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215333

Sigma-Aldrich

4-Hydroxy-D-phenylglycine

≥98%

Synonym(s):

(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid

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About This Item

Linear Formula:
HOC6H4CH(NH2)CO2H
CAS Number:
Molecular Weight:
167.16
Beilstein:
2210998
EC Number:
MDL number:
UNSPSC Code:
41116107
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Assay

≥98%

form

solid

optical activity

[α]23/D −158±3°, c = 1 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

240 °C (dec.) (lit.)

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-/m1/s1

InChI key

LJCWONGJFPCTTL-SSDOTTSWSA-N

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Storage Class Code

13 - Non 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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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
Fatty acid oxidation inhibition with PPARalpha activation (FOXIB/PPARalpha) for normalizing gene expression in heart failure?
Heinz Rupp et al.
Cardiovascular research, 66(3), 423-426 (2005-05-26)
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
Stephan Kastner et al.
Archives of microbiology, 194(6), 557-566 (2012-02-07)
The nonproteinogenic amino acid 4-hydroxyphenylglycine (HPG) arises from the diversion of the tyrosine degradation pathway into secondary metabolism, and its biosynthesis requires a set of three enzymes. The gene cassette for HPG biosynthesis is widely spread in actinomycete bacteria, which

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