93285-75-7

Basic information

• Product Name: N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE
• Synonyms: N-IODOACETYL-N'-BIOTINYLHEXYLENEDIAMINE;N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE;N-BIOTINYL-N'-(IODOACETYL)-1,6-HEXANEDIAMINE;IODOACETYL LC BIOTIN;(3aS,4S,6aR)-Hexahydro-N-[6-[(2-iodoacetyl)aMino]hexyl]-2-oxo-1H-thieno[3,4-d]iMidazole-4-pentanaMide;1H-Thieno[3,4-d]iMidazole-4-pentanaMide, hexahydro-N-[6-[(iodoacetyl)aMino]hexyl]-2-oxo-, (3aS,4S,6aR)-;(3aS,4S,6aR)-Hexahydro-N-[6-[(iodoacetyl)amino]hexyl]-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide;N-Iodoacetyl-N'-biotinyl-1,6-hexanediamine
• CAS NO: 93285-75-7
• Molecular Formula: C18H31IN4O3S
• Molecular Weight: 510.43
• Product Categories: Biotin Derivatives;Cross Linking Reagents;BiotinylationReagents;MTS & Sulfhydryl Active Reagents;biotinyl
• Mol File: 93285-75-7.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 793.7°Cat760mmHg
• Flash Point: 433.8°C
• Appearance: /
• Density: 1.414±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 3.49E-25mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: 0-6°C
• Solubility: ≥51 mg/mL in DMSO with gentle warming; insoluble in EtOH; insoluble in H2O
• PKA: 13.90±0.40(Predicted)
• CAS DataBase Reference: N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE(93285-75-7)
• EPA Substance Registry System: N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE(93285-75-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 93285-75-7(Hazardous Substances Data)

Usage

Description

N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE, also known as iodoacetyll-LC-Biotin, is a sulfhydryl-reactive biotinylation reagent that forms stable, irreversible thioether bonds when reacting with sulfhydryl (-SH) groups at alkaline pH. The hexylenediamine spacer arm gives this reagent the membrane-impermeability which enables intracellular labeling of biomolecules.

Uses

Used in Biotinylation Applications:
N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE is used as a reagent for biotinylation of proteins and subsequent use in a protein microarray. It allows for the covalent attachment of biotin to proteins, enabling their detection and analysis in various assays and techniques.
Used in Research and Diagnostics Industry:
N-IODOACETYL-N-BIOTINYLHEXYLENEDIAMINE is used as a labeling agent for intracellular biomolecules, facilitating the study of protein interactions, localization, and function within cells. This reagent is particularly useful in research and diagnostics, where the specific detection and analysis of proteins are crucial for understanding biological processes and developing diagnostic tools.

Biological Activity

iodoacetyl-lc-biotin (n-iodoacetyl-n-biotinylhexylenediamine), a sulfhydryl-reactive biotinylation agent, is a water-insoluble reagent that requires the dissolution of suitable solvents, including dimethyl sulfoxide (dmso) and dimethylformamide (dmf), prior to the addition into aqueous reactions. iodoacetyl-lc-biotin consists of a bicyclic biotin rings structure, a 1,6-diaminohexane spacer group attached to the valeric acid side chain of biotin and an iodoacetyl group at the end of the spacer providing sulfhydryl reactivity. the iodoacetyl group at the end of iodoacetyl-lc-biotin is able to react with sulfhydryl groups on proteins and other molecules forming a nonreversible bond. the long spacer arm of iodoacetyl-lc-biotin enables the modified molecule to better bind to the avidin or streptavidin probes.bioconjugate techniques , 2nd ed. by greg t.hermanson (pierce biotechnology, thermo fisher scientific, rockford, il). academic press (an imprint of elsevier): london, amsterdam, burlington, san diego . 2008. isbn 978-0-12-370501-3.

InChI:InChI=1/C18H31IN4O3S/c19-11-16(25)21-10-6-2-1-5-9-20-15(24)8-4-3-7-14-17-13(12-27-14)22-18(26)23-17/h13-14,17H,1-12H2,(H,20,24)(H,21,25)(H2,22,23,26)/t13-,14-,17-/m0/s1