142439-92-7

Basic information

• Product Name: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER
• Synonyms: [2-(BIOTINAMIDO)ETHYLAMIDO]-3,3'-DITHIODIPROPIONIC ACID N-HYDROXYSUCCINIMIDE ESTER;BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER;(+)-Biotin-SS-NHS;(3aS,4S,6aR)-N-[2-[[3-[[3-[(2,5-Dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]dithio]-1-oxopropyl]amino]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide;Succinimidyl 3-[3-[2-(biotinamido)ethyl]amino-3-oxopropyl]dithio]propionate;SucciniMidyl 2-(biotinaMido)-ethyl-1,3' -dithiopropionate;Biotin-bisamido-SS-NHS;BIOTIN DSHSE
• CAS NO: 142439-92-7
• Molecular Formula: C22H33N5O7S3
• Molecular Weight: 575.72
• Product Categories: BiotinylationReagents;Biotinylation Reagents
• Mol File: 142439-92-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 129-131°C
• Appearance: /powder
• Density: 1.43
• Storage Temp.: −20°C
• Solubility: DMF: 50 mg/mL
• PKA: 13.90±0.40(Predicted)
• CAS DataBase Reference: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER(142439-92-7)
• EPA Substance Registry System: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER(142439-92-7)

Safety Data

• Hazard Codes: T
• Statements: 61
• Safety Statements: 53-23-36/37/39-45
• WGK Germany: 1
• Hazardous Substances Data: 142439-92-7(Hazardous Substances Data)

Usage

Description

Biotin Disulfide N-Hydroxy-Succinimide Ester (Biotin-bisamido-SS-NHS) is a cleavable reagent designed to introduce a biotin moiety to amine-containing biomolecules. It features a cross-bridge and an extended spacer arm that help minimize steric hindrance during binding to avidin or streptavidin probes. This biotin compound is membrane-permeable, making it useful for intracellular labeling. The disulfide bond in the linker can be cleaved using reducing agents such as DTT, BME, and TCEP to remove the biotin label.

Uses

Used in Biochemical Research:
Biotin Disulfide N-Hydroxy-Succinimide Ester is used as a biotinylation reagent for labeling antibodies and other proteins and molecules that contain primary amines. The expression is: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER is used as a biotinylation reagent for labeling biomolecules with primary amines, allowing for efficient binding to avidin or streptavidin probes and facilitating various biochemical research applications.
Used in Drug Delivery Systems:
In the pharmaceutical industry, Biotin Disulfide N-Hydroxy-Succinimide Ester is used as a cleavable linker for the development of targeted drug delivery systems. The expression is: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER is used as a cleavable linker for targeted drug delivery systems, enabling the release of biotinylated drugs in response to specific cellular conditions or the presence of reducing agents.
Used in Diagnostic Applications:
In the medical diagnostics industry, Biotin Disulfide N-Hydroxy-Succinimide Ester is used as a labeling agent for the development of diagnostic assays and tests. The expression is: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER is used as a labeling agent for diagnostic assays and tests, providing a means to detect and quantify specific biomolecules through the use of avidin or streptavidin-based detection systems.

Upstream product

• 74124-79-1 di(succinimido) carbonate 
• 58-85-5 biotin 

Relevant articles and documents

Disulfide-bond-containing long arm biotin and preparation method thereof

The invention provides disulfide-bond-containing long arm biotin and a preparation method thereof. The compound can be applied to the bio-detecting field, reduces influences of the steric effect, and improves sensitivity of detection. The structure formula of the disulfide-bond-containing long arm biotin is shown in the description; biotin is taken as a raw material, and is subjected to acylation and active ester synthesis through acylation ethanediamine and thiodipropionic acid to prepare the disulfide-bond-containing biotin.