1037589-70-0

Basic information

• Product Name: ^αN-(9-fluorenylmethoxycarbonyl)-^εN-[3-(triphenylmethylsulfanyl)propionyl]-L-lysine
• Synonyms: ^αN-(9-fluorenylmethoxycarbonyl)-^εN-[3-(triphenylmethylsulfanyl)propionyl]-L-lysine
• CAS NO: 1037589-70-0
• Molecular Weight: 698.883
• Mol File: 1037589-70-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: ^αN-(9-fluorenylmethoxycarbonyl)-^εN-[3-(triphenylmethylsulfanyl)propionyl]-L-lysine(CAS DataBase Reference)
• NIST Chemistry Reference: ^αN-(9-fluorenylmethoxycarbonyl)-^εN-[3-(triphenylmethylsulfanyl)propionyl]-L-lysine(1037589-70-0)
• EPA Substance Registry System: ^αN-(9-fluorenylmethoxycarbonyl)-^εN-[3-(triphenylmethylsulfanyl)propionyl]-L-lysine(1037589-70-0)

Safety Data

• Hazardous Substances Data: 1037589-70-0(Hazardous Substances Data)

Upstream product

• 71989-26-9 Fmoc-Lys(tert-butoxycarbonyl) 
• 27144-18-9 3-(tritylthio) propanoic acid 
• 76-83-5 trityl chloride 
• 129431-12-5 3-(triphenylmethylthio)propionic acid N-hydroxysuccinimide ester 
• 105047-45-8 Fmoc-Lys-OH 

Downstream Products

• 1283189-13-8 C₉₈H₁₃₅N₁₇O₁₈S 

Relevant articles and documents

Design, Synthesis, and Evaluation of Lipopeptide Conjugates of Mercaptoundecahydrododecaborate for Boron Neutron Capture Therapy

We developed new 10B carriers for boron neutron capture therapy (BNCT) that can effectively transport and accumulate boron clusters into cells. These carriers consist of a lipopeptide, mercaptoundecahydrododecaborate (BSH), and a disulfide linker. The carriers were conceived according to the structure of pepducin, a membrane-penetrating lipopeptide targeting protease-activated receptor 1 (PAR1). To improve the membrane permeability of BSH, the structure was optimized using various lipopeptides possessing different peptides and lipid moieties. These synthesized lipopeptides were conjugated with BSH and evaluated for intracellular uptake using T98G glioblastoma cells. Among them, the most effectively incorporated and accumulated in the cells was compound 5 a, which contains a peptide of 13 residues derived from the intracellular third loop of PAR1 and a palmitoyl group. For further improvement of 10B accumulation in cells, the introduction of an amine linker was investigated; intracellular uptake similar to that of 5 a was observed for compound 14, which has a piperazine linker. Both compounds 5 a and 14 showed a stronger radiosensitizing effect than BSH along on T98G cells under mixed-neutron beam irradiation. The results demonstrate that lipopeptide conjugation is effective for enhancing intracellular delivery and accumulation of BSH and improving the cytotoxic effect of BNCT.

Access to biomolecular assemblies through one-pot triple orthogonal chemoselective ligations

Three into one will go: The consecutive combination of three orthogonal chemoselective reactions (oxime ligation, thioether addition, and copper(I)-catalyzed alkyne-azide cycloaddition (CuAAC)) in a sequential one-pot approach allows the syntheses of highly sophisticated biomolecular compounds without intervening isolations and protection schemes (see picture; ODN=oligodeoxynucleotide).