50903-47-4Relevant academic research and scientific papers
Synthesis and Biological Evaluation of a Valinomycin Analog Bearing a Pentafluorophenyl Active Ester Moiety
D'Accolti, Lucia,Denora, Nunzio,La Piana, Gianluigi,Marzulli, Domenico,Siwy, Zuzanna S.,Fusco, Caterina,Annese, Cosimo
, p. 12646 - 12650 (2015)
A valuable analog of the K+-ionophore valinomycin (1), bearing a pentafluorophenyl ester moiety, has been obtained by selective reaction between the tertiary hydroxyl moiety of analog 2 (available from valinomycin hydroxylation) and the isocyanate group of pentafluorophenyl N-carbonyl glycinate (3) catalyzed by bis(N,N-dimethylformamide)dichlorodioxomolybdenum(VI). LC-HRMS studies show that analog 4 undergoes easy derivatization under mild conditions by reaction with OH- and NH2-containing compounds. Mitochondrial depolarization assays suggest that 4 acts as a K+-ionophore, provided that the glycine carboxyl group is appropriately masked.
Carboxylated glucuronic poly-amido-saccharides as protein stabilizing agents
Stidham, Sarah E.,Chin, Stacy L.,Dane, Eric L.,Grinstaff, Mark W.
, p. 9544 - 9547 (2014)
The synthesis of novel carbohydrate-based polymers allows the structure to be tailored at the monomer level for a specific property and expands the range of available structures beyond those found in nature. Using a controlled anionic polymerization, a ne
Influence of the dipeptide linker configuration on the activity of PSMA ligands
Uspenskaya, Anastasiya A.,Machulkin, Alexey E.,Nimenko, Ekaterina A.,Shafikov, Radik R.,Petrov, Stanislav A.,Skvortsov, Dmitry A.,Beloglazkina, Elena K.,Majouga, Alexander G.
, p. 756 - 759 (2021/01/12)
Selective ligands of an urea-based prostate specific membrane antigen with a phenylalanine/tyrosine-based dipeptide linker and with a mingled chiral centers configuration and/or substituted aromatic fragments were prepared in seven steps by liquid- and in
DIPEPTIDE MIMETICS OF NGF AND BDNF NEUROTROPHINS
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Paragraph 0103; 0104, (2019/04/16)
The invention relates to compounds having either agonist or antagonist activities for the neurotrophins NGF and BDNF and represented by monomeric or dimeric substituted dipeptides that are analogs of the exposed portions of loop 1 or loop 4 regions of these neurotrophins near or at a beta-turn of the respective loop. N-acylated substituents of these dipeptides are biostereoisomers of the amino acid residues preceding these dipeptide sequences in the neurotrophin primary structure. The dimeric structure is produced advantageously by using hexatnethylenediaanine to which dipeptides are attached via their carboxyl groups. The claimed compounds displayed neuroprotective and differentiation-inducing activities in cellular models and enhanced the amount of phosphorylated tyrosine kinase A and the heat shock proteins Hsp32 and Hsp70 in the concentration range of 10 -9 to 10 -5 M. They also displayed neuroprotective, anti-parkinsonian, anti-stroke, anti-ischemic, anti-depressant and anti-amnestic activities in animal models and were active in experimental models of Alzheimer's disease. These in vivo effects of the claimed compounds are displayed in the dose range of 0.01 to 10 mg/kg when administered intraperitoneally.
Synthesis of conjugates between oxazolidinone antibiotics and a pyochelin analogue
Paulen, Aurélie,Hoegy, Fran?oise.,Roche, Béatrice,Schalk, Isabelle J.,Mislin, Ga?tan L.A.
supporting information, p. 4867 - 4870 (2017/09/27)
Pseudomonas aeruginosa is a Gram-negative pathogenic bacterium responsible for severe infections, and it is naturally resistant to many clinically approved antibiotic families. Oxazolidinone antibiotics are active against many Gram-positive bacteria, but
Multigram-scale synthesis of short peptides via a simplified repetitive solution-phase procedure
Meneses, Celia,Nicoll, Sarah L.,Trembleau, Laurent
supporting information; experimental part, p. 564 - 569 (2010/04/29)
(Chemical Equation Presented) A rapid repetitive solution-phase synthesis of peptides is described. The procedure involves coupling of amino acids and peptide acids, instead of the usual amino esters and peptide esters, to slight excesses of pentafluoroph
Synthesis of aryl esters of protected amino acids from aryl sulfonates
Pudhom, Khanitha,Vilaivan, Tirayut
, p. 5939 - 5942 (2007/10/03)
Aryl esters of Boc- and Fmoc-protected amino acids derived from electron-deficient phenols have been prepared in good yields from aryl 4- nitrobenzenesulfonates in the presence of 1-hydroxy-benzotriazole as catalyst.
A Convergent Synthesis of Carbohydrate-Containing Dendimers
Ashton, Peter R.,Boyd, Sue E.,Brown, Christopher L.,Jayaraman, Narayanaswamy,Nepogodiev, Sergey A.,Stoddart, J. Fraser
, p. 1115 - 1128 (2007/10/03)
The synthesis of carbohydrate-containing dendrimers has been achieved by a convergent grwoth approach.The synthetic strategy involves: 1) the synthesis of the triglucosylated derivative of tris(hydroxymethyl)methylamine (TRIS), 2) the introduction of a glycine-derived spacer and 3,3'-iminodipropionic acid derived branching units on to the TRIS derivative by amide bond formation, 3) condensation of the above saccharide-containing dendrons with a trifunctional 1,3,5-benzenetricarbonyl derivative, used as the core, by formation of amide bonds, and 4) deprotection of the saccharide units.A 9-mer and an 18-mer, carrying nine and eighteen saccharide units at the periphery, respectively, have been synthesized, in high yields at each step, by this synthetic strategy.By a variety of chromatographic and spectroscopic techniques, the dendrimers were shown to be structurally homogeneous, monodisperse, and error-free at all steps in their growth.These investigations were complemented by molecular modeling studies on the dendrimers.The presence of slightly distorted C3 symmetry was noted in both the 9-mer and the 18-mer. - Keywords: carbohydrates; cluster glucosides; convergent syntheses; dendrimers; neoglycoconjugates
Bis(pentaluorophenyl) sulfite - A new reagent for the synthesis of activated pentafluorophenyl esters of N-protected amino acids
Il'ina,Davidovich,Rogozhin
, p. 2539 - 2541 (2007/10/02)
A method was proposed for the preparation of bis(perfluorophenyl) sulfite, an effective new reagent for the synthesis of pentafluorophenyl esters of N-protected amino acids without racemization.
