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Sigma-Aldrich

DBCO-Cy5

for Copper-free Click Chemistry

Synonym(s):

ADIBO-Cy5, Azadibenzocyclooctyne-Cy5, Dibenzocyclooctyne-Cy5

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About This Item

Empirical Formula (Hill Notation):
C64H86N6O11S3
Molecular Weight:
1211.60
UNSPSC Code:
12171501
PubChem Substance ID:
329767903
NACRES:
NA.22

Quality Level

100

form

solid

reaction suitability

reaction type: click chemistry

storage temp.

−20°C

SMILES string

CC[NH+](CC)CC.O=C(CCNC(CCCCC[N+]1=C(/C=C/C=C/C=C2C(C)(C)C3=CC(S([O-])(=O)=O)=CC=C3N\2CCCS([O-])(=O)=O)C(C)(C)C4=C1C=CC(S([O-])(=O)=O)=C4)=O)N5CC6=C(C=CC=C6)C#CC7=C5C=CC=C7.CC[NH+](CC)CC

InChI

1S/C52H56N4O11S3.2C6H15N/c1-51(2)42-34-40(69(62,63)64)25-27-45(42)54(31-14-6-9-22-49(57)53-30-29-50(58)56-36-39-18-11-10-16-37(39)23-24-38-17-12-13-19-44(38)56)47(51)20-7-5-8-21-48-52(3,4)43-35-41(70(65,66)67)26-28-46(43)55(48)32-15-33-68(59,60)61;2*1-4-7(5-2)6-3/h5,7-8,10-13,16-21,25-28,34-35H,6,9,14-15,22,29-33,36H2,1-4H3,(H3-,53,57,59,60,61,62,63,64,65,66,67);2*4-6H2,1-3H3

InChI key

PNVUJAWSQCGWCT-UHFFFAOYSA-N

Application

This azadibenzocyclooctyne-cyanine dye derivative is a versatile labeling reagent for detection of azide containing molecules or compounds. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition 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.

Solubility : DMSO, DMF
Abs/Em - 646/661 nm
Extinction Coefficient:- 251,000 cm-1M-1
This azadibenzocyclooctyne-cyanine dye derivative is a versatile labeling reagent for detection of azide containing molecules or compounds. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne cycloaddition 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.

Solubility : DMSO, DMF
Abs/Em - 646/661 nm
Extinction Coefficient:- 251,000 cm-1M-1

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Articles

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.

Click Chemistry in Drug Discovery

Drug discovery process by utilizing chemistry reaction of Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of terminal alkynes with organoazides to yield 1,4-disubstituted 1,2,3-triazoles.

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