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Biotin-N3
Chemical name: N-(3-azidopropyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide // Synonyms: Biotin-3-Azidopropylamine, N-(3-Azidopropyl)biotinamide, Biotin-azide
- Product code:LS-4210
- CAS No.:908007-17-0
- Formula:C13H22N6O2S
- Molecular weight:326.42 g/mol
from $250.00
description
This biotin derivative bears a terminal azide group. It can be used to prepare various biotinylated conjugates via Click Chemistry. Biotin can be subsequently detected e.g. via streptavidin or avidin.
references
A biotin-conjugated photo-activated CO-releasing molecule (biotinCORM): efficient CO-release from an avidin-biotinCORM protein adduct; J. S. Ward, A. De Palo, B. J. Aucott, J. W. B. Moir, J. M. Lynam, I. J. S. Fairlamb; Dalton Trans. 2019; 48: 16233-16241. https://doi.org/10.1039/C9DT03429C.
Expanding the „minimalist“ small molecule tagging approach to different bioactive compounds; W. Lang, C. Yuan, B. Zhu, S. Pan, J. Liu, J. Luo, S. Nie, Q. Zhu, J.-S. Lee, J. Ge; Org. Biomol. Chem. 2019; 17: 3010-3017. https://doi.org/10.1039/C8OB03175D.
Synthesis and properties of a biotin-tagged NHC-gold complex; V. Breker, H. Sak, G. Baracchi-Krause, N. Krause; Tetrahedron Lett. 2015; 56: 3390-3392. https://doi.org/10.1016/j.tetlet.2015.01.023.
Construction of Polymer-Protein Bioconjugates with Varying Chain Topologies: Polymer Molecular Weight and Steric Hindrance Effects; X. Wan, G. Zhang, Z. Ge, R. Narain, S. Liu; Chem. Asian J. 201; 6(10): 2835-2845. https://doi.org/10.1002/asia.201100489.
Cellular Consequences of Copper Complexes Used To Catalyze Bioorthogonal Click Reactions; D. C. Kennedy, C. S. McKay, M. C. B. Legault, D. C. Danielson, J. A. Blake, A. F. Pegoraro, A. Stolow, Z. Mester, J. P. Pezacki; J. Am. Chem. Soc. 2011; 133(44): 17993-18001. https://doi.org/10.1021/ja2083027
Chemical Modification of M13 Bacteriophage and Its Application in Cancer Cell Imaging; K. Li, Y. Chen, S. Li, H. G. Nguyen, Z. Niu, S. You, C. M. Mello, X. Lu, Q. Wang; Bioconjugate Chem. 2010; 21(7): 1369-1377. https://doi.org/10.1021/bc900405q.
Site-specific protein modification through Cu(I)-catalyzed 1,2,3-triazole formation and its implementation in protein microarray fabrication; P.-C. Lin, S.-H. Ueng, M.-C. Tseng, J.-L. Ko, K.-T. Huang, S.-C. Yu, A. K. Adak, Y.-J. Chen, C.-C. Lin; Angew. Chem. Int. Ed. Engl. 2006; 45(26): 4286-4290. https://doi.org/10.1002/anie.200600756
Click–Click–Click: Single to Triple Modification of DANN; P. M. E. Gramlich, S. Warncke, J. Gierlich, T. Carell; Angew. Chem. Int. Ed. 2008; 47(18): 3442-3444. https://doi.org/10.1002/anie.200705664
A biotin-guided near-infrared fluorescent probe for imaging hydrogen sulfide and differentiating cancer cells; X. Cai, Z. Zhang, Y. Dong, T. Hao, L. Yi, X. Yang; Org. Biomol. Chem. 2023; 21: 332-338. https://doi.org/10.1039/D2OB02034C
Development of Nitroso-Based Probes for Labeling and Regulation of RAS Proteins in Cancer Cells via Sequential Ene-Ligation and Oxime Condensation; Y. Li, H. Zhou, H. Liu, Y. Gan, Y. Zheng, J. Sheng, R. Wang; J. Org. Chem. 2023, 88(3): 1762-1771. https://doi.org/10.1021/acs.joc.2c02922
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