In the title compound, C(18)H(20)N(2)O(3), the dihedral angle between the indole ring system (r.m.s. deviation = 0.018 Å) and the hy-droxy-methyl-enepyrrolidine-2,4-dione plane (r.m.s. deviation = 0.036 Å) is 9.87 (7)°. The keto and enol groups are involved in an intra-molecular O-H⋯O hydrogen bond. An intra-molecular C-H⋯O inter-action also occurs. The sec-butyl group is disordered over two or...

Potential energy (PE) curves for the intramolecular proton transfer in the ground (GSIPT) and excited (ESIPT) states of 1-hydroxy-2naphthaldehyde (1H2NA) and 2-hydroxy-3-naphthaldehyde (2H3NA) were studied using DFT/B3LYP(6-31G) and TD-DFT/ B3LYP(6-31G) level of theory, respectively. Our calculations suggest the non-viability of ground state intramolecular proton transfer for both the compounds...

In this laboratory exercise we will measure a chemical equilibrium constant using key proton signals in a Nuclear Magnetic Resonance (NMR) spectrum. Those doing the “traditional” P Chem experiments will examine a keto-enol tautomerism, while those doing the “biophysical” experiments will look at the cis-trans equilibrium for a peptide bond. In each case, the relative concentration of the equili...

The base moieties of DNA precursors in the nucleotide pool are subjected to oxidative damage, and the formation of damaged DNA precursors is an important source of mutagenesis. 8-Hydroxy-2'-deoxyguanosine 5'-triphosphate, also known by the name of its keto-enol tautomer as 8-oxo-7,8-dihydro-2'-deoxyguanosine 5'-triphosphate, and 2-hydroxy-2'-deoxyadenosine 5'-triphosphate have been identified a...

We have previously revealed, for the first time, the tendency of some profens (S-(+)-ibuprofen, S-(+)-naproxen, and S,R-(±)-2-phenylpropionic acid) to undergo oscillatory transenantiomerization when dissolved in some low-molecular-weight solvents. Such oscillatory reactions, which are relatively rare among chemical reactions, can be stimulated by several different physical and chemical conditio...

Zoanthamine-type alkaloids display a wide spectrum of biological effects. This study aimed to examine the inhibitory effects of norzoanthamine and its ten homologues of zoanthamine class on human fibroblast collagenase by modeling a three-dimensional structure of the ligands at collagenase using energy minimization, docking, molecular dynamics simulation and MM-PB/GBSA binding free energy calcu...

The rates of tautomerization of 2-nitrocyclohexanone (2-NCH) have been measured spectrophotometrically at 25.0 +/- 0.1 degrees C in several organic aprotic solvents and their binary mixtures. In cyclohexane the reaction is effectively catalyzed by bases and inhibited by acids while the so-called "spontaneous reaction" appears essentially due to autocatalysis. Apparent second order rate constant...

in the present work, dft calculations are employed to obtain the optimized structures of 4-acyl pyrazolone tautomers (19 tautomers) using b3lyp/6-311++g** calculations. inaddition, molecular parameters, ir frequencies and relative energies are extracted for alltautomers. the existence of aromatic ring, keto tautomer (versus enol tautomer), n-h bond(versus c-h bond) and c=n double bond (versus n...