N-Oxalylglycine

{{DISPLAYTITLE:N-Oxalylglycine}}

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 415856037

| Name = N-Oxalylglycine

| ImageFile = Oxalylglycine.svg

| ImageFile_Ref = {{chemboximage|correct|??}}

| ImageName = Partially condensed, skeletal formula of N-oxalylglycine

| IUPACName = N-Oxaloglycine

| SystematicName = [(Carboxymethyl)amino](oxo)acetic acid

| OtherNames =

|Section1={{Chembox Identifiers

| Abbreviations = NOG

| CASNo = 5262-39-5

| CASNo_Ref = {{cascite|correct|??}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = VVW38EB8YS

| PubChem = 3080614

| ChemSpiderID = 2338366

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 44482

| MeSHName = oxalylglycine

| ChEMBL = 90852

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| SMILES = OC(=O)CNC(=O)C(O)=O

| StdInChI = 1S/C4H5NO5/c6-2(7)1-5-3(8)4(9)10/h1H2,(H,5,8)(H,6,7)(H,9,10)

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = BIMZLRFONYSTPT-UHFFFAOYSA-N

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

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|Section2={{Chembox Properties

| C=4 | H=5 | N=1 | O=5

| Appearance = Colorless solid

| LogP = 1.232

| pKa = 2.827

| pKb = 11.170

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|Section3={{Chembox Related

| OtherCompounds = {{unbulleted list|N-Acetylglycinamide|Glycylglycine|Oxalyldiaminopropionic acid}}

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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.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}} It is isosteric with α-Ketoglutaric acid. Such enzymes are pervasive and, for example, are required for the synthesis of 4-hydroxyproline.

References

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{{DEFAULTSORT:Oxalylglycine, N-}}

Category:Carboxamides

Category:Dicarboxylic acids