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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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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
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
Lufang Zhou et al.
American journal of physiology. Heart and circulatory physiology, 294(2), H954-H960 (2007-12-18)
Inhibition of myocardial fatty acid oxidation can improve left ventricular (LV) mechanical efficiency by increasing LV power for a given rate of myocardial energy expenditure. This phenomenon has not been assessed at high workloads in nonischemic myocardium; therefore, we subjected
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
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
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