Skip to Content
Merck
All Photos(2)

Key Documents

215333

Sigma-Aldrich

4-Hydroxy-D-phenylglycine

≥98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


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

Looking for similar products? Visit Product Comparison Guide

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tony Ly et al.
Journal of the American Society for Mass Spectrometry, 20(6), 1148-1158 (2009-03-17)
Photodissociation of iodo-tyrosine modified peptides yields localized radicals on the tyrosine side chain, which can be further dissociated by collisional activation. We have performed extensive experiments on model peptides, RGYALG, RGYG, and their derivatives, to elucidate the mechanisms underlying backbone
Gerald Maarman et al.
Cardiovascular drugs and therapy, 26(3), 205-216 (2012-03-13)
By increasing circulating free fatty acids and the rate of fatty acid oxidation, obesity decreases glucose oxidation and myocardial tolerance to ischemia. Partial inhibition of fatty acid oxidation may improve myocardial tolerance to ischemia/reperfusion (I/R) in obesity. We assessed the
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service