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Merck
CN

78020

L-Phenylalanine

≥99.0% (NT)

Synonym(s):

(S)-2-Amino-3-phenylpropionic acid

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About This Item

Linear Formula:
C6H5CH2CH(NH2)CO2H
CAS Number:
63-91-2
Molecular Weight:
165.19
EC Number:
200-568-1
UNSPSC Code:
12352209
MDL number:
MFCD00064227
Beilstein/REAXYS Number:
1910408

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InChI

1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1

InChI key

COLNVLDHVKWLRT-QMMMGPOBSA-N

SMILES string

N[C@@H](Cc1ccccc1)C(O)=O

assay

≥99.0% (NT)

optical activity

[α]20/D −34±1°, c = 2% in H2O

impurities

≤0.3% foreign amino acids

ign. residue

≤0.1% (as SO4)

loss

≤0.2% loss on drying, 110 °C

mp

270-275 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, NH4+: ≤100 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

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Michael Petrascheck et al.
Nature, 450(7169), 553-556 (2007-11-23)
The mechanisms that determine the lifespan of an organism are still largely a mystery. One goal of ageing research is to find drugs that would increase lifespan and vitality when given to an adult animal. To this end, we tested
Jyothi Matharu et al.
Bioorganic & medicinal chemistry letters, 20(12), 3688-3691 (2010-05-15)
Regiospecific and conformationally restrained analogs of melphalan and DL-2-NAM-7 have been synthesized and their affinities for the large neutral amino acid transporter (LAT1) of the blood-brain barrier have been determined to assess their potential for accessing the CNS via facilitated
Claudia Temperini et al.
Bioorganic & medicinal chemistry letters, 15(23), 5136-5141 (2005-10-11)
Activation of the carbonic anhydrase (CA, EC 4.2.1.1) isoforms hCA I, II, and IV with l-histidine and some of its derivatives has been investigated by kinetic and X-ray crystallographic methods. l-His was a potent activator of isozymes I and IV
Kathleen H Mortell et al.
Bioorganic & medicinal chemistry letters, 16(5), 1138-1141 (2005-12-29)
A series of alpha-amino acids were identified as ligands which compete with gabapentin for binding to the alpha(2)delta subunit of voltage-dependent Ca(2+) channels. Potent analogs were identified. Their activity in an in vivo pain assay is described.
Marion Lanier et al.
Bioorganic & medicinal chemistry, 18(2), 573-579 (2009-12-25)
Placental Alkaline Phosphatase (PLAP) is a tissue-restricted isozyme of the Alkaline Phosphatase (AP) superfamily. PLAP is an oncodevelopmental enzyme expressed during pregnancy and in a variety of human cancers, but its biological function remains unknown. We report here a series
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