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N-[2-(4-Hydroxyphenyl)acetyl]glycine

analytical standard

Synonym: 2-[2-(4-Hydroxyphenyl)acetamido]acetic acid, 4-Hydroxyphenylacetyl glycine

  • CAS Number 28116-23-6

  • Empirical Formula (Hill Notation) C10H11NO4

  • Molecular Weight 209.20

  •  Beilstein/REAXYS Number 3298883

  •  MDL number MFCD11188516

  •  PubChem Substance ID 329747626

  •  NACRES NA.24

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Properties

Related Categories Amino Acid Metabolite Standards, Analytical Standards, Analytical/Chromatography, Biomarkers and Metabolomics Standards
Quality Level   100
grade   analytical standard
assay   ≥98.0% (HPLC)
shelf life   limited shelf life, expiry date on the label
storage temp.   2-8°C
SMILES string   OC(CNC(CC1=CC=C(O)C=C1)=O)=O

Description

Biochem/physiol Actions

Hydroxyphenylacetylglycine 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. Acyl glycines 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. Hydroxyphenylacetylglycine is an endogenous human metabolite. It can be originated from the metabolism of tyramine, itself is a monoamine compound derived from the amino acid tyrosine. Hydroxyphenylacetylglycine can also be derived from the metabolism of 3,4-dihydroxyphenylalanine (L-DOPA). In the metabolism of tyrosine, this compound is involved in the reaction Hydroxyphenylacetyl-CoA + Glycine ↔ Hydroxyphenylacetylglycine + CoA, catalyzed by acyltransferase enzymes (EC 2.3.1.-). Hydroxyphenylacetylglycine has been identified in human biofluids.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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