Cited by 598Advanced Glycation End Products researchOrigins and Evolution of LifeCarbohydrate Chemistry and Synthesis

Reaction of Monosaccharides with Proteins: Possible Evolutionary Significance

Bunn, H. Franklin, Higgins, Paul J.·1981·Science

Abstract

Measurements were made of the rate of condensation of various monosaccharides with amino groups of hemoglobin to form Schiff base linkages. The reactivity of each sugar was dependent on the extent to which it exists in the open (carbonyl) structure rather than in the ring (hemiacetal or hemiketal) structure. Among the 15 monosaccharides tested, aldoses showed higher reactivities than ketoses. Glucose was the least reactive of the aldohexoses. The emergence of glucose as the primary metabolic fuel may be due in part to the high stability of its ring structure which limits potentially deleterious nonenzymatic glycosylation of proteins.

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Registry

Crossref · 10.1126/science.12192669

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27 of 27 references verified0 citation errors · 0 not checkable

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  • The rate for fructose-dependent intracellular formation of AGEs is 7.5-fold faster than that of glucose.

    “It should be noted that glucose has the slowest rate in the glycation reaction of any sugar in cells while the rate for fructose-dependent intracellular formation of AGEs is 7.5-fold faster than that of glucose.[109]”

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Authors
Bunn, H. F., & Higgins, P. J.
Affiliations
Brigham and Women's Hospital (US)
Venue
Science
Published
1981-07-10
Volume
213
Issue
4504
Pages
222-224
ISSN
  • 0036-8075 (ISSN-L)
  • 1095-9203
OpenAlex
W2077088113
Cited by
598
References
27
Citations by year
2026: 9 · 2025: 10 · 2024: 20 · 2023: 17 · 2022: 11 · 2021: 16 · 2020: 22 · 2019: 13 · 2018: 25 · 2017: 23 · 2016: 20 · 2015: 19 · 2014: 18 · 2013: 21 · 2012: 15
FWCI
5.58
Type
journal article
Language
en
Open access
closed
Locations
  • Science (publishedVersion)
  • PubMed (publishedVersion)
Topics
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Clinical Biochemistry › Advanced Glycation End Products research
  • Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
  • Physical Sciences › Chemistry › Organic Chemistry › Carbohydrate Chemistry and Synthesis
Keywords
Schiff base formation, hemoglobin, glycation, aldoses, ketoses, glucose, aldohexoses
MeSH terms
Borohydrides, Glucose, Glycolysis, Glycosylation, Hemoglobin A, Hexoses, Humans, Monosaccharides, Schiff Bases, Evolution, Chemical, In Vitro Techniques

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