CONVERSION OF SERINE AND THREONINE RESIDUES INTO ALPHA-ACYLOXY-HALOGENOGLYCINE, ALPHA-ALKYLTHIO-HALOGENOGLYCINE, AND ALPHA-HALOGENOGLYCINE MOIETIES - A NEW STRATEGY FOR THE MODIFICATION OF PEPTIDES

被引:42
作者
APITZ, G [1 ]
STEGLICH, W [1 ]
机构
[1] UNIV BONN, INST ORGAN CHEM & BIOCHEM, GERHARD DOMAGK STR 1, W-5300 BONN 1, GERMANY
关键词
D O I
10.1016/S0040-4039(00)79711-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective modification of serine and threonine containing peptides is accomplished by oxidation with lead tetraacetate. Conversion of the derived alpha-acyloxyglycine derivatives into alpha-alkylthio- and alpha-halogenoglycine residues offers a novel synthetic route to modified glycyl peptides, enzyme inhibitors, and dehydropeptides.
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页码:3163 / 3166
页数:4
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