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760773

Sigma-Aldrich

Dibenzocyclooctyne-PEG4-Fluor 545

for Copper-free Click Chemistry

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Synonym(s):
Polyethylene glycol, ADIBO-PEG4-TAMRA, DBCO-PEG4-Fluor 545, DBCO-PEG4-TAMRA, DBCO-PEG4-tetramethylrhodamine
Empirical Formula (Hill Notation):
C54H57N5O10
Molecular Weight:
936.06
UNSPSC Code:
51171641
NACRES:
NA.22

Quality Level

100

form

solid

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

Application

This azadibenzocyclooctyne-tetramethyl rhodamine (TAMRA) derivative is a versatile fluorescent reagent for labeling azide containing molecules or compounds. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne click chemistry reactions.This dibenzocyclooctyne will react with azide-functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage. Subsequent labeled molecules can be visualized by fluorescence spectroscopy.

Spectral Properties: Abs/Em = 545/567nm

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Rubino F. A., et al.
Journal of Visualized Experiments, 66, 4246-4246 null
Ning, X., et al.
Angewandte Chemie (International Edition in English), 47, 2253-2255 null
Michael D Best
Biochemistry, 48(28), 6571-6584 (2009-06-03)
In recent years, a number of bioorthogonal reactions have been developed, exemplified by click chemistry, that enable the efficient formation of a specific product, even within a highly complex chemical environment. While the exquisite selectivity and reliability of these transformations
Single-step synthesis of small, azide-functionalized gold nanoparticles: Versatile, water-dispersible reagents for click chemistry.
Elliott EW, et al.
Langmuir (2017)
Accelerated Strain-Promoted and Oxidation-Controlled Cyclooctyne-Quinone Cycloaddition for Cell Labeling.
George A, et al.
ChemistrySelect, 2(24), 7117-7122 null
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Copper-Free Click Chemistry

Copper-free click chemistry is an alternative approach to click chemistry that proceeds at a lower activation barrier and is free of cytotoxic transition metal catalysts.

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