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Sigma-Aldrich

DBCO-Cy3

for Copper-free Click Chemistry

Synonym(e):

ADIBO-Cy3, Azadibenzocyclooctyne-Cy3, Dibenzocyclooctyne-Cy3

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About This Item

Empirische Formel (Hill-System):
C62H84N6O11S3
Molekulargewicht:
1185.56
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329767902
NACRES:
NA.22

Qualitätsniveau

100

Form

solid

Eignung der Reaktion

reaction type: click chemistry

Lagertemp.

−20°C

SMILES String

CC1(C)C(/C=C/C=C2N(CCCS([O-])(=O)=O)C3=CC=C(S(=O)([O-])=O)C=C3C/2(C)C)=[N+](CCCCCC(NCCC(N4CC(C=CC=C5)=C5C#CC6=C4C=CC=C6)=O)=O)C7=C1C=C(S(=O)([O-])=O)C=C7.CC[NH+](CC)CC.CC[NH+](CC)CC

InChI

1S/C50H54N4O11S3.2C6H15N/c1-49(2)40-32-38(67(60,61)62)23-25-43(40)52(45(49)18-12-19-46-50(3,4)41-33-39(68(63,64)65)24-26-44(41)53(46)30-13-31-66(57,58)59)29-11-5-6-20-47(55)51-28-27-48(56)54-34-37-16-8-7-14-35(37)21-22-36-15-9-10-17-42(36)54;2*1-4-7(5-2)6-3/h7-10,12,14-19,23-26,32-33H,5-6,11,13,20,27-31,34H2,1-4H3,(H3-,51,55,57,58,59,60,61,62,63,64,65);2*4-6H2,1-3H3

InChIKey

HDOXKDFHZWYVPF-UHFFFAOYSA-N

Anwendung

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: 553/563 nm
Extinction Coefficient:: 151,000 cm-1M-1

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Artikel

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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