390424-55-2

Basic information

• Product Name: 8,9-Dithia-2,5,12,15-tetraazahexadecanedioic acid, 3,14-bis[(4-nitrophenyl)methyl]-4,13-dioxo-, bis(1,1-dimethylethyl) ester, (3S,14S)-
• CAS NO: 390424-55-2
• Molecular Formula: C32H44N6O10S2
• Molecular Weight: 736.868
• Mol File: 390424-55-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 8,9-Dithia-2,5,12,15-tetraazahexadecanedioic acid, 3,14-bis[(4-nitrophenyl)methyl]-4,13-dioxo-, bis(1,1-dimethylethyl) ester, (3S,14S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 8,9-Dithia-2,5,12,15-tetraazahexadecanedioic acid, 3,14-bis[(4-nitrophenyl)methyl]-4,13-dioxo-, bis(1,1-dimethylethyl) ester, (3S,14S)-(390424-55-2)
• EPA Substance Registry System: 8,9-Dithia-2,5,12,15-tetraazahexadecanedioic acid, 3,14-bis[(4-nitrophenyl)methyl]-4,13-dioxo-, bis(1,1-dimethylethyl) ester, (3S,14S)-(390424-55-2)

Safety Data

• Hazardous Substances Data: 390424-55-2(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 33305-77-0 Boc-Phe(p-NO₂)-OH 
• 949-99-5 4-nitro-3-phenyl-L-alanine 
• 56-17-7 cystamine dihydrochioride 
• 53871-85-5 Boc-Phe(pNO₂)-OSu 

Relevant articles and documents

Combinatorial synthesis through disulfide exchange: Discovery of potent psammaplin A type antibacterial agents active against methicillin-resistant Staphylococcus aureus (MRSA)

Psammaplin A is a symmetrical bromotyrosine-derived disulfide natural product isolated from the Psammaplysilla sponge, which exhibits in vitro antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA). Inspired by the structure of this marine natural product, a combinatorial scrambling strategy for the construction of heterodimeric disulfide analogues was developed and applied to the construction of a 3828-membered library starting from 88 homodimeric disulfides. These psammaplin A analogues were screened directly against various gram positive bacterial strains leading to the discovery of a series of potent antibacterial agents active against methicillin-resistant Staphylococcus aureus (MRSA). Among the most active leads derived from these studies are compounds 104, 105, 113, 115, 123, and 128. The present, catalytically-induced, disulfide exchange strategy may be extendable to other types of building blocks bearing thiol groups facilitating the construction of diverse discovery-oriented combinatorial libraries.