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857459

Sigma-Aldrich

N-Acetyl-L-phenylalanine

ReagentPlus®, 99%

Synonym(s):

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

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About This Item

Linear Formula:
C6H5CH2CH(NHCOCH3)CO2H
CAS Number:
Molecular Weight:
207.23
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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