Document Detail

Aldehydes or dicarbonyls in non-enzymic glycosylation of proteins.
MedLine Citation:
PMID:  3994663     Owner:  NLM     Status:  MEDLINE    
The non-enzymic post-translational glycosylation of certain proteins has been implicated in the production of diabetic sequelae. In the present paper the possibility that it is not the glucose aldehyde that binds to proteins but a dicarbonyl autoxidation product is investigated. Earlier experiments may not have distinguished between these two possibilities. The rate of binding of 2-deoxyglucose (a non-autoxidizable sugar) to lens alpha-crystallin is compared with that of glucose (an autoxidizable sugar). The stabilized Schiff-base adducts was investigated by using proton n.m.r. and fast-atom-bombardment mass spectroscopy to distinguish whether they are the product of aldehyde or dicarbonyl addition. We conclude that it is the open-chain aldehyde of glucose that binds initially to amino groups and that there is no participation of dicarbonyl autoxidation products in the initial non-enzymic protein glycosylation reaction.
H T Beswick; J J Harding
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Biochemical journal     Volume:  226     ISSN:  0264-6021     ISO Abbreviation:  Biochem. J.     Publication Date:  1985 Mar 
Date Detail:
Created Date:  1985-05-24     Completed Date:  1985-05-24     Revised Date:  2009-11-18    
Medline Journal Info:
Nlm Unique ID:  2984726R     Medline TA:  Biochem J     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  385-9     Citation Subset:  IM    
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MeSH Terms
Aldehydes / metabolism*
Chemical Phenomena
Crystallins / metabolism*
Deoxyglucose / metabolism
Glucose / metabolism
Glycine / metabolism
Magnetic Resonance Spectroscopy
Mass Spectrometry
Protein Binding
Reg. No./Substance:
0/Aldehydes; 0/Crystallins; 154-17-6/Deoxyglucose; 50-99-7/Glucose; 56-40-6/Glycine

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