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Merck
CN

760749

Sigma-Aldrich

二苯并环辛基-PEG4-生物素结合物

for Copper-free Click Chemistry

别名:

DBCO-PEG4-生物素

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About This Item

经验公式(希尔记法):
C39H51N5O8S
分子量:
749.92
MDL编号:
UNSPSC代码:
12352003
PubChem化学物质编号:
NACRES:
NA.22

质量水平

形式

solid

反应适用性

reaction type: click chemistry

储存温度

−20°C

SMILES字符串

O=C(CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)NCCOCCOCCOCCOCCC(=O)NCCC(=O)N3Cc4ccccc4C#Cc5ccccc35

InChI

1S/C39H51N5O8S/c45-35(12-6-5-11-34-38-32(28-53-34)42-39(48)43-38)41-18-20-50-22-24-52-26-25-51-23-21-49-19-16-36(46)40-17-15-37(47)44-27-31-9-2-1-7-29(31)13-14-30-8-3-4-10-33(30)44/h1-4,7-10,32,34,38H,5-6,11-12,15-28H2,(H,40,46)(H,41,45)(H2,42,43,48)/t32-,34-,38-/m0/s1

InChI key

LNHSQAOQVNHUGL-QRBHCBQLSA-N

一般描述

这种氮杂二苯并环辛-生物素衍生物是一种通用的生物素化试剂,用于标记含有叠氮化物的分子或化合物。环辛烯在促进无铜叠氮炔环加成反应中是有用的。这种二苯并环辛炔将与叠氮官能化化合物或生物分子反应,而不需要 Cu (I) 催化剂产生稳定的三唑键。后续的标记分子可以使用链霉亲和素或亲和素亲和试剂进行纯化。PEG 间隔基使整体化合物的亲水性更强,并允许与叠氮化物的反应站点和生物素检测基团之间的距离更大。

应用

采用 Synple 自动合成平台素(SYNPLE-SC002)自动标记生物素

特点和优势

更高的温度和过多的生物素试剂会导致更有效的标记。典型反应时间长达 4 小时,但如果浓度较低或观察到低标记,则应使用更长的孵育时间。当首先溶解在水溶性有机溶剂中,然后根据需要在水性反应缓冲液中稀释时,产品最有效。DBCO-PEG4-生物素可溶于高达 0.35 mM 的水性缓冲液。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Guillaume Charron et al.
Journal of the American Chemical Society, 131(13), 4967-4975 (2009-03-14)
Fatty-acylation of proteins in eukaryotes is associated with many fundamental cellular processes but has been challenging to study due to limited tools for rapid and robust detection of protein fatty-acylation in cells. The development of azido-fatty acids enabled the nonradioactive
Ning, X., et al.
Angewandte Chemie (International Edition in English), 47, 2253-2255 null
Andrew Vila et al.
Chemical research in toxicology, 21(2), 432-444 (2008-02-01)
Polyunsaturated fatty acids (PUFA) are primary targets of free radical damage during oxidative stress. Diffusible electrophilic alpha,beta-unsaturated aldehydes, such as 4-hydroxynonenal (HNE), have been shown to modify proteins that mediate cell signaling (e.g., IKK and Keap1) and alter gene expression
Daniela C Dieterich et al.
Nature protocols, 2(3), 532-540 (2007-04-05)
A major aim of proteomics is the identification of proteins in a given proteome at a given metabolic state. This protocol describes the step-by-step labeling, purification and detection of newly synthesized proteins in mammalian cells using the non-canonical amino acid
Nicholas J Agard et al.
ACS chemical biology, 1(10), 644-648 (2006-12-19)
Detection of metabolites and post-translational modifications can be achieved using the azide as a bioorthogonal chemical reporter. Once introduced into target biomolecules, either metabolically or through chemical modification, the azide can be tagged with probes using one of three highly

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