924091

Alkyne-a-TCO

• Synonym(s): (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
• Empirical Formula (Hill Notation): C₁₃H₂₀O₂
• Molecular Weight: 208.30

Properties

• reaction suitability: reagent type: chemical modification reagent; reagent type: cross-linking reagent; reaction type: click chemistry
• Quality Level: 100
• functional group: (Alkyne)
• storage temp.: −20°C

Description

Application

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)

Other Notes

General, Divergent Platform for Diastereoselective Synthesis of trans-Cyclooctenes with High Reactivity and Favorable Physiochemical Properties

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable