924113
Amine-a-TCO
Synonym(s):
(R,E)-1-(2-Aminoethyl)cyclooct-4-en-1-ol, 5-ax-Hydroxy-5-eq-(2-aminoethyl)-trans-cyclooctene
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About This Item
Empirical Formula (Hill Notation):
C10H19NO
Molecular Weight:
169.26
NACRES:
NA.21
UNSPSC Code:
12352200
Application
Amine-a-TCO is an axial trans-cyclooctene (a-TCO) for bioconjugation and protein labeling. Amine-a-TCO has an acid-reactive terminal amine, 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
Regulatory Information
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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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