所有图片(3)

F6562

Sigma-Aldrich

Fmoc-(R)-2-(7-octenyl)Ala-OH

别名:
Fmoc-(R)-2-(7-octenyl)alanine, Fmoc-(R)-2-amino-2-methyl-dec-6-enoic acid, (R)-N-Fmoc-α-(7-Octenyl)alanine
Empirical Formula (Hill Notation):
C26H31NO4
CAS号:
分子量:
421.53
MDL编号:
PubChem化学物质编号:
NACRES:
NA.26

质量水平

200

形式

solid

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

application(s)

peptide synthesis

官能团

Fmoc

储存温度

−20°C

SMILES string

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

InChI

1S/C26H31NO4/c1-3-4-5-6-7-12-17-26(2,24(28)29)27-25(30)31-18-23-21-15-10-8-13-19(21)20-14-9-11-16-22(20)23/h3,8-11,13-16,23H,1,4-7,12,17-18H2,2H3,(H,27,30)(H,28,29)/t26-/m1/s1

InChI key

MADFVGMQNXRFAF-AREMUKBSSA-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.

包装

1, 5 g in glass bottle

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

13 - Non Combustible Solids

WGK

WGK 3

闪点(F)

Not applicable

闪点(C)

Not applicable

分析证书

原产地证书 (CofO)

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
Ban Xiong Tan et al.
Scientific reports, 5, 12116-12116 (2015-07-15)
Previous publications on stapled peptide inhibitors against Mdm2/Mdm4-p53 interactions have established that this new class of drugs have the potential to be easily optimised to attain high binding affinity and specificity, but the mechanisms controlling their cellular uptake and target

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