Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/ja0687015 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Photocatalytic production and biological activity of D-arabino-1,4-lactone from D-fructose.
Sci Rep
January 2025
Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Naka-cho, Koganei, Tokyo, 184-0012, Japan.
Lactones play crucial roles in various fields, such as pharmaceuticals, food, and materials science, due to their unique structures and diverse biological activities. However, certain lactones are difficult to obtain in large quantities from natural sources, necessitating their synthesis to study their properties and potential. In this study, we investigated the photocatalytic conversion of D-fructose, a biomass-derived and naturally abundant sugar, using a TiO photocatalyst under light irradiation in ambient conditions.
View Article and Find Full Text PDFCompeting Photocleavage on Boron and at the -Position in BODIPY Photocages.
J Org Chem
January 2025
Department of Organic Chemistry and Biochemistry, Rud̵er Bošković Institute, Bijenička Cesta 54, Zagreb 10 000, Croatia.
BODIPY photocages (photocleavable protective groups) have stirred interest because they can release biologically active cargo upon visible light excitation. We conducted combined theoretical and experimental investigations on selected BODIPY photocages to elucidate the mechanism of the competing photocleavage at the boron and -position. Based on the computations, the former reaction involves elongation of the B-C bond, yielding a tight borenium cation and methyl anion.
View Article and Find Full Text PDFOptical annealing of peroxo-ferric intermediates in CYP17A1 and product formation.
J Inorg Biochem
November 2024
Departments of Biochemistry, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA; Chemistry, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA; Center for Biophysics and Quantitative Biology, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA. Electronic address:
Human cytochrome P450 CYP17A1 catalyzes the hydroxylation of pregnenolone and progesterone at the C17 position, with subsequent C17-C20 bond scission, to form dehydroepiandrosterone and androstenedione respectively. The first hydroxylation reaction is faster in HO than in DO, while the second carbon‑carbon bond scission event demonstrates an inverse solvent isotope effect, which is more pronounced for 17-hydroxy pregnenolone. In order to better understand the cause of this difference, we compared the optical absorption spectra of oxygenated CYP17A1 with the four substrates (pregnenolone, progesterone, 17-hydroxy pregnenolone and 17-hydroxy progesterone) in both HO and DO.
View Article and Find Full Text PDFInsight into the Kinetics of Isomerization and β-Scission Reactions Following H-Abstraction in 2-Pentanone Combustion.
J Phys Chem A
September 2024
School of Automotive and Traffic Engineering, Jiangsu University, Zhenjiang 212013, China.
2-Pentanone is a significant carbon-neutral fuel. To better understand 2-pentanone combustion, the CCSD(T)/CBS method was used to calculate the potential energy surfaces (PES) for H-abstraction, isomerization, and β-scission reactions of 2-pentanone. Rate constants for the above reactions were calculated by the MESS employing conventional transition state theory (CTST) at 300-2000 K.
View Article and Find Full Text PDFOrganic Synthesis Away from Equilibrium: Contrathermodynamic Transformations Enabled by Excited-State Electron Transfer.
Acc Chem Res
July 2024
Department of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
ConspectusChemists have long been inspired by biological photosynthesis, wherein a series of excited-state electron transfer (ET) events facilitate the conversion of low energy starting materials such as HO and CO into higher energy products in the form of carbohydrates and O. While this model for utilizing light-driven charge transfer to drive catalytic reactions thermodynamically "uphill" has been extensively adapted for small molecule activation, molecular machines, photoswitches, and solar fuel chemistry, its application in organic synthesis has been less systematically developed. However, the potential benefits of these approaches are significant, both in enabling transformations that cannot be readily achieved using conventional thermal chemistry and in accessing distinct selectivity regimes that are uniquely enabled by excited-state mechanisms.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!