857459
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
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
NACRES:
NA.22
EC Number:
217-959-8
MDL number:
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
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
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Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
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)
Efficient and practical arene hydrogenation by heterogeneous catalysts under mild conditions
Maegawa T, et al.
Chemistry?A European Journal , 15(28), 6953-6963 (2009)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 857459-1G | 04061826224496 |
| 857459-5G | 04061832643069 |