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Biotin-PEG(3)-SS-Py
Chemical name: N-(15-oxo-17-(pyridin-2-yldisulfaneyl)-4,7,10-trioxa-14-azaheptadecyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide
- Product code:LS-4240
- Formula:C28H45N5O6S3
- Molecular weight:643.88 g/mol
from $1,750.00
description
This biotin derivative bears a terminal pyridyldithiol moiety. It can be used to prepare various biotinylated conjugates. Biotin can be subsequently detected e.g. via streptavidin or avidin. Pyridyl disulfides can be reacted with sulfhydryl groups to form disulfide bonds via a disulfide exchange reaction. As a result, pyridine-2-thione is released, which can be followed spectrophotometrically (lmax = 343 nm) to monitor the progress of the reaction. The PEG linker improves the overall solubility of the derivative.
references
Conjugation of Small Molecules to RNA Using a Reducible Disulfide Linker Attached at the 2’-OH Position through a Carbamate Function; F. Gauthier, A. Malher, J.-J. Vasseur, C. Dupouy, F. Debart; Eur. J. Org. Chem. 2019; 33: 5636-5645. https://doi.org/10.1002/ejoc.201900740.
Synthesis of Zwitterionic Diblock Copolymers with Cleavable Biotin Groups at the Function Points and Fabrication of Bioconjugates by Biotin-Streptavidin Coupling; J.-T. Wang, L. Wang, X. Ji, L. Liu, H. Zhao; Macromolecules 2017; 50(6): 2284-2295. https://doi.org/10.1021/acs.macromol.6b02665.
Transbilayer movement of phosphatidylserine in erythrocytes: inhibition of transport and preferential labeling of a 31 000-dalton protein by sulfhydryl reactive reagents; J. Connor, A. J. Schroit; Biochemistry 1988; 27(3): 848-851. https://doi.org/10.1021/bi00403a002.
Synthesis of Pyridyl Disulfide-Functionalized Nanoparticles for Conjugating Thiol-Containing Small Molecules, Peptides, and Proteins; A. J. van der Vlies, C. P. O’Neil, U. Hasegawa, N. Hammond, J. A. Hubbell; Bioconjugate Chem. 2010; 21(4): 653-662. https://doi.org/10.1021/bc9004443.
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