Document Detail


Synthesis of N3-fumaramoyl-L-2,3-diaminopropanoic acid analogues, the irreversible inhibitors of glucosamine synthetase.
MedLine Citation:
PMID:  3089958     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Several analogues of N3-fumaramoyl-L-2,3-diaminopropanoic acid were synthesized and evaluated for inhibition of glucosamine-6-phosphate synthetase activity. The syntheses were accomplished by acylation reaction of N2-tert.-butoxycarbonyl-L-2,3-diaminopropanoic acid (Boc-A2pr) or N2-tert.-butoxycarbonyl-L-2,4-diaminobutanoic acid (Boc-A2-bu) with the N-succinimidoyl esters of several derivatives of alpha, beta-unsaturated acids 2a-d followed by deprotection of the Boc groups. The obtained compounds were tested for inhibition of glucosamine synthetase isolated from Salmonella typhimurium and Saccharomyces cerevisiae. The results indicated that among the synthesized compounds, N3-4-methoxyfumaroyl-L-2,3-diaminopropanoic acid (FMDP) was the most powerful inhibitor of glucosamine synthetase.
Authors:
R Andruszkiewicz; H Chmara; S Milewski; E Borowski
Related Documents :
3625708 - Phosphorus amino acid analogues as inhibitors of leucine aminopeptidase.
7859328 - Amphoteric drugs. i. synthesis and antiallergic activity of [4-(diphenylmethoxy)piperid...
24397938 - Potential effects of omega-3 fatty acids on anemia and inflammatory markers in maintena...
12668018 - Synthesis and sar of bicyclic heteroaryl hydroxamic acid mmp and tace inhibitors.
6797348 - Influence of tricarboxylic acid cycle intermediates and related metabolites on the bios...
23183718 - Contemporary review of injectable facial fillers.
Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  International journal of peptide and protein research     Volume:  27     ISSN:  0367-8377     ISO Abbreviation:  Int. J. Pept. Protein Res.     Publication Date:  1986 May 
Date Detail:
Created Date:  1986-09-16     Completed Date:  1986-09-16     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0330420     Medline TA:  Int J Pept Protein Res     Country:  DENMARK    
Other Details:
Languages:  eng     Pagination:  449-53     Citation Subset:  IM    
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Alanine / analogs & derivatives*
Fumarates / chemical synthesis*
Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing) / antagonists & inhibitors*
Indicators and Reagents
Magnetic Resonance Spectroscopy
Saccharomyces cerevisiae / enzymology
Salmonella typhimurium / enzymology
Structure-Activity Relationship
Transaminases / antagonists & inhibitors*
beta-Alanine / analogs & derivatives*,  chemical synthesis
Chemical
Reg. No./Substance:
0/Fumarates; 0/Indicators and Reagents; 107-95-9/beta-Alanine; 56-41-7/Alanine; EC 2.6.1.-/Transaminases; EC 2.6.1.16/Glutamine-Fructose-6-Phosphate Transaminase (Isomerizing)

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


Previous Document:  Comparison of the anaerobic threshold and mechanical efficiency of running in young and adult athlet...
Next Document:  Conformational study of thyrotrophin-releasing hormone. I. Aspects of importance in the design of no...