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Merck
CN

857459

Sigma-Aldrich

N-乙酰基-L苯丙氨酸

ReagentPlus®, 99%

别名:

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

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About This Item

线性分子式:
C6H5CH2CH(NHCOCH3)CO2H
CAS号:
分子量:
207.23
EC 号:
MDL编号:
UNSPSC代码:
12352209
eCl@ss:
32160406
PubChem化学物质编号:
NACRES:
NA.22

质量水平

产品线

ReagentPlus®

检测方案

99%

形式

powder

旋光性

[α]22/D +40.0°, c = 1 in methanol

反应适用性

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

mp

171-173 °C (lit.)

应用

peptide synthesis

官能团

amine
carboxylic acid

SMILES字符串

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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一般描述

N-乙酰基-L-苯基丙氨酸是L-苯基丙氨酸的乙酰基类似物。它被广泛用作反应物,以合成N-乙酰基-L-苯基丙氨酸的甲基或乙基酯,可作为肽合成中的通用构件。

应用

N-乙酰基-L-苯基丙氨酸可用作合成以下物质的反应物:
  • 使用Mukaiyama试剂通过甲醇酯化反应产生N-乙酰苯丙氨酸甲酯。
  • 通过铑催化氢化反应产生乙酰氨基环己烷丙酸。

法律信息

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°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)
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
Emilio J Cocinero et al.
Journal of the American Chemical Society, 133(12), 4548-4557 (2011-03-08)
The physical basis of carbohydrate-peptide interactions has been explored by probing the structures of a series of complexes generated in a solvent-free environment under molecular beam conditions. A combination of double-resonance IR-UV spectroscopy and quantum-chemical calculations has established the structures

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