VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS

Abdelali Boukaoud; Younes Chıba; Mourad Dehbaouı; Nacir Guechı

VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS

Abstract

The vibrational behavior of zwitterionic DL-tryptophan has been investigated using infra-red spectroscopy and density functional theory calculations. In order to study the hydrogen bonding effects on the molecular structure and vibrational normal modes of the under-investigated amino acid, both the solid state and aqueous solution calculations have been presented. The three dimensional molecular structure optimized by the solid state calculations shows the best agreement with that previously published using X-Ray diffraction technique. In addition, the calculated and experimentally observed wavenumbers have been compared. However, only the calculations performed in the solid state allowed us to attribute the band observed at around 2532 cm-1 to the N-H stretching vibration. Because some normal modes are strongly affected by the extensive hydrogen bonding network present in DL-tryptophan crystal, the solid state model is the most suitable for interpreting the experimental infra-red spectrum.

Keywords

References

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Details

Primary Language

English

Subjects

-

Journal Section

Research Article

Authors

Abdelali Boukaoud This is me
0000-0003-2190-9152
Algeria

Younes Chıba This is me
0000-0003-0560-5212
Algeria

Mourad Dehbaouı This is me
0000-0001-8681-5099
Algeria

Nacir Guechı This is me
0000-0001-9328-8362
Algeria

Publication Date

December 1, 2019

Submission Date

April 15, 2019

Acceptance Date

July 24, 2019

Published in Issue

Year 2019 Volume: 37 Number: 4

IZ

https://izlik.org/JA33SG78DJ

Cite

RIS / Bibtex

APA

Boukaoud, A., Chıba, Y., Dehbaouı, M., & Guechı, N. (2019). VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS. Sigma Journal of Engineering and Natural Sciences, 37(4), 1180-1198. https://izlik.org/JA33SG78DJ

AMA

1.Boukaoud A, Chıba Y, Dehbaouı M, Guechı N. VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS. SIGMA. 2019;37(4):1180-1198. https://izlik.org/JA33SG78DJ

Chicago

Boukaoud, Abdelali, Younes Chıba, Mourad Dehbaouı, and Nacir Guechı. 2019. “VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS”. Sigma Journal of Engineering and Natural Sciences 37 (4): 1180-98. https://izlik.org/JA33SG78DJ.

EndNote

Boukaoud A, Chıba Y, Dehbaouı M, Guechı N (December 1, 2019) VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS. Sigma Journal of Engineering and Natural Sciences 37 4 1180–1198.

IEEE

[1]A. Boukaoud, Y. Chıba, M. Dehbaouı, and N. Guechı, “VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS”, SIGMA, vol. 37, no. 4, pp. 1180–1198, Dec. 2019, [Online]. Available: https://izlik.org/JA33SG78DJ

ISNAD

Boukaoud, Abdelali - Chıba, Younes - Dehbaouı, Mourad - Guechı, Nacir. “VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS”. Sigma Journal of Engineering and Natural Sciences 37/4 (December 1, 2019): 1180-1198. https://izlik.org/JA33SG78DJ.

JAMA

1.Boukaoud A, Chıba Y, Dehbaouı M, Guechı N. VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS. SIGMA. 2019;37:1180–1198.

MLA

Boukaoud, Abdelali, et al. “VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS”. Sigma Journal of Engineering and Natural Sciences, vol. 37, no. 4, Dec. 2019, pp. 1180-98, https://izlik.org/JA33SG78DJ.

Vancouver

1.Abdelali Boukaoud, Younes Chıba, Mourad Dehbaouı, Nacir Guechı. VIBRATIONAL ANALYSIS AND HYDROGEN-BONDING EFFECTS ON THE VIBRATIONAL MODES OF ZWITTERIONIC DL-TRYPTOPHAN: IR SPECTROSCOPY AND DFT CALCULATIONS. SIGMA [Internet]. 2019 Dec. 1;37(4):1180-98. Available from: https://izlik.org/JA33SG78DJ