502133-71-3Relevant academic research and scientific papers
1,3-Diketone-Modified Nucleotides and DNA for Cross-Linking with Arginine-Containing Peptides and Proteins
Hocek, Michal,Hubálek, Martin,Leone, Denise-Liu',Pohl, Radek,Sykorová, Veronika
, p. 17383 - 17387 (2021)
Linear or branched 1,3-diketone-linked thymidine 5′-O-mono- and triphosphate were synthesized through CuAAC click reaction of diketone-alkynes with 5-azidomethyl-dUMP or -dUTP. The triphosphates were good substrates for KOD XL DNA polymerase in primer extension synthesis of modified DNA. The nucleotide bearing linear 3,5-dioxohexyl group (HDO) efficiently reacted with arginine-containing peptides to form stable pyrimidine-linked conjugates, whereas the branched 2-acetyl-3-oxo-butyl (PDO) group was not reactive. Reaction with Lys or a terminal amino group formed enamine adducts that were prone to hydrolysis. This reactive HDO modification in DNA was used for bioconjugations and cross-linking with Arg-containing peptides or proteins (e.g. histones).
Synthesis of carbazoles based on gold-copper tandem catalysis
Choi, Subin,Srinivasulu, Vunnam,Ha, Sujin,Park, Cheol-Min
supporting information, p. 3481 - 3484 (2017/03/29)
An efficient synthetic method for carbazoles has been developed employing diazo anilinoalkynes as substrates. Sequential activation of the orthogonal functional groups embedded in diazo anilinoalkyne substrates by tandem gold-copper catalysis leads to the formation of highly substituted carbazoles. Substrate scope reveals a broad tolerability toward the substitution on aryl groups.
Palladium-catalyzed carbonylative cycloisomerization of γ-propynyl-1,3-diketones: A concise route to polysubstituted furans
Li, Yu,Yu, Zhengkun
experimental part, p. 8904 - 8907 (2010/03/24)
(Chemical Equation Presented) Di- and trisubstituted furan derivatives have been efficiently synthesized via palladium(II)-catalyzed intramolecular carbonylative cycloisomerization of γ-propynyl-1,3-diketones with aryl iodides and carbon monoxide. The mec
Copper/silver-cocatalyzed conia-ene reaction of linear β-alkynic β-ketoesters
Deng, Chen-Liang,Song, Ren-Jie,Guo, Sheng-Mei,Wang, Zhi-Qiang,Li, Jin-Heng
, p. 5111 - 5114 (2008/03/27)
A novel and general copper/silver catalytic system has been developed for the Conia-ene intramolecular reaction of linear β-alkynic β-ketoesters. In the presence of (CuOTf)2·C 6H6 and AgSbF6 (or AgOAc), a variety of the linear β-alkynic β-ketoesters selectively underwent the Conia-ene intramolecular reaction in moderate to good yields.
Mechanism of the palladium-catalyzed intramolecular hydroalkylation of 7-octene-2,4-dione
Qian, Hua,Widenhoefer, Ross A.
, p. 2056 - 2057 (2007/10/03)
Cyclization of (E)-7,8-dideuterio-7-octene-2,4-dione [(E)-1-7,8-d2] catalyzed by PdCl2(CH3CN)2 (2) formed cis-2-acyl-3,4-dideuteriocyclohexanone (cis-3-3,4-d2) in 64% yield as the exclusive isotopomer. This experiment, in conjunction with additional deuterium labeling experiments, was in accord with a mechanism for the conversion of 1 to 3 catalyzed by 2 involving attack of the enol carbon atom on a palladium-complexed olefin followed by palladium migration and protonolysis from a palladium enolate complex. Copyright
