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Merck
CN

78570

Sigma-Aldrich

D-(−)-α-Phenylglycine

puriss., ≥99.0% (NT)

Synonym(s):

(2R)-2-Amino-2-phenylacetic acid, (R)-(−)-α-Aminophenylacetic acid

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About This Item

Empirical Formula (Hill Notation):
C8H9NO2
CAS Number:
Molecular Weight:
151.16
Beilstein:
2208676
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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grade

puriss.

Assay

≥99.0% (NT)

optical activity

[α]20/D −156±2°, c = 1% in 1 M HCl

ign. residue

≤0.05%

mp

≥300 °C (dec.)

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-/m1/s1

InChI key

ZGUNAGUHMKGQNY-SSDOTTSWSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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José Alixandre de Sousa Luis et al.
Molecules (Basel, Switzerland), 15(1), 128-137 (2010-01-30)
Hydantoins and their derivatives constitute a group of pharmaceutical compounds with anticonvulsant and antiarrhythmic properties, and are also used against diabetes. N-3 and C-5 substituted imidazolidines are examples of such products. As such, we have developed a synthesis of 2,4-dione
Ulrike Müller et al.
Metabolic engineering, 8(3), 196-208 (2006-02-10)
D-phenylglycine (D-Phg) is an important side chain building block for semi-synthetic penicillins and cephalosporins such as ampicillin and cephalexin. To produce d-Phg ultimately from glucose, metabolic engineering was applied. Starting from phenylpyruvate, which is the direct precursor of L-phenylalanine, an
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
Shohei Tashiro et al.
Inorganic chemistry, 50(1), 4-6 (2010-12-01)
The optically active cobalt(III) complex with chiral cyclen, (2S,5S,8S,11S)-2,5,8,11-tetraethyl-1,4,7,10-tetraazacyclododecane, preferentially binds to D-phenylglycine (D-Phg) or D-t-leucine (D-t-Leu) rather than L-Phg or L-t-Leu, respectively, with 20% de in dimethyl sulfoxide at 293 K. Comparative studies on the crystal structures of cobalt(III)
Katrin Groebke Zbinden et al.
Bioorganic & medicinal chemistry letters, 15(23), 5344-5352 (2005-10-11)
We describe the structure-based design and synthesis of highly potent, orally bioavailable tissue factor/factor VIIa inhibitors which interfere with the coagulation cascade by selective inhibition of the extrinsic pathway.

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