Skip to Content
Merck
All Photos(1)

Documents

777366

Sigma-Aldrich

DBCO-Cy3

for Copper-free Click Chemistry

Synonym(s):

ADIBO-Cy3, Azadibenzocyclooctyne-Cy3, Dibenzocyclooctyne-Cy3

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C62H84N6O11S3
Molecular Weight:
1185.56
UNSPSC Code:
12352200
PubChem Substance ID:
329767902
NACRES:
NA.22

Quality Level

100

form

solid

reaction suitability

reaction type: click chemistry

storage temp.

−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

InChI key

HDOXKDFHZWYVPF-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: 553/563 nm
Extinction Coefficient:: 151,000 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)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Angelina Kasprowicz et al.
Molecules (Basel, Switzerland), 25(19) (2020-10-07)
Monitoring glycosylation changes within cells upon response to stimuli remains challenging because of the complexity of this large family of post-translational modifications (PTMs). We developed an original tool, enabling labeling and visualization of the cell cycle key-regulator β-catenin in its
Shinichi Sato et al.
Chemical & pharmaceutical bulletin, 68(9), 885-890 (2020-09-04)
Tyrosyl radical generation is one of the major factors for hemin/peroxide-induced oxidative stress. A method for trapping tyrosyl radical directly was developed using N-methyl luminol derivative, a tyrosine labeling reagent. N-Methyl luminol derivative selectively forms a covalent bond with a
Yoichi Kurumida et al.
Sensors (Basel, Switzerland), 18(8) (2018-08-04)
A Q-body capable of detecting target molecules in solutions could serve as a simple molecular detection tool. The position of the fluorescent dye in a Q-body affects sensitivity and therefore must be optimized. This report describes the development of Nef
Yingying Xiong et al.
The Analyst, 144(15), 4545-4551 (2019-07-04)
Sialic acid (SA), usually located at the termini of glycan chains, is one of the most important monosaccharide blocks for glycosylation of proteins. The expression level of sialoglycoconjugates (SiaGCs) in cellular secretome is of great significance in diagnosis of tumor
Kornelia Galior et al.
Advanced healthcare materials, 7(14), e1800069-e1800069 (2018-05-23)
Given that dysregulation of mechanics contributes to diseases ranging from cancer metastasis to lung disease, it is important to develop methods for screening the efficacy of drugs that target cellular forces. Here, nanoparticle-based tension sensors are used to quantify the
View All Related Papers

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.

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.

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.

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service