159380-98-0

Basic information

• Product Name: (2R)-(-)-benzyl 3-(2-azidoethylsulfanyl)-2-(tert-butoxycarbonylamino)propanoate
• Synonyms: (2R)-(-)-benzyl 3-(2-azidoethylsulfanyl)-2-(tert-butoxycarbonylamino)propanoate
• CAS NO: 159380-98-0
• Molecular Weight: 380.468
• Mol File: 159380-98-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R)-(-)-benzyl 3-(2-azidoethylsulfanyl)-2-(tert-butoxycarbonylamino)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-(-)-benzyl 3-(2-azidoethylsulfanyl)-2-(tert-butoxycarbonylamino)propanoate(159380-98-0)
• EPA Substance Registry System: (2R)-(-)-benzyl 3-(2-azidoethylsulfanyl)-2-(tert-butoxycarbonylamino)propanoate(159380-98-0)

Safety Data

• Hazardous Substances Data: 159380-98-0(Hazardous Substances Data)

Upstream product

• 92278-77-8 (2R,2'R)-dibenzyl 3,3'-disulfanediylbis(2-((tert-butoxycarbonyl)amino)propanoate) 
• 10389-65-8 di-t-butoxycarbonyl-L-cystine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 245759-81-3 (R)-2-tert-Butoxycarbonylamino-3-(2-hydroxy-ethylsulfanyl)-propionic acid 
• 159380-94-6 (2R)-(-)-benzyl 2-(tert-butoxycarbonylamino)-3-(2-hydroxyethylsulfanyl)propanoate 
• 6367-98-2 (-)-(2R)-2-amino-3-(2-hydroxyethylsulfanyl)propanoic acid 

Downstream Products

• 159380-99-1 (2R)-(+)-benzyl 3-(2-azidoethylsulfonyl)-2-(tert-butoxycarbonylamino)propanoate 

Relevant articles and documents

Identification and immunological evaluation of novel TLR2 agonists through structure optimization of Pam3CSK4

Toll-like receptor 2 (TLR2) is a bridge between innate immunity and adaptive immunity. TLR2 agonists have been exploited as potential vaccine adjuvants and antitumor agents. However, no TLR2 agonists have been approved by FDA up to now. To discover drug-like TLR2 selective agonists, a novel series of Pam3CSK4 derivatives were designed based on the crystal structure of hTLR2-hTLR1-Pam3CSK4 complex, synthesized and evaluated for their immune-stimulatory activities. Among them, 35c was identified as a murine-specific TLR2 agonist, while 35f was a human-specific TLR2 agonist. Besides, 35d (human and murine TLR2 agonist) showed TLR2 agonistic activity comparable to Pam3CSK4, which included: elevated IL-6 expression level (EC50 = 83.08 ± 5.94 nM), up-regulated TNF-α and IL-6 mRNA expression and promoted maturation of DCs through activating the NF-κB signaling pathway. TLRs antibodies test showed that 35a and 35d were TLR2/1 agonists, while 35f was a TLR2/6 agonist.