BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER

Base Information

• Chemical Name: BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER
• CAS No.: 142439-92-7
• Molecular Formula: C₂₂H₃₃N₅O₇S₃
• Molecular Weight: 575.731
• Hs Code.: 29349990
• Mol file: 142439-92-7.mol

Synonyms:1H-Thieno[3,4-d]imidazole-4-pentanamide,N-[2-[[3-[[3-[(2,5-dioxo-1-pyrrolidinyl)oxy]-3-oxopropyl]dithio]-1-oxopropyl]amino]ethyl]hexahydro-2-oxo-,[3aS-(3aa,4b,6aa)]-

Chemical Property of BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER

Chemical Property:

• Melting Point: 129-131°C
• PKA: 13.90±0.40(Predicted)
• PSA: 238.91000
• Density: 1.43
• LogP: 2.09070
• Storage Temp.: −20°C
• Solubility.: DMF: 50 mg/mL

Purity/Quality:

98%Min ^*data from raw suppliers

NHSSSBiotin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 61
• Safety Statements: 53-23-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Description: Biotin-bisamido-SS-NHS is a cleavable reagent which can efficiently introduce a biotin moiety to amine-containing biomolecules. The cross-bridge and extended spacer arm are helpful in minimizing steric hindrance involved with the binding to avidin or streptavidin probes. This biotin compound is membrane-permeable and useful for intracellular labeling. The disulfide bond in this linker can be cleaved using reducing agents such as DTT, BME and TCEP to remove the biotin label.
• Uses: NHS SS Biotin is a amine reactive biotinylation reagent that labels antibodies and other proteins and molecules that contain primary amines. NHS SS Biotin reacts efficiently with pirmary amino groups in alkaline buffers to form stable amide bonds. The disulfide bond in the spacer arm of NHS SS Biotin is also cleavable using reducing agents such as TCEP and DTT.

Technology Process of BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER

There total 2 articles about BIOTIN DISULFIDE N-HYDROXY-SUCCINIMIDE ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

di(succinimido) carbonate (74124-79-1) + C18H30N4O5S3 → (2-biotinamido)ethylamido-3,3'-dithiodipropionic acid N-hydroxysuccinimide ester (142439-92-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 8h; Inert atmosphere;

Reference yield:

biotin (58-85-5,22879-79-4) → (2-biotinamido)ethylamido-3,3'-dithiodipropionic acid N-hydroxysuccinimide ester (142439-92-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dicyclohexyl-carbodiimide; pyridine / N,N-dimethyl-formamide / 0.25 h / 20 °C / Heating

1.2: 18 h / 20 °C

1.3: 20 h / 20 °C

2.1: N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

3.1: triethylamine / N,N-dimethyl-formamide / 8 h / 20 °C / Inert atmosphere

With pyridine; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

upstream raw materials:

biotin

di(succinimido) carbonate

Refernces