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857459

Sigma-Aldrich

N-Acetyl-L-phenylalanine

ReagentPlus®, 99%

Sinónimos:

(+)-N-Acetylphenylalanine, (S)-2-Acetamido-3-phenylpropanoic acid

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About This Item

Fórmula lineal:
C6H5CH2CH(NHCOCH3)CO2H
Número de CAS:
2018-61-3
Peso molecular:
207.23
EC Number:
217-959-8
MDL number:
MFCD00063158
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24888445
NACRES:
NA.22

Quality Level

100

product line

ReagentPlus®

assay

99%

form

powder

optical activity

[α]22/D +40.0°, c = 1 in methanol

reaction suitability

reaction type: C-H Activation
reaction type: solution phase peptide synthesis
reagent type: ligand
reaction type: Peptide Synthesis

mp

171-173 °C (lit.)

application(s)

peptide synthesis

functional group

amine
carboxylic acid

SMILES string

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

InChI

1S/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1

InChI key

CBQJSKKFNMDLON-JTQLQIEISA-N

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General description

N-Acetyl-L-phenylalanine is an acetyl analog of L-phenylalanine. It is widely used as a reactant to synthesize methyl or ethyl esters of N-acetyl-L-phenylalanine, which are employed as versatile building blocks in peptide synthesis.

Application

N-Acetyl-L-phenylalanine can be used as a reactant to synthesize:
  • N-acetyl phenylalanine methyl ester by esterification reaction with methanol using Mukaiyama′s reagent.
  • Acetylaminocyclohexane propanoic acid by rhodium-catalyzed hydrogenation reaction.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Enzyme and Microbial Technology, 26(2-4), 159-164 (2000)
Efficient and practical arene hydrogenation by heterogeneous catalysts under mild conditions
Maegawa T, et al.
Chemistry?A European Journal , 15(28), 6953-6963 (2009)
Microwave-assisted esterification of N-Acetyl-L-Phenylalanine using modified mukaiyama?s reagents: A new approach involving ionic liquids
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Sphingosine 1-phosphate (S1P), a bioactive lipid involved in various physiological processes, can be irreversibly degraded by the membrane-bound S1P lyase (S1PL) yielding (2E)-hexadecenal and phosphoethanolamine. It is discussed that (2E)-hexadecenal is further oxidized to (2E)-hexadecenoic acid by the long-chain fatty
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Chromatograms

application for HPLC

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