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SNAP-acid
Chemical name: 5-((4-(((2-amino-9H-purin-6-yl)oxy)methyl)benzyl)amino)-5-oxopentanoic acid // Synonyms: SNAP-COOH, Carboxy-SNAP, BG-acid, BG-COOH
- Product code:RL-3835
- CAS No.:881663-34-9
- Formula:C18H20N6O4
- Storage temperature:2-8°C
- Molecular weight:384.40 g/mol
from €600.00
description
RL-3835 is carboxy-functionalized benzylguanine (BG), allowing for further drivatization with amino or hydroxy-functionalized labels or linkers. 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.
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
SNAP-Tag Technology: A Useful Tool to Determine Affinity Constants and Other Functional Parameters of Novel Antibody Fragments; J. Niesen, M. Sack, M. Seidel, R. Fendel, S. Barth, R. Fischer, C. Stein; Bioconjugate Chem. 2016; 27(8): 1931-1941. https://doi.org/10.1021/acs.bioconjchem.6b00315.
A general method for the covalent labeling of fusion proteins with small molecules in vivo; A. Keppler, S. Gendrezig, T. Gronemeyer, H. Pick, H. Vogel, K. Johnsson; Nat. Biotechnol. 2003; 21: 86-89. https://doi.org/10.1038/nbt765.
Directed evolution of O6-alkylguanine-DNA alkyltransferase for efficient labeling of fusion proteins with small molecules in vivo; A. Juillerat, T. Gronemeyer, A. Keppler, S. Gendreizig, H. Pick, H. Vogel, K. Johnsson; Chem. Biol. 2003; 10(4): 313-317. https://doi.org/10.1016/s1074-5521(03)00068-1.
Site-specific, Covalent Labeling of Recombinant Antibody Fragments via Fusion to an Engineered Version of 6-O-Alkylguanine DNA Alkyltransferase; F. Kampmeier, M. Ribbert, T. Nachreiner, S. Dembski, F. Beaufils, A. Brecht, S. Barth; Bioconjugate Chem. 2009; 20(5): 1010-1015. https://doi.org/10.1021/bc9000257.
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