Biotin-azide is a biotin derivative with an azide group, widely used for biomolecule labeling and probe design[1]. Due to its azide group, Biotin-azide can undergo an azide-alkyne click chemistry reaction with molecules containing an alkyne group, forming a covalent bond. The speed, specificity, and mild reaction conditions of this reaction make it a powerful tool for biolabeling, especially for labeling biomolecules like proteins, DNA, and RNA[2-4].
In experiments, Biotin-azide can be used to link biotin to target molecules, facilitating subsequent capture, detection, and purification[5-7]. Biotin–azide probe-mediated click chemical functionalization after crosslinking enabled the isolation of transcriptional protein complexes from yeast cells[8].
References:
[1]. Goodge K, Frey M. Biotin-Conjugated Cellulose Nanofibers Prepared via Copper-Catalyzed Alkyne-Azide Cycloaddition (CuAAC) "Click" Chemistry. Nanomaterials (Basel). 2020 Jun 16;10(6):1172. doi: 10.3390/nano10061172. PMID: 32560117; PMCID: PMC7353318.
[2]. Tsuji T, Fujimoto T. Ultrastructural localization of de novo synthesized phosphatidylcholine in yeast cells by freeze-fracture electron microscopy. STAR Protoc. 2021 Dec 6;2(4):100990. doi: 10.1016/j.xpro.2021.100990. PMID: 34934959; PMCID: PMC8654986.
[3]. Guo T, Zhou L, et,al. N-homocysteinylation of DJ-1 promotes neurodegeneration in Parkinson's disease. Aging Cell. 2024 May;23(5):e14124. doi: 10.1111/acel.14124. Epub 2024 Feb 21. PMID: 38380563; PMCID: PMC11113254.
[4]. Bruckman MA, Czapar AE, et,al. Tobacco mosaic virus-based protein nanoparticles and nanorods for chemotherapy delivery targeting breast cancer. J Control Release. 2016 Jun 10;231:103-13. doi: 10.1016/j.jconrel.2016.02.045. Epub 2016 Mar 3. PMID: 26941034; PMCID: PMC5207211.
[5]. Zhou L, Guo T, et,al. N-homocysteinylation of α-synuclein promotes its aggregation and neurotoxicity. Aging Cell. 2023 Mar;22(3):e13745. doi: 10.1111/acel.13745. Epub 2022 Nov 27. PMID: 36437524; PMCID: PMC10014048.
[6]. Bruckman MA, Czapar AE, et,al. Tobacco mosaic virus-based protein nanoparticles and nanorods for chemotherapy delivery targeting breast cancer. J Control Release. 2016 Jun 10;231:103-13. doi: 10.1016/j.jconrel.2016.02.045. Epub 2016 Mar 3. PMID: 26941034; PMCID: PMC5207211.
[7]. Kim HY, Tallman KA, 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 Sep;8(9):2080-9. doi: 10.1074/mcp.M900121-MCP200. Epub 2009 May 30. PMID: 19483245; PMCID: PMC2742437.
[8]. Zheng S, Lin J, et,al. Aberrant Cholesterol Metabolism and Wnt/β-Catenin Signaling Coalesce via Frizzled5 in Supporting Cancer Growth. Adv Sci (Weinh). 2022 Oct;9(28):e2200750. doi: 10.1002/advs.202200750. Epub 2022 Aug 17. PMID: 35975457; PMCID: PMC9534957.
Biotin-azide叠氮生物素是一种具有叠氮基团的生物素衍生物，广泛用于生物分子标记和探针设计。[1]Biotin-azide由于其叠氮化物基团的存在，可以与含有炔基的分子发生叠氮化物-炔键化学反应，形成共价键。该反应的速度、特异性和温和的反应条件使其成为生物标记的有力工具，特别是用于标记蛋白质、DNA和RNA等生物分子[2-4]。
在实验中，Biotin-azide可以用来连接生物素和目标分子，促进随后的捕获、检测和纯化[5-7]，例如：Biotin-azide探针交联后的点击化学功能化使得从酵母细胞中分离转录蛋白复合物成为可能[8]。