13650-73-2Relevant articles and documents
SYNTHESIS OF N-HYDROXYSUCCINIMIDE ESTERS OF N-PROTECTED AMINO ACIDS AND PEPTIDES USING N,N'-DISUCCINIMIDYL SULFITE
Il'ina, A. V.,Davidovich, Yu. A.,Rogozhin, S. V.,Moiseenkov, A. M.
, p. 1067 - 1070 (1984)
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Structure-Guided Enhancement of Selectivity of Chemical Probe Inhibitors Targeting Bacterial Seryl-tRNA Synthetase
Cain, Ricky,Salimraj, Ramya,Punekar, Avinash S.,Bellini, Dom,Fishwick, Colin W. G.,Czaplewski, Lloyd,Scott, David J.,Harris, Gemma,Dowson, Christopher G.,Lloyd, Adrian J.,Roper, David I.
supporting information, p. 9703 - 9717 (2019/11/13)
Aminoacyl-tRNA synthetases are ubiquitous and essential enzymes for protein synthesis and also a variety of other metabolic processes, especially in bacterial species. Bacterial aminoacyl-tRNA synthetases represent attractive and validated targets for antimicrobial drug discovery if issues of prokaryotic versus eukaryotic selectivity and antibiotic resistance generation can be addressed. We have determined high-resolution X-ray crystal structures of the Escherichia coli and Staphylococcus aureus seryl-tRNA synthetases in complex with aminoacyl adenylate analogues and applied a structure-based drug discovery approach to explore and identify a series of small molecule inhibitors that selectively inhibit bacterial seryl-tRNA synthetases with greater than 2 orders of magnitude compared to their human homologue, demonstrating a route to the selective chemical inhibition of these bacterial targets.
Branched and Chain-Extended Sugars, XXXI. - Synthesis of the Deferri Form of the Oxygen Analogue of &δ1-Albomycin
Paulsen, Hans,Brieden, Monika,Benz, Guenter
, p. 565 - 576 (2007/10/02)
The oxygen analogue of the deferri form of δ1-albomycin has been synthesized.Reaction of the xylo-dialdehyde 2 with the anion of the lithium salt 3 of N,N-bis(trimethylsilyl)glycine trimethylsilyl ester leads to the chain-extended sugar.In good stereochemical selectivity the desired 6-amino-6-desoxy-L-ido-hepturonic acid is isolated as derivative 8.After transformation of 8 into the 1-acetate 23 the nucleoside 26 is obtained by a modification of the Hilbert-Johnson reaction using the uracil derivative 24.N-Methylation of 26 gives 28 in good yield.The serine derivative 31 reacts with the deblocked amino compound 30 to yield the peptide nucleoside 32.The tripeptide 36, which contains three units of N5-acetyl-N5-hydroxyl-L-ornithine, is successfully linked to the partial deblocked compound 34 via the mixed carbonic anhydride method.Final hydrogenation of 37 gives the free deferri form of the oxygen analogue 38.