Biotin-PEG4-azide

• CAS: 875770-34-6
• Catalog Number: ACM875770346
• Category: Other Products; Biotin PEG Linkers
• Molecular Weight: 444.6g/mol
• Molecular Formula: C18H32N6O5S
• IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethyl]pentanamide
• Canonical SMILES: C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCN=[N+]=[N-])NC(=O)N2
• InChI: InChI=1S/C18H32N6O5S/c19-24-21-6-8-28-10-12-29-11-9-27-7-5-20-16(25)4-2-1-3-15-17-14(13-30-15)22-18(26)23-17/h14-15,17H,1-13H2,(H,20,25)(H2,22,23,26)/t14-,15-,17-/m0/s1
• InChI Key: ZWFOOMQCYIGZBE-ZOBUZTSGSA-N
• Application: Biotin-PEG4-azide serves as a versatile biotinylation reagent specifically designed for tagging alkyne-containing molecules or biomolecules. It utilizes copper-catalyzed 1,3 dipolar cycloaddition click chemistry or copper-free click chemistry with cyclooctyne derivatives. The azide group within the compound efficiently reacts with alkynes, forming a stable triazole linkage that enables the incorporation of biotin into alkyne-modified systems. Notably, this bioorthogonal reaction is compatible with biological environments, meaning it does not interfere with the biological components present. Additionally, the PEGylated spacer in Biotin-PEG4-azide enhances its hydrophilicity, making it suitable for labeling terminal alkynes in a variety of bioanalytical applications such as non-enzymatic protein tagging, which can be analyzed using SDS-PAGE and Western blot techniques. Furthermore, it has implications in nanostructured biointerfaces, facilitating studies of ligand and receptor interactions amidst diverse signaling molecules.
• Complexity: 577
• Covalently-Bonded Unit Count: 1
• Exact Mass: 444.215489g/mol
• Formal Charge: 0
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Heavy Atom Count: 30
• Monoisotopic Mass: 444.215489g/mol
• Rotatable Bond Count: 17
• XLogP3: 0.5