Chem. J. Chinese Universities ›› 2001, Vol. 22 ›› Issue (3): 399.

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Stereo-effect of the Peptide Formation Reaction by N-(O,O-Diisopropyl) Phosphoryl Serine

HU Jian-Jun, JU Yong, ZHAO Yu-Fen   

  1. Key Laboratory for Bioorganic Phosphorus Chemistry of Educational Ministry, Department of Chemistry, School of Life Science and Engineering, Tsinghua University, Beijing 100084, China
  • Received:2000-05-23 Online:2001-03-24 Published:2001-03-24

Abstract: The reactions between N-phosphoryl-L -or D-) serine and L-(or D-) histidine or L-(or D-) histidine methyl ester were investigated. Products of the reaction mixtures were analyzed by ion-pair reversed-phase HPLC with SDS as the ion-pairing reagent. The results showed that dipeptide serylhistidine was formed in all these reaction systems, and L-L and D-D types of serylhistidine were yielded in an amount about four times as much as that of the L-D and D-L type dipeptide.

Key words: Chirality, N-( O,O-diisopropyl) phosphoryl serine, Ion-paired RP-HPLC, Serylhistidine, Stereoselectivity

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