𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Theoretical study of the kojic acid structure in gas phase and aqueous solution

✍ Scribed by Rita Kakkar; Chayannika Singh

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
351 KB
Volume
111
Category
Article
ISSN
0020-7608

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Density functional calculations at the B3LYP/6‐311++G** level have been performed to determine the ground‐state conformational preference for kojic acid, a widely used skin‐whitening, antibrowning, and antibacterial agent. It is found that the gas phase consists almost entirely of the 5‐hydroxy‐2‐(hydroxymethyl)‐4__H__‐pyran‐4‐one tautomer, although several rotamers of this are prevalent. In aqueous solution, however, other tautomers are also present. The validity of the calculations is confirmed by the observed FTIR, NMR, and UV–vis spectra, which show good correspondence with the theoretical spectra. The electronic interactions are interpreted in terms of charge and bond order analysis as well as the composition of the HOMO and LUMO. The calculations show that kojic acid has partial aromatic character and is a good nucleophile. © 2011 Wiley Periodicals, Inc. Int J Quantum Chem, 2011

📜 SIMILAR VOLUMES

Azaguanine: A Theoretical Study of Its T
Azaguanine: A Theoretical Study of Its Tautomerism and Protonation in the Gas Phase and Aqueous Solution
✍ J.Guillermo Contreras; Sandra T. Madariaga 📂 Article 📅 1998 🏛 Elsevier Science 🌐 English ⚖ 177 KB

The tautomerism and protonation of 8-azaguanine (azaG) have been studied by means of ab initio methods, both in the gas phase and in aqueous solution. An elimination procedure to choose the most stable tautomeric forms, based on AM1 and HF/6-31G\* energies, has been applied. Tautomers azaG(1,9), aza

Theoretical study of morphine and heroin
Theoretical study of morphine and heroin: Conformational study in gas phase and aqueous solution and electron distribution analysis
✍ David A. Rincón; M. Natália D. S. Cordeiro; Ricardo A. Mosquera 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 646 KB

## Abstract The conformational preferences of morphine and heroin were studied in gas phase and with inclusion of solvent effects. At 298.15 K, three conformers are significant for isolated morphine, all of them displaying antiperiplanar arrangement for the C2C3OH unit, and there is only one sig

Theoretical predictions of the structure
Theoretical predictions of the structure, gas-phase acidity, and aromaticity of tetrathiosquaric acid
✍ Lixin Zhou; Chaoyong Mang; Yongfan Zhang; Shengchang Xiang; Zunxing Huang 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 167 KB 👁 2 views

Results of ab initio self-consistent-field and density functional theory calculations of the gas-phase structure, acidity (free energy of deprotonation, G 0 ), and aromaticity of tetrathiosquaric acid (3,4-dithiohydroxy-3-cyclobutene-1,2-dithione, H 2 C 4 S 4 ) are reported. The global minimum found

An ab initio theoretical study of electr
An ab initio theoretical study of electronic structure and properties of 2′-deoxyguanosine in gas phase and aqueous media
✍ S. K. Mishra; P. C. Mishra 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 177 KB 👁 1 views

## Abstract Molecular geometries of two structural forms of 2′‐deoxyguanosine (keto‐N9R and keto‐N7R, R = the sugar moiety) considering both the C2′‐endo and C3′‐endo conformations of the sugar ring and those of the complexes of these species with two water molecules each were optimized employing t