INVESTIGATION OF INTERACTION FORCES IN BILIRUBIN SPONTANEOUSLY SELF-AGGREGATED IN WATER

Ranylson Marcello L. Savedra; Melissa F. Siqueira Savedra

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Paper Title

INVESTIGATION OF INTERACTION FORCES IN BILIRUBIN SPONTANEOUSLY SELF-AGGREGATED IN WATER

Authors

Ranylson Marcello L. Savedra
Melissa F. Siqueira Savedra

Modality

Pôster

Subject area

Simulação computacional / Teoria

Publishing Date

12/12/2023

Country of Publishing

Brasil

Language of Publishing

Inglês

Paper Page

https://www.even3.com.br/anais/workshop-do-ineo-2023/613444-investigation-of-interaction-forces-in-bilirubin-spontaneously-self-aggregated-in-water

ISBN

978-65-272-0088-8

Keywords

Bilirubin nanocluster, Molecular dynamic simulation, Supramolecular structure

Summary

Molecular self-assembly is a powerful tool used by biological systems for obtaining highly organized nanostructures with specific functions. To control the morphologies of molecular assemblies is fundamental to developing applications, such as drug carriers, optoelectronic materials, and sensors. Recently, works reported that bilirubin supramolecular structure changes by external stimuli. This behavior also occurs in photoisomerizable molecules such as azobenzene, stilbene, and diarylethene. The unconjugated bilirubin (UCB) is a natural antioxidant produced by mammals from the catabolism of the heme group, and it is a biomarker of liver dysfunction. It is usually associated with jaundice, a transitory physiological condition that can affect newborn babies due to high bilirubin levels in the blood. Crystallographic characterizations showed the UCB forms a three-dimensional configuration supported by internal hydrogen bonds resembling a half-opened book or “ridge-tile" with an interplanar angle at about 100º. In an aqueous medium, bilirubin molecules self-aggregate due to interactions attributed to intramolecular forces. In this work, we investigated the spontaneous aggregation of bilirubin in water using atomistic molecular dynamics simulations. We used the parameters of the OPLS-AA force field, widely used for various organic materials and biological systems, and the atomic charges calculated by the density functional theory (DFT) with the hybrid functional PBE0 associated with the cc-pVTZ basis set. This force field is implemented in the open-source software GROMACS. The results showed that bilirubin molecules form small clusters and merge spontaneously to build a single spherical-shaped aggregate. Although the single molecule of bilirubin is polar, the final nanocluster became hydrophobic due to the supramolecular organizational characteristics of the interactions. By analyzing radial distribution functions (RDF) and hydrogen bonds of polar groups, we show that hydrogen bonds occur most between bilirubin. Regarding interactions between UCB and water, it is observed only in the interface of nanoaggregate. Acknowledgements: UFOP, INEO/INCT and CNPq.

Title of the Event: Workshop do INEO 2023
City of the Event: Nazaré Paulista
Title of the Proceedings of the event: Anais do Workshop INEO 2023
Name of the Publisher: Even3
Means of Dissemination: Meio Digital

How to cite

SAVEDRA, Ranylson Marcello L.; SAVEDRA, Melissa F. Siqueira. INVESTIGATION OF INTERACTION FORCES IN BILIRUBIN SPONTANEOUSLY SELF-AGGREGATED IN WATER.. In: Anais do workshop INEO 2023. Anais...Nazaré Paulista(SP) Hotel Estância Atibainha, 2023. Available in: https//www.even3.com.br/anais/workshop-do-ineo-2023/613444-INVESTIGATION-OF-INTERACTION-FORCES-IN-BILIRUBIN-SPONTANEOUSLY-SELF-AGGREGATED-IN-WATER. Access in: 05/12/2024