DBCO-Biotin

• CAT Number: I016416
• CAS Number: 1418217-95-4
• Molecular Formula: C₂₈H₃₀N₄O₃S
• Molecular Weight: 502.63
• Purity: ≥95%
• Target: PROTAC Linkers
• IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]pentanamide
• InChI: InChI=1S/C28H30N4O3S/c33-25(12-6-5-11-24-27-22(18-36-24)30-28(35)31-27)29-16-15-26(34)32-17-21-9-2-1-7-19(21)13-14-20-8-3-4-10-23(20)32/h1-4,7-10,22,24,27H,5-6,11-12,15-18H2,(H,29,33)(H2,30,31,35)/t22-,24-,27-/m0/s1
• InChIKey: ODZDNKWGVJPVBP-DPPGTGKWSA-N
• SMILES: C1C2C(C(S1)CCCCC(=O)NCCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53)NC(=O)N2

DBCO-Biotin（Cat No.:I016416） is an alkyl chain-based linker commonly utilized in the synthesis of Proteolysis Targeting Chimeras (PROTACs). This linker consists of a dipyridyl carbonyl (DBCO) group at one end and a biotin moiety at the other end, connected by an alkyl chain. DBCO-Biotin serves as a versatile tool for linking the target protein-binding ligand and the E3 ubiquitin ligase-recruiting moiety in PROTACs. Its alkyl chain provides flexibility, allowing for optimal spatial positioning and efficient target protein degradation. Furthermore, the inclusion of biotin allows for subsequent affinity-based purification and characterization of the PROTAC-target protein complex.

Reference

[1]. An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562