| A kinetic estimate of the free aldehyde content of aldoses. | |
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MedLine Citation:
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PMID: 11117319 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The relative free aldehyde content of eight hexoses and four pentoses has been estimated within about 10% from the rate constants for their reaction with urazole (1,2,4-triazole-3,5-dione). These values of the percent free aldehyde are in agreement with those estimated from CD measurements, but are more accurate. The relative free aldehyde contents for the aldoses were then correlated to various literature NMR measurements to obtain the absolute values. This procedure was also done for three deoxyaldoses, which react much more rapidly than can be accounted for by the free aldehyde content. This difference in reactivity between aldoses and deoxyaldoses is due to the inductive effect of the H versus the OH on C-2'. This may help explain why deoxyribonucleosides hydrolyze much more rapidly than ribonucleosides. |
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Authors:
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J P Dworkin; S L Miller |
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Publication Detail:
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Type: Comparative Study; Journal Article |
Journal Detail:
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Title: Carbohydrate research Volume: 329 ISSN: 0008-6215 ISO Abbreviation: Carbohydr. Res. Publication Date: 2000 Nov |
Date Detail:
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Created Date: 2000-12-14 Completed Date: 2001-03-15 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0043535 Medline TA: Carbohydr Res Country: Netherlands |
Other Details:
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Languages: eng Pagination: 359-65 Citation Subset: IM; S |
Affiliation:
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Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla 92093-0506, USA. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Aldehydes
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analysis* Circular Dichroism Deoxy Sugars / chemistry Hexoses / chemistry* Kinetics Magnetic Resonance Spectroscopy Molecular Structure Pentoses / chemistry* Structure-Activity Relationship Triazoles / chemistry |
| Chemical | |
Reg. No./Substance:
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0/Aldehydes; 0/Deoxy Sugars; 0/Hexoses; 0/Pentoses; 0/Triazoles; 0/urazole |
| Investigator | |
Investigator/Affiliation:
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J L Bada / U CA San Diego, La Jolla |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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