CAS 945633-30-7 (+)-Biotin-PEG2-azide - Materials / Alfa Chemistry

NAVIGATION

(+)-Biotin-PEG2-azide

PRICE INQUIRY

Catalog Number

ACM945633307

CAS Number

945633-30-7

Product Name

(+)-Biotin-PEG2-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-azidoethoxy)ethoxy]ethyl]pentanamide

Molecular Weight

400.5g/mol

Molecular Formula

C16H28N6O4S

Canonical SMILES

C1C2C(C(S1)CCCCC(=O)NCCOCCOCCN=[N+]=[N-])NC(=O)N2

InChI

InChI=1S/C16H28N6O4S/c17-22-19-6-8-26-10-9-25-7-5-18-14(23)4-2-1-3-13-15-12(11-27-13)20-16(24)21-15/h12-13,15H,1-11H2,(H,18,23)(H2,20,21,24)/t12-,13-,15-/m0/s1

InChI Key

OVEZMVONEJMGLZ-YDHLFZDLSA-N

Application

(+)-Biotin-PEG2-azide serves as a versatile tool in biochemical research, featuring a biotin group and an azide group for specific chemical reactions. The azide group is designed to participate in Cu(I)-catalyzed Click Chemistry reactions with an alkyne moiety or in copper-free Click Chemistry with a DBCO moiety, resulting in a stable triazole linkage. The incorporated hydrophilic PEG spacer not only enhances solubility in aqueous solutions but also increases the membrane impermeability of molecules conjugated to the biotin, facilitating their use in various cellular environments. Additionally, it reduces steric hindrance during interactions with avidin molecules, thus optimizing binding efficiency and broadening the scope of its applications in scientific studies.

Complexity

531

Covalently-Bonded Unit Count

Exact Mass

400.189275g/mol

Formal Charge

Heavy Atom Count

Monoisotopic Mass

400.189275g/mol

Rotatable Bond Count

XLogP3

0.7