Publication:
Vibrational Spectroscopic Characterization, Quantum Chemical, Molecular Docking and Molecular Dynamics Investigations of Cyclo(L-Phenylalanyl-L-Proline), an Anticancer Agent

dc.contributor.authorOktemer, Tugce Sinem
dc.contributor.authorÇelik, Sefa
dc.contributor.authorÖzel, Ayşen E.
dc.contributor.authorAKYÜZ, SEVİM
dc.contributor.authorEr, Alev
dc.date.accessioned2024-12-16T07:53:12Z
dc.date.available2024-12-16T07:53:12Z
dc.date.issued2024
dc.description.abstractThe molecular structure and spectral properties of cyclo(L-Phenylalanyl-L-Proline) dipeptide, which has several biological activities, were investigated. Firstly, conformational preference of the cyclo(L-Phenylalanyl-L-Proline) was searched and obtained lowest energy conformer of the cyclic dipeptide was then optimized using Density Functional Theory with wb97xd/6-311++G(d,p) level of theory. A detailed vibrational spectral analysis has been carried out and assignments of the fundamental modes have been proposed. The experimental vibrational wavenumbers of the investigated compound display good agreement with the computed values. The Frontier Molecular Orbitals, Molecular Electrostatic Potential and electronic transitions of the investigated compound were discussed. In addition, the 1H and 13C NMR chemical shifts of the cyclic dipeptide were calculated and the results were compared with the experimental values. Also, to evaluate the anticancer potential, molecular docking studies of cyclo(L-Phenylalanyl-L-Proline) within the ATP-binding sites of both wild type (EGFRWT; ID: 4HJO) and mutant (EGFRT790M; ID: 3W2O) Epidermal Growth Factor Receptor were performed. The results indicated that cyclo(Phe-Pro) has high binding affinities toward both EGFRWT (-6.6 kcal/mol) and EGFRT790M (-7.7 kcal/mol) receptors, thus, has good anticancer activity and also has potential to overcome drug resistance in therapy. Molecular dynamics simulations on cyclo(L-Phenylalanyl-L-Proline)-wild type complex were conducted through a 50-nanosecond timed to investigate the ligand-receptor interactions in more detail, and to determine the binding free energy accurately. The binding free energy of the cyclo(L-Phenylalanyl-L-Proline)-wild type complex was calculated to be -27.18 kcal/mol.en
dc.description.sponsorshipIstanbul University
dc.identifier.citationOktemer, T. S., Celik, S., Ozel, A. E., Akyuz, S., & Er, A. (2024). Vibrational spectroscopic characterization, quantum chemical, molecular docking and molecular dynamics investigations of cyclo (L-phenylalanyl-L-proline), an anticancer agent. Spectroscopy Letters, 1-19.
dc.identifier.issn0038-7010
dc.identifier.scopus2-s2.0-85210143860
dc.identifier.urihttps://doi.org/10.1080/00387010.2024.2432331
dc.identifier.urihttps://hdl.handle.net/11413/9332
dc.identifier.wos001362641700001
dc.language.isoen
dc.publisherTaylor and Francis Ltd.
dc.relation.journalSpectroscopy Letters
dc.rightsinfo:eu-repo/semantics/restrictedAccess
dc.subjectCyclic Dipeptides
dc.subjectDFT Calculations
dc.subjectMolecular Docking
dc.subjectMolecular Dynamics
dc.subjectVibrational Analysis
dc.titleVibrational Spectroscopic Characterization, Quantum Chemical, Molecular Docking and Molecular Dynamics Investigations of Cyclo(L-Phenylalanyl-L-Proline), an Anticancer Agenten
dc.typeArticle Early Access
dspace.entity.typePublication
local.indexed.atwos
local.indexed.atscopus
local.journal.endpage19
local.journal.startpage1
relation.isAuthorOfPublication70600e97-ae14-4ca5-b357-0fd647a25331
relation.isAuthorOfPublication.latestForDiscovery70600e97-ae14-4ca5-b357-0fd647a25331

Files

Original bundle

Now showing 1 - 1 of 1
No Thumbnail Available
Name:
↓ Tam Metin/Full Text
Size:
3.19 MB
Format:
Adobe Portable Document Format

License bundle

Now showing 1 - 1 of 1
No Thumbnail Available
Name:
license.txt
Size:
1.81 KB
Format:
Item-specific license agreed upon to submission
Description: