Aminoethyl-SS-propionic acid

Base Information

• Chemical Name: Aminoethyl-SS-propionic acid
• CAS No.: 15579-00-7
• Molecular Formula: C5H11NO2S2
• Molecular Weight: 181.28
• DSSTox Substance ID: DTXSID50409367
• Nikkaji Number: J2.583.081D
• Mol file: 15579-00-7.mol

Synonyms:15579-00-7;Aminoethyl-SS-propionic acid;3-[(2-Aminoethyl)dithio]propionic Acid;3-((2-Aminoethyl)disulfanyl)propanoic acid;Propanoic acid, 3-[(2-aminoethyl)dithio]-;3-(2-aminoethyldisulfanyl)propanoic Acid;SCHEMBL142602;LCZC1207;DTXSID50409367;AMINOETHYL-SS-PROPIONICACID;HMMFDEBVQNRZLJ-UHFFFAOYSA-N;AKOS006284060;3-[(2-aminoethyl)dithio] propionic acid;BP-22795;MS-22968;3-((2-Aminoethyl)disulfanyl)propanoicacid;HY-140096;CS-0115369;FT-0661807;3-[2-(2-aminoethyl)disulfanyl]propanoic acid;C70411;J-009226

Chemical Property of Aminoethyl-SS-propionic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 1.69E-05mmHg at 25°C
• Melting Point: 138-141 °C
• Refractive Index: 1.589
• Boiling Point: 339.5 °C at 760 mmHg
• PKA: 4.20±0.10(Predicted)
• Flash Point: 159.1 °C
• PSA: 113.92000
• Density: 1.32 g/cm³
• LogP: 1.50150
• Storage Temp.: -20°C Freezer
• Solubility.: Soluble in Water, DMSO
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 181.02312094
• Heavy Atom Count: 10
• Complexity: 99.6

Purity/Quality:

99% ^*data from raw suppliers

3-[(2-Aminoethyl)dithio]propionicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CSSCCN)C(=O)O
• Description: Aminoethyl-SS-propionic acid is a cleavable compound containing a terminal amine and carboxylic acid group. The disulfide bonds can be cleaved using Dithiothreitol (DTT) reagent. The terminal amine can be reacted with carboxylic acid, activated NHS esters and other carbonyl compounds. The terminal carboxylic acid can be reacted with primary amines in the presence of activators such as EDC and HATU to form a stable amide bond.
• Uses: 3-[(2-AMINOETHYL)DITHIO]PROPIONIC ACID is a useful reversible immobilization or crossliking reagent

Technology Process of Aminoethyl-SS-propionic acid

There total 7 articles about Aminoethyl-SS-propionic 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: 62.0%

Cysteamine (60-23-1) + 3-mercaptopropionic acid (107-96-0) → 3-<(2-aminoethyl)dithio>propionic acid (15579-00-7)

Guidance literature:

With dihydrogen peroxide; iron(II) sulfate; triethylamine; In water; at 0 ℃; for 6h;

Reference yield: 58.0%

cystamine dihydrochioride (56-17-7) + 3-mercaptopropionic acid (107-96-0) → 3-<(2-aminoethyl)dithio>propionic acid (15579-00-7)

Guidance literature:

cystamine dihydrochioride; With 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; at 20 ℃;

3-mercaptopropionic acid; In methanol; dichloromethane; at 20 ℃;

DOI:10.1002/chem.201503131

Reference yield: 14.5%

2-((2-nitrophenyl)disulfanyl)ethanamine (95056-45-4) + 3-mercaptopropionic acid (107-96-0) → 3-<(2-aminoethyl)dithio>propionic acid (15579-00-7)

Guidance literature:

2-((2-nitrophenyl)disulfanyl)ethanamine; 3-mercaptopropionic acid; With triethylamine; In water; at 20 ℃; for 0.5h;

With hydrogenchloride; In water; pH=5;

DOI:10.1002/mabi.201500212

upstream raw materials:

2-mercaptoethylamine

3-(4-Nitro-phenyldisulfanyl)-propionic acid anion

3-mercaptopropionate

C₈H₁₀N₂O₂S₂*H⁽¹⁺⁾

Downstream raw materials:

3-<2-N-(biotinyl)aminoethyldithio>propanoic acid

3-[2-(4-azido-2,3,5-trifluoro-6-methylamino-benzoylamino)-ethyldisulfanyl]-propionic acid

Cysteamine

3-mercaptopropionic acid

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