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Dehydroglycine

From Wikipedia, the free encyclopedia
Dehydroglycine
Names
Other names
Glycine imine, iminoacetic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
1780785
KEGG
  • InChI=1S/C2H3NO2/c3-1-2(4)5/h1,3H,(H,4,5)
    Key: TVMUHOAONWHJBV-UHFFFAOYSA-N
  • C(=N)C(=O)O
Properties
C2H3NO2
Molar mass 73.051 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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.[1] It is also invoked as a product of the radical SAM-induced fragmentation of tyrosine.[2] It is an imino acid.

References

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  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.