STUDY OF THE ADDITIVE PROPERTIES OF THE CARBOHYDRATE AROMATIC CH-Pi INTERACTION BY THE DFT AND AB INITIO CALCULATIONS

KOZMON, Stanislav, Radek MATUŠKA, Vojtěch SPIWOK a Jaroslav KOČA. STUDY OF THE ADDITIVE PROPERTIES OF THE CARBOHYDRATE AROMATIC CH-Pi INTERACTION BY THE DFT AND AB INITIO CALCULATIONS. In 26th International Carbohydrates Symposium. 2012.

Základní údaje

• Originální název: STUDY OF THE ADDITIVE PROPERTIES OF THE CARBOHYDRATE AROMATIC CH-Pi INTERACTION BY THE DFT AND AB INITIO CALCULATIONS
• Autoři: KOZMON, Stanislav (703 Slovensko, domácí), Radek MATUŠKA (203 Česká republika, domácí), Vojtěch SPIWOK (203 Česká republika) a Jaroslav KOČA (203 Česká republika, garant, domácí).
• Vydání: 26th International Carbohydrates Symposium, 2012.

Další údaje

• Originální jazyk: angličtina
• Typ výsledku: Konferenční abstrakt
• Obor: 10403 Physical chemistry
• Stát vydavatele: Španělsko
• Utajení: není předmětem státního či obchodního tajemství
• Kód RIV: RIV/00216224:14740/12:00058653
• Organizační jednotka: Středoevropský technologický institut
• Klíčová slova anglicky: dispersion interaction carbohydrates ch/pi

Anotace

The CH/pi interactions that occur between carbohydrates and aromatic amino-acids are strongly involved in carbohydrate-recognition process. However, their influence to the recognition process has been underestimated for a long time. It has been recently shown that the strength of the CH/pi interactions is comparable to classical hydrogen bond. Presented computational study aims to describe the degree of additivity of the CH/pi interaction analyzing the interaction energy of carbohydrate-benzene complexes with monodentate (one CH/pi contact) and bidentate (two CH/pi contacts) carbohydrate-naphtalene complexes. All model complexes were optimized at DFT-D BP/def2 TZVPP level of theory, followed by refinement of interaction energies at highly-correlated and accurate CCSD(T)/CBS level. Also Boltzmann weighted populations of naphtalene/carbohydrate complexes were calculated for each carbohydrate apolar face.Deeper analysis discovers certain measurable degree of additivity. More precisely, the interaction energy of bidentate complex is 2/3 of the sum of interaction energies of appropriate monodentate complexes. Similarly, the interaction energy value for bidentante carbohydrate-naphtalene complexes is comparable to 4/5 of the sum of interaction energies of corresponding carbohydrate-benzene complexes. The study also shows that DFT-D methods describe CH/pi interactions in qualitatively similar manner as more computationally demanding CCSD(T)/CBS method. Based on our observations, we can conclude that DFTD approach may be utilized for computational treatment of larger complexes of biological interest, where CH/pi dispersion interactions play non-negligible role.

Návaznosti

• ED1.1.00/02.0068, projekt VaV: Název: CEITEC - central european institute of technology
• GD301/09/H004, projekt VaV: Název: Molekulární a strukturní biologie vybraných cytostatik. Od mechanistických studií k chemoterapii rakoviny

Investor: Grantová agentura ČR, Molekulární a strukturní biologie vybraných cytostatik. Od mechanických studií k chemoterapii rakoviny

• 2SGA2747, interní kód MU: Název: Saccharide - protein dispersion interactions involved in the bacterial recognition processes (Akronym: SaProDI)

Investor: Jihomoravský kraj, Saccharide - protein dispersion interactions involved in the bacterial recognition processes, Granty pro zahraniční vědce

• 286154, interní kód MU: Název: SYLICA - Synergies of Life and Material Sciences to Create a New Future (Akronym: SYLICA)

Investor: Evropská unie, SYLICA - Synergies of Life and Material Sciences to Create a New Future, Kapacity