Dehydroglycine

Dehydroglycine
Names
	Other names Glycine imine, iminoacetic acid
Identifiers
CAS Number	4472-12-2;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:53647;
ChemSpider	13375419;
Gmelin Reference	1780785
KEGG	C15809;
PubChem CID	3080609;
CompTox Dashboard (EPA)	DTXSID501344248 ;
	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−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.

^ 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.
^ 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.

[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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