215333
4-Hydroxy-D-phenylglycine
≥98%
Synonym(s):
(2R)-2-Amino-2-(4-hydroxyphenyl)acetic acid
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All Photos(2)
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
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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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Vincenzo Lionetti et al.
Cardiovascular research, 66(3), 454-461 (2005-05-26)
Experimental evidence suggests that modulation of myocardial substrate metabolism can markedly affect the progression of chronic heart failure (HF). We tested whether the inhibition of carnitine palmitoyl transferase-I (CPT-I), the enzyme regulating mitochondrial fatty acid oxidation, slows left ventricular remodeling
Chung-Jen Chiang et al.
Journal of agricultural and food chemistry, 56(15), 6348-6354 (2008-07-19)
Optically pure amino acids have been widely used as intermediates in the synthesis of antibiotics, antifungal agents, pesticides, and sweeteners. Of particular importance, d- p-hydroxyphenylglycine (D-HPG) can be produced from d, l-hydroxyphenly hydantoin (D,L-HPH) in a two-step reaction mediated by
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
Naotoshi Hirota et al.
Life sciences, 79(13), 1312-1316 (2006-05-19)
To assess the mechanism of beta-cell lipotoxicity in comparison with Fas-mediated cell death, we used a mouse beta-cell clone stably transfected with human Fas. Palmitate induced beta-cell death in correlation with medium glucose levels between 5 and 20 mmol/l, while
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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