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Merck
CN

96408

N-(2-Phenylacetyl)glycine

analytical standard

Synonym(s):

2-(2-Phenylacetamido)acetic acid, 2-Phenylacetyl glycine, NSC 408424, NSC 92778, Phenaceturic acid, Phenacetylglycine

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About This Item

Empirical Formula (Hill Notation):
C10H11NO3
CAS Number:
Molecular Weight:
193.20
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.24
Beilstein/REAXYS Number:
1107116
MDL number:
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grade

analytical standard

Quality Segment

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.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.


pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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