Purification and characterization of a novel imidazole dipeptide synthase from the muscle of the Japanese eel Anguilla japonica

Comparative Biochemistry and Physiology - B Biochemistry and Molecular Biology

Volumn 146, Issue 4, 2007, Pages 560-567

  Tsubone, Shiori ^a   Yoshikawa, Naoko ^a   Okada, Shigeru ^a   Abe, Hiroki ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

Anguilla japonica; Anserine; Balenine; Carnosine; Imidazole dipeptide synthase; Imidazole dipeptides; Japanese eel; Muscle

Indexed keywords

ANSERINE; BETA ALANINE; CARNOSINE; DIPEPTIDE; HAPTOGLOBIN; HISTIDINE DERIVATIVE; IMIDAZOLE DERIVATIVE; IMIDAZOLE DIPEPTIDE SYNTHASE; PEPTIDE SYNTHASE; PROTEIN PRECURSOR; UNCLASSIFIED DRUG; ZINC ION;

AMINO ACID SEQUENCE; AMINO TERMINAL SEQUENCE; ANGUILLA JAPONICA; ANIMAL TISSUE; ARTICLE; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; EEL; ENZYME ACTIVATION; ENZYME ACTIVITY; ENZYME ANALYSIS; ENZYME INHIBITION; ENZYME KINETICS; ENZYME PURIFICATION; ENZYME REGULATION; FAST MUSCLE; GEL PERMEATION CHROMATOGRAPHY; MICHAELIS CONSTANT; MOLECULAR WEIGHT; NONHUMAN; PEPTIDE SYNTHESIS; PH; POLYACRYLAMIDE GEL ELECTROPHORESIS; PRIORITY JOURNAL; SEQUENCE ANALYSIS; TEMPERATURE; ZEBRA FISH;

ANGUILLA JAPONICA; DANIO RERIO;

EID: 33847264861     PISSN: 10964959     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cbpb.2006.12.002     Document Type: Article

References (41)

1. Abe H. Distribution of free l-histidine and related dipeptides in the muscle of fresh-water fishes. Comp. Biochem. Physiol. B 76 (1983) 35-39
2. Abe H. Histidine-related dipeptides: distribution, metabolism, and physiological function. In: Hochachka P.W., and Mommsen T.P. (Eds). Biochemistry and Molecular Biology of Fishes. Metabolic Biochemistry vol. 4 (1995), Elsevier, Amsterdam 309-333
3. Abe H. Role of histidine-related compounds as intracellular proton buffering constituents in vertebrate muscle. Biochemistry (Mosc.) 65 (2000) 757-765
4. 14C-labelled l-histidine and its incorporation into carnosine and anserine in rainbow trout. Nippon Suisan Gakkaishi 53 (1987) 1089-1094
5. Abe H., and Okuma E. Effect of temperature on the buffering capacities of histidine-related compounds and fish skeletal muscle. Nippon Suisan Gakkaishi 57 (1991) 2101-2107
6. Abe H., Dobson G.P., Hoeger U., and Parkhouse W.S. Role of histidine-related compounds to intracellular buffering in fish skeletal muscle. Am. J. Physiol. 249 (1985) R449-R454
7. Abe H., Brill R.W., and Hochachka P.W. Metabolism of l-histidine, carnosine, and anserine in skipjack tuna. Physiol. Zool. 59 (1986) 439-450
8. Barnett D.R., Lee T.-H., and Bowman B.H. Amino-acid sequence of the carboxyl terminal octapeptide of human haptoglobin β chain. Nature 225 (1970) 938-939
9. Barnett D.R., Lee T.-H., and Bowman B.H. Amino acid sequence of the human haptoglobin β-chain. 1. Amino- and carboxyl-terminal sequences. Biochemistry 11 (1972) 1189-1194
10. Bauer K., and Schulz M. Biosynthesis of carnosine and related peptides by skeletal muscle cells in primary culture. Eur. J. Biochem. 219 (1994) 43-47
11. Bauer K., Salnikow J., de Vitry F., Tixier-Vidal A., and Kleinkauf H. Characterization and biosynthesis of ω-aminoacyl amino acids from rat brain and the C-6 glioma cell line. J. Biol. Chem. 254 (1979) 6402-6407
12. Bauer K., Hallermayer K., Salnikow J., Kleinkauf H., and Hamprecht B. Biosynthesis of carnosine and related peptides by glial cells in primary culture. J. Biol. Chem. 257 (1982) 3593-3597
13. Boldyrev A., and Abe H. Metabolic transformation of neuropeptide carnosine modifies its biological activity. Cell. Mol. Neurobiol. 19 (1999) 163-175
14. Boldyrev A.A., Dupin A.M., Batrukova M.A., Bavykina N.I., Korshunova G.A., and Shvachkin Y.P. A comparative study of synthetic carnosine analogs as antioxidants. Comp. Biochem. Physiol. B 94 (1989) 237-240
15. Boldyrev A., Bulygina E., Leinsoo T., Petrushanko I., Tsubone S., and Abe H. Protection of neuronal cells against reactive oxygen species by carnosine and related compounds. Comp. Biochem. Physiol. B 137 (2004) 81-88
16. Bonfanti L., Peretto P., De Marchis S., and Fasolo A. Carnosine-related dipeptides in the mammalian brain. Prog. Neurobiol. 59 (1999) 333-353
17. Harding J., and Margolis F.L. Denervation in the primary olfactory pathway of mice. 3. Effect on enzymes of carnosine metabolism. Brain Res. 110 (1976) 351-360
18. Hipkiss A.R. Carnosine and protein carbonyl groups: a possible relationship. Biochemistry (Mosc.) 65 (2000) 771-778
19. Hipkiss A.R., Preston J.E., Himswoth D.T.M., Worthington V.C., and Abbot N.J. Protective effects of carnosine against malondialdehyde-induced toxicity towards cultured rat brain endothelial cells. Neurosci. Lett. 238 (1997) 135-138
20. Hipkiss A.R., Brownson C., and Carrier M.J. Carnosine, the anti-ageing, anti-oxidant dipeptide, may react with protein carbonyl groups. Mech. Ageing Dev. 122 (2001) 1431-1445
21. Kalyankar G.D., and Meister A. Enzymatic synthesis of carnosine and related β-alanyl and γ-aminobutyryl peptides. J. Biol. Chem. 234 (1959) 3210-3218
22. Kohen R., Yamamoto Y., Cundy K.C., and Ames B.N. Antioxidant activity of carnosine, homocarnosine, and anserine present in muscle and brain. Proc. Natl. Acad. Sci. U. S. A. 85 (1988) 3175-3179
23. Kurosky A., Barnett D.R., Lee T.-H., Touchstone B., Hay R.E., Arnott M.S., Bowman B.H., and Fitch W.M. Covalent structure of human haptoglobin: a serine protease homolog. Proc. Natl. Acad. Sci. U. S. A. 77 (1980) 3388-3392
24. Laemmli U.K. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature 227 (1970) 680-685
25. Lenney J.F. Specificity and distribution of mammalian carnosinase. Biochim. Biophys. Acta 429 (1976) 214-219
26. Margolis F.L. Carnosine in the primary olfactory pathway. Science 184 (1974) 909-911
27. McManus I.R. Enzymatic synthesis of anserine in skeletal muscle by N-methylation of carnosine. J. Biol. Chem. 237 (1962) 1207-1211
28. Raugei G., Bensi G., Colantuoni V., Romano V., Santoro C., Costanzo F., and Cortese R. Sequence of human haptoglobin cDNA: evidence that the α and β subunits are coded by the same mRNA. Nucleic Acids Res. 11 (1983) 5811-5819
29. Rosenberg A. Purification and some properties of carnosinase of swine kidney. Arch. Biochem. Biophys. 88 (1960) 83-93
30. Skaper S.D., Das S., and Marshall F.D. Some properties of a homocarnosine-carnosine synthetase isolated from rat brain. J. Neurochem. 21 (1973) 1429-1445
31. Stenesh J.J., and Winnick T. Carnosine-anserine synthetase of muscle. 4. Partial purification of the enzyme and further studies of β-alanyl peptide synthesis. Biochem. J. 77 (1960) 575-581
32. Teufel M., Saudek V., Ledig J.-P., Bernhardt A., Boularand S., Carreau A., Cairns N.J., Carter C., Cowley D.J., Duverger D., Ganzhorn A.J., Guenet C., Heintzelmann B., Laucher V., Sauvage C., and Smirnova T. Sequence identification and characterization of human carnosinase and a closely related non-specific dipeptidase. J. Biol. Chem. 278 (2003) 6521-6531
33. Togashi M., Okuma E., and Abe H. HPLC determination of N-acetyl-l-histidine and its related compounds in fish tissues. Fish. Sci. 64 (1998) 174-175
34. Watanabe M., and Arai S. The plastein reaction: fundamentals and application. In: Hudson B.J.F. (Ed). Biochemistry of Food Proteins (1992), Elsevier, Oxford 271-305
35. 14C-histidine into carnosine in the eel Anguilla japonica. Nippon Suisan Gakkaishi 45 (1979) 1513-1516
36. Wicher K.B., and Fries E. Prohaptoglobin is proteolytically cleaved in the endoplasmic reticulum by the complement C1r-like protein. Proc. Natl. Acad. Sci. U. S. A. 101 (2004) 14390-14395
37. Winnick R.E., and Winnick T. Carnosine-anserine synthetase of muscle. 1. Preparation and properties of a soluble enzyme from chick muscle. Biochim. Biophys. Acta 31 (1959) 47-55
38. Winnick R.E., and Winnick T. Carnosine-anserine synthetase of muscle. 3. Experiments on the mechanism of peptide bond formation. Biochim. Biophys. Acta 37 (1960) 214-220
39. Wood M.R.G., and Johnson P. Purification of carnosine synthetase from avian muscle by affinity chromatography and determination of its subunit structure. Biochim. Biophys. Acta 662 (1981) 138-144
40. Yamada S., Tanaka Y., and Ando S. Purification and sequence identification of anserinase. FEBS J. 272 (2005) 6001-6013
41. Yang F., Brune J.L., Baldwin W.D., Barnett D.R., and Bowman B.H. Identification and characterization of human haptoglobin cDNA. Proc. Natl. Acad. Sci. U. S. A. 80 (1983) 5875-5879