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Dehydroglycine

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Dehydroglycine
Names
Other names Glycine imine, iminoacetic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
Gmelin Reference 1780785
KEGG
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C2H3NO2/c3-1-2(4)5/h1,3H,(H,4,5)Key: TVMUHOAONWHJBV-UHFFFAOYSA-N
SMILES
  • C(=N)C(=O)O
Properties
Chemical formula C2H3NO2
Molar mass 73.051 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Dehydroglycine is the organic compound with the formula HNCHCO2H. This rarely observed species is invoked as the product of oxidation (dehydrogenation) of glycine by glycine oxidase (ThiO), which is a step in the biosynthesis of thiamin. It is also invoked as a product of the radical SAM-induced fragmentation of tyrosine. It is an imino acid.

References

  1. Begley, Tadhg P.; Ealick, Steven E. (2010). "Thiamin Biosynthesis". Comprehensive Natural Products II. pp. 547–559. doi:10.1016/B978-008045382-8.00148-9. ISBN 9780080453828.
  2. Britt, R. David; Rao, Guodong; Tao, Lizhi (2020). "Bioassembly of complex iron–sulfur enzymes: Hydrogenases and nitrogenases". Nature Reviews Chemistry. 4 (10): 542–549. doi:10.1038/s41570-020-0208-x. PMC 8023223. PMID 33829110.
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