5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(6-hydrazinyl-6-oxohexyl)pentanamide, CAS No. 109276-34-8

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109276-34-8

Catalog No. EBD94441

CAS 109276-34-8

Name 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(6-hydrazinyl-6-oxohexyl)pentanamide

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Basic Information

Synonyms: BIOTINAMIDOCAPROYLHYDRAZIDE BIOTINAMIDOCAPROYLHYDRAZINE BIOTIN-EPSILON-AMINOCAPROYLHYDRAZIDE BIOTINLCHYDRAZIDE BIOTINLCHYDRAZINE BIOTIN-X-HYDRAZIDE 6-[(+)-BIOTINYL]AMINOCAPROICACIDHYDRAZIDE (+)-BIOTINAMIDOHEXANOICACIDHYDRAZIDE N-(6-hydrazinyl-6-oxohexyl)-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(6-hydrazino-6-oxo-hexyl)pentanamide 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(6-hydrazinyl-6-oxohexyl)pentanamide (+)-Biotinamidohexanoic acid hydrazide N''-Biotinyl-6-aminohexanoylhydrazide

Molecular Formula: C16H29N5O3S

Molecular Weight: 371.5

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Medicinal Chemistry > Targeted Protein Degradation Tools > Linkers

Product Description:

(+)-Biotin-PEG6-hydrazide is a biotinylated, hydrazide-functionalized polyethylene glycol (PEG) linker. Its structure consists of a biotin moiety, a long, flexible hexaethylene glycol (PEG6) spacer, and a terminal hydrazide group. This design combines the high-affinity binding to streptavidin/avidin with the water-solubility and reduced steric hindrance provided by the PEG chain. The primary application of this reagent is in the field of bioconjugation and life science research. The hydrazide group specifically reacts with aldehydes or ketones, typically generated by periodate oxidation of carbohydrates (e.g., on glycoproteins or glycans), to form stable hydrazone bonds. This makes it a crucial tool for labeling, immobilizing, or capturing glycoproteins, antibodies, and other biomolecules. It is widely used in techniques such as ELISA, Western blotting, affinity purification, and the construction of diagnostic probes. Furthermore, its biotin-PEG-hydrazide architecture makes it a relevant component in the development of advanced therapeutic modalities. It can serve as a specialized linker in the synthesis of Antibody-Drug Conjugates (ADCs) or other targeted delivery systems, where its cleavable hydrazone bond can be designed for payload release in specific environments, such as the acidic tumor microenvironment.

Physical Properties

Melting Point: 195-196°C

Boiling Point: 777 °C at 760 mmHg

Flash Point: 423.7 °C

Density: 1.188 g/cm3

Solubility: DMSO: 25 mg/mL

Storage: 2-8°C

Analytical Data

Appearance: powder