Chemo-enzymatic synthesis of tripeptide RGD in organic solvents

Enzyme and Microbial Technology

Volumn 33, Issue 1, 2003, Pages 55-61

  Zhou, Yun Yun ^a   Yang, Tong ^a   Wang, Na ^a   Xu, Li ^a   Huang, Yi Bing ^a   Wu, Xiao Xia ^a   Yang, Xue Cheng ^a   Zhang, Xue Zhong ^a  

^a JILIN UNIVERSITY   (China)

Author keywords

Organic solvents; RGD tripeptde synthesis; Trypsin

Indexed keywords

BIOSYNTHESIS; ESTERIFICATION; ORGANIC SOLVENTS; PH EFFECTS;

BUFFER SYSTEMS;

ENZYME KINETICS;

ALCOHOL; ARGININE; ASPARAGINE; BUFFER; GLYCINE; HYDROCHLORIC ACID; ORGANIC SOLVENT; TRIPEPTIDE;

AMINO ACID SUBSTITUTION; ARTICLE; CHEMICAL REACTION; ENZYME SYNTHESIS; ESTERIFICATION; PH; TEMPERATURE; WATER CONTENT;

EID: 0038072802     PISSN: 01410229     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0141-0229(03)00095-4     Document Type: Article

References (19)

1. Ruoslahti E., Pierschbacher M.D. New perspectives in cells adhesion RGD and integrins. Science. 218:1987;491-499.
2. Saiki I., Yoneda J., Igarashi Y., Aoki M., Kusunose N., Ono K.et al. Antimetastatic activity of polymeric RGDT peptides conjugated with poly(ethylene glycol). Jpn. J. Cancer Res. 84:1993;558-565.
3. Saiki I. Cell adhesion molecules and cancer metastasis. Jpn. J. Pharmacol. 75(3):1997;215-242.
4. Lafrenie R.M., Buchanan M.R., Orr F.W. Adhesion molecules and their role in cancer metastasis. Cell Biophys. 23(1-3):1993;3-89.
5. Kumagai H., Tajima M., Ueno Y., Giga-Hama Y., Ohba M. Effect of cyclic RGD peptide on cell adhesion and tumor metastasis. Biochem. Biophys. Res. Commun. 177:1991;74-82.
6. Ohnishi Y., Fujii H., Murakami K., Sakamvto T., Tsukada K., Fujimaki M.et al. A new pseudo-peptide analogue of the Arg-Gly-Asp (RGD) sequence inhibits liver metastasis of colon 26-L5 carcinoma cells. Cancer Lett. 124:1998;157-163.
7. Wu T.M., Li M.L., Chou T.C. Inhibitory effect of hexapeptide (RGRHGD) on platelet aggregation. Thromb. Res. 97(4):2000;191-199.
8. Zhang X.Z., Wang X., Chen S.M., Fu X.Q., Wu X.X., Li C.H. Protease-catalyzed small peptide synthesis in organic media. Enzyme Microb. Technol. 19:1996;538-544.
9. Sergeeva M.V., Paradkar V.M., Dordick J. Peptide synthesis using proteases dissolved in organic solvents. Enzyme Microb. Technol. 20:1997;623-628.
10. Chen S.T., Chen S.Y., Wang K.T. Kinetically controlled peptide bond formation in anhydrous alcohol catalyzed by the industrial protease alcalase. Enzyme Microb. Technol. 57:1992;6960-6965.
11. Kimura Y., Yoshida T., Muraya K., Nakanishi K., Matsuno R. Continuous synthesis of a tripeptide by successive condensation and transesterification catalyzed by two immobilized proteinases in organic solvent. Agric. Biol. Chem. 54:1990;1433-1440.
12. Gill I., López-Fandiño R., Jorba X., Vulfson E.N. Biologically active peptides and enzymatically approaches to their production. Enzyme Microb. Technol. 18:1996;162-183.
13. Laane C., Boeren S., Vos K. On optimizing organic solvents in multi-liquid-phase biocatalysis. Trends Biotechnol. 3:1985;251-252.
14. Stahl M., Jeppsson-Wistrand U., Mansson M.O., Mosbach K. Induced stereoselectivity and substrate selectivity of bio-imprinted alpha-chymotrypsin in anhydrous organic media. J. Am. Chem. Soc. 113:1991;9366-9368.
15. So J.E., Shik J.S., Kim B.G. Protease-catalyzed trupeptide (RGD) synthesis. Enzyme Microb. Technol. 26:2000;108-114.
16. Laane C., Boeren S., Vos K., Veeger C. Rule of optimization of biocatalysis in organic solvents. Biotechnol. Bioeng. 30:1987;81-87.
17. Schellenberher V., Jakubke H.D. Protease-catalyzed kinetically controlled peptide synthesis. Angew. Chem. Int. Ed. Engl. 30:1991;1437-1449.
18. Zaka A., Klibanov A.M. Enzyme-catalyzed processes in organic-solvents. Proc. Natl. Acad. Sci. U.S.A. 82:1985;3192-3196.
19. Yennawar H.P., Yennawar N.H., Farber G.K. A structure explanation for enzyme memory in nonaqueous solvents. J. Am. Chem. Soc. 177(2):1995;577-585.