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Principles and Results of Stable Isotope Labelling of L-α-Aminoacids by Combined Chemical and Enzymatic Methods

 

作者: F.J. Winkler,   K. Kühnl,   R. Medina,   R.Schwarz Kaske,   H.L. Schmidt,  

 

期刊: Isotopes in Environmental and Health Studies  (Taylor Available online 1995)
卷期: Volume 31, issue 2  

页码: 161-190

 

ISSN:1025-6016

 

年代: 1995

 

DOI:10.1080/10256019508234017

 

出版商: Taylor & Francis Group

 

关键词: Azlactones;enzymatic synthesis;glycine synthons;hydantoins;isotope labelling;L-α-aminoacids;microbial synthesis;reductive amination;stable isotopes;stereospecific synthesis

 

数据来源: Taylor

 

摘要:

The major routes for making aminoacids and their isotopomers described in the literature are briefly compiled, especially considering about fourty research papers from the last five years. This report concentrates on the introduction of2H,13C,15N,17O and18O into different defined positions of L-α-aminoacids. A scheme of four reaction categories with flowcharts is presented (homologation reactions with labelled cyanide and acetate; α-homologation of labeled glycine; β-homologation and/or amination of labelled alanine equivalents and α-enoic acids, including side chain modifications; and reductive amination and transamination of labelled α-ketoacids). The labelling studies done here include the 1-13C substitution of α-ketoacids by the trimethylsilyl cyanide method, the glycine isotopomer homologation by the azlactone and hydantoin methods, the enzymatic aryl and/or ammonia addition to pyruvate and α-enoic acids, and the enzymatic reductive amination of α-ketoacids under enzymatic or enzymo—electrochemical NAD+recycling.

 

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