A Ni-catalyzed cross-coupling of readily accessible -alkyl xanthate esters or thiocarbonyl imidazolides and organozinc reagents for the synthesis of thiocarboxylic acid derivatives has been developed. This method benefits from a fast reaction time, mild reaction conditions, and ease of starting material synthesis. The use of transition-metal catalysis to access a diverse range of thiocarbonyl-containing compounds provides a useful complementary approach when compared with previously established methodologies.
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http://dx.doi.org/10.1021/acs.orglett.1c04074 | DOI Listing |
Nucleic Acids Res
December 2024
Malopolska Centre of Biotechnology (MCB), Jagiellonian University, Gronostajowa7a, 30-387 Krakow, Poland.
Ubiquitin-related modifier 1 (Urm1) is a highly conserved member of the ubiquitin-like (UBL) family of proteins. Urm1 is a key component of the eukaryotic transfer RNA (tRNA) thiolation cascade, responsible for introducing sulfur at wobble uridine (U34) in several eukaryotic tRNAs. Urm1 must be thiocarboxylated (Urm1-SH) by its E1 activating enzyme UBL protein activator 4 (Uba4).
View Article and Find Full Text PDFLife's organic molecules are built with diverse functional groups that enable biology by fine tuning intimate connections through time and space. As such, the discovery of new-to-nature functional groups can expand our understanding of the natural world and motivate new applications in biotechnology and biomedicine. Herein we report the genome-aided discovery of sulfenicin, a novel polyketide-nonribosomal peptide hybrid natural product from a marine bacterium bearing a unique acylsulfenic acid functionality.
View Article and Find Full Text PDFJ Med Chem
October 2024
State Key Laboratory of Natural Medicines and Jiangsu Key Laboratory of Drug Discovery for Metabolic Diseases, Center of Drug Discovery, China Pharmaceutical University, Nanjing 211198, P. R. China.
Appl Environ Microbiol
October 2024
Department of Bioscience, Fukui Prefectural University, Fukui, Japan.
Methionine (Met), a sulfur-containing amino acid, is essential for the underlying biological processes in living organisms. In addition to its importance as a starting building block for peptide chain elongation in protein biosynthesis, Met is a direct precursor of -adenosyl-l-methionine, an indispensable methyl donor molecule in primary and secondary metabolism. bacteria are well known to produce diverse secondary metabolites, but many strains lack canonical Met pathway genes for l-homocysteine, a direct precursor of Met in bacteria, plants, and archaea.
View Article and Find Full Text PDFDalton Trans
May 2024
School of Chemistry, Monash University, Clayton, VIC 3800, Australia.
Rhenium(I) tricarbonyl complexes are widely studied for their cell imaging properties and anti-cancer and anti-microbial activities, but the complexes with S-donor ligands remain relatively unexplored. A series of six -[Re(NN)(CO)(SR)] complexes, where (NN) is 2,2'-bipyridyl (bipy) or 1,10-phenanthroline (phen), and RSH is a series of thiocarboxylic acid methyl esters, have been synthesized and characterized. Cellular uptake and anti-proliferative activities of these complexes in human breast cancer cell lines (MDA-MB-231 and MCF-7) were generally lower than those of the previously described -[Re(NN)(CO)(OH)] complexes; however, one of the complexes, -[Re(CO)(phen)(SC(Ph)CHC(O)OMe)] (3b), was active (IC ∼ 10 μM at 72 h treatment) in thiol-depleted MDA-MB-231 cells.
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