| Synthesis of N3-fumaramoyl-L-2,3-diaminopropanoic acid analogues, the irreversible inhibitors of glucosamine synthetase. | |
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MedLine Citation:
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PMID: 3089958 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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R Andruszkiewicz; H Chmara; S Milewski; E Borowski |
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Publication Detail:
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Type: Comparative Study; Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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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:
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Created Date: 1986-09-16 Completed Date: 1986-09-16 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0330420 Medline TA: Int J Pept Protein Res Country: DENMARK |
Other Details:
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Languages: eng Pagination: 449-53 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Alanine
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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:
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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
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