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Merck
CN

P1883

L-Phenylalaninamide

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O
CAS Number:
Molecular Weight:
164.20
UNSPSC Code:
12352200
NACRES:
NA.26
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6270941
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assay

≥98%

form

powder

color

white to off-white

mp

92.8 °C

application(s)

detection

SMILES string

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

InChI

1S/C9H12N2O/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H2,11,12)/t8-/m0/s1

InChI key

OBSIQMZKFXFYLV-QMMMGPOBSA-N

Biochem/physiol Actions

L-Phenylalaninamide is a chiral selector.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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A V Chetkauskaĭte et al.
Zhurnal evoliutsionnoi biokhimii i fiziologii, 24(4), 465-470 (1988-07-01)
Synthesis of peptides during polymerization of GlyNH2 and PheNH2 has been demonstrated by means of gel-chromatography and thin-layer chromatography. The optima of pH and temperature have been estimated for the reaction. Grem's salt, tripolyphosphate and pyrophosphate were shown to cause
Rebecca Fransson et al.
Journal of medicinal chemistry, 53(6), 2383-2389 (2010-02-25)
Substance P 1-7 (SP(1-7), H-Arg-Pro-Lys-Pro-Gln-Gln-Phe-OH) is the major bioactive metabolite of substance P. The interest in this heptapeptide originates from the observation that it modulates, and in certain cases opposes the effects of the parent peptide, e.g., the nociceptive effect.
Seiji Okazaki et al.
Acta crystallographica. Section D, Biological crystallography, 64(Pt 3), 331-334 (2008-03-08)
The crystal structures of D-amino-acid amidase (DAA) from Ochrobactrum anthropi SV3 in complex with L-phenylalanine and with L-phenylalanine amide were determined at 2.3 and 2.2 A resolution, respectively. Comparison of the L-phenylalanine amide complex with the D-phenylalanine complex reveals that
M Mizanur Rahman et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(4), 1312-1321 (2007-11-23)
The monomer N'-octadecyl-N(alpha)-(4-vinyl)-benzoyl-L-phenylalanineamide (4) based on L-phenylalanine has been simply but effectively synthesized, and its self-assembling properties have been investigated. FTIR and a variable-temperature (1)H NMR spectroscopic investigation demonstrated that the aggregation of compound 4 in various organic solvents is
Seon-Yeong Kwak et al.
Bioorganic & medicinal chemistry letters, 20(2), 738-741 (2009-12-08)
Kojic acid-phenylalanine amide (KA-F-NH(2)), which showed an excellent tyrosinase inhibitory activity, did not inhibit melanogenesis in melanocyte due to its low cell permeability. To enhance its cell permeability by increasing lipophilicity, we prepared metal coordination compounds of KA-F-NH(2) and characterized

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