Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study

Fermin Ak; Mehmet Hanifi Kebiroglu

doi:10.54565/jphcfum.1903433

Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study

Abstract

This study theoretically investigates the influence of terminal halogen substitution on the electronic properties, reactivity, and biological interaction potential of DL-norvaline (Nva) and its derivatives (F-Nva, Cl-Nva, and Br-Nva). Density Functional Theory (DFT) calculations at the B3LYP/6-311G(d,p) level were employed to optimize molecular geometries and analyze electronic structures. Structural results indicate systematic bond elongation at the substitution site consistent with halogen atomic size. Frontier Molecular Orbital (FMO) and Density of States (DOS) analyses reveal that fluorine substitution slightly reduces the HOMO-LUMO gap (ΔE = 5.709 eV) relative to Nva (ΔE = 5.734 eV), suggesting enhanced chemical reactivity, whereas chlorine and bromine increase kinetic stability. Molecular Electrostatic Potential (MEP) mapping identifies the carboxyl and amine groups as dominant reactive centers, with fluorine inducing stronger charge polarization. Molecular docking against arginase (PDB: 5ZEF) shows favorable binding for all derivatives, with F-Nva exhibiting the highest affinity (-3.478 kcal/mol). These findings demonstrate that terminal halogenation effectively modulates electronic topology and bioactivity

Keywords

References

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Details

Primary Language

English

Subjects

Atomic and Molecular Physics

Journal Section

Research Article

Authors

Fermin Ak ^*
0000-0003-3238-4638
Türkiye

Mehmet Hanifi Kebiroglu
0000-0002-6764-3364
Türkiye

Publication Date

June 29, 2026

Submission Date

March 5, 2026

Acceptance Date

June 17, 2026

Published in Issue

Year 2026 Volume: 9 Number: 1

DOI

https://doi.org/10.54565/jphcfum.1903433

IZ

https://izlik.org/JA82EE89HB

Cite

RIS / Bibtex

APA

Ak, F., & Kebiroglu, M. H. (2026). Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study. Journal of Physical Chemistry and Functional Materials, 9(1), 64-72. https://doi.org/10.54565/jphcfum.1903433

AMA

1.Ak F, Kebiroglu MH. Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study. Journal of Physical Chemistry and Functional Materials. 2026;9(1):64-72. doi:10.54565/jphcfum.1903433

Chicago

Ak, Fermin, and Mehmet Hanifi Kebiroglu. 2026. “Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study”. Journal of Physical Chemistry and Functional Materials 9 (1): 64-72. https://doi.org/10.54565/jphcfum.1903433.

EndNote

Ak F, Kebiroglu MH (June 1, 2026) Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study. Journal of Physical Chemistry and Functional Materials 9 1 64–72.

IEEE

[1]F. Ak and M. H. Kebiroglu, “Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study”, Journal of Physical Chemistry and Functional Materials, vol. 9, no. 1, pp. 64–72, June 2026, doi: 10.54565/jphcfum.1903433.

ISNAD

Ak, Fermin - Kebiroglu, Mehmet Hanifi. “Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study”. Journal of Physical Chemistry and Functional Materials 9/1 (June 1, 2026): 64-72. https://doi.org/10.54565/jphcfum.1903433.

JAMA

1.Ak F, Kebiroglu MH. Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study. Journal of Physical Chemistry and Functional Materials. 2026;9:64–72.

MLA

Ak, Fermin, and Mehmet Hanifi Kebiroglu. “Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study”. Journal of Physical Chemistry and Functional Materials, vol. 9, no. 1, June 2026, pp. 64-72, doi:10.54565/jphcfum.1903433.

Vancouver

1.Fermin Ak, Mehmet Hanifi Kebiroglu. Theoretical Investigation of the Electronic Structure and Reactivity of F-, Cl-, and Br- Substituted DL-Norvaline Derivatives: A DFT and Molecular Docking Study. Journal of Physical Chemistry and Functional Materials. 2026 Jun. 1;9(1):64-72. doi:10.54565/jphcfum.1903433