3-[2-N-(BIOTINYL)AMINOETHYLDITHIO]PROPANOIC ACID

Base Information

• Chemical Name: 3-[2-N-(BIOTINYL)AMINOETHYLDITHIO]PROPANOIC ACID
• CAS No.: 104582-29-8
• Molecular Formula: C15H25N3O4S3
• Molecular Weight: 407.57
• Mol file: 104582-29-8.mol

Synonyms:3-[2-N-(BIOTINYL)AMINOETHYLDITHIO]PROPANOIC ACID;3-[[2-[[5-[(3aS,4S,6aR)-Hexahydro-2-oxo-1H-thieno[3,4-d]iMidazol-4-yl]-1-oxopentyl]aMino]ethyl]dithio]propanoic Acid

Chemical Property of 3-[2-N-(BIOTINYL)AMINOETHYLDITHIO]PROPANOIC ACID

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 173-175°C
• Boiling Point: 772.379°C at 760 mmHg
• PKA: 4.25±0.10(Predicted)
• Flash Point: 420.92°C
• PSA: 190.41000
• Density: 1.318g/cm³
• LogP: 2.49360
• Storage Temp.: -20°C Freezer
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

3-[2-N-(Biotinyl)aminoethyldithio]propanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-[2-N-(Biotinyl)aminoethyldithio]propanoic acid (Biotin-SS-COOH) is a cleavable, biotinylated crosslinkers. The linker can also be used for synthesis of chemical biology tools for labeling target proteins in biological experiments and assays. It possesses dual functionality: enrichment via the biotin and an embedded disulfide bridge for cleavage under reducing conditions.

Technology Process of 3-[2-N-(BIOTINYL)AMINOETHYLDITHIO]PROPANOIC ACID

There total 1 articles about 3-[2-N-(BIOTINYL)AMINOETHYLDITHIO]PROPANOIC ACID 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: 72.0%

3-<(2-aminoethyl)dithio>propionic acid (15579-00-7) + biotin N-Hydroxysuccinimide ester (35013-72-0) → 3-<2-N-(biotinyl)aminoethyldithio>propanoic acid (104582-29-8)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

DOI:10.1016/0040-4020(96)00197-4

Reference yield: 87.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + 3-<2-N-(biotinyl)aminoethyldithio>propanoic acid (104582-29-8) → 3-{2-[5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyldisulfanyl}-propionic acid pentafluorophenyl ester (176657-06-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 19h;

DOI:10.1016/0040-4020(96)00197-4

Reference yield: 19.0%

3-<2-N-(biotinyl)aminoethyldithio>propanoic acid (104582-29-8) → 2-(9-(3-fluorophenyl)-8-oxo-6,9-dihydro-[1,3]dioxolo[4,5-g]furo[3,4-b]quinolin-5(8H)-yl)ethyl 3-((2-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)ethyl)disulfaneyl)propanoate

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.chembiol.2021.02.014

upstream raw materials:

3-<(2-aminoethyl)dithio>propionic acid

biotin N-Hydroxysuccinimide ester

Downstream raw materials:

3-{2-[5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyldisulfanyl}-propionic acid pentafluorophenyl ester

Refernces