Document Detail

Sequence-dependent reactivity of model peptides with glyceraldehyde.
MedLine Citation:
PMID:  2776139     Owner:  NLM     Status:  MEDLINE    
Glyceraldehyde reacted faster with tripeptides than with dipeptides. The pH profiles of the reactions with tripeptides displayed optima in the range of 8.5-10.0, approximately 1-2 pH units higher than found with dipeptides. The second amino acid residue influences not only the rate of reaction but also the extent of formation of the product of the Amadori rearrangement, the ketoamine. The presence of histidine as the second amino acid residue of either di- or tri-peptides greatly accelerated the rate of reaction perhaps by facilitating the rearrangement. Conventional amino acid analysis and liquid chromatography procedures have been used to detect intermediates and the ketoamine product. 1H-N.m.r. analysis of the reduced adducts was consistent with the assigned structures.
N Mori; Y Bai; H Ueno; J M Manning
Related Documents :
18636339 - Novel multicomponent reactions involving isoquinoline or phenanthridine and activated a...
20878539 - Biochemical synthesis of novel, self-assembling glycolipids from ricinoleic acid by a r...
11152589 - Spectrophotometric measurement of mercaptans with 4,4'-dithiodipyridine.
2850359 - O-demethylation of pyrilamine.
21692469 - In vivo termini amino acid labeling for quantitative proteomics.
23343689 - The role of uric acid in the pathogenesis of human cardiovascular disease.
10318799 - Ahnak, a protein that binds and activates phospholipase c-gamma1 in the presence of ara...
17236749 - Abnormalities in the fatty acid composition of the postmortem orbitofrontal cortex of s...
6427849 - Measurement of icosanoids. report of the group for standardization of methods in icosan...
Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Carbohydrate research     Volume:  189     ISSN:  0008-6215     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  1989 Jun 
Date Detail:
Created Date:  1989-10-24     Completed Date:  1989-10-24     Revised Date:  2008-11-21    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  49-63     Citation Subset:  IM    
Rockefeller University, New York, New York 10021.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Amino Acid Sequence
Amino Acids / analysis
Chemical Phenomena
Chromatography, Liquid
Dipeptides / analysis
Hydrogen-Ion Concentration
Magnetic Resonance Spectroscopy
Oligopeptides* / analysis
Structure-Activity Relationship
Grant Support
Reg. No./Substance:
0/Amino Acids; 0/Dipeptides; 0/Oligopeptides; 3253-17-6/alanylhistidine; 367-47-5/Glyceraldehyde; 53843-93-9/glycyl-seryl-alanine

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

Previous Document:  Production and characterization of antisera raised to the manninotrionate group [alpha-D-Galp-(1----...
Next Document:  Acarbose is a competitive inhibitor of mammalian lysosomal acid alpha-D-glucosidases.