CAS 875770-34-6 Biotin-PEG4-azide - Materials / Alfa Chemistry

NAVIGATION

Biotin-PEG4-azide

PRICE INQUIRY

Catalog Number

ACM875770346

CAS Number

875770-34-6

Product Name

Biotin-PEG4-azide

Structure

Category

Polymers

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

Molecular Weight

444.6g/mol

Molecular Formula

C18H32N6O5S

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

Purity

95%+

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

Exact Mass

444.215489g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

444.215489g/mol

Rotatable Bond Count

XLogP3

0.5