Revisiting the effect of water content on enzymatic peptide synthesis in non-aqueous medium

jong shik shin, Byung Gee Kim

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Enzymatic acyl-transfer reaction in organic medium competes with the hydrolytic side reaction depending on the water content. The effect of water content on aminolysis activity of α-chymotrypsin for the synthesis of Bz-Tyr-Val-NH2 in acetonitrile was examined under the conditions which were devoid of the hydrolytic deacylation. Excess H-Val-NH2 (880 mM) was employed to keep the hydrolysis negligible. The aminolysis rate increased abruptly between 4 and 5% (v/v) water but a further increase in the water content did not affect the reaction rate. This suggests that water added more than 5% (v/v) does not enhance intrinsic enzyme activity but acts only as a nucleophile for the hydrolytic deacylation.

Original languageEnglish
Pages (from-to)1903-1905
Number of pages3
JournalBiotechnology Letters
Volume24
Issue number22
DOIs
Publication statusPublished - 2002 Nov 1

Fingerprint

Water content
Peptides
Water
Nucleophiles
Chymotrypsin
Enzyme activity
Acetonitrile
Reaction rates
Hydrolysis
Enzymes
tyrosylvalinamide
acetonitrile

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Bioengineering
  • Applied Microbiology and Biotechnology

Cite this

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abstract = "Enzymatic acyl-transfer reaction in organic medium competes with the hydrolytic side reaction depending on the water content. The effect of water content on aminolysis activity of α-chymotrypsin for the synthesis of Bz-Tyr-Val-NH2 in acetonitrile was examined under the conditions which were devoid of the hydrolytic deacylation. Excess H-Val-NH2 (880 mM) was employed to keep the hydrolysis negligible. The aminolysis rate increased abruptly between 4 and 5{\%} (v/v) water but a further increase in the water content did not affect the reaction rate. This suggests that water added more than 5{\%} (v/v) does not enhance intrinsic enzyme activity but acts only as a nucleophile for the hydrolytic deacylation.",
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Revisiting the effect of water content on enzymatic peptide synthesis in non-aqueous medium. / shin, jong shik; Kim, Byung Gee.

In: Biotechnology Letters, Vol. 24, No. 22, 01.11.2002, p. 1903-1905.

Research output: Contribution to journalArticle

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