α-Chymotrypsin-catalysed synthesis of N-acetyl-l-tyrosine esters in organic media

L. Kredics, L. M. Simon

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

α-Chymotrypsin was used to catalyse the esterification of N-acetyl-l-tyrosine with primary alcohols in different water-miscible (acetone, 1,4-dioxane, acetonitrile, methanol, ethanol, tetrahydrofuran, N,N-dimethylformamide, dimethyl sulfoxide) and water-immiscible (toluene, ethyl acetate, diethyl ether, chloroform, carbon tetrachloride) organic solvents. Acetone proved to be the most efficient solvent and the highest yield of ester was produced with methanol. The formation of N-acetyl-l-Tyr methyl ester with ga-chymotrypsin in acetone was studied in detail and optimized. The conversion to the methyl ester was the highest (83.9%) when 2.17 mg/ml N-acetyl-l-Tyr was incubated with 10% methanol and 2 mg/ml α-chymotrypsin in acetone with a water content of about 3% at pH 7.0 and 30 °C for 24 h.

Original languageEnglish
Pages (from-to)713-718
Number of pages6
JournalProgress in Biotechnology
Volume15
Issue numberC
DOIs
Publication statusPublished - 1998

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Chymotrypsin
Acetone
Tyrosine
Esters
Methanol
Water
Dimethylformamide
Carbon Tetrachloride
Esterification
Toluene
Chloroform
Dimethyl Sulfoxide
Ether
Ethanol
Alcohols

ASJC Scopus subject areas

  • Biotechnology

Cite this

α-Chymotrypsin-catalysed synthesis of N-acetyl-l-tyrosine esters in organic media. / Kredics, L.; Simon, L. M.

In: Progress in Biotechnology, Vol. 15, No. C, 1998, p. 713-718.

Research output: Contribution to journalArticle

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AB - α-Chymotrypsin was used to catalyse the esterification of N-acetyl-l-tyrosine with primary alcohols in different water-miscible (acetone, 1,4-dioxane, acetonitrile, methanol, ethanol, tetrahydrofuran, N,N-dimethylformamide, dimethyl sulfoxide) and water-immiscible (toluene, ethyl acetate, diethyl ether, chloroform, carbon tetrachloride) organic solvents. Acetone proved to be the most efficient solvent and the highest yield of ester was produced with methanol. The formation of N-acetyl-l-Tyr methyl ester with ga-chymotrypsin in acetone was studied in detail and optimized. The conversion to the methyl ester was the highest (83.9%) when 2.17 mg/ml N-acetyl-l-Tyr was incubated with 10% methanol and 2 mg/ml α-chymotrypsin in acetone with a water content of about 3% at pH 7.0 and 30 °C for 24 h.

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