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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.
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
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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