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3-Dimensional Molecular Structure of Cyclo (Trp-Trp) Dipeptide with Antimicrobial and Anticancer Activity

Year 2021, Volume 26, Issue 2, 80 - 87, 31.08.2021
https://doi.org/10.53433/yyufbed.908710

Abstract

The lowest energy molecular geometry of the Cyclo(Trp-Trp) dipeptide (C₂₂H₂₀N₄O₂), which has important biological activities such as antimicrobial and anticancer, was determined by Density Functional Theory calculations made following theoretical conformation analysis calculation. First, the most probable molecular geometries of the dipeptide were determined with the contribution of Ramachandran maps and sidechain dihedral angles (χ), and the dihedral angles belonging to the eight conformations with the lowest energy were tabulated in comparison with before and after conformation analysis. The total energy of these conformation and van der Waals, electrostatic, hydrogen and torsion energy values contributing to this total energy were calculated. Among these eight conformations, the lowest energy conformer was introduced as the starting data to the Gaussian03 program and optimized at DFT/B3LYP/6-31++G(d,p) level of theory. In addition, the changes in dihedral angles were determined by comparing the lowest energy conformer found as a result of theoretical conformation analysis and optimized molecular geometry.

References

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  • Akverdieva, G., Godjayev, N.M. (2017). Improvement of program of calculation of molecular conformation. J. Modern Technology & Engineering, 2(2), 140-145.
  • Alieva, I. N., Mustafayeva, N. N., & Gojayev, N. M. (2006). Conformational analysis of the N-terminal sequence Met1–Val60 of the tyrosine hydroxylase. Journal of Molecular Structure, 785(1-3), 76-84.
  • Alieva, I. N., Mustafayeva, N. N., & Gojayev, N. M. (2006). Conformational analysis of the N-terminal sequence Met1–Val60 of the tyrosine hydroxylase. Journal of Molecular Structure, 785(1-3), 76-84.
  • Becke, A.D. (1993). Density-functional thermochemistry, III. The role ofexact Exchange. The Journal of chemical Physics, 98(7), 5648–5652.
  • Becke, A.D. (1993). Density-functional thermochemistry, III. The role ofexact Exchange. The Journal of chemical Physics, 98(7), 5648–5652.
  • Borthwick, A.D. (2012). 2, 5-Diketopiperazines: synthesis, reactions, medicinal chemistry, and bioactive natural products. Chemical reviews, 112(7), 3641-3716.
  • Borthwick, A.D. (2012). 2, 5-Diketopiperazines: synthesis, reactions, medicinal chemistry, and bioactive natural products. Chemical reviews, 112(7), 3641-3716.
  • Celik, S., Ozel, A. E., Kecel, S., Akyuz, S. (2012). Structural and IR and Raman spectral analysis of cyclo (His-Phe) dipeptide. Vibrational Spectroscopy, 61, 54-65.
  • Celik, S., Ozel, A. E., Kecel, S., Akyuz, S. (2012). Structural and IR and Raman spectral analysis of cyclo (His-Phe) dipeptide. Vibrational Spectroscopy, 61, 54-65.
  • Corey, R.B. (1938). The crystal structure of diketopiperazine. Journal of the American Chemical Society, 60(7), 1598-1604.
  • Corey, R.B. (1938). The crystal structure of diketopiperazine. Journal of the American Chemical Society, 60(7), 1598-1604.
  • Degeilh, R., Marsh, R.E. (1959). A refinement of the crystal structure of diketopiperazine (2, 5-piperazinedione). Acta Crystallographica, 12(12), 1007-1014.
  • Degeilh, R., Marsh, R.E. (1959). A refinement of the crystal structure of diketopiperazine (2, 5-piperazinedione). Acta Crystallographica, 12(12), 1007-1014.
  • Demir, L., Godjaev, N. M. (2002). Conformational Analysis of Pol-Rfamide II (Glu1-Trp2-Leu3-Lys4-Gly5-Arg6-Phe7-NH2) Heptapeptide. Turkish Journal of Chemistry, 26(6), 825-832.
  • Demir, L., Godjaev, N. M. (2002). Conformational Analysis of Pol-Rfamide II (Glu1-Trp2-Leu3-Lys4-Gly5-Arg6-Phe7-NH2) Heptapeptide. Turkish Journal of Chemistry, 26(6), 825-832.
  • Dorset, D.L. (2010). Direct methods and refinement in electron and X-ray crystallography–diketopiperazine revisited. Zeitschrift für Kristallographie International journal for structural, physical, and chemical aspects of crystalline materials, 225(2-3), 86-93.
  • Dorset, D.L. (2010). Direct methods and refinement in electron and X-ray crystallography–diketopiperazine revisited. Zeitschrift für Kristallographie International journal for structural, physical, and chemical aspects of crystalline materials, 225(2-3), 86-93.
  • Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., ... & Replogle, J.A. Gaussian 03, Revision B.04, Gaussian Inc., Pittsburgh, PA, 2003.
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  • Graz, C.J.M., Grant, G.D., Brauns, S.C., Hunt, A., Jamie, H., Milne, P.J. (2000). Cyclic dipeptides in the induction of maturation for cancer therapy. Journal of pharmacy and pharmacology, 52(1), 75-82.
  • Huang, R.M., Yi, X.X., Zhou, Y., Su, X., Peng, Y., Gao, C.H. (2014). An update on 2, 5-diketopiperazines from marine organisms. Marine drugs, 12(12), 6213-6235.
  • Huang, R.M., Yi, X.X., Zhou, Y., Su, X., Peng, Y., Gao, C.H. (2014). An update on 2, 5-diketopiperazines from marine organisms. Marine drugs, 12(12), 6213-6235.
  • Johnson, M., Maggiora, G.M. (1990).Concepts and Applicationsof Molecular Similarity.John Wiley, New York, NY, USA
  • Johnson, M., Maggiora, G.M. (1990).Concepts and Applicationsof Molecular Similarity.John Wiley, New York, NY, USA
  • Kilian, G., Davids, H., & Milne, P. J. (2013). Anticancer activity of the liposome-encapsulated cyclic dipeptides, cyclo (His-Gly) and cyclo (His-Ala). Die Pharmazie-An International Journal of Pharmaceutical Sciences, 68(3), 207-211.
  • Kilian, G., Davids, H., & Milne, P. J. (2013). Anticancer activity of the liposome-encapsulated cyclic dipeptides, cyclo (His-Gly) and cyclo (His-Ala). Die Pharmazie-An International Journal of Pharmaceutical Sciences, 68(3), 207-211.
  • Lee, K.H., Kim, G.W., Rhee, K.H. (2010). Identification of Streptomyces sp. KH29, which produces an antibiotic substance processing an inhibitory activity against multidrug-resistant Acinetobacter baumannii. Journal of microbiology and biotechnology, 20(12), 1672-1676.
  • Lee, K.H., Kim, G.W., Rhee, K.H. (2010). Identification of Streptomyces sp. KH29, which produces an antibiotic substance processing an inhibitory activity against multidrug-resistant Acinetobacter baumannii. Journal of microbiology and biotechnology, 20(12), 1672-1676.
  • Maksumov, I.S., Ismailova, L.I., Godjaev, N.M. (1983). The program for semiempirical calculation of conformations of the molecular complexes. J. Struc. Chem.(in Russian), 24, 147.
  • Maksumov, I.S., Ismailova, L.I., Godjaev, N.M. (1983). The program for semiempirical calculation of conformations of the molecular complexes. J. Struc. Chem.(in Russian), 24, 147.
  • Mander, L., Liu, H.W. (2010). Comprehensive natural products II: chemistry and biology (Vol. 1). Elsevier.
  • Mander, L., Liu, H.W. (2010). Comprehensive natural products II: chemistry and biology (Vol. 1). Elsevier.
  • Martins, M.B., Carvalho, I. (2007). Diketopiperazines: biological activity and synthesis. Tetrahedron, 63(40), 9923-9932.
  • Martins, M.B., Carvalho, I. (2007). Diketopiperazines: biological activity and synthesis. Tetrahedron, 63(40), 9923-9932.
  • Mendham, A. P., Dines, T. J., Snowden, M. J., Withnall, R., & Chowdhry, B. Z. (2009). IR/Raman spectroscopy and DFT calculations of cyclic di‐amino acid peptides. Part III: Comparison of solid state and solution structures of cyclo (L‐Ser‐L‐Ser). Journal of Raman Spectroscopy, 40(11), 1508-1520.
  • Mendham, A. P., Dines, T. J., Snowden, M. J., Withnall, R., & Chowdhry, B. Z. (2009). IR/Raman spectroscopy and DFT calculations of cyclic di‐amino acid peptides. Part III: Comparison of solid state and solution structures of cyclo (L‐Ser‐L‐Ser). Journal of Raman Spectroscopy, 40(11), 1508-1520.
  • Mills, I., Cvitas, T., Homann, K., Kallay, N., Kuchitsu, K. (1988). IUPAC-IUB Quantity. Units and Symbols in Physical Chemistry, Blackwell Scientific Publications, Oxford.
  • Mills, I., Cvitas, T., Homann, K., Kallay, N., Kuchitsu, K. (1988). IUPAC-IUB Quantity. Units and Symbols in Physical Chemistry, Blackwell Scientific Publications, Oxford.
  • Milne, P.J., Hunt, A.L., Rostoll, K., Van Der Walt, J.J., Graz, C.J.M. (1998). Medicinal chemistry: The biological activity of selected cyclic dipeptides. Journal of Pharmacy and Pharmacology, 50(12), 1331-1337.
  • Milne, P.J., Hunt, A.L., Rostoll, K., Van Der Walt, J.J., Graz, C.J.M. (1998). Medicinal chemistry: The biological activity of selected cyclic dipeptides. Journal of Pharmacy and Pharmacology, 50(12), 1331-1337.
  • Mlynek, J., Bleha, T., Tvaroska, I. (1980). Calculation of electrostatic interactions in torsional potential of the internucleotide phosphodiesteric unit. Chemical Papers, 34(1), 3-17.
  • Mlynek, J., Bleha, T., Tvaroska, I. (1980). Calculation of electrostatic interactions in torsional potential of the internucleotide phosphodiesteric unit. Chemical Papers, 34(1), 3-17.
  • Momany, F.A., McGuire, R.F., Burgess, A.W., Scheraga, H.A. (1975). Energy parameters in polypeptides. VII. Geometric parameters, partial atomic charges, nonbonded interactions, hydrogen bond interactions, and intrinsic torsional potentials for the naturally occurring amino acids. The Journal of Physical Chemistry, 79(22), 2361-2381.
  • Momany, F.A., McGuire, R.F., Burgess, A.W., Scheraga, H.A. (1975). Energy parameters in polypeptides. VII. Geometric parameters, partial atomic charges, nonbonded interactions, hydrogen bond interactions, and intrinsic torsional potentials for the naturally occurring amino acids. The Journal of Physical Chemistry, 79(22), 2361-2381.
  • Popov, E.M. (1979). Quantitative approach to conformations of proteins. International Journal of Quantum Chemistry, 16(4), 707-737.
  • Popov, E.M. (1979). Quantitative approach to conformations of proteins. International Journal of Quantum Chemistry, 16(4), 707-737.
  • Popov, E.M. (1985). An approach to the problem of thestructuro-functional organization of natural peptides. Molekuliarnaia biologiia, 19(4), 1107-1138.
  • Popov, E.M. (1985). An approach to the problem of thestructuro-functional organization of natural peptides. Molekuliarnaia biologiia, 19(4), 1107-1138.
  • Ramachandran, G.N. (1968). Need for nonplanar peptide units in polypeptide chains. Biopolymers: Original Research on Biomolecules, 6(10), 1494-1496.
  • Ramachandran, G.N. (1968). Need for nonplanar peptide units in polypeptide chains. Biopolymers: Original Research on Biomolecules, 6(10), 1494-1496.
  • Ramachandran, G.N., Ramakrishnan, C., Sasisekharan, V. (1963). Stereochemistry of polypeptide chain configurations. J. Mol. Biol. 7, 95.
  • Ramachandran, G.N., Ramakrishnan, C., Sasisekharan, V. (1963). Stereochemistry of polypeptide chain configurations. J. Mol. Biol. 7, 95.
  • Scott, R.A., Scheraga, H.A. (1966). Conformational analysis of macromolecules. II. The rotational isomeric states of the normal hydrocarbons. The Journal of Chemical Physics, 44(8), 3054-3069.
  • Scott, R.A., Scheraga, H.A. (1966). Conformational analysis of macromolecules. II. The rotational isomeric states of the normal hydrocarbons. The Journal of Chemical Physics, 44(8), 3054-3069.
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Antimikrobiyal ve Antikanser Aktiviteye Sahip Cyclo(Trp-Trp) Dipeptidinin 3-Boyutlu Moleküler Yapısı

Year 2021, Volume 26, Issue 2, 80 - 87, 31.08.2021
https://doi.org/10.53433/yyufbed.908710

Abstract

Antimikrobiyal ve antikanser gibi önemli biyolojik aktivitelere sahip olan Cyclo(Trp-Trp) dipeptidinin (C₂₂H₂₀N₄O₂) en düşük enerjili moleküler geometrisi, teorik konformasyon analizi hesabını takiben yapılan Yoğunluk Fonksiyoneli Teorisi hesaplamalarıyla belirlenmiştir. İlk olarak Ramachandran haritaları ve yan zincir dihedral açıları (χ) katkısıyla yapılan konformasyon analizi ile dipeptide ait en olası moleküler geometriler belirlenmiş, bunlar içerisinden en düşük enerjili sekiz konformasyona ait dihedral açılar konformasyon analizi öncesi ve sonrası olmak üzere karşılaştırmalı olarak verilmiştir. Bu konformasyonlara ait toplam enerji ve toplam enerjiye katkı veren van der Waals, elektrostatik, hidrojen ve torsiyon enerjileri hesaplanmıştır. Bu sekiz konformasyon içerisinden en düşük enerjili konformer, Gaussian03 programına başlangıç verisi olarak tanıtılmış ve DFT/B3LYP/6-31++G(d,p) teori seviyesinde optimize edilmiştir. Ayrıca teorik konformasyon analizi sonucunda bulunan en düşük enerjili konformer ile optimize moleküler geometri karşılaştırmalı olarak verilerek dihedral açılardaki değişimler belirlenmiştir.

References

  • Akverdieva, G., Godjayev, N.M. (2017). Improvement of program of calculation of molecular conformation. J. Modern Technology & Engineering, 2(2), 140-145.
  • Akverdieva, G., Godjayev, N.M. (2017). Improvement of program of calculation of molecular conformation. J. Modern Technology & Engineering, 2(2), 140-145.
  • Alieva, I. N., Mustafayeva, N. N., & Gojayev, N. M. (2006). Conformational analysis of the N-terminal sequence Met1–Val60 of the tyrosine hydroxylase. Journal of Molecular Structure, 785(1-3), 76-84.
  • Alieva, I. N., Mustafayeva, N. N., & Gojayev, N. M. (2006). Conformational analysis of the N-terminal sequence Met1–Val60 of the tyrosine hydroxylase. Journal of Molecular Structure, 785(1-3), 76-84.
  • Becke, A.D. (1993). Density-functional thermochemistry, III. The role ofexact Exchange. The Journal of chemical Physics, 98(7), 5648–5652.
  • Becke, A.D. (1993). Density-functional thermochemistry, III. The role ofexact Exchange. The Journal of chemical Physics, 98(7), 5648–5652.
  • Borthwick, A.D. (2012). 2, 5-Diketopiperazines: synthesis, reactions, medicinal chemistry, and bioactive natural products. Chemical reviews, 112(7), 3641-3716.
  • Borthwick, A.D. (2012). 2, 5-Diketopiperazines: synthesis, reactions, medicinal chemistry, and bioactive natural products. Chemical reviews, 112(7), 3641-3716.
  • Celik, S., Ozel, A. E., Kecel, S., Akyuz, S. (2012). Structural and IR and Raman spectral analysis of cyclo (His-Phe) dipeptide. Vibrational Spectroscopy, 61, 54-65.
  • Celik, S., Ozel, A. E., Kecel, S., Akyuz, S. (2012). Structural and IR and Raman spectral analysis of cyclo (His-Phe) dipeptide. Vibrational Spectroscopy, 61, 54-65.
  • Corey, R.B. (1938). The crystal structure of diketopiperazine. Journal of the American Chemical Society, 60(7), 1598-1604.
  • Corey, R.B. (1938). The crystal structure of diketopiperazine. Journal of the American Chemical Society, 60(7), 1598-1604.
  • Degeilh, R., Marsh, R.E. (1959). A refinement of the crystal structure of diketopiperazine (2, 5-piperazinedione). Acta Crystallographica, 12(12), 1007-1014.
  • Degeilh, R., Marsh, R.E. (1959). A refinement of the crystal structure of diketopiperazine (2, 5-piperazinedione). Acta Crystallographica, 12(12), 1007-1014.
  • Demir, L., Godjaev, N. M. (2002). Conformational Analysis of Pol-Rfamide II (Glu1-Trp2-Leu3-Lys4-Gly5-Arg6-Phe7-NH2) Heptapeptide. Turkish Journal of Chemistry, 26(6), 825-832.
  • Demir, L., Godjaev, N. M. (2002). Conformational Analysis of Pol-Rfamide II (Glu1-Trp2-Leu3-Lys4-Gly5-Arg6-Phe7-NH2) Heptapeptide. Turkish Journal of Chemistry, 26(6), 825-832.
  • Dorset, D.L. (2010). Direct methods and refinement in electron and X-ray crystallography–diketopiperazine revisited. Zeitschrift für Kristallographie International journal for structural, physical, and chemical aspects of crystalline materials, 225(2-3), 86-93.
  • Dorset, D.L. (2010). Direct methods and refinement in electron and X-ray crystallography–diketopiperazine revisited. Zeitschrift für Kristallographie International journal for structural, physical, and chemical aspects of crystalline materials, 225(2-3), 86-93.
  • Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., ... & Replogle, J.A. Gaussian 03, Revision B.04, Gaussian Inc., Pittsburgh, PA, 2003.
  • Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., ... & Replogle, J.A. Gaussian 03, Revision B.04, Gaussian Inc., Pittsburgh, PA, 2003.
  • Graz, C.J.M., Grant, G.D., Brauns, S.C., Hunt, A., Jamie, H., Milne, P.J. (2000). Cyclic dipeptides in the induction of maturation for cancer therapy. Journal of pharmacy and pharmacology, 52(1), 75-82.
  • Graz, C.J.M., Grant, G.D., Brauns, S.C., Hunt, A., Jamie, H., Milne, P.J. (2000). Cyclic dipeptides in the induction of maturation for cancer therapy. Journal of pharmacy and pharmacology, 52(1), 75-82.
  • Huang, R.M., Yi, X.X., Zhou, Y., Su, X., Peng, Y., Gao, C.H. (2014). An update on 2, 5-diketopiperazines from marine organisms. Marine drugs, 12(12), 6213-6235.
  • Huang, R.M., Yi, X.X., Zhou, Y., Su, X., Peng, Y., Gao, C.H. (2014). An update on 2, 5-diketopiperazines from marine organisms. Marine drugs, 12(12), 6213-6235.
  • Johnson, M., Maggiora, G.M. (1990).Concepts and Applicationsof Molecular Similarity.John Wiley, New York, NY, USA
  • Johnson, M., Maggiora, G.M. (1990).Concepts and Applicationsof Molecular Similarity.John Wiley, New York, NY, USA
  • Kilian, G., Davids, H., & Milne, P. J. (2013). Anticancer activity of the liposome-encapsulated cyclic dipeptides, cyclo (His-Gly) and cyclo (His-Ala). Die Pharmazie-An International Journal of Pharmaceutical Sciences, 68(3), 207-211.
  • Kilian, G., Davids, H., & Milne, P. J. (2013). Anticancer activity of the liposome-encapsulated cyclic dipeptides, cyclo (His-Gly) and cyclo (His-Ala). Die Pharmazie-An International Journal of Pharmaceutical Sciences, 68(3), 207-211.
  • Lee, K.H., Kim, G.W., Rhee, K.H. (2010). Identification of Streptomyces sp. KH29, which produces an antibiotic substance processing an inhibitory activity against multidrug-resistant Acinetobacter baumannii. Journal of microbiology and biotechnology, 20(12), 1672-1676.
  • Lee, K.H., Kim, G.W., Rhee, K.H. (2010). Identification of Streptomyces sp. KH29, which produces an antibiotic substance processing an inhibitory activity against multidrug-resistant Acinetobacter baumannii. Journal of microbiology and biotechnology, 20(12), 1672-1676.
  • Maksumov, I.S., Ismailova, L.I., Godjaev, N.M. (1983). The program for semiempirical calculation of conformations of the molecular complexes. J. Struc. Chem.(in Russian), 24, 147.
  • Maksumov, I.S., Ismailova, L.I., Godjaev, N.M. (1983). The program for semiempirical calculation of conformations of the molecular complexes. J. Struc. Chem.(in Russian), 24, 147.
  • Mander, L., Liu, H.W. (2010). Comprehensive natural products II: chemistry and biology (Vol. 1). Elsevier.
  • Mander, L., Liu, H.W. (2010). Comprehensive natural products II: chemistry and biology (Vol. 1). Elsevier.
  • Martins, M.B., Carvalho, I. (2007). Diketopiperazines: biological activity and synthesis. Tetrahedron, 63(40), 9923-9932.
  • Martins, M.B., Carvalho, I. (2007). Diketopiperazines: biological activity and synthesis. Tetrahedron, 63(40), 9923-9932.
  • Mendham, A. P., Dines, T. J., Snowden, M. J., Withnall, R., & Chowdhry, B. Z. (2009). IR/Raman spectroscopy and DFT calculations of cyclic di‐amino acid peptides. Part III: Comparison of solid state and solution structures of cyclo (L‐Ser‐L‐Ser). Journal of Raman Spectroscopy, 40(11), 1508-1520.
  • Mendham, A. P., Dines, T. J., Snowden, M. J., Withnall, R., & Chowdhry, B. Z. (2009). IR/Raman spectroscopy and DFT calculations of cyclic di‐amino acid peptides. Part III: Comparison of solid state and solution structures of cyclo (L‐Ser‐L‐Ser). Journal of Raman Spectroscopy, 40(11), 1508-1520.
  • Mills, I., Cvitas, T., Homann, K., Kallay, N., Kuchitsu, K. (1988). IUPAC-IUB Quantity. Units and Symbols in Physical Chemistry, Blackwell Scientific Publications, Oxford.
  • Mills, I., Cvitas, T., Homann, K., Kallay, N., Kuchitsu, K. (1988). IUPAC-IUB Quantity. Units and Symbols in Physical Chemistry, Blackwell Scientific Publications, Oxford.
  • Milne, P.J., Hunt, A.L., Rostoll, K., Van Der Walt, J.J., Graz, C.J.M. (1998). Medicinal chemistry: The biological activity of selected cyclic dipeptides. Journal of Pharmacy and Pharmacology, 50(12), 1331-1337.
  • Milne, P.J., Hunt, A.L., Rostoll, K., Van Der Walt, J.J., Graz, C.J.M. (1998). Medicinal chemistry: The biological activity of selected cyclic dipeptides. Journal of Pharmacy and Pharmacology, 50(12), 1331-1337.
  • Mlynek, J., Bleha, T., Tvaroska, I. (1980). Calculation of electrostatic interactions in torsional potential of the internucleotide phosphodiesteric unit. Chemical Papers, 34(1), 3-17.
  • Mlynek, J., Bleha, T., Tvaroska, I. (1980). Calculation of electrostatic interactions in torsional potential of the internucleotide phosphodiesteric unit. Chemical Papers, 34(1), 3-17.
  • Momany, F.A., McGuire, R.F., Burgess, A.W., Scheraga, H.A. (1975). Energy parameters in polypeptides. VII. Geometric parameters, partial atomic charges, nonbonded interactions, hydrogen bond interactions, and intrinsic torsional potentials for the naturally occurring amino acids. The Journal of Physical Chemistry, 79(22), 2361-2381.
  • Momany, F.A., McGuire, R.F., Burgess, A.W., Scheraga, H.A. (1975). Energy parameters in polypeptides. VII. Geometric parameters, partial atomic charges, nonbonded interactions, hydrogen bond interactions, and intrinsic torsional potentials for the naturally occurring amino acids. The Journal of Physical Chemistry, 79(22), 2361-2381.
  • Popov, E.M. (1979). Quantitative approach to conformations of proteins. International Journal of Quantum Chemistry, 16(4), 707-737.
  • Popov, E.M. (1979). Quantitative approach to conformations of proteins. International Journal of Quantum Chemistry, 16(4), 707-737.
  • Popov, E.M. (1985). An approach to the problem of thestructuro-functional organization of natural peptides. Molekuliarnaia biologiia, 19(4), 1107-1138.
  • Popov, E.M. (1985). An approach to the problem of thestructuro-functional organization of natural peptides. Molekuliarnaia biologiia, 19(4), 1107-1138.
  • Ramachandran, G.N. (1968). Need for nonplanar peptide units in polypeptide chains. Biopolymers: Original Research on Biomolecules, 6(10), 1494-1496.
  • Ramachandran, G.N. (1968). Need for nonplanar peptide units in polypeptide chains. Biopolymers: Original Research on Biomolecules, 6(10), 1494-1496.
  • Ramachandran, G.N., Ramakrishnan, C., Sasisekharan, V. (1963). Stereochemistry of polypeptide chain configurations. J. Mol. Biol. 7, 95.
  • Ramachandran, G.N., Ramakrishnan, C., Sasisekharan, V. (1963). Stereochemistry of polypeptide chain configurations. J. Mol. Biol. 7, 95.
  • Scott, R.A., Scheraga, H.A. (1966). Conformational analysis of macromolecules. II. The rotational isomeric states of the normal hydrocarbons. The Journal of Chemical Physics, 44(8), 3054-3069.
  • Scott, R.A., Scheraga, H.A. (1966). Conformational analysis of macromolecules. II. The rotational isomeric states of the normal hydrocarbons. The Journal of Chemical Physics, 44(8), 3054-3069.
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Details

Primary Language Turkish
Subjects Science
Journal Section Articles
Authors

Sefa ÇELİK> (Primary Author)
İSTANBUL ÜNİVERSİTESİ
0000-0001-6216-1297
Türkiye


Sevim AKYÜZ>
İSTANBUL KÜLTÜR ÜNİVERSİTESİ
0000-0003-3313-6927
Türkiye


Ayşen ÖZEL>
İSTANBUL ÜNİVERSİTESİ
0000-0002-8680-8830
Türkiye

Supporting Institution İstanbul Üniversitesi Bilimsel Araştırma Projeleri Yürütücü Sekreterliği
Project Number ÖNAP-2423
Thanks Bu çalışma, İstanbul Üniversitesi Bilimsel Araştırma Projeleri Yürütücü Sekreterliğinin ÖNAP-2423 numaralı projesi ile desteklenmiştir.
Publication Date August 31, 2021
Submission Date April 2, 2021
Acceptance Date May 24, 2021
Published in Issue Year 2021, Volume 26, Issue 2

Cite

APA Çelik, S. , Akyüz, S. & Özel, A. (2021). Antimikrobiyal ve Antikanser Aktiviteye Sahip Cyclo(Trp-Trp) Dipeptidinin 3-Boyutlu Moleküler Yapısı . Yüzüncü Yıl Üniversitesi Fen Bilimleri Enstitüsü Dergisi , 26 (2) , 80-87 . DOI: 10.53433/yyufbed.908710