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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
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
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
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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