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Merck
모든 사진(3)

Key Documents

F6562

Sigma-Aldrich

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

동의어(들):

(R)-N-Fmoc-α-(7-Octenyl)alanine, Fmoc-(R)-2-(7-octenyl)alanine, Fmoc-(R)-2-amino-2-methyl-dec-6-enoic acid

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About This Item

실험식(Hill 표기법):
C26H31NO4
CAS Number:
Molecular Weight:
421.53
MDL number:
UNSPSC 코드:
12352200
PubChem Substance ID:
NACRES:
NA.26

형태

solid

Quality Level

반응 적합성

reaction type: Fmoc solid-phase peptide synthesis

응용 분야

peptide synthesis

작용기

Fmoc

저장 온도

−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

애플리케이션

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.

픽토그램

Environment

신호어

Warning

유해 및 위험 성명서

예방조치 성명서

Hazard Classifications

Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

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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