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Merck
CN

760706

磺基-二苯并环辛炔-生物素共轭物

for Copper-free Click Chemistry

别名:

磺基-DBCO-生物素

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关于此项目

经验公式（希尔记法）:
C37H50N6O7S2
分子量:
754.96
MDL number:
MFCD22572660
UNSPSC Code:
12352200
PubChem Substance ID:
329766890
NACRES:
NA.22

主要文件

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产品名称

磺基-二苯并环辛炔-生物素共轭物, for Copper-free Click Chemistry

SMILES string

CC[NH+](CC)CC.[O-]S(=O)(=O)C(CNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@H]12)C(=O)NCCC(=O)N3Cc4ccccc4C#Cc5ccccc35

InChI

1S/C31H35N5O7S2.C6H15N/c37-27(12-6-5-11-25-29-23(19-44-25)34-31(40)35-29)33-17-26(45(41,42)43)30(39)32-16-15-28(38)36-18-22-9-2-1-7-20(22)13-14-21-8-3-4-10-24(21)36;1-4-7(5-2)6-3/h1-4,7-10,23,25-26,29H,5-6,11-12,15-19H2,(H,32,39)(H,33,37)(H2,34,35,40)(H,41,42,43);4-6H2,1-3H3/t23-,25-,26?,29-;/m0./s1

InChI key

RACLEVCKGUBCTH-GESOYTMLSA-N

form

solid

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

storage temp.

−20°C

Quality Level

100

相关类别

Application

采用 Synple 自动合成平台（SYNPLE-SC002）自动标记生物素

Features and Benefits

在更高的温度和更大量的生物素试剂条件下，可产生更有效的标记。典型的反应时间为最多4小时，但是如果浓度低或观察到的标记少时，则应使用更长的孵育时间。首先溶解于与水混溶的有机溶剂中，然后在需要时将其稀释在含水反应缓冲液中，从而可实现产品的最高效率。DMSO中的储备溶液可在冰箱中稳定保存3个月。

General description

这种磺化的氮杂二苯并环辛炔-生物素衍生物是一种高度水溶性的通用生物素化试剂，可用于标记含有叠氮化物的分子或化合物。环辛炔可用于应变促进的无铜叠氮化物-炔烃环加成反应中。这种二苯并环辛炔可与叠氮化物功能化化合物或生物分子发生反应，而无需 Cu(I) 催化剂即可形成稳定的三唑键。随后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。

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCZ0638
MKCX3601
MKCV8113
MKCW6908
MKCT1885

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Ning, X., et al.
Angewandte Chemie (International Edition in English), 47, 2253-2255 null
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
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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商品

Copper-Free Click Chemistry

Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.

无铜点击化学

无铜点击化学是点击化学的一种替代方法，可在较低的活化屏障下进行，且没有细胞毒性过渡金属催化剂。

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