(2S)-2-amino-5-[[(2R)-2-amino-3-[2-(4-azidophenyl)-2-oxoethyl]sulfanylpropanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid

Base Information

• Chemical Name: (2S)-2-amino-5-[[(2R)-2-amino-3-[2-(4-azidophenyl)-2-oxoethyl]sulfanylpropanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid
• CAS No.: 73322-71-1
• Molecular Formula: C₁₈H₂₂N₆O₇S
• Molecular Weight: 466.475
• DSSTox Substance ID: DTXSID00994051
• Mol file: 73322-71-1.mol

Synonyms:APA-SG;S-(4-azidophenacyl)glutathione;S-(p-azidophenacyl)glutathione;SPAP-GSH

Chemical Property of (2S)-2-amino-5-[[(2R)-2-amino-3-[2-(4-azidophenyl)-2-oxoethyl]sulfanylpropanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid

Chemical Property:

• Storage Temp.: 2-8°C
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly)
• XLogP3: -4.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 13
• Exact Mass: 466.12706824
• Heavy Atom Count: 32
• Complexity: 765

Purity/Quality:

97% ^*data from raw suppliers

S-(p-Azidophenacyl)glutathione ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CSCC(C(=O)N(CC(=O)O)C(=O)CCC(C(=O)O)N)N)N=[N+]=[N-]
• Isomeric SMILES: C1=CC(=CC=C1C(=O)CSC[C@@H](C(=O)N(CC(=O)O)C(=O)CC[C@@H](C(=O)O)N)N)N=[N+]=[N-]
• Uses: S-(p-Azidophenacyl)glutathione is an inhibitor used in photolabeling of human and murine multidrug resistance protein 1.

Technology Process of (2S)-2-amino-5-[[(2R)-2-amino-3-[2-(4-azidophenyl)-2-oxoethyl]sulfanylpropanoyl]-(carboxymethyl)amino]-5-oxopentanoic acid

There total 1 articles about (2S)-2-amino-5-[[(2R)-2-amino-3-[2-(4-azidophenyl)-2-oxoethyl]sulfanylpropanoyl]-(carboxymethyl)amino]-5-oxopentanoic 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: 65.0%

glutathion (70-18-8) + 4-azidophenacyl bromide (57018-46-9) → S-(4-azidophenacyl)glutathione (73322-71-1)

Guidance literature:

With sodium hydroxide; In ethanol; for 4h; Ambient temperature;

DOI:10.1039/P19810003029

upstream raw materials:

glutathion

4-azidophenacyl bromide

Refernces