N-Oxalylglycine

N-Oxalylglycine
IUPAC name N-oxalylglycine
Other names NOG; [(carboxymethyl)amino](oxo)acetic acid
Identifiers
CAS number	5262-39-5
PubChem	3080614
ChemSpider	2338366 Y
ChEMBL	CHEMBL90852 Y
Jmol-3D images	Image 1
SMILES O=C(O)C(=O)NCC(=O)O
InChI InChI=1S/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10) Y Key: BIMZLRFONYSTPT-UHFFFAOYSA-N Y InChI=1/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10) Key: BIMZLRFONYSTPT-UHFFFAOYAM
Properties
Molecular formula	C4H5NO5
Molar mass	147.1
Appearance	colourless solid
Solubility in water	water, dmso
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

N-Oxalylglycine is the organic compound with the formula HO₂CC(O)NHCH₂CO₂H. This colourless solid is used as an inhibitor of α-ketoglutarate-dependent enzymes.^[1] It is isosteric with α-ketoglutaric acid. Such enzymes are pervasive and, for example, are required for the synthesis of 4-hydroxyproline.

References

1. ^ Hausinger, R. P."Fe(II)/α-ketoglutarate-dependent hydroxylases and related enzymes" Critical Reviews of Biochemical Molecular Biology 2004, 39: pp 21-68.DOI: 10.1080/10409230490440541