SYNTHESIS OF PSI-[CH(CN)NH] PSEUDOPEPTIDES - A NEW PEPTIDE-BOND SURROGATE

被引：19

作者：

HERRANZ, R

SUAREZGEA, ML

VINUESA, S

GARCIALOPEZ, MT

MARTINEZ, A

机构：

[1] Instituto de Química Médica, 28006 Madrid

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 51期

关键词：

PEPTIDE BOND SURROGATE; ALPHA-AMINONITRILES; ASYMMETRIC STRECKER SYNTHESIS; SEMIEMPIRICAL CALCULATIONS;

D O I：

10.1016/0040-4039(91)80539-I

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An easy and versatile general method for the preparation of the new peptide bond surrogate PSI[CH(CN)NH], by the Lewis acid catalyzed reaction of N-protected alpha-amino aldehydes with a C-protected amino acid or peptide in the presence of TMSCN, is described.

引用

页码：7579 / 7582

页数：4

共 17 条

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COY, DH ;

HOCART, SJ ;

SASAKI, Y .

TETRAHEDRON, 1988, 44 (03) :835-841

[3]

Davies J. S., 1991, Analogue and Conformational Studies on Peptide Hormones and Other Biologically Active Peptides in Amino Acids in Amino Acids and Peptides, V22, P145

[4]

ELST PV, 1986, INT J PEPT PROT RES, V27, P633

[5] EFFECT OF THE CH2NH AND CH2NAC PEPTIDE-BOND ISOSTERES ON THE ANTAGONISTIC AND HISTAMINE RELEASING ACTIVITIES OF A LUTEINIZING-HORMONE-RELEASING HORMONE ANALOG [J].