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形式
liquid
质量水平
反应适用性
reaction type: click chemistry
reagent type: linker
官能团
NHS ester
储存温度
−20°C
SMILES字符串
O=C(NCCOCCOCCOCCOCCC(ON1C(CCC1=O)=O)=O)OC2CCC/C=C/CC2
InChI
1S/C24H38N2O10/c27-21-8-9-22(28)26(21)36-23(29)10-12-31-14-16-33-18-19-34-17-15-32-13-11-25-24(30)35-20-6-4-2-1-3-5-7-20/h1-2,20H,3-19H2,(H,25,30)/b2-1+
InChI key
ZKPMRASGLDBKPF-OWOJBTEDSA-N
应用
琥珀酰亚胺酯/NHS（胺反应性）功能化反式环辛烯衍生物，用于将环辛烯基团掺入含胺化合物或生物分子中。反式环辛烯在促进、不含铜的 1, 2, 4, 5-四嗪的点击化学环加成反应中很有用。这种环辛烯将与四嗪功能化化合物或生物分子反应，而不需要催化剂，从而产生稳定的共价键。反式环辛烯与四嗪之间的 4 + 2 反电子需求 Diels-Alder 环加成反应是目前报道的最快的生物相容连接技术，在生物标记和成像方面有许多应用。PEG 间隔基可增加水溶性，减少聚集，并增加待修饰胺与反应性烯烃之间的距离。
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Dave Lumen et al.
Pharmaceutics, 11(12) (2019-12-22)
Polyethylene glycol (PEG) has been successfully used for improving circulation time of several nanomaterials but prolonging the circulation of porous silicon nanoparticles (PSi NPs) has remained challenging. Here, we report a site specific radiolabeling of dual-PEGylated thermally oxidized porous silicon
Mark R Karver et al.
Bioconjugate chemistry, 22(11), 2263-2270 (2011-09-29)
1,2,4,5-Tetrazines have been established as effective dienes for inverse electron demand [4 + 2] Diels-Alder cycloaddition reactions with strained alkenes for over 50 years. Recently, this reaction pair combination has been applied to bioorthogonal labeling and cell detection applications; however
Neal K Devaraj et al.
Bioconjugate chemistry, 19(12), 2297-2299 (2008-12-05)
Bioorthogonal tetrazine cycloadditions have been applied to live cell labeling. Tetrazines react irreversibly with the strained dienophile norbornene forming dihydropyrazine products and dinitrogen. The reaction is high yielding, selective, and fast in aqueous media. Her2/neu receptors on live human breast
Melissa L Blackman et al.
Journal of the American Chemical Society, 130(41), 13518-13519 (2008-09-19)
Described is a bioorthogonal reaction that proceeds with unusually fast reaction rates without need for catalysis: the cycloaddition of s-tetrazine and trans-cyclooctene derivatives. The reactions tolerate a broad range of functionality and proceed in high yield in organic solvents, water
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