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237647

Sigma-Aldrich

L−(+)-α-Phenylglycine

99%

Synonym(s):

(S)-(+)-2-Phenylglycine, S-(+)-α-Aminophenylacetic acid, L-2-Phenylglycine

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About This Item

Linear Formula:
C6H5CH(NH2)CO2H
CAS Number:
2935-35-5
Molecular Weight:
151.16
Beilstein:
2208675
EC Number:
220-909-8
MDL number:
MFCD00064403
UNSPSC Code:
12352209
PubChem Substance ID:
24854260
NACRES:
NA.22

Assay

99%

form

powder

optical activity

[α]20/D +155°, c = 1 in 1 M HCl

reaction suitability

reaction type: solution phase peptide synthesis

mp

>300 °C (lit.)

application(s)

peptide synthesis

SMILES string

N[C@H](C(O)=O)c1ccccc1

InChI

1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m0/s1

InChI key

ZGUNAGUHMKGQNY-ZETCQYMHSA-N

Application

Chiral starting material.

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)

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DL-2-Phenylglycinol AldrichCPR

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Caroline Haurena et al.
The Journal of organic chemistry, 75(8), 2645-2650 (2010-03-23)
A range of alpha-amino esters has been synthesized in good to high yields using a straightforward three-component reaction among preformed or in situ generated aromatic or benzylic organozinc reagents, primary or secondary amines, and ethyl glyoxylate. The procedure, which is
Kuoxi Xu et al.
Chirality, 24(8), 646-651 (2012-05-24)
The triazine-based bisbinaphthyl crown ethers oxacalix[2]arene[2]bisbinaphthes R-1, R-2, R-3 and S-1, S-2, S-3 were synthesized. The interactions of these compounds with various α-aminocarboxylic acid anions were studied. The crown ethers were found to carry out highly enantioselective fluorescent recognition of
Choedchai Saehuan et al.
Biochimica et biophysica acta, 1770(11), 1585-1592 (2007-10-06)
Following induction with D-phenylglycine both d-phenylglycine aminotransferase activity and benzoylformate decarboxylase activity were observed in cultures of Pseudomonas stutzeri ST-201. Induction with benzoylformate, on the other hand, induced only benzoylformate decarboxylase activity. Purification of the benzoylformate decarboxylase, followed by N-terminal
Hyung Min Kim et al.
The Journal of chemical physics, 128(18), 184313-184313 (2008-06-06)
We investigated the conformational structures of L-phenylglycine in the gas phase by photoionization and double resonance spectroscopy techniques as well as high-level ab initio calculations. The UV-UV and IR-UV double resonance spectroscopy suggested that there exists only one conformer that
James J Lynch et al.
Pain, 125(1-2), 136-142 (2006-06-20)
Gabapentin and pregabalin have been demonstrated, both in animal pain models and clinically, to be effective analgesics particularly for the treatment of neuropathic pain. The precise mechanism of action for these two drugs is unknown, but they are generally believed
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