Skip to Content
Merck
All Photos(1)

Key Documents

857459

Sigma-Aldrich

N-Acetyl-L-phenylalanine

ReagentPlus®, 99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


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

Looking for similar products? Visit Product Comparison Guide

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Surfactant-protease complex as a novel biocatalyst for peptide synthesis in hydrophilic organic solvents
Okazaki S, et al.
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
Zhao H, et al.
International Journal of Molecular Sciences, 9(1), 33-44 (2008)
Corinna Neuber et al.
Analytical chemistry, 86(18), 9065-9073 (2014-08-20)
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
E Jellum et al.
Scandinavian journal of clinical and laboratory investigation. Supplementum, 184, 21-26 (1986-01-01)
Urinary organic acid profiles of patients with Maple Syrup Urine Disease (MSUD), hereditary tyrosinemia and phenylketonuria (PKU) have been studied by means of capillary GC-MS-computer technique. In addition to the characteristic metabolites of these disorders, increased amounts of N-acetylleucine, N-acetylisoleucine

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service