1978•Journal of the Chinese Chemical SocietyRequires access

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

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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.

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Available 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.

Key concepts: Tetrapeptide, Chemistry, Papain, Tripeptide, Dipeptide, Oligopeptide, Stereochemistry, Yield (engineering)

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Enzymatic Synthesis of Oligopeptide. Part I. Papain‐Catalyzed Synthesis of Dipeptide, Tripeptide and Tetrapeptide — Research Paper | ScholarLens