Synthesis of novel S-neoglycopeptides from glycosylthiomethyl derivatives

Reaction of glycosylthiomethyl azides with amino acid and peptide derivatives containing aspartate and glutamate thio acids gave the corresponding glycosylthiomethyl amides in excellent yields. Another type of neoglycopeptides was obtained via reaction of glycosylthiomethyl bromide with cysteine and homocysteine containing peptide derivatives, thus affording the corresponding S-(glycosylthiomethyl) peptides.     

Straightforward synthesis of gem-phosphonate-phosphate containing compounds via one-pot reaction of thioesters with diethyl phosphite

A convenient straightforward, three step, one-pot reaction of diethyl phosphite with thioesters in the presence of catalytic amounts of potassium tert-butoxide in toluene or DMF as solvent provided various phosphonate-phosphate containing compounds in excellent yields.     

Reversed approach to S-farnesylation and S-palmitoylation: application to an efficient synthesis of the C-terminus of lipidated human N-ras hexapeptide

[reaction: see text] A general reversed approach is described to synthesize S-palmitoylated and S-farnesylated peptides via S(N)2 displacement of bromide by reaction of a thiol group containing lipid as nucleophile with bromoalanine-containing peptides as electrophile. By employing this approach, lipidated peptides, including characteristic partial structures of human Ras peptides, were synthesized in good yields. This method gives access to farnesylated, palmitoylated, and doubly lipidated peptides.     

Structure,surface analysis and bioactivity of Mn doped zinc oxide nanoparticles

Undoped zinc oxide nanoparticles and Mn (5 atomic % & 10 atomic %) doped zinc oxide nanoparticles were prepared by soft chemical method. Antibacterial, antioxidant and anticancer activities in breast cancer cell line MDAMB231 of prepared nanoparticles were investigated. The nanoparticles were characterized using XRD, SEM, EDAX, UV–Vis, FT-IR, and room temperature PL Analysis. Antimicrobial activity was tested against both gram positive and gram negative human pathogens. The antioxidant potential of prepared nanoparticles was estimated using Phosphomolybdate and DPPH assay. The MTT assay was used for cytotoxicity evaluation of prepared nanoparticles against breast cancer cell line MDAMB231. XRD patterns confirmed the nanoparticles were crystallized hexagonal wurtzite structure with an average size of 38.95 ?nm. The absorption wavelength was observed at 361 ?nm in UV–Vis spectrum of Mn (10 atomic %) doped ZnO nanoparticles. The Mn (5 atomic %) doped ZnO nanoparticles exhibited significant antibacterial activity against the gram negative bacteria Escherichia coli, Klebsiella pneumonia at all concentrations. Undoped zinc oxide nanoparticles and Mn doped zinc oxide nanoparticles were effective against the breast cancer cell line MDAMB231.     

Synthesis of S-linked glycopeptides in aqueous solution

Investigation of direct S-glycosylation of homocysteine and cysteine containing peptides with O-acetyl protected glycosyl halides led under two-phase conditions in the presence of sodium carbonate as base to excellent results. Thus, from glucosyl bromide, galactosyl bromide, lactosyl bromide, sialyl chloride, and N-Troc protected 2-amino-2-deoxyglucosyl bromide S-glycosylated dipeptides 15, 18-21, 23, 24, and 26-29, respectively, were obtained in excellent yields. Alternatively, depending on the solubility of the peptide moiety, mixtures of DMF and water could be employed for successfully carrying out this reaction. Thus, S-glycosylated tripeptides 42-45 could be obtained. Combination of this method with chemical ligation was also successfully carried out.