Chemicals and Drugs

Fructosamine

An amino sugar formed when glucose non-enzymatically reacts with the N-terminal amino group of proteins. The fructose moiety is derived from glucose by the classical Amadori rearrangement.

National Library of MedicineMedical Subject Headings2026

Structured Summary

Abstract

An amino sugar formed when glucose non-enzymatically reacts with the N-terminal amino group of proteins. The fructose moiety is derived from glucose by the classical Amadori rearrangement.

Chemical Identity

Chemical Information

Molecular Formula
C6H13NO5
Molecular Weight
179.17 g/mol
CAS Registry No.
4429-04-3
IUPAC Name
(2R,3S,4R,5R)-2-(aminomethyl)oxane-2,3,4,5-tetrol
InChIKey
IXZISFNWUWKBOM-ARQDHWQXSA-N
SMILES
C1[C@H]([C@H]([C@@H]([C@](O1)(CN)O)O)O)O
MeSH Unique ID
D019270
Source
PubChem CID 20484

MeSH Record

Classification

Broader headings

Related Concepts

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MeSH Record

Synonyms

2 entry terms
  • D-Isoglucosamine
  • D Isoglucosamine

MeSH Record

Aspects Covered

29 allowable subheadings

Indexed with the subheadings administration & dosage, adverse effects, agonists, analogs & derivatives, analysis, antagonists & inhibitors, biosynthesis, blood, cerebrospinal fluid, chemical synthesis, chemistry, classification, deficiency, economics, genetics, history, immunology, isolation & purification, metabolism, pharmacokinetics, pharmacology, physiology, poisoning, radiation effects, standards, supply & distribution, therapeutic use, toxicity, urine.

MeSH Record

History Note

97; was FRUCTOSAMINE (NM) 1983-96

MeSH Record

Previous Indexing

  • Hexosamines (1983-1996)

MeSH Hierarchy

Tree Number

AMA Style

References

  1. National Library of Medicine. Fructosamine. Medical Subject Headings (MeSH). 2026. Unique ID D019270. http://id.nlm.nih.gov/mesh/2026/D019270
  2. Fructosamine. In: Wikidata. https://www.wikidata.org/wiki/Q289357
  3. Fructosamine. In: PubChem Compound. CID 20484. https://pubchem.ncbi.nlm.nih.gov/compound/20484