940301-23-5

Basic information

• Product Name: Boc-D-Leu-L-Leu-L-HyPhe-L-HyLeu(OTBS)-L-Leu-OAll
• Synonyms: Boc-D-Leu-L-Leu-L-HyPhe-L-HyLeu(OTBS)-L-Leu-OAll
• CAS NO: 940301-23-5
• Molecular Weight: 904.273
• Mol File: 940301-23-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Boc-D-Leu-L-Leu-L-HyPhe-L-HyLeu(OTBS)-L-Leu-OAll(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-D-Leu-L-Leu-L-HyPhe-L-HyLeu(OTBS)-L-Leu-OAll(940301-23-5)
• EPA Substance Registry System: Boc-D-Leu-L-Leu-L-HyPhe-L-HyLeu(OTBS)-L-Leu-OAll(940301-23-5)

Safety Data

• Hazardous Substances Data: 940301-23-5(Hazardous Substances Data)

Upstream product

• 158009-43-9 H-β-OH-Phe-OMe 
• 940301-22-4 Boc-D-Leu-L-Leu-L-HyPhe-OH 
• 940301-34-8 H-HyLeu(OTBS)-Leu-OAll 
• 5817-22-1 (2S,3R)-3-hydroxyleucine 
• 150211-67-9 Boc-D-Leu-L-Leu-OH 
• 940301-37-1 Fmoc-L-HyLeu(OTBS)-L-Leu-OAll 
• 940301-36-0 Fmoc-L-HyLeu-Leu-OAll 
• 940301-35-9 (2S,3R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino-3-hydroxy-4-methyl)pentanoic acid 
• 940301-21-3 Boc-D-Leu-L-Leu-L-HyPhe-OMe 

Downstream Products

• 940301-24-6 Boc-D-Leu-L-Leu-L-threo-O-[Fmoc-L-Ser(OtBu)]-HyPhe-L-HyLeu(OTBS)-L-Leu-OAll 
• 940301-25-7 Boc-D-Leu-L-Leu-L-threo-O-[L-Ser(OtBu)]-HyPhe-L-Leu(OTBS)-L-Leu-OAll 

Relevant articles and documents

Total synthesis of lysobactin

Antibiotic resistance has become a significant public health concern. Antibiotics that belong to new structural classes and manifest their biological activity via novel mechanisms are urgently needed. Lysobactin, a depsipeptide antibiotic has displayed very strong antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) as well as vancomycin-resistant enterococci (VRE) with minimum inhibitory concentrations (MICs) ranging from 0.39 to 0.78 μg/mL. The MIC values against VRE were more than 50-fold lower than those reported for vancomycin itself. Lysobactin was found to inhibit nascent peptidoglycan formation; however, this activity was not antagonized in the presence of N-acyl-L-Lys-D-Ala-D-Ala, the binding domain on the cell wall precursors that is utilized by vancomycin. Thus, lysobactin represents a promising agent for the treatment bacterial infections due to resistant pathogens. We describe a convergent synthesis of lysobactin that relies upon a highly efficient macrocyclization reaction to assemble the 28-membered cyclic depsipeptide. This synthesis provides the foundation for further study of the mode of action utilized by lysobactin and its analogues.