Document Detail

Preparation of photoreactive derivatives of trypsin-chymotrypsin inhibitors from soybeans and chick peas by selective modification of lysine residues.
MedLine Citation:
PMID:  4055235     Owner:  NLM     Status:  MEDLINE    
Photoreactive derivatives of the Bowman-Birk trypsin-chymotrypsin inhibitor (BBI) from soybeans and of CI, the trypsin-chymotrypsin inhibitor from chick peas, were prepared by selective modification of the epsilon-amino groups of lysine residues with 2-nitro-4(5)-azidophenylsulfenyl chlorides (2,4(5)-NAPS-C1). The ultraviolet absorption spectra of the photolabeled inhibitors indicated that three out of the five lysines of BBI and one of the seven lysines of CI were modified. The inhibitory activity of the modified inhibitors towards trypsin and chymotrypsin was not reduced even after photolysis. The specific lysine residues that constitute the trypsin-inhibitory sites of BBI and CI did not react with the photoreactive reagents. Further modification of the photoreactive derivatives of BBI and CI with maleic anhydride, directed towards the trypsin-reactive sites, resulted in almost complete loss of the trypsin-inhibiting activity without reducing the ability to inhibit chymotrypsin. A pronounced potentiation effect (approximately 2x) of the chymotrypsin inhibiting activity was noted for 2,5-NAPS-CI and it was retained even after maleylation followed by photolysis, raising the possibility of exposure of an additional chymotrypsin inhibitory site in CI.
P Smirnoff; J Ramachandran; Y Birk
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  International journal of peptide and protein research     Volume:  26     ISSN:  0367-8377     ISO Abbreviation:  Int. J. Pept. Protein Res.     Publication Date:  1985 Sep 
Date Detail:
Created Date:  1985-12-18     Completed Date:  1985-12-18     Revised Date:  2001-11-28    
Medline Journal Info:
Nlm Unique ID:  0330420     Medline TA:  Int J Pept Protein Res     Country:  DENMARK    
Other Details:
Languages:  eng     Pagination:  274-8     Citation Subset:  IM    
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MeSH Terms
Affinity Labels / pharmacology*
Azides / pharmacology*
Chymotrypsin / antagonists & inhibitors*
Fabaceae / analysis
Plants / analysis
Plants, Medicinal
Soybeans / analysis
Trypsin Inhibitor, Bowman-Birk Soybean / metabolism*
Trypsin Inhibitors / metabolism*
Reg. No./Substance:
0/Affinity Labels; 0/Azides; 0/Trypsin Inhibitor, Bowman-Birk Soybean; 0/Trypsin Inhibitors; 66365-13-7/2-nitro-4-azidophenylsulfenyl chloride; EC

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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