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Merck

924091

Sigma-Aldrich

Alkyne-a-TCO

new

别名:

(R,E)-1-(2-(Prop-2-yn-1-yloxy)ethyl)cyclooct-4-en-1-ol, 5-ax-Hydroxy-5-eq-(2-(prop-2-yn-1-yloxy)ethyl)-trans-cyclooctene, Clickable axial 5-hydroxy-trans-cyclooctene

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About This Item

经验公式(希尔记法):
C13H20O2
分子量:
208.30

反應適用性

reagent type: chemical modification reagent
reagent type: cross-linking reagent
reaction type: click chemistry

品質等級

官能基

(Alkyne)

儲存溫度

−20°C

應用

Alkyne-a-TCO is an axial trans-cyclooctene (a-TCO) for bioconjugation and protein labeling. Alkyne-a-TCO has a CuAAC clickable tag, and the a-TCO reacts rapidly with tetrazines through Diels-Alder reactions, a type of bioorthogonal, copper-free click chemistry. As demonstrated by the Joe Fox lab in Pigga, et al, a-TCOs are more reactive and hydrophilic than standard TCOs, providing favorable physiochemical properties for live-cell and in vivo labeling.

Other new a-TCOs:
  • NHS ester-a-TCO (924075)
  • TAMRA-a-TCO (924083)
  • Alkyne-a-TCO (924091)
  • Amine-a-TCO (924113)

相關產品

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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分析证书(COA)

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Jessica E Pigga et al.
Angewandte Chemie (International ed. in English), 60(27), 14975-14980 (2021-03-21)
trans-Cyclooctenes (TCOs) are essential partners in the fastest known bioorthogonal reactions, but current synthetic methods are limited by poor diastereoselectivity. Especially hard to access are hydrophilic TCOs with favorable physicochemical properties for live cell or in vivo experiments. Described is a

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