96408
N-(2-Phenylacetyl)glycine
analytical standard
Sinónimos:
2-(2-Phenylacetamido)acetic acid, 2-Phenylacetyl glycine, NSC 408424, NSC 92778, Phenaceturic acid, Phenacetylglycine
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About This Item
Fórmula empírica (notación de Hill):
C10H11NO3
Número de CAS:
Peso molecular:
193.20
Beilstein/REAXYS Number:
1107116
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.24
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grade
analytical standard
Quality Level
assay
≥98.0% (HPLC)
shelf life
limited shelf life, expiry date on the label
application(s)
clinical testing
format
neat
storage temp.
2-8°C
SMILES string
N(CC(=O)O)C(=O)Cc1ccccc1
InChI
1S/C10H11NO3/c12-9(11-7-10(13)14)6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,12)(H,13,14)
InChI key
UTYVDVLMYQPLQB-UHFFFAOYSA-N
Biochem/physiol Actions
Phenylacetylglycine is an acylglycine. Acylglycines are normally minor metabolites of fatty acids. However, the excretion of certain acylglycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acylglycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine ↔ CoA + N-acylglycine. Phenylacetylglycine or PAG is a glycine conjugate of phenylacetic acid. Phenylacetic acid may arise from exposure to styrene (plastic) or through the consumption of fruits and vegetables. Phenylacetic acid is used in some perfumes, possessing a honey-like odour in low concentrations, and is also used in penicillin G production. PAG is a putative biomarker of phospholipidosis. Urinary PAG is elevated in animals exhibiting abnormal phospholipid accumulation in many tissues and may thus be useful as a surrogate biomarker for phospholipidosis. The presence of phenylacetylglycine in urine has been confirmed for dogs, rats and mice. However, the presence of this compound in human urine is controversial. GC-MS studies have not found this compound while NMR studies claimed to have identified it , It appears that phenylacetylglycine may sometimes be mistaken for phenylacetylglutamine via NMR.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Jane Delaney et al.
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M Matsumoto et al.
The Journal of veterinary medical science, 57(2), 205-211 (1995-04-01)
After the urine was treated with urease, lyophilized, and trimethylsilylated, it was examined for metabolic profiles in Dalmatian dogs and Shetland sheepdogs by gas chromatography-mass spectrometry (GC/MS), which simultaneously analyzes organic acids, amino acids, sugars, sugar alcohols, purine and pyrimidine
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