Biotin-azide  (Synonyms: N-(3-Azidopropyl)biotinamide)

Biotin-azide (N-(3-Azidopropyl)biotinamide) is a form of biotin with a terminal azide group. Biotin-azide can be used to prepare various biotinylated conjugates via Click Chemistry^[1][2]. Biotin-azide is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.

Click chemical functionalization postcrosslinking with a Biotin-azide probe enabled the isolation of transcriptional protein complexes from yeast cells^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

326.42

Solid

C₁₃H₂₂N₆O₂S

908007-17-0

O=C(NCCCN=[N+]=[N-])CCCC[C@@H]1SC[C@]([C@]1([H])N2)([H])NC2=O

Room temperature in continental US; may vary elsewhere.

• [1]. Bruckman MA, et al. Tobacco mosaic virus-based protein nanoparticles and nanorods for chemotherapy delivery targeting breast cancer. J Control Release. 2016;231:103‐113.  [Content Brief]

  [2]. Kim HY, et al. An azido-biotin reagent for use in the isolation of protein adducts of lipid-derived electrophiles by streptavidin catch and photorelease. Mol Cell Proteomics. 2009;8(9):2080‐2089.  [Content Brief]

  [3]. Joiner CM, et al. A Bifunctional Amino Acid Enables Both Covalent Chemical Capture and Isolation of in Vivo Protein-Protein Interactions. Chembiochem. 2017 Jan 17;18(2):181-184.  [Content Brief]