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OPSS-SNAP
Chemical name: N-(4-(((2-amino-9H-purin-6-yl)oxy)methyl)benzyl)-3-(pyridin-2-yldisulfaneyl)propanamide // Synonyms: OPSS-Benzylguanine, OPSS-BG, SSPy-SNAP, SSPy-BG
- Product code:RL-3990
- Formula:C21H21N7O2S2
- Molecular weight:467.57 g/mol
from $250.00
description
Pyridyl disulfide conjugated benzylguanine (BG). The BG moiety reacts specifically and rapidly with the so-called SNAP-tag, a polypeptide protein tag, allowing irreversible and covalent labeling of SNAP fusion proteins with a disulfide linker.
Pyridyl disulfides undergo a disulfide exchange reaction with sulfhydryl groups to form disulfide bonds over a broad pH range also suitable for physiological pH. During the reaction, a disulfide exchange occurs between the biomolecule’s thiol group and the reagent’s 2-pyridyldithiol group. As a result, pyridine-2-thione is released, which can be followed spectrophotometrically (λmax = 343 nm) to monitor the progress of the reaction.
references
Conditional and Reversible Activation of Class A and B G Protein-Coupled Receptors Using Tethered Pharmacology; T. Podewin, J. Ast, J. Broichhagen, N. H. F. Fine, D. Nasteska, P. Leippe, M. Gailer, T. Buenaventura, N. Kanda, B. J. Jones, C. M’Kadmi, J.-L. Baneres, J. Marie, A. Tomas, D. Trauner, A. Hoffmann-Röder, D. J. Hodson; ACS Cent. Sci. 2018; 4(2): 166-179. https://doi.org/10.1021/acscentsci.7b00237
Disulfide-Based Self-Immolative Linkers and Functional Bioconjugates for Biological Applications; Z. Deng, J. Hu and S. Liu; Macromol Rapid Commun 2020; 41: e1900531. https://doi.org/10.1002/marc.201900531
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