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4-Hydroxy-L-phenylglycine

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4-Hydroxy-L-phenylglycine Basic information

Product Name:
4-Hydroxy-L-phenylglycine
Synonyms:
  • H-PHG(4-HYDROXY)-OH
  • H-HPG-OH
  • L-(+)-A-4-HYDROXYPHENYLGLYCINE
  • L-4-HYDROXYPHENYLGLYCINE
  • L-(+)-P-HYDROXYPHENYLGLYCINE
  • L-NORTYR
  • 4-HYDROXY-L-PHENYLGLYCINE
  • (S)-AMINO-(4-HYDROXY-PHENYL)-ACETIC ACID
CAS:
32462-30-9
MF:
C8H9NO3
MW:
167.16
EINECS:
251-061-7
Product Categories:
  • Amino ACIDS SERIES
Mol File:
32462-30-9.mol
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4-Hydroxy-L-phenylglycine Chemical Properties

Melting point:
~240 °C (dec.)
alpha 
158 º (c=1% in 1M HCl)
Boiling point:
365.8±32.0 °C(Predicted)
Density 
1.396±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Aquous Acid (Slightly), DMSO (Slightly, Heated, Sonicated), Water (Slightly)
pka
2.15±0.10(Predicted)
form 
Solid
color 
White to Off-White
optical activity
[α]20/D +158±3°, c = 1% in 1 M HCl
BRN 
3589845
InChI
InChI=1/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/s3
InChIKey
LJCWONGJFPCTTL-ZETCQYMHSA-N
SMILES
[C@@H](C1C=CC(O)=CC=1)(N)C(=O)O |&1:0,r|
CAS DataBase Reference
32462-30-9(CAS DataBase Reference)
EPA Substance Registry System
Benzeneacetic acid, .alpha.-amino-4-hydroxy-, (.alpha.S)- (32462-30-9)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
2922.50.4000

MSDS

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4-Hydroxy-L-phenylglycine Usage And Synthesis

Chemical Properties

White crystalline

Uses

Vasodilator.

Uses

4-Hydroxy-L-(+)-2-phenylglycine is a carnitine palmitoyltransferase-1 inhibitor. 4-Hydroxy-L-(+)-2-phenylglycine improves whole-body glucose tolerance and insulin sensitivity in high-fat diet-induced obese mouse with insulin resistance.

Definition

ChEBI: The L-enantiomer of 4-hydroxyphenylglycine.

reaction suitability

reaction type: solution phase peptide synthesis

in vivo

Oxfenicine (150 mg/kg, i.p., once daily for 3 weeks) treatment significantly reduces adiposity in high-fat diet rats[4].

Animal Model:Male Sprague-Dawley rats fed a high-fat (HF) diet[4]
Dosage:150 mg/kg
Administration:intraperitoneal injection (i.p.) once daily for 3 weeks
Result:Reduced whole-body fat oxidation, body weight, adiposity, and improved insulin sensitivity in HF-fed rats.

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