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906301

Sigma-Aldrich

BTTES

同義詞:

3-(4-((Bis((1-(tert-butyl)-1H-1,2,3-triazol-4-yl)methyl)amino)methyl)-1H-1,2,3-triazol-1-yl)propane-1-sulfonic acid, Copper click-chemistry ligand, Water-soluble CuAAC ligand

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About This Item

經驗公式（希爾表示法）:
C20H34N10O3S
CAS號碼:
2101505-88-6
分子量：:
494.61
MDL號碼:
MFCD32197457
分類程式碼代碼:
12161600

形狀

solid

反應適用性

reaction type: click chemistry

存貨情形

available only in USA

儲存溫度

2-8°C

SMILES 字串

[S](=O)(=O)(O)CCC[n]1nnc(c1)CN(Cc3nn[n](c3)C(C)(C)C)Cc2nn[n](c2)C(C)(C)C

InChI

1S/C20H34N10O3S/c1-19(2,3)29-14-17(22-25-29)11-27(12-18-15-30(26-23-18)20(4,5)6)10-16-13-28(24-21-16)8-7-9-34(31,32)33/h13-15H,7-12H2,1-6H3,(H,31,32,33)

InChI 密鑰

WMEZDVILBKIODK-UHFFFAOYSA-N

相關類別

應用

BTTES is a a next-generation, water-soluble ligand for the copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) that accelerates reaction rates and suppresses cell cytotoxicity. The biocompatibility and fast kinetics of BTTES are advancements from water-insoluble TBTA and are desirable for bioconjugation in diverse chemical biology experiments.

其他說明

Sulfated Ligands for the Copper(I)-Catalyzed Azide-Alkyne Cycloaddition

Increasing the Efficacy of Bioorthogonal Click Reactions for Bioconjugation: A Comparative Study

Biocompatible copper(I) catalysts for in vivo imaging of glycans

相關產品

產品號碼
描述
訂價

象形圖

Flame
GHS02

訊號詞

Danger

危險聲明

H242

危險分類

Self-react. C

儲存類別代碼

5.2 - Organic peroxides and self-reacting hazardous materials

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

從最近期的版本中選擇一個：

分析證明 (COA)

Lot/Batch Number
MKCQ3415
MKCJ8732

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Wei Wang et al.
Chemistry, an Asian journal, 6(10), 2796-2802 (2011-09-10)
The copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), the prototypical reaction of click chemistry, is accelerated by tris(triazolylmethyl)amine-based ligands. Herein, we compare two new ligands in this family--3-[4-({bis[(1-tert-butyl-1H-1,2,3-triazol-4-yl)methyl]amino}methyl)-1H-1,2,3-triazol-1-yl]propanol (BTTP) and the corresponding sulfated ligand 3-[4-({bis[(1-tert-butyl-1H-1,2,3-triazol-4-yl)methyl]amino}methyl)-1H-1,2,3-triazol-1-yl]propyl hydrogen sulfate (BTTPS)--for three bioconjugation applications: 1) labeling
David Soriano Del Amo et al.
Journal of the American Chemical Society, 132(47), 16893-16899 (2010-11-11)
The Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) is the standard method for bioorthogonal conjugation. However, current Cu(I) catalyst formulations are toxic, hindering their use in living systems. Here we report that BTTES, a tris(triazolylmethyl)amine-based ligand for Cu(I), promotes the cycloaddition reaction rapidly
Christen Besanceney-Webler et al.
Angewandte Chemie (International ed. in English), 50(35), 8051-8056 (2011-07-16)
Raising the bar: the efficacy of bioorthogonal reactions for bioconjugation has been thoroughly evaluated in four different biological settings. Powered by the development of new biocompatible ligands, the copper-catalyzed azide-alkyne cycloaddition has brought about unsurpassed bioconjugation efficiency, and thus it

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