Introduction
Click chemistry describes a class of chemical reactions that use bio-orthogonal or biologically unique moieties to label and detect a molecule of interest in mild, aqueous conditions. The click reaction involves a copper-catalyzed triazole formation from an azide and an alkyne. The azide and alkyne moieties can be used interchangeably; either one can be used to tag the molecule of interest, while the other is used for subsequent detection.
Picolyl azide is a functionalized organic azide derivative that incorporates a picolyl group (a pyridine ring attached to a methylene group) which can chelate copper ions, enhancing the rate and efficiency of copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions.
The Cy3 picolyl azide is reactive with terminal alkyne via a copper-catalyzed click reaction at a much lower copper (I) concentration without sacrificing reaction efficiency, which protects against undesired copper side reactions with proteins (e.g., GFP, RPE), nucleic acids (e.g., RNA, oligos), and even small molecules (e.g., phalloidin).
Features
-
Faster reaction rate — The copper-chelating ability significantly accelerates the CuAAC reaction;
-
Reduced catalyst loading — Allows for a substantial reduction in the amount of copper catalyst needed;
-
Improved biocompatibility — Lower copper catalyst levels lead to less toxicity, making it suitable for use in living systems and imaging.

Figure 1. Click chemistry labeling
Specifications
Label:
|
Cy3
|
|
Ex/Em:
|
555/565 nm
|
Detection Method:
|
Fluorescent
|
Solubility:
|
DMSO, DMF
|
Product Size:
|
0.5 µmol
|
Storage Conditions:
|
-20 ℃, protect from light
|
Shipping Condition:
|
Room Temperature
|
Applications
Bioconjugation, biomolecular labeling, live-cell imaging, and flow cytometry.
|
Documents
Reference
Dumont A, Malleron A, Awwad M, Dukan S, Vauzeilles B,
Angew Chem Int Ed Engl (2012) 51:3143-3146
Winz ML, Samanta A, Benzinger D, Jäschke A,
Nucleic Acids Res (2012) 40:e78-e78
Ngo JT, Schuman EM, Tirrell DA,
Proc Natl Acad Sci U S A (2013) 110:4992-4997
Hsu TL, Hanson SR, Kishikawa K, Wang SK, Sawa M, Wong CH
Proc Natl Acad Sci U S A (2007) 104:2614-2619
Chang PV, Chen X, Smyrniotis C, Xenakis A, Hu T, Bertozzi CR, Wu P
Angew Chem Int Ed Engl (2009) 48:4030-4033