BGSN3

• CAT Number: I044441
• CAS Number: 2996069-91-9
• Molecular Formula: C17H19N9O2
• Molecular Weight: 381.39
• Purity: ≥95%
• Synonyms: N-[[4-[(2-amino-7H-purin-6-yl)oxymethyl]phenyl]methyl]-4-azidobutanamide
• InChI: InChI=1S/C17H19N9O2/c18-17-24-15-14(21-10-22-15)16(25-17)28-9-12-5-3-11(4-6-12)8-20-13(27)2-1-7-23-26-19/h3-6,10H,1-2,7-9H2,(H,20,27)(H3,18,21,22,24,25)
• InChIKey: SRNLQFUHOQFWGK-UHFFFAOYSA-N
• SMILES: C1=CC(=CC=C1CNC(=O)CCCN=[N+]=[N-])COC2=NC(=NC3=C2NC=N3)N

BGSN3 is a good substrate for the SNAP-tag? and H5 enzymes. The activities of SNAP-tag? and H5 enzymes on BGSN3 are reasonable (IC50=17.8 and 10 μM, respectively)[1]. BGSN3 is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.
SNAP-tag® is a powerful technology for the labelling of protein/enzymes by using benzyl-guanine (BG) derivatives as substrates[1].
BGSN3 proved to be a good substrate for the direct immobilisation of these tags (SNAP-tag® and its relative thermo stable version, SsOGT-H5) on solid surfaces[1].

Reference

[1]. Merlo R, et al. The SNAP-tag technology revised: an effective chemo-enzymatic approach by using a universal azide-based substrate. J Enzyme Inhib Med Chem. 2021;36(1):85-97.
 [Content Brief]