Linear Tri- and Tetrapeptides Acting as Prodrugs

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Title:Linear Tri- and Tetrapeptides Acting as Prodrugs
Creators:
Kasafírek, Evžen
Šturc, Antonín
Roubalová, Alena
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 57, 1, pp. 179-187

Abstract

Tri- and tetrapeptides with C-terminal 1-amino-1-cycloalkanecarboxylic acid of the general formula X-Ala-Y-OR, where X is Ala, Leu, Phe, Ac-Tyr, Gly-Pro, Ac-Leu-Lys or Ac-Leu-Arg, Y is Acb, Acp or Ach, and R is methyl or ethyl, have been prepared. These peptides containing a rationally chosen N-substituent are cleaved with a suitable enzyme (leucinaminopeptidase, alaninaminopeptidase, chymotrypsin, plasmin or kallikrein) in an aqueous medium. The arising C-terminal dipeptide ester undergoes spontaneous cyclization to give biologically active spirocyclic dipeptide. The prepared short peptides exhibit all functional features of prodrugs.

Title:Linear Tri- and Tetrapeptides Acting as Prodrugs
Creators:
Kasafírek, Evžen
Šturc, Antonín
Roubalová, Alena
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:57
Number:1
Page Range:pp. 179-187
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19920179UNSPECIFIED
ID Code:3748
Item Type:Article
Deposited On:06 Feb 2009 16:35
Last Modified:06 Feb 2009 15:36

Citation

Kasafírek, Evžen; Šturc, Antonín; Roubalová, Alena (1992) Linear Tri- and Tetrapeptides Acting as Prodrugs. Collection of Czechoslovak Chemical Communications, 57 (1). pp. 179-187. ISSN 0010-0765

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