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Merck
CN

F6062

Sigma-Aldrich

Fmoc-(S)-2-(2-propenyl)Ala-OH

别名:

(S)-N-Fmoc-α-2-n-propenylalanine, Fmoc-(S)-2-(2-propenyl)alanine, Fmoc-(S)-2-amino-2-methyl-4-pentenoic acid

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About This Item

经验公式(希尔记法):
C21H21NO4
分子量:
351.40
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.26

方案

≥97%

质量水平

表单

solid

反应适用性

reaction type: Fmoc solid-phase peptide synthesis

应用

peptide synthesis

官能团

Fmoc

储存温度

−20°C

SMILES字符串

O=C(OCC1C(C=CC=C2)=C2C3=C1C=CC=C3)N[C@](CC=C)(C)C(O)=O

InChI

1S/C21H21NO4/c1-3-12-21(2,19(23)24)22-20(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h3-11,18H,1,12-13H2,2H3,(H,22,25)(H,23,24)/t21-/m0/s1

InChI key

FNCSRFHDUZYOCR-NRFANRHFSA-N

应用

Olefinic alpha-methyl amino acid for peptide stapling. Upon incorporation of this amino acid into a peptide, along with another of the same or derivative with a different length of the olefinic side chain, the two can be ′stapled′ via a ring closing metathesis reaction with Grubb′s catalyst (product # 579726). The resulting stapled peptide macrocycle has been shown to stabilize the alpha-helical structure of peptides, which can lead to favorable biological characteristics such as increased proteolytic stability and cellular uptake.

象形图

Environment

警示用语:

Warning

危险声明

预防措施声明

危险分类

Aquatic Acute 1

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Young-Woo Kim et al.
Nature protocols, 6(6), 761-771 (2011-06-04)
This protocol provides a detailed procedure for the preparation of stapled α-helical peptides, which have proven their potential as useful molecular probes and as next-generation therapeutics. Two crucial features of this protocol are (i) the construction of peptide substrates containing

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