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![(1R,8S,9s)-双环[6.1.0]壬-4-炔-9-基甲基 N-琥珀酰亚胺碳酸酯 for Copper-free Click Chemistry](/deepweb/assets/sigmaaldrich/product/structures/969/022/d6776082-2f7a-47c7-bcd4-3830dac0fb7d/640/d6776082-2f7a-47c7-bcd4-3830dac0fb7d.png)
表单
solid
反应适用性
reaction type: click chemistry
reagent type: cross-linking reagent
mp
192-197 °C
储存温度
−20°C
SMILES字符串
O=C(CCC(NCCSSCCC(ON(C(CC1)=O)C1=O)=O)=O)N2CC3=C(C=CC=C3)C#CC4=C2C=CC=C4
InChI
1S/C28H27N3O6S2/c32-24(29-16-18-39-38-17-15-28(36)37-31-26(34)13-14-27(31)35)11-12-25(33)30-19-22-7-2-1-5-20(22)9-10-21-6-3-4-8-23(21)30/h1-8H,11-19H2,(H,29,32)
InChI key
RPNGUSKTYYIUDE-UHFFFAOYSA-N
应用
可裂解的琥珀酰亚胺酯/NHS官能化环辛炔衍生物，用于将环辛炔部分引入含胺化合物或生物分子中。环辛炔可用于菌株促进的无铜叠氮化物-炔烃环加成反应。该二苯并环辛炔可在不需要Cu（I）催化剂的情况下，与叠氮官能化化合物或生物分子反应，以产生稳定的三唑键。存在的二硫键可用温和的还原条件（在37°C下用10-50 mM DTT处理30分钟或在100°C下用在SDS-PAGE样品缓冲液中的5％β-巯基乙醇处理5分钟）进行断裂。
注意：请避免在偶联、标记过程中使用还原剂和含胺或叠氮的缓冲液。仅在需要断裂二硫键时才使用还原剂。
注意：请避免在偶联、标记过程中使用还原剂和含胺或叠氮的缓冲液。仅在需要断裂二硫键时才使用还原剂。
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Julius Wiener et al.
Scientific reports, 10(1), 1457-1457 (2020-01-31)
Oligonucleotide-conjugated antibodies have gained importance for their use in protein diagnostics. The possibility to transfer the readout signal from the protein to the DNA level with an oligonucleotide-conjugated antibody increased the sensitivity of protein assays by orders of magnitude and
Visualizing metabolically labeled glycoconjugates of living cells by copper-free and fast huisgen cycloadditions.
Xinghai Ning et al.
Angewandte Chemie (International ed. in English), 47(12), 2253-2255 (2008-02-16)
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
Jeremy M Baskin et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(43), 16793-16797 (2007-10-19)
Dynamic imaging of proteins in live cells is routinely performed by using genetically encoded reporters, an approach that cannot be extended to other classes of biomolecules such as glycans and lipids. Here, we report a Cu-free variant of click chemistry
John C Jewett et al.
Journal of the American Chemical Society, 132(11), 3688-3690 (2010-03-02)
Bioorthogonal chemical reactions, those that do not interact or interfere with biology, have allowed for exploration of numerous biological processes that were previously difficult to study. The reaction of azides with strained alkynes, such as cyclooctynes, readily forms a triazole
商品
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。
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.
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