203174-39-4

Basic information

• Product Name: 2-(hydroxymethyl)benzyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-enoate
• Synonyms: 2-(hydroxymethyl)benzyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-enoate
• CAS NO: 203174-39-4
• Molecular Weight: 335.4
• Mol File: 203174-39-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-(hydroxymethyl)benzyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(hydroxymethyl)benzyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-enoate(203174-39-4)
• EPA Substance Registry System: 2-(hydroxymethyl)benzyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-enoate(203174-39-4)

Safety Data

• Hazardous Substances Data: 203174-39-4(Hazardous Substances Data)

Upstream product

• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 
• 612-14-6 phthalyl alcohol 

Downstream Products

• 203174-43-0 (S)-2-tert-Butoxycarbonylamino-pent-4-enoic acid 2-((S)-1-phenoxycarbonyl-but-3-enylcarbamoyloxymethyl)-benzyl ester 
• 203174-40-7 2-((((4-nitrophenoxy)carbonyl)oxy)methyl)benzyl (S)-2-((tert-butoxycarbonyl)amino)pent-4-enoate 

Relevant articles and documents

Methylene Analogues of Neopetrosiamide as Potential Antimetastatic Agents: Solid-Supported Syntheses Using Diamino Diacids for Pre-Stapling of Peptides with Multiple Disulfides

Neopetrosiamide, a 28-residue peptide from Neopetrosia sp., contains three disulfide bonds and hinders mammalian tumor cell invasion. Proper connectivity of disulfide bonds is crucial for activity. Synthetic replacement of single disulfide bridges with methylene bridges gives active analogues. Pre-stapling of one ring enhances the correct formation of the remaining disulfides by reducing isomeric possibilities and possibly initiating the correct 3D fold. Cloning and expression of neopetrosiamide in E. coli affords access to the natural linear peptide.