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56160

Sigma-Aldrich

4-Hydroxy-L-phenylglycine

≥99.0% (NT)

Synonym(s):

(2S)-2-Amino-2-(4-hydroxyphenyl)acetic acid, Oxfenicine

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About This Item

Empirical Formula (Hill Notation):
C8H9NO3
CAS Number:
Molecular Weight:
167.16
Beilstein:
3589845
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (NT)

form

solid

optical activity

[α]20/D +158±3°, c = 1% in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis

SMILES string

N[C@H](C(O)=O)c1ccc(O)cc1

InChI

1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1

InChI key

LJCWONGJFPCTTL-ZETCQYMHSA-N

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Isidore C Okere et al.
Clinical and experimental pharmacology & physiology, 34(1-2), 113-119 (2007-01-05)
1. Cardiac lipotoxicity is characterized by hypertrophy and contractile dysfunction and can be triggered by impaired mitochondrial fatty acid oxidation and lipid accumulation. The present study investigated the effect of dietary fatty acid intake alone and in combination with inhibition
Wendy Keung et al.
Diabetes, 62(3), 711-720 (2012-11-10)
Impaired skeletal muscle fatty acid oxidation has been suggested to contribute to insulin resistance and glucose intolerance. However, increasing muscle fatty acid oxidation may cause a reciprocal decrease in glucose oxidation, which might impair insulin sensitivity and glucose tolerance. We
M G Marina Prendes et al.
The journal of physiological sciences : JPS, 61(4), 303-312 (2011-05-07)
The effects of ischemic-postconditioning (IPOC) on functional recovery and cell viability of ischemic-reperfused hearts from fed and fasted rats were studied in relation to triacylglycerol and glycogen mobilization, ATP content, glucose-6-phosphate dehydrogenase activity and reduced/oxidized glutathione (GSH/GSSG). Oxidative damage was
Khalid Abozguia et al.
Nature clinical practice. Cardiovascular medicine, 3(9), 490-498 (2006-08-26)
Despite advances in treatment, chronic heart failure is still associated with significant morbidity and a poor prognosis. The scope for further advances based on additional neurohumoral blockade is small. Effective adjunctive therapies acting via a different cellular mechanism would, therefore
Mònica Prieto et al.
The Journal of organic chemistry, 74(23), 9202-9205 (2009-10-30)
Alpha-amino acid derivatives, particularly those of phenylglycine, can suffer significant racemization in Suzuki couplings. When arylpinacolboronate esters are used as coupling partners this unwanted side reaction can be suppressed by the use of Pd(OAc)(2) as Pd(0) source, in the presence

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