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924083

Sigma-Aldrich

TAMRA-a-TCO

new

Synonym(s):

(R,E)-2-(6-(Dimethylamino)-3-(dimethyliminio)-3H-xanthen-9-yl)-5-((5-(2-(1-hydroxycyclooct-4-en-1- yl)acetamido)pentyl)carba

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About This Item

Empirical Formula (Hill Notation):
C40H48N4O6
Molecular Weight:
680.83

reaction suitability

reaction type: click chemistry
reagent type: chemical modification reagent
reagent type: fluorescent-labelling reagent

Quality Level

storage temp.

−20°C

Application

TAMRA-a-TCO is an axial trans-cyclooctene (a-TCO) for bioconjugation and protein labeling. As demonstrated by the Joe Fox lab in Pigga, et al, a-TCOs are more hydrophilic and reactive than standard TCOs. The fluorescent TAMRA-a-TCO was developed for rapid, live-cell and in vivo experiments. It is cell permeable, reacts with tetrazines intracellularly via Diels-Alder chemistry, and exhibits reduced background fluorescence relative to other TAMRA TCO tags when imaged using fluorescence microscopy (illumination at λ=531 nm).

Other new a-TCOs:
  • NHS ester-a-TCO (MKE211512)
  • Alkyne-a-TCO (MKE211515)
  • Amine-a-TCO (MKE211516)

Storage Class Code

11 - Combustible Solids


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