Molecular Structure of Guanine-Quartet Supramolecular Assemblies in a Gel-State Based on a DFT Calculation of Infrared and Vibrational Circular Dichroism Spectra

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F08%3A00020417" target="_blank" >RIV/60461373:22310/08:00020417 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22340/08:00020689

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Molecular Structure of Guanine-Quartet Supramolecular Assemblies in a Gel-State Based on a DFT Calculation of Infrared and Vibrational Circular Dichroism Spectra

Original language description

Abstract: The infrared (IR) and vibrational circular dichroism (VCD) spectra of guanosine-52-hydrazide (G-1), a powerful hydrogelator, have been measured and analyzed on the basis of ab initio modeling. B3LYP/6-31G** DFT calculations predict that G-1, forming a clear solution in deuterated DMSO, is present in monomeric form in this solvent, whereas strong gelation in a phosphate buffer is due to the formation of a guanine-quartet structure, (G-1)4, in which the four G-1 are linked by hydrogen-bonded guanine moieties and stabilized by an alkali metal cation. The B3LYP/6-31G** IR and VCD spectra of the nearly planar G-quartet, whose structure is slightly distorted from the C4h symmetry, in which the G-bases interact via four Hoogsteen-type hydrogen bondsand a sodium cation is positioned in the middle of the G-quartet, are in very good agreement with the experimental spectra, indicating that this structure is the predominant structure in the gel state. The geometric parameters are discus

Czech name

Molecular Structure of Guanine-Quartet Supramolecular Assemblies in a Gel-State Based on a DFT Calculation of Infrared and Vibrational Circular Dichroism Spectra

Czech description

Abstract: The infrared (IR) and vibrational circular dichroism (VCD) spectra of guanosine-52-hydrazide (G-1), a powerful hydrogelator, have been measured and analyzed on the basis of ab initio modeling. B3LYP/6-31G** DFT calculations predict that G-1, forming a clear solution in deuterated DMSO, is present in monomeric form in this solvent, whereas strong gelation in a phosphate buffer is due to the formation of a guanine-quartet structure, (G-1)4, in which the four G-1 are linked by hydrogen-bonded guanine moieties and stabilized by an alkali metal cation. The B3LYP/6-31G** IR and VCD spectra of the nearly planar G-quartet, whose structure is slightly distorted from the C4h symmetry, in which the G-bases interact via four Hoogsteen-type hydrogen bondsand a sodium cation is positioned in the middle of the G-quartet, are in very good agreement with the experimental spectra, indicating that this structure is the predominant structure in the gel state. The geometric parameters are discus

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

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Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2008

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Langmuir

ISSN

0743-7463

e-ISSN

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Volume of the periodical

24

Issue of the periodical within the volume

14

Country of publishing house

US - UNITED STATES

Number of pages

8

Pages from-to

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UT code for WoS article

000257468300066

EID of the result in the Scopus database

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