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Merck

790435

Sigma-Aldrich

反-环辛烯 PEG4 琥珀酰亚胺酯

别名:

反-环辛烯-PEG4-NHS

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About This Item

经验公式(希尔记法):
C24H38N2O10
分子量:
514.57
MDL號碼:
分類程式碼代碼:
12352108
PubChem物質ID:
NACRES:
NA.22

形狀

liquid

反應適用性

reaction type: click chemistry
reagent type: linker

官能基

NHS ester

儲存溫度

−20°C

SMILES 字串

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 密鑰

ZKPMRASGLDBKPF-OWOJBTEDSA-N

應用

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。

相關產品

产品编号
说明
价格

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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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