Click Chemistry Biotinylation Reagents

Click chemistry biotinylation reagents represent a cutting-edge approach in the field of bioconjugation, providing highly efficient and selective labeling of biomolecules. Leveraging the principles of click chemistry, these reagents facilitate the covalent attachment of biotin to target molecules through reactions that are simple, rapid, and occur under mild conditions. This technology has gained prominence due to its robustness, high yields, and minimal by-products, making it an ideal choice for researchers looking to achieve precise and reproducible biotinylation.

Alfa Chemistry offers azide-, alkyne-, and DBCO-containing biotinylation reagents for bioconjugation, biolabeling, and chemical modification.

Product List

Common Click Reaction Biotinylation Reagents

Here are some popular click chemistry reagents for biotinylation:

Types of Cleavable Linkers

• Copper-Catalyzed Azide-Alkyne Cycloaddition (CuAAC)

Reagent: Biotin-alkyne or biotin-azide.
Reaction: CuAAC reaction with an azide or alkyne-modified target molecule.

• Strain-Promoted Alkyne-Azide Cycloaddition (SPAAC)

Reagent: Biotin-cyclooctyne or biotin-dibenzocyclooctyne (DBCO).
Reaction: SPAAC reaction with an azide or cyclooctyne-modified target molecule.

• Tetrazine-trans-Cyclooctene (TCO) Cycloaddition

Reagent: Biotin-TCO or biotin-tetrazine.
Reaction: Inverse-electron-demand Diels-Alder reaction between TCO and tetrazine.

• Other Click Chemistry Reactions

Thiol-Ene Click Chemistry: Uses a thiol-modified biotin and an alkene-modified target molecule.
Oxime/Hydrazone Chemistry: Uses a ketone/aldehyde-modified biotin and an oxime/hydrazine-modified target molecule.

Figure 1. Schematic representation of biotinylation of N3-copolymer@Au NPs via the click chemistry reaction^[1].

Key Features of Click Chemistry Biotinylation Reagents

A. Click chemistry biotinylation reagents are known for their unparalleled specificity. The CuAAC, the most common click reaction, proceeds with exceptional selectivity and efficiency, ensuring that biotin is conjugated only to the intended site on the target molecule.

B. The click chemistry approach operates under mild conditions, often in aqueous environments, preserving the structural integrity and function of sensitive biomolecules such as proteins, peptides, and nucleic acids. This is particularly advantageous when working with fragile or complex biological samples.

C. These reagents are compatible with a wide range of functional groups and can be used for the biotinylation of various biomolecules, including proteins, peptides, oligonucleotides, and small molecules.

D. The click chemistry reaction is characterized by fast kinetics, often completing within minutes. This rapid reaction time is essential for time-sensitive experiments and high-throughput applications, enabling efficient workflow management in the laboratory.

Considerations for Choosing a Biotinylation Reagent

• Target Molecule - The functional groups present on your target molecule will determine the appropriate click chemistry reaction.
• Biocompatibility - Some reagents are more biocompatible than others.
• Reaction Conditions - Consider the pH, temperature, and buffer conditions required for the reaction.
• Efficiency and Kinetics - The efficiency and speed of the reaction will influence the overall success of the biotinylation.

Reference:

1. Chang T-C; et al. A Photo-cleavable Biotin Affinity Tag for the Facile Release of a Photo-crosslinked Carbohydrate-binding Protein. Bioorganic & Medicinal Chemistry. 2016, 24(6): 1216-1224.

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