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Merck
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重要文件

F6562

Sigma-Aldrich

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

for peptide synthesis

同義詞:

(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

經驗公式(希爾表示法):
C26H31NO4
CAS號碼:
分子量::
421.53
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.26

產品名稱

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

形狀

solid

品質等級

反應適用性

reaction type: Fmoc solid-phase peptide synthesis

應用

peptide synthesis

官能基

Fmoc

儲存溫度

−20°C

SMILES 字串

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 密鑰

MADFVGMQNXRFAF-AREMUKBSSA-N

應用

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.

象形圖

Environment

訊號詞

Warning

危險聲明

防範說明

危險分類

Aquatic Acute 1

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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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
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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