924091
Alkyne-a-TCO
≥95%
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
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About This Item
Empirical Formula (Hill Notation):
C13H20O2
Molecular Weight:
208.30
UNSPSC Code:
12352200
NACRES:
NA.22
Product Name
Alkyne-a-TCO, ≥95%
assay
≥95%
form
viscous liquid
reaction suitability
reagent type: chemical modification reagent
reagent type: cross-linking reagent
reaction type: click chemistry
color
colorless
functional group
(Alkyne)
storage temp.
−20°C
Quality Level
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:
Other new a-TCOs:
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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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