- Using the ionic liquid amino or N-acylated peptide dialkylsulfosuccinic N of manufacturing method
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PROBLEM TO BE SOLVED: To provide a method for synthesizing N-acylamino acid or N-acylpeptide without using fatty acid chloride.SOLUTION: The method for producing N-acylamino acid or N-acylpeptide comprises a step of reacting ionic liquefied amino acid or peptide (A) with a fatty acid or ester thereof (B) under such a condition that a molar ratio of (A):(B) is 1:10 to 10:1.
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Paragraph 0024; 0026; 0027; 0029
(2018/10/24)
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- A novel acylase from Streptomyces mobaraensis that efficiently catalyzes hydrolysis/synthesis of capsaicins as well as N-acyl-L-amino acids and N-acyl-peptides
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A novel enzyme that catalyzes efficient hydrolysis of capsaicin (8-methyl-N-vanillyl-6-nonenamide) was isolated from the culture broth of Streptomyces mobaraensis. The enzyme consisted of two dissimilar subunits with molecular masses of 61 and 19 KDa. The enzyme was activated and stabilized in the presence of Co2+. It showed a pH optimum of about 8 and was stable at temperatures of up to 55°C for 1 h at pH 7.8. The specific activity of the enzyme for the hydrolysis of capsaicin was 10 2-104 times higher than those for the enzymes reported to date. In an aqueous/n-hexane biphasic system, capsaicin analogues such as octanoyl, decanoyl, and lauroyl vanillylamides were synthesized from the corresponding fatty acids and vanillylamine at yields of 50% or greater. In addition, the enzyme catalyzed the deacylation of N-lauroyl-L-amino acids and N-lauroyl-L-dipeptides and the efficient synthesis of Nα-lauroyl-L-lysine, Nε-lauroyl-L-lysine, and various N-lauroyl-peptides in aqueous solution in both the absence and the presence of glycerol.
- Koreishi, Mayuko,Zhang, Demin,Imanaka, Hiroyuki,Imamura, Koreyoshi,Adachi, Shuji,Matsuno, Ryuichi,Nakanishi, Kazuhiro
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- Acylation of amino acids
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N-mono-substituted derivatives of diamino acids are prepared by the reaction of succinimidyl esters of carboxylic acids or substituted carbonic acids with the unprotected diamino acid. The acylation preferentially occurs at the side chain or terminal amino group of the diamino acid. For example, selective acylation of the terminal amino group of lysine occurs without first having protected the 2-amino group. Such acylation has application in the preparation of inter alia N6 -palmitoyl-lysine.
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