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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:
32462-30-9
Molecular Weight:
167.16
Beilstein:
3589845
EC Number:
251-061-7
MDL number:
MFCD00065932
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57651565
NACRES:
NA.22

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Daniel Hernandez-Saavedra et al.
Scientific reports, 10(1), 413-413 (2020-01-17)
Altered metabolism in pulmonary artery smooth muscle cells (PASMCs) and endothelial cells (PAECs) contributes to the pathology of pulmonary hypertension (PH), but changes in substrate uptake and how substrates are utilized have not been fully characterized. We hypothesized stable isotope
Jeanne M Davidsen et al.
Journal of bacteriology, 191(3), 1066-1077 (2008-11-26)
Nocardicin A is a monocyclic beta-lactam isolated from the actinomycete Nocardia uniformis, which shows moderate activity against a broad spectrum of gram-negative bacteria. Within the biosynthetic gene cluster of nocardicin A, nocR encodes a 583-amino-acid protein with high similarity to
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