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Volumn 49, Issue 5, 1996, Pages 553-558

Nucleophile specificity of subtilisin in an organic solvent with low water content: Investigation via acyl transfer reactions

Author keywords

acyl transfer reaction; enzymatic peptide synthesis; organic solvent; subtilisin

Indexed keywords

ACETONITRILE; AMINO ACIDS; ENZYME KINETICS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ORGANIC SOLVENTS; SYNTHESIS (CHEMICAL);

EID: 0030569936     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1097-0290(19960305)49:5<553::AID-BIT8>3.0.CO;2-I     Document Type: Article
Times cited : (9)

References (28)
  • 1
    • 0023657354 scopus 로고
    • Glycine flanked by hydrophobic bulky amino acid residues as minimal sequence for effective subtilisin catalysis
    • Bratovanova, E. K., Petkov, D. D. 1987. Glycine flanked by hydrophobic bulky amino acid residues as minimal sequence for effective subtilisin catalysis. Biochem. J. 248: 957-960.
    • (1987) Biochem. J. , vol.248 , pp. 957-960
    • Bratovanova, E.K.1    Petkov, D.D.2
  • 2
    • 0028363550 scopus 로고
    • Acyl transfer reactions catalyzed by native and modified α-chymotrypsin in acetonitrile with low water content
    • Čeřovský, V., Jakubke, H.-D. 1994. Acyl transfer reactions catalyzed by native and modified α-chymotrypsin in acetonitrile with low water content. Enzyme Microb. Technol. 16: 596-601.
    • (1994) Enzyme Microb. Technol. , vol.16 , pp. 596-601
    • Čeřovský, V.1    Jakubke, H.-D.2
  • 3
    • 0027973166 scopus 로고
    • Enzymatic approach to the synthesis of taurine-containing peptides
    • Čeřovský, V., Jakubke, H.-D. 1994. Enzymatic approach to the synthesis of taurine-containing peptides. Int. J. Peptide Prot. Res. 44: 466-471.
    • (1994) Int. J. Peptide Prot. Res. , vol.44 , pp. 466-471
    • Čeřovský, V.1    Jakubke, H.-D.2
  • 4
    • 13344266738 scopus 로고
    • Nucleophile specificity of subtilisin-catalyzed peptide synthesis in organic solvent with low water content
    • H. L. S. Maia (ed.), Leiden
    • Čeřovský, V., Jakubke, H.-D. 1995. Nucleophile specificity of subtilisin-catalyzed peptide synthesis in organic solvent with low water content, pp. 228-229. In: H. L. S. Maia (ed.), Proceedings of the 23rd European Peptide Symposium ESCOM, Leiden.
    • (1995) Proceedings of the 23rd European Peptide Symposium ESCOM , pp. 228-229
    • Čeřovský, V.1    Jakubke, H.-D.2
  • 5
    • 0025272556 scopus 로고
    • Subtilisin-catalysed peptide synthesis and transesterification in organic solvents
    • Ferjancic, A., Puigserver, A., Gaertner, H. 1990. Subtilisin-catalysed peptide synthesis and transesterification in organic solvents. Appl. Microbiol. Biotechnol. 32: 651-657.
    • (1990) Appl. Microbiol. Biotechnol. , vol.32 , pp. 651-657
    • Ferjancic, A.1    Puigserver, A.2    Gaertner, H.3
  • 6
    • 0000626186 scopus 로고
    • How can the solvent affect enzyme enantioselectivity?
    • Fitzpatrick, P. A., Klibanov, A. M. 1991. How can the solvent affect enzyme enantioselectivity? J. Am. Chem. Soc. 113: 3166-3171.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 3166-3171
    • Fitzpatrick, P.A.1    Klibanov, A.M.2
  • 7
    • 0026442484 scopus 로고
    • Nucleophile specificity in α-chymotrypsin and subtilisin (Bacillus subtilis strain 72) catalyzed reactions
    • Gololobov, M. Y., Voyushina, T. L., Stepanov, V. M., Adlercreutz, P. 1992. Nucleophile specificity in α-chymotrypsin and subtilisin (Bacillus subtilis strain 72) catalyzed reactions. Biochim. Biophys. Acta 1160: 188-192.
    • (1992) Biochim. Biophys. Acta , vol.1160 , pp. 188-192
    • Gololobov, M.Y.1    Voyushina, T.L.2    Stepanov, V.M.3    Adlercreutz, P.4
  • 8
    • 0026638586 scopus 로고
    • Extensive comparison of the substrate preferences of two subtilisins as determined with peptide substrates which are based on the principle of intramolecular quenching
    • Grøn, H., Meldal, M., Breddam, K. 1992. Extensive comparison of the substrate preferences of two subtilisins as determined with peptide substrates which are based on the principle of intramolecular quenching. Biochemistry 31: 6011-6018.
    • (1992) Biochemistry , vol.31 , pp. 6011-6018
    • Grøn, H.1    Meldal, M.2    Breddam, K.3
  • 9
    • 0000801291 scopus 로고
    • Enzymatic reactions in aqueous-organic media. VIII. Medium effect and nucleophile specificity in subtilisin-catalyzed peptide synthesis in organic solvents
    • Kise, H., Fujimoto, K. 1988. Enzymatic reactions in aqueous-organic media. VIII. Medium effect and nucleophile specificity in subtilisin-catalyzed peptide synthesis in organic solvents. Biotechnol. Lett. 10: 883-888.
    • (1988) Biotechnol. Lett. , vol.10 , pp. 883-888
    • Kise, H.1    Fujimoto, K.2
  • 10
  • 11
    • 0026293751 scopus 로고
    • Regioselective modification of lysine's amino groups by proteases
    • Kitaguchi, H., Ono, M., Itoh, I., Klibanov, A. M. 1991. Regioselective modification of lysine's amino groups by proteases. Agric. Biol. Chem. 55: 3067-3073.
    • (1991) Agric. Biol. Chem. , vol.55 , pp. 3067-3073
    • Kitaguchi, H.1    Ono, M.2    Itoh, I.3    Klibanov, A.M.4
  • 12
    • 0001073025 scopus 로고
    • Die Partitionskonstante als Effizienzparameter von Nucleophilen bei enzymkatalysierten kinetisch kontrollierten Peptidsynthesen
    • Könnecke, A., Schellenberger, V., Hofmann, H.-J., Jakubke, H.-D. 1984. Die Partitionskonstante als Effizienzparameter von Nucleophilen bei enzymkatalysierten kinetisch kontrollierten Peptidsynthesen. Pharmazie 39: 785-786.
    • (1984) Pharmazie , vol.39 , pp. 785-786
    • Könnecke, A.1    Schellenberger, V.2    Hofmann, H.-J.3    Jakubke, H.-D.4
  • 13
    • 0039234462 scopus 로고
    • Subtilisins: Primary structure, chemical and physical properties
    • P. D. Boyer (ed.), Academic Press, New York
    • Markland, F. S., Smith, E. L. 1971. Subtilisins: Primary structure, chemical and physical properties, pp. 561-608. In: P. D. Boyer (ed.), The enzymes (vol. III). Academic Press, New York.
    • (1971) The Enzymes , vol.3 , pp. 561-608
    • Markland, F.S.1    Smith, E.L.2
  • 14
    • 0025045156 scopus 로고
    • Enzyme-catalyzed regioselective acylation of castanospermine
    • Margolin, A. L., Delinck, D. L., Whalon, M. R. 1990. Enzyme-catalyzed regioselective acylation of castanospermine. J. Am. Chem. Soc. 112: 2849-2854.
    • (1990) J. Am. Chem. Soc. , vol.112 , pp. 2849-2854
    • Margolin, A.L.1    Delinck, D.L.2    Whalon, M.R.3
  • 15
    • 0001323502 scopus 로고
    • Incorporation of D-amino acids into peptides via enzymatic condensation in organic solvents
    • Margolin, A. L., Tai, D.-F., Klibanov, A. M. 1987. Incorporation of D-amino acids into peptides via enzymatic condensation in organic solvents. J. Am. Chem. Soc. 109: 7885-7887.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 7885-7887
    • Margolin, A.L.1    Tai, D.-F.2    Klibanov, A.M.3
  • 17
    • 0019531434 scopus 로고
    • Peptide bond synthesis catalyzed by subtilisin, papain and pepsin
    • Morihara, K., Oka, T. 1981. Peptide bond synthesis catalyzed by subtilisin, papain and pepsin. J. Biochem. 89: 385-395.
    • (1981) J. Biochem. , vol.89 , pp. 385-395
    • Morihara, K.1    Oka, T.2
  • 18
    • 33845280481 scopus 로고
    • Protease-catalyzed regioselective esterification of sugars and related compounds in anhydrous dimethylformamide
    • Riva, S., Chopineau, J., Kieboom, A. P. G., Klibanov, A. M. 1988. Protease-catalyzed regioselective esterification of sugars and related compounds in anhydrous dimethylformamide. J. Am. Chem. Soc. 110: 584-589.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 584-589
    • Riva, S.1    Chopineau, J.2    Kieboom, A.P.G.3    Klibanov, A.M.4
  • 19
    • 0001284457 scopus 로고
    • Enzymochemical regioselective oxidation of steroids without oxidoreductases
    • Riva, S., Klibanov, A. M. 1988. Enzymochemical regioselective oxidation of steroids without oxidoreductases. J. Am. Chem. Soc. 110: 3291-3295.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 3291-3295
    • Riva, S.1    Klibanov, A.M.2
  • 20
    • 0015517292 scopus 로고
    • An X-ray crystallographic study of the binding of peptide chlormethyl ketone inhibitors to subtilisin BPN′
    • Robertus, J. D., Alden, R. A., Birktoft, J. J., Kraut, J., Powers, J. C., Wilcox, P. E. 1972. An X-ray crystallographic study of the binding of peptide chlormethyl ketone inhibitors to subtilisin BPN′. Biochemistry 11: 2439-2449.
    • (1972) Biochemistry , vol.11 , pp. 2439-2449
    • Robertus, J.D.1    Alden, R.A.2    Birktoft, J.J.3    Kraut, J.4    Powers, J.C.5    Wilcox, P.E.6
  • 21
    • 0015497445 scopus 로고
    • Subtilisin: A stereochemical mechanism involving transition-state stabilization
    • Robertus, J. D., Kraut, J., Alden, R. A., Birktoft, J. J. 1972. Subtilisin: A stereochemical mechanism involving transition-state stabilization. Biochemistry 11: 4293-4303.
    • (1972) Biochemistry , vol.11 , pp. 4293-4303
    • Robertus, J.D.1    Kraut, J.2    Alden, R.A.3    Birktoft, J.J.4
  • 22
    • 0000632630 scopus 로고
    • Commercial samples of subtilisin BPN′
    • Russell, A. J., Fersht, A. R. 1986. Commercial samples of subtilisin BPN′. Nature 321: 733.
    • (1986) Nature , vol.321 , pp. 733
    • Russell, A.J.1    Fersht, A.R.2
  • 23
    • 0014211618 scopus 로고
    • On the size of the active site in proteases. I. Papain
    • Schechter, I., Berger, A. 1967. On the size of the active site in proteases. I. Papain. Biochem. Biophys. Res. Commun. 27: 157-162.
    • (1967) Biochem. Biophys. Res. Commun. , vol.27 , pp. 157-162
    • Schechter, I.1    Berger, A.2
  • 24
    • 33748226769 scopus 로고
    • Protease-catalyzed kinetically controlled peptide synthesis
    • Schellenberger, V., Jakubke, H.-D. 1991. Protease-catalyzed kinetically controlled peptide synthesis. Angew. Chem. Int. Ed. Engl. 30: 1437-1449.
    • (1991) Angew. Chem. Int. Ed. Engl. , vol.30 , pp. 1437-1449
    • Schellenberger, V.1    Jakubke, H.-D.2
  • 28
    • 0024278258 scopus 로고
    • Enzymatic catalysis in nonaqueous solvents
    • Zaks, A., Klibanov, A. M. 1988. Enzymatic catalysis in nonaqueous solvents. J. Biol. Chem. 263: 3194-3201.
    • (1988) J. Biol. Chem. , vol.263 , pp. 3194-3201
    • Zaks, A.1    Klibanov, A.M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.