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Biotin-DBCO

Chemical name: (3aS,4S,6aR)-N-[3-(11,12-Didehydrodibenz[b,f]azocin-5(6H)-yl)-3-oxopropyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide // Synonyms: Biotin-Dibenzocyclooctyne

Product code:LS-4270
CAS No.:1418217-95-4
Formula:C28H30N4O3S
Molecular weight:502,63 g/mol
Grouped product items
Qty Packing unit Price SKU
100 mg
$810.00
LS-4270.0100
250 mg
$1,620.00
LS-4270.0250
New
description

This biotin derivative bears a terminal DBCO group. It can be used to prepare various biotinylated conjugates via Click Chemistry. Biotin can be subsequently detected e.g. via streptavidin or avidin. DBCO alkynes allow to perform click reactions with azide-modified targets without the use of heavy metal catalysis via a strain-promoted azide-alkyne click reaction (SPAAC).


references

High-Throughput “FP-Tag” Assay for the Identification of Glycosyltransferase Inhibitors; Z. Gao, O. G. Ovchinnikova, B.-S. Huang, F. Liu, D. E. Williams, R. J. Andersen, T. L. Lowary, C. Whitfield, S. G. Withers; J. Am. Chem. Soc. 2019; 141(6): 2201-2204. https://doi.org/10.1021/jacs.8b10940.


Site-Specific Dual Functionalization of Cysteine Residue in Peptides and Proteins with 2-Azidoacrylates; S. Ariyasu, H. Hayashi, B. Xing, S. Chiba; Bioconjugate Chem. 2017; 28(4): 897-902. https://doi.org/10.1021/acs.bioconjchem.7b00024.


Diazo Groups Endure Metabolism and Enable Chemoselectivity in Cellulo; K. A. Andersen, M. R. Aronoff, N. A. McGrath, R. T. Raines; J. Am. Chem. Soc. 2015; 137(7): 2412-2415. https://doi.org/10.1021/ja5095815.

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