Enzymatic Synthesis of Oligopeptide. Part I. Papain‐Catalyzed Synthesis of Dipeptide, Tripeptide and Tetrapeptide
Shan‐Ho Chou, Shui‐Tien Chen, Chi‐Huey Wong, Kung‐Tsung Wang
Abstract
Shan‐Ho Chou, Shui‐Tien Chen, Chi‐Huey Wong, Kung‐Tsung Wang
Abstract
Abstract Eighteen Z‐X‐Y‐OTNB+ type dipeptides, four Z‐Val‐Cys(Bzl)‐X‐OTMB tripeptides and a tetrapeptide Z‐Val‐Cys(Bzl)‐Cys(Bzl)‐Asn‐OTMB have been synthesized by papain‐catalyzed reaction in reasonable yield after recystallization. Z‐DL‐Ala‐OH has been resolved through papain‐catalyzed synthesis of Z‐L‐Ala‐Leu‐OTMB with an optical purity as high as 98.6%. These results show that papain is a good catalyst for oligopeptide synthesis.
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Abstract Eighteen Z‐X‐Y‐OTNB+ type dipeptides, four Z‐Val‐Cys(Bzl)‐X‐OTMB tripeptides and a tetrapeptide Z‐Val‐Cys(Bzl)‐Cys(Bzl)‐Asn‐OTMB have been synthesized by papain‐catalyzed reaction in reasonable yield after recystallization. Z‐DL‐Ala‐OH has been resolved through papain‐catalyzed synthesis of Z‐L‐Ala‐Leu‐OTMB with an optical purity as high as 98.6%. These results show that papain is a good catalyst for oligopeptide synthesis.
Key concepts: Tetrapeptide, Chemistry, Papain, Tripeptide, Dipeptide, Oligopeptide, Stereochemistry, Yield (engineering)