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777366

Sigma-Aldrich

DBCO-Cy3

for Copper-free Click Chemistry

Synonyme(s) :

ADIBO-Cy3, Azadibenzocyclooctyne-Cy3, Dibenzocyclooctyne-Cy3

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About This Item

Formule empirique (notation de Hill):
C62H84N6O11S3
Poids moléculaire :
1185.56
Code UNSPSC :
12352200
ID de substance PubChem :
329767902
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Forme

solid

Capacité de réaction

reaction type: click chemistry

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
MKCN2978
MKCH2293
MKCF1446
MKCC7552
MKBW5119V

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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
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
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
Fatimata Dembele et al.
ACS applied materials & interfaces, 9(21), 18161-18169 (2017-05-04)
Fluorescent semiconductor quantum dots (QDs) exhibit several unique properties that make them suitable candidates for biomolecular sensing, including high brightness, photostability, broad excitation, and narrow emission spectra. Assembling these QDs into robust and functionalizable nanosized clusters (QD-NSCs) can provide fluorescent
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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.

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