngành Fisheries
Thể loại báo cáo khoa học
Năm xuất bản 2005
Thành phố Kagoshima
Định dạng
Số trang 13
Dung lượng 508,13 KB

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Nội dung

A cDNA encoding CNDP-like protein was also isolated from tilapia brain.. On the other hand, ‘serum’ carnosinase with a narrow Results and Discussion Purification and characterization of

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Shoji Yamada, Yoshito Tanaka and Seiichi Ando

Faculty of Fisheries, Kagoshima University, Japan

Na-Acetylhistidine is found in high concentration

exclusively in the brain, retina, lens, and occasionally

the heart of poikilothermic vertebrates (bony fishes,

amphibians and reptiles) excluding jawless and

cartila-ginous fishes, but is absent from these tissues in

homothermic vertebrates (birds and mammals) [1–3]

However, little is known about its biological roles in

poikilothermic vertebrates It is synthesized from l-His

and acetyl-CoA by histidine acetyltransferase (EC 2.3.1.33) in the brain and lens [4], and hydrolyzed to histidine by anserinase (Xaa-methyl-His dipeptidase,

EC 3.4.13.5) in the brain and eye [5,6] Baslow & Lenney [5] isolated the enzyme that deacetylates Na-acetylhistidine from the brain of skipjack tuna Katsuwonus pelamis, and thus this enzyme was tempor-arily classified as ‘Na-acetylhistidine deacetylase’ (EC

Keywords

acetylhistidine; anserinase; carnosinase;

cytosolic nonspecific dipeptidase; MEROPS

M20A metallopeptidase

Correspondence

S Yamada, Faculty of Fisheries, Kagoshima

University, 4-50-20 Shimoarata, Kagoshima

890-0056, Japan

Fax: +81 99 2864015

Tel: +81 99 2864172

E-mail: yamada@fish.kagoshima-u.ac.jp

Enzyme

EC 3.4.13.5; recommended name:

Xaa-methyl-His dipeptidase; other names:

anserinase, aminoacyl-methylhistidine

dipeptidase, acetylhistidine deacetylase,

N-acetylhistidine deacetylase,

a-N-acetyl-L -histidine aminohydrolase, X-methyl-His

dipeptidase

Note

The nucleotide sequences reported in this

paper have been submitted to

DDBJ ⁄ EMBL ⁄ GenBank databank with

accession numbers AB179777 for anserinase

and AB219566 for CNDP-like protein.

(Received 7 August 2005, revised 2

September 2005, accepted 23 September

2005)

doi:10.1111/j.1742-4658.2005.04991.x

Anserinase (Xaa-methyl-His dipeptidase, EC 3.4.13.5) is a dipeptidase that mainly catalyzes the hydrolysis of Na-acetylhistidine in the brain, retina and vitreous body of all poikilothermic vertebrates The gene encoding anserinase has not been previously identified We report the molecular identification of anserinase, purified from brain of Nile tilapia Oreochromis niloticus The determination of the N-terminal sequence of the purified anserinase allowed the design of primers permitting the corresponding cDNA to be cloned by PCR The anserinase cDNA has an ORF of 1485 nucleotides and encodes a signal peptide of 18 amino acids and a mature protein of 476 amino acids with a predicted molecular mass of 53.3 kDa Sequence analysis showed that anserinase is a member of the M20A metal-lopeptidase subfamily in MEROPS peptidase database, to which ‘serum’ carnosinase (EC 3.4.13.20) and cytosolic nonspecific dipeptidase (EC 3.4.13.18, CNDP) belong A cDNA encoding CNDP-like protein was also isolated from tilapia brain Whereas anserinase mRNA was detected only

in brain, retina, kidney and skeletal muscle, CNDP-like protein mRNA was detected in all tissues examined

Abbreviations

CNDP, cytosolic nonspecific dipeptidase; GAPDH, glyceraldehyde-3-phosphate dehydrogenase.

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ions and has broad specificity, with ability to

hydrolyze many kinds of substrates such as

Na-ace-tylhistidine, N-acetylmethionine, anserine, carnosine,

homocarnosine (c-aminobutyrylhistidine),

alanylhisti-dine, glycyl-leucine and leucylglycine [6,8,9]

Previ-ously, we reported that this enzyme, purified from the

brain of rainbow trout Oncorhynchus mykiss to

appar-ent homogeneity, is a homodimeric protein with a

subunit of 55 kDa [9] It is commonly believed that

anserinase is universally distributed in poikilothermic

animals containing Na-acetylhistidine in their tissues

[5,6,9–11]

Mammalian tissues contain another peptidase

called carnosinase Carnosinase resembles anserinase in

hydrolytic ability against carnosine, anserine and

homo-carnosine, which are unusual dipeptides containing

non-a-amino acids (i.e b-alanine and c-aminobutyric

acid) No other enzymes except anserinase and

carno-sinase can hydrolyze these three dipeptides Human

tis-sues were aggressively investigated for carnosinase

because its deficiency has been associated with

neuro-logical deficits including intermittent seizures and

men-tal retardation [12,13] Carnosinase exists as two types:

‘tissue’ carnosinase (Xaa-His dipeptidase, EC 3.4.13.3)

and ‘serum’ carnosinase (b-Ala-His dipeptidase, EC

3.4.13.20) [14–16] As ‘tissue’ carnosinase with broad

specificity is present in every human tissue, it has been

suggested that this enzyme is identical with cytosolic

nonspecific dipeptidase (CNDP, EC 3.4.13.18) [16] On

the other hand, ‘serum’ carnosinase with a narrow

Results and Discussion

Purification and characterization of anserinase from Nile tilapia brain

The procedure for the purification of the enzyme from Nile tilapia is summarized in Table 1 The brains were collected from  1000 specimens of Nile tilapia (com-mercial size) Crude extracts from the fish brains were first subjected to ammonium sulfate fractionation Anserinase was recovered from the 50–60% saturated ammonium sulfate fraction The active fraction was then subjected to hydrophobic interaction chromato-graphy on octyl-Sepharose CL-4B When the fractions were screened for hydrolysis against Na-acetylhistidine, the activity was recovered as an unbound fraction (data not shown) The unbound fraction containing anserinase was then subjected to gel filtration using Superdex 200 HR (Fig 1A) The molecular mass of anserinase as determined by gel filtration was

120 kDa The active fractions were pooled, and subjec-ted to anion-exchange chromatography using Resource

Q The bound enzyme was eluted from the column as

a single peak of enzyme activity when the salt concen-tration was  0.30 m (Fig 1B) The active fractions were concentrated, and applied to a preparative native PAGE (Fig 2) As shown in Fig 2A, several protein bands were detected on the native PAGE When the samples extracted from the gel slices were assayed for hydrolysis against Na-acetylhistidine, the activity was

Table 1 Purification of anserinase from brain of Nile tilapia One enzyme unit is defined as that activity of enzyme that catalyzes the hydro-lysis of 1 lmol Na-acetylhistidine in 1 h under the standard conditions.

Step Fraction Total protein (mg) Total activity (U) Specific activity (UÆmg)1) Purification (fold) Yield (%)

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mainly recovered from gel slice numbers 13 and 14

(Fig 2B) Gel slices 11–15 were subjected to SDS⁄

PAGE under reducing conditions Protein bands were

visualized with silver staining (Fig 2C) The visualized

intensity of the 55-kDa protein band, indicated by an

arrow in Fig 2C, correlated with enzyme activity levels

shown in Fig 2B Moreover, we previously reported

that anserinase purified from brain of rainbow trout

consists of a subunit of 55 kDa [9] Therefore, the

55-kDa protein was assumed to be a single subunit

of Nile tilapia anserinase As the molecular mass of

anserinase determined by gel filtration is 120 kDa in the present study, Nile tilapia anserinase, like the trout enzyme [9], is apparently a homodimeric protein The sample solutions from gel slices 13 and 14 containing high enzyme activity were pooled and concentrated The separation procedures by preparative native PAGE (step 6) resulted in 794-fold purification and 4% of the enzyme activity However, the enzyme was not homogeneous, as there were several protein bands besides anserinase visualized from gel slices 13 and 14,

as shown in Fig 2A Therefore, the final purification was conducted using preparative SDS⁄ PAGE (step 7) The purified enzyme obtained from step 7 showed a single protein band (55 kDa) on SDS⁄ PAGE (Fig 3) The final recovery of the anserinase protein was

110 lg from 345 g fish brain The sequence of the N-terminal 20 amino acids for the purified Nile tilapia anserinase, determined by automated Edman degrada-tion, was FXYMDLAQYVDSXQDEYVEM In the N-terminal sequence, two amino acids expressed as ‘X’

at the 2nd and 13th residue from the N-terminus failed

to be identified for unknown reasons

In Table 2 the substrate specificities of the Nile til-apia anserinase obtained by step 6 were compared with the previous data obtained from trout anserinase [9], which was purified from the trout brain to apparent homogeneity The Nile tilapia and rainbow trout enzymes had similar broad specificities Both enzymes showed strong hydrolytic activity against Na-chloro-acetyl-l-Leu and Gly-Gly Anserine, carnosine and homocarnosine were also hydrolyzed The Nile tilapia enzyme, however, hydrolyzed l-Ala-l-His, l-Leu-Gly and l-Pro-Gly at a much higher rate than the trout enzyme Moreover, the Nile tilapia enzyme hydrolyzed both l-His-Gly and l-Ala-l-Pro, which were hardly cleaved at all by the trout enzyme From these results,

it is likely that the specificity of Nile tilapia anserinase

is broader than that of rainbow trout anserinase

Molecular cloning of anserinase and CNDP-like protein

Database search Initially we searched for a candidate for anserinase in the GenBank database by blastp using the N-terminal sequence of Nile tilapia anserinase An ‘unnamed pro-tein’ product (DDBJ⁄ EMBL ⁄ GenBank accession num-ber CAF95589) of the spotted river puffer Tetraodon nigroviridis was extracted from the database (Fig 4) The N-terminal amino-acid sequence of Nile tilapia anserinase displayed 13 of 18 residues (excluding two residues of X) identical with the deduced amino-acid sequence 19–38 from the N-terminus of the Tetraodon

Fig 1 Gel filtration and anion-exchange chromatography of Nile

til-apia anserinase (A) Gel filtration on a Superdex 200 HR column

(step 4) The concentrated sample from octyl-Sepharose CL-4B

chromatography was applied to a Superdex 200 HR 10 ⁄ 30 column

equilibrated with 50 m M sodium phosphate buffer, pH 7.0,

contain-ing 150 m M NaCl Fractions of 200 lL each were collected at a

flow rate of 0.4 mLÆmin)1 Standard proteins (molecular mass in

parentheses) were aldolase (158 kDa), BSA (67 kDa), ovalbumin

(43 kDa), chymotrypsinogen A (25 kDa) and ribonuclease A

(13.7 kDa) (B) Chromatography on a Resource Q column (step 5).

The pooled active fraction from Superdex 200 HR chromatography

was applied to a Resource Q column (1 mL size) equilibrated with

20 m M Tris ⁄ HCl buffer, pH 7.8 The column was washed with

10 mL of the equilibration buffer A linear NaCl gradient (0–0.5 M ;

20 mL of 20 m M Tris ⁄ HCl buffer, pH 7.8) was then applied

Frac-tions of 1 mL each were collected at a flow rate of 0.4 mLÆmin)1.

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‘unnamed protein’ The organization principle of the

MEROPS peptidase database is a hierarchical

classifi-cation in which homologous sets of the proteins of

interest are grouped into families, and the homologous

families are grouped into clans [19] Therefore, the

blastp program of the MEROPS database was used

to search homologous peptidase genes to the

Tetrao-don‘unnamed protein’ Members of CNDP (MEROPS

ID M20.005) and ‘serum’ carnosinase (MEROPS ID

M20.006) in the M20A metallopeptidase family⁄

sub-family of the MH clan were extracted from the

data-base Multiple sequence alignments of the extracted

genes of vertebrates were performed using the clustal

w program to reveal highly conserved amino-acid

sequences for designing degenerate primers for PCR

amplification (data not shown)

Cloning of anserinase cDNA

PCR was performed using a set of primers (A and B)

and the first-strand cDNA for 3¢ rapid amplification

of cDNA ends (RACE), prepared from total RNA of

Nile tilapia brain, as the template The first-round PCR product was then used as a template for nested PCR amplification using a set of nested primers (A and C) As a result, the 281-bp PCR product was spe-cifically amplified A full-length cDNA sequence of Nile tilapia anserinase was finally obtained by 3¢ and 5¢ RACE PCR (Fig 5) The cDNA contained 1840-bp nucleotides including 56 bp of 5¢ UTR, 1482 bp of ORF, and 299 bp of 3¢ UTR The coding region of the sequence was translated into 494 amino acids, which included a typical signal peptide of 18 amino acids and two potential N-glycosylation sites at the 104th and 134th residue (Asn) from the N-terminus The predic-ted N-terminal amino-acid sequence of the ORF exclu-ding signal peptide completely matched the sequence determined by automated Edman degradation cDNA sequence analysis predicted that two unknown amino acids at the 2nd and 13th residue from the N-terminus

of the purified protein were both histidines The cal-culated molecular mass and isoelectric point of the mature protein, excluding the signal peptide, were

53 311 Da and pH 5.3, respectively

C

Fig 2 Preparative native PAGE (step 6) of Nile tilapia anserinase (A) Preparative native PAGE (7.5% running gel and 4.5% stacking gel) was performed as described in Experi-mental procedures Proteins were stained with Coomassie Brilliant Blue R-250 (B) Un-stained gels were cut into 30 gel slices (numbered 1–30), and each fraction was assayed for hydrolytic activity against Na-acetylhistidine (C) The samples of gel slices 11–15 were subjected to SDS ⁄ PAGE (7.5% running gel and 4.5% stacking gel) under reducing conditions Protein bands were visualized with silver staining Standard pro-teins (STD) were phosphorylase b (94 kDa), BSA (67 kDa), ovalbumin (43 kDa), and car-bonic anhydrase (30 kDa) The arrow indi-cates the position of the 55-kDa protein that proved to be anserinase.

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Cloning of the CNDP-like protein cDNA

We also cloned a full-length cDNA encoding Nile

til-apia CNDP-like protein using a partial nucleotide

sequence of Mozambique tilapia (Oreochromis

mossam-bicus) CNDP-like protein for primer design PCR was

performed using a set of primers (D and E) and the

first-strand cDNA for 3¢ RACE as the template As a

result, the 527-bp PCR product was specifically

ampli-fied To obtain the 3¢ and 5¢ terminal segments of the

cDNA, 3¢ and 5¢ RACE were then performed The

ORF of CNDP-like protein coded for a cytoplasmic

protein (no signal peptide) of 474 amino acids with a

calculated molecular mass of 52 807 Da and isoelectric

point of 5.6 (data not shown) The deduced amino-acid

sequence of CNDP-like protein showed 52% identity

with and 66% similarity to that of anserinase from

Nile tilapia (Fig 6)

Tissue distribution of the mRNAs for anserinase and CNDP-like protein in Nile tilapia

The possibility of genomic contamination was elimin-ated by the observation of amplifications spanning the exon–intron boundaries, which were based on the information of the two scaffold files (M001527 for

Fig 3 SDS ⁄ PAGE of purified anserinase (step 7) The purified

enzyme obtained from preparative SDS⁄ PAGE was subjected to

SDS ⁄ PAGE (12.5% running gel and 4.5% stacking gel) under

redu-cing conditions Protein bands were visualized with Coomassie

Bril-liant Blue R-250 Standard proteins (STD) were phosphorylase b

(94 kDa), BSA (67 kDa), ovalbumin (43 kDa), carbonic anhydrase

(30 kDa), soybean trypsin inhibitor (20.1 kDa) and a-lactalbumin

(14.4 kDa).

Table 2 Substrate specificity of Nile tilapia anserinase.

Substrate

Relative rates of hydrolysis Nile tilapiaa Rainbow troutb

a

The data from this study The semipurified Nile tilapia enzyme obtained from step 6 (Table 1) was incubated at 30 C for 1 h with

1 m M substrate in 150 m M N-ethylmorpholine ⁄ HCl buffer, pH 6.5, containing 1 m M CoSO 4 bThe data from the previous study [9] The anserinase of rainbow trout was purified to apparent homogeneity, and incubated under the same conditions as in the present study.

Fig 4 Alignment of amino-acid sequences of Nile tilapia anserinase N-terminus and ‘unnamed protein’ product (DDBJ ⁄ EMBL ⁄ GenBank accession number CAF95589) of spotted river puffer Tetraodon nigroviridis Vertical lines indicate amino-acid identities, whereas colons indicate conservative substitutions In the N-terminal sequence of Nile tilapia anserinase, two amino acids expressed as

‘X’ at the 2nd and 13th residue from the N-terminus were not able

to be analyzed for unknown reasons.

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anserinase-like protein and M001163 for CNDP-like

protein) extracted from the Fugu genome database

The RT-PCR products of the expected size for

CNDP-like protein were observed in all tissues examined

(Fig 7) These distributions of CNDP-like protein in

the fish are exactly consistent with those of human

CNDP In mouse, Otani et al [20] recently reported

that Western blotting analysis using the antibody

against the recombinant carnosine-hydrolyzing protein,

which is identical with CNDP-like protein, revealed

the presence of the protein in kidney, liver, brain and

spleen, and weakly in heart muscle and skeletal muscle

Although no enzymological information for CNDP in

fish is at present available, it is likely that fish

CNDP-like protein plays the same role as mammalian CNDP

On the other hand, anserinase mRNA was expressed

strongly in brain, retina, skeletal muscle and kidney,

and slightly in spleen (Fig 7) We could not detect the

RT-PCR products of the expected size for anserinase

mRNA in any other tissues According to our previous

works [11,21], the enzymatic activity of anserinase was

detected strongly in kidney, brain, liver and ocular fluid, and weakly in skeletal muscle and spleen of Nile tilapia The mRNA expression in the brain and kidney obtained in this study are therefore consistent with the distribution of the enzyme activity It seems likely that the enzyme activity in the ocular fluid originates from anserinase secretion from the retina, in which anseri-nase mRNA was strongly expressed Interestingly, anserinase mRNA was not expressed in the liver, which contained the enzyme activity Therefore, the question arises which tissue is the origin of liver anseri-nase Whereas human ‘serum’ carnosinase is expressed only in central nervous system, rat and mouse ortho-logues are found exclusively in the kidney and are not expressed in the central nervous system [18] Margolis

et al [22,23] revealed that tissues with carnosinase activity can be divided into two groups: kidney, uterus and olfactory mucosa represent one group, and central nervous system, muscle, spleen, etc represent the sec-ond Therefore, it can be suggested that mouse kidney carnosinase is translated from a gene orthologous to

Fig 5 Nucleotide sequence and predicted amino-acid sequence of cDNA encoding Nile tilapia anserinase The putative signal sequence is shown in italics, and the N-terminal amino acids as determined by protein sequencing are underlined Potential N-glycosylation sites are surrounded by rectangles The active site residues are surrounded by ovals, and the metal binding sites are also highlighted in black The terminal stop codon is marked with an asterisk.

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human ‘serum’ carnosinase Interestingly, the mouse

protein predicted from ‘serum’ carnosinase cDNA,

unlike the human ‘serum’ carnosinase, does not have a

typical N-terminal signal peptide The gene expression and protein distribution of either anserinase or ‘serum’ carnosinase are therefore very complicated in verteb-rate animals

Molecular phylogenetic analysis

We aligned the deduced amino-acid sequences of ver-tebrate M20A genes including the gene of Nile tilapia anserinase and constructed the unrooted phylogenetic tree shown in Fig 8 Gene sequences from ascidian and vertebrate animals cluster within three distinct groups, CNDP-like, ‘serum’ carnosinase-like, and anse-rinase-like types Only one gene was extracted from the databases for the ascidian Ciona intestinalis It

is likely that the ascidian gene is grouped as a CNDP-like type The primary structures of all

Fig 6 Amino-acid alignment of Nile tilapia anserinase and CNDP-like genes The putative signal sequence is underlined Identical amino acids are indicated by an asterisk, and chemically similar amino acids are indicated by dots Gaps inserted into the sequences are indicated

by dashed lines The active-site and metal-binding-site residues are highlighted in gray and black, respectively The deduced amino-acid sequence of the ORF-encoded anserinase was aligned with the encoded CNDP-like protein using CLUSTAL W , showing 52% sequence identity and 66% similarity.

Fig 7 Tissue distribution of the mRNAs for anserinase and

CNDP-like protein Total RNA was prepared from Nile tilapia tissues, and

RT-PCR was performed using specific primers The expected sizes

of the amplified bands of anserinase, CNDP-like protein and

GAPDH were 530, 395 and 517 bp, respectively.

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CNDP-like proteins are relatively conserved; however,

the function of these proteins is unknown except in

humans [18] In both African clawed frog Xenopus

laevis and Atlantic salmon Salmo salar, three genes,

which are separately grouped into CNDP-like, ‘serum’

carnosinase-like, and anserinase-like types, were

extrac-ted from the databases Darmin, the function of which

is unknown, is a secreted protein expressed during

endoderm development in African clawed frog [24]

From our phylogenetic analysis, Darmin protein is

grouped as an anserinase-like type However, as the

phylogenetic divergence of Xenopus Darmin protein is

a relatively long way from fish anserinase, as shown

in Fig 8, the enzymatic properties of Darmin protein

need to be investigated and compared with those

of fish anserinase Another hypothetical MGC68563

protein of African clawed frog is closely related to a human ‘serum’ carnosinase A homologous gene to

‘serum’ carnosinase in Atlantic salmon was also obtained by assembling three EST clones (TC33189, CX353277 and TC29012) extracted from the databases

We therefore suggest that before the vertebrate–ascidian divergence, an ancestral CNDP gene was first duplica-ted to form the original CNDP and the copied CNDP genes The copied CNDP gene was further dupli-cated to form ‘serum’ carnosinase and anserinase genes This second gene duplication event occurred before the divergence of ray-finned fish and tetrapod lineages

In conclusion, we report the molecular identification

of anserinase, and demonstrate that the enzyme is a member of the M20A metallopeptidase subfamily, as well as ‘serum’ carnosinase and CNDP The anserinase

Fig 8 Phylogenetic tree of anserinase and M20A genes of vertebrate animals The tree was constructed by neighbor-joining distance analy-sis Bootstrap values of 1000 resampling are indicated for all nodes on the tree The scale bar corresponds to the estimated evolutionary dis-tance units In Fugu Takifugu rubripes, the homologous genes to anserinase-like and CNDP-like proteins were located on scaffolds M001527 and M001163, respectively The accession numbers of the homologues extracted from the DDBJ ⁄ EMBL ⁄ GenBank or the TIGR (http:// www.tigr.org/tdb/tgi/) databases are as follows: human Homo sapiens, ‘serum’ carnosinase (NM_032649) and CNDP (BC003176); mouse Mus musculus, ‘serum’ carnosinase-like (NM_177450) and CNDP-like (NM_023149); chicken Gallus gallus, ‘serum’ carnosinase-like (BX931960) and CNDP-like (TC188297); African clawed frog Xenopus laevis, MGC68563 protein (BC060450), Darmin protein (AY166869) and CNDP-like (BC056069); zebrafish Danio rerio, CNDP-like (AY391414); medaka Oryzias latipes, CNDP-like (TC30957); salmon Salmo salar,

‘serum’ carnosinase-like (assembled using TC33189, CX353277 and TC29012), anserinase-like (assembled using CK873786 and TC31285) and CNDP-like (assembled using CK884742, CX352802 and TC22931); ascidian Ciona intestinalis, CNDP-like (TC64855).

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mRNA was expressed strongly in brain, retina, skeletal

muscle and kidney of Nile tilapia, whereas the CNDP

mRNA was expressed in all tissues It is also expected

that a set of three genes, CNDP-like, anserinase-like

and ‘serum’ carnosinase-like genes, exists in tetrapods

(African clawed frog) and fish (Atlantic salmon)

Fur-ther studies are Fur-therefore required to extensively

investigate the existence of anserinase-like and ‘serum’

carnosinase-like genes in vertebrates

Experimental procedures

Enzyme assay

As Na-acetylhistidine is a major physiological substrate for

anserinase in brain and eye of fish, we used it instead of

anserine as a substrate for the anserinase assay throughout

this study Enzyme activity was assayed as follows: sample

containing enzyme was incubated at 30C for 1 h with

1 mm Na-acetylhistidine in 150 mm N-ethylmorpholine⁄ HCl

buffer, pH 6.5, containing 1 mm CoSO4 [9] The reaction

was terminated by the addition of HClO4at a final

concen-tration of 5% (w⁄ v) The sample was then centrifuged for

15 min at 8000 g to precipitate the protein Released

histi-dine in the supernatant was quantified by HPLC using the

o-phthalaldehyde post-column labeling method [21]

Protein determination

Protein concentration was calculated as the sum of

amino-acid contents after amino-acid hydrolysis (6 m HCl, 24 h) Amino

acid content was determined by HPLC as above

Analytical SDS/PAGE

Electrophoresis in the presence of SDS and

2-mercaptoeth-anol was performed by the method of Laemmli [25], with a

7.5% or a 12.5% polyacrylamide running gel and a 4.5%

polyacrylamide stacking gel Proteins were stained with

0.25% Coomassie Brilliant Blue R-250 in 50% methanol

containing 10% acetic acid or Silver Stain II Kit (Wako

Pure Chemical Industries, Osaka, Japan)

Purification of brain anserinase

All operations were conducted at 0–4C unless otherwise

mentioned Fresh brains (345 g) of Nile tilapia O niloticus

were stored at)20 C

Step 1: extraction

The frozen brains were homogenized with a Polytron

homo-genizer in 10 vol 10 mm sodium phosphate buffer, pH 7.8

The crude homogenate was centrifuged at 20 000 g for 1 h

Step 2: ammonium sulfate precipitation The supernatant was brought to 50% saturation with solid ammonium sulfate and left overnight The precipi-tate was removed by centrifugation (20 000 g, 1 h) and discarded The supernatant was precipitated by increasing ammonium sulfate to 60% saturation and left for 1 h The precipitate was collected by centrifugation (20 000 g,

1 h), dissolved in 67 mL 10 mm N-ethylmorpholine⁄ HCl buffer, pH 7.2, containing 0.1 mm CoSO4 and brought to 30% saturation with solid ammonium sulfate Insoluble material was removed by centrifugation (20 000 g, 1 h) and discarded

Step 3: octyl-Sepharose CL-4B chromatography The supernatant was applied to a column (2.6· 40 cm) of octyl-Sepharose CL-4B (Amersham Pharmacia Biotech) previously equilibrated with 10 mm N-ethylmorpholine⁄ HCl buffer, pH 7.2, containing 30% saturated ammonium sul-fate and 0.1 mm CoSO4 at 7C The column was washed with 500 mL of the equilibration buffer at a flow rate of 1.5 mLÆmin)1, and a linear ammonium sulfate gradient (30–0% saturation; 2 L) was applied The effluent was fractionated into 15-mL portions The active fractions were pooled and concentrated to 1.2 mL by ultrafiltration through a PM-10 membrane (Amicon, Inc.)

Step 4: Superdex 200 HR gel filtration The sample (200 lL) was injected at room temperature into a Superdex 200 HR 10⁄ 30 column (10 · 300 mm; Amersham Pharmacia Biotech) equilibrated with 50 mm sodium phosphate buffer, pH 7.0, containing 150 mm NaCl at a flow rate of 0.4 mLÆmin)1 Fractions of

200 lL each were collected The active fractions were combined and concentrated to 800 lL using a Centricon

10 (Amicon, Inc.) This separation step was separately performed six times (200 lL· 6)

Step 5: Resource Q chromatography The sample was applied at room temperature to a Resource Q column (1 mL; Amersham Pharmacia Biotech) equilibrated with 20 mm Tris⁄ HCl buffer,

pH 7.8, at a flow rate of 1.0 mLÆmin)1 The column was washed with 10 mL of the equilibration buffer for

10 min A linear NaCl gradient (0–0.5 m; 20 mL 20 mm Tris⁄ HCl buffer, pH 7.8) was applied, and 1-mL fractions were collected The active fractions containing the enzyme were concentrated, and the buffer was replaced with

10 mm N-ethylmorpholine⁄ HCl buffer, pH 7.2, containing 30% glycerol, using a centrifugal concentrator (Centricon-10)

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line⁄ HCl buffer, pH 7.2, using a Centricon-10 An aliquot

of the sample obtained from each gel slice was assayed for

enzyme activity The active fractions of gel slices were

con-centrated to 400 lL using a Centricon-10

Step 7: preparative SDS⁄ PAGE

The concentrate was applied over the width of a gel

slab (11· 14 · 0.1 cm, three slabs) and subjected to

SDS⁄ PAGE (7.5% running gel and 4.5% stacking gel) as

described by Laemmli [25] After electrophoresis for 2.5 h

at 30 mA, 1-cm vertical strips were cut from the right

and left sides of the slab using a cheese knife with a

zig-zag shaped blade; these were immediately stained with

Quick-CBB (Wako Pure Chemical Industries) The stained

gel strips were replaced to each original position on the

slab joining along the zigzag edge The horizontal strip

containing the anserinase band was excised from the

unstained gel slab Elution of the protein from the gel

strips was performed electrophoretically using

Electro-Eluter model 422 (Bio-Rad Laboratories), according to

the manufacturer’s instructions The sample solution was

concentrated, and the buffer was completely replaced with

distilled water, using a Centricon-10 for N-terminal

sequence analysis

N-Terminal sequence analysis and BLAST search

Edman degradation was performed on an automated

pro-tein sequencer (model 491; Applied Biosystems) Propro-tein

Sequence Databases were searched for homologies with

N-terminal sequence of anserinase using the world wide

web-based blastp search engine of GenBank (http://

www.ncbi.nlm.nih.gov/BLAST/) A further blastp search

was conducted by an engine of the MEROPS database

(http://merops.sanger.ac.uk) [19] using ‘unnamed protein’

sequence (DDBJ⁄ EMBL ⁄ GenBank accession number

CAF95589) of spotted river puffer Tetraodon nigroviridis,

which was extracted from blastp for N-terminal sequence

of anserinase Multiple sequence alignments were performed

using the clustal w program (http://align.genome.jp/) to

find highly conserved amino-acid sequences

(dT)-adaptor (10 pmol) 5¢-GGCCACGCGTCGACTAG TACTTTTTTTTTTTTTTT-3¢, and reverse transcriptase buffer (20 lL) of the first-strand cDNA synthesis kit (Invi-trogen Corp.) The synthesis reaction was performed at

42C for 50 min The forward primer (A) was designed for PCR; 21-mer degenerate oligonucleotide 5¢-CAR GAYGARTAYGTNGARATG-3¢ corresponding to N-ter-minal amino-acid sequences 14–20 (QDEYVEM) of Nile tilapia anserinase Multiple sequence alignment of the genes belonging to CNDP (MEROPS ID M20.005) and ‘serum’ carnosinase (MEROPS ID M20.006), which were extracted from the MEROPS blastp search using the sequence of Tetraodon ‘unnamed protein’, revealed two highly con-served regions suitable for designing degenerate oligonucleo-tides for amplification of anserinase gene fragments (data not shown) Therefore, two reverse primers were designed for PCR; the 23-mer oligonucleotide 5¢-GAG CCNGWYTCYTCCATBCCYTC-3¢ corresponding to one consensus sequence (EGMEES⁄ TGS) as the outer pri-mer (B), and the 23-mer oligonucleotide 5¢-TCCAG GYTDGCNGGCTGVACRTC-3¢ corresponding to another consensus sequence (DVQPAN⁄ SLD ⁄ E) as the inner pri-mer (C) The first-round PCR was performed using a set of the primers (A and B), and the second-round nested PCR was primed with first-round PCR product and as a tem-plate a set of the primers (A and C) PCR amplification was carried out in a total volume of 50 lL containing 0.75 lL of a template, 150 pmol of a forward primer (A),

150 pmol of a reverse primer (B or C), 1· G-Taq buffer,

10 nmol each of dATP, dGTP, dCTP and dTTP, and 0.5 U G-Taq DNA Polymerase (Cosmo Genetech Co., Seoul, Korea) For PCR the following conditions were used: initial denaturation at 95C for 2 min, followed by

40 cycles of denaturation at 95C for 20 s, annealing at

50C for 30 s, and extension at 72 C for 1 min, final extension step at 72C for 7 min

Isolation of a partial cDNA encoding CNDP-like protein

A partial sequence of CNDP-like protein (DDBJ⁄ EMBL ⁄ GenBank accession number AY260749) of Mozambique

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