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Enzymatic synthesis of amino acid-sugar alcohol conjugates in organic media
Authors:Gyu-Jong Jeon  Oh-Jin Park  Byung-Ki Hur  Ji-Won Yang
Institution:(1) Department of Chemical Engineering, Korea Advanced Institute of Science and Technology, 373-1 Kusong-dong, Yusong-gu, Daejon, 305-701, South Korea;(2) LG Chemical Reseach Part, 104-1 Moonji-dong, Yusong-gu, Daejon, 305-701, South Korea;(3) School of Chemical, Polymer, and Biological Engineering, Inha University, Inchon, 402-751, South Korea
Abstract:Amino acid-sugar alcohol conjugates were synthesized by a commercial serine protease, Optimase M-440, in organic media. Optimase M-440 showed broad substrate specificity towards N-t-Boc-protected l-amino acids as acyl donors and sugar alcohols as nucleophiles. Among various solvents tested Optimase M-440 showed the highest activity in pyridine. The regioselective acylation of the primary –OH groups of sugar alcohols gave the amino acid conjugates in good yields without byproducts.
Keywords:amino acids  Optimase M-440  sugar alcohols  transesterification
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