223875

Sigma-Aldrich

α-Hydroxyhippuric acid

98%

Synonym(s):
(Benzoylamino)hydroxyacetic acid
Linear Formula:
C6H5CONHCH(OH)CO2H
CAS Number:
Molecular Weight:
195.17
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

assay

98%

mp

211 °C (dec.) (lit.)

SMILES string

OC(NC(=O)c1ccccc1)C(O)=O

InChI

1S/C9H9NO4/c11-7(10-8(12)9(13)14)6-4-2-1-3-5-6/h1-5,8,12H,(H,10,11)(H,13,14)

InChI key

GCWCVCCEIQXUQU-UHFFFAOYSA-N

General description

α-Hydroxyhippuric acid, nonpeptidic substrate, forms complex with peptidyl-α-hydroxyglycine α-amidating lyase catalytic core.

Application

α-Hydroxyhippuric acid was used in the synthesis of benzamide by the enzyme-catalyzed dealkylation reaction.

Packaging

5, 25 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 223875.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Xiaoning Wang et al.
Journal of proteome research, 11(7), 3838-3847 (2012-05-26)
Cirrhosis is a common and terminal outcome of many chronic liver conditions. A urinary metabonomic study using gas chromatography-mass spectrometry (GC-MS) and ultra performance liquid chromatography time-of-flight mass spectrometry (UPLC-TOFMS) was carried out to elucidate the pathophysiological basis of posthepatitis...
R Kulathila et al.
Archives of biochemistry and biophysics, 311(1), 191-195 (1994-05-15)
The conversion of C-terminal glycine-extended peptides to C-terminal alpha-amidated peptides occurs in two distinct reactions, both of which are catalyzed by bifunctional peptidylglycine alpha-amidating enzyme. The first step is the alpha-hydroxylation of the C-terminal glycine residue and the second step...
A G Katopodis et al.
Biochemistry, 29(26), 6115-6120 (1990-07-03)
We report here the isolation of a novel enzyme from bovine neurointermediate pituitary which catalyzes the conversion of alpha-hydroxybenzoylglycine to benzamide. This enzyme, termed HGAD (alpha-hydroxyglycine amidating dealkylase), is a soluble protein with an apparent molecular mass of 45 kDa...
Eduardo E Chufán et al.
Structure (London, England : 1993), 17(7), 965-973 (2009-07-17)
Many neuropeptides and peptide hormones require amidation of their carboxy terminal for full biological activity. The enzyme peptidyl-alpha-hydroxyglycine alpha-amidating lyase (PAL; EC 4.3.2.5) catalyzes the second and last step of this reaction, N-dealkylation of the peptidyl-alpha-hydroxyglycine to generate the alpha-amidated...
Brett Ronald Cutler et al.
International journal of cardiology, 261, 155-158 (2018-03-17)
Glycosaminoglycan (GAG), a major component of the endothelial glycocalyx, is severely perturbed in diabetic vasculature leading to endothelial inflammation and vascular disease in diabetes. We tested the hypothesis that blueberry metabolites (BBM) ameliorate endothelial inflammation in diabetic endothelial cells (ECs)...

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