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760773

Sigma-Aldrich

Dibenzocyclooctyne-PEG4-Fluor 545

for Copper-free Click Chemistry

Synonym(s):

Polyethylene glycol, ADIBO-PEG4-TAMRA, DBCO-PEG4-Fluor 545, DBCO-PEG4-TAMRA, DBCO-PEG4-tetramethylrhodamine

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About This Item

Empirical Formula (Hill Notation):
C54H57N5O10
Molecular Weight:
936.06
UNSPSC Code:
12352200
NACRES:
NA.22

Quality Level

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
John T Ngo et al.
ACS chemical biology, 7(8), 1326-1330 (2012-06-14)
Transcriptional activity from a specified promoter can provide a useful marker for the physiological state of a cell. Here we introduce a method for selective tagging of proteins made in cells in which specified promoters are active. Tagged proteins can

Articles

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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