COMPUTATIONAL INVESTIGATION OF SPECTROSCOPIC PARAMETERS IN PUTATIVE SECONDARY STRUCTURE ELEMENTS FOR POLYLACTIC ACID AND COMPARISON WITH EXPERIMENT

Izabella IRSAI; Alexandru LUPAN; Cornelia MAJDIK; Radu SILAGHI-DUMITRESCU

doi:10.24193/subbchem.2017.4.42

Authors

Izabella IRSAI Department of Chemistry and Chemical Engineering, Babes-Bolyai University, Cluj-Napoca, Romania.
Alexandru LUPAN Department of Chemistry and Chemical Engineering, Babes-Bolyai University, Cluj-Napoca, Romania. https://orcid.org/0000-0002-9353-7629 (unauthenticated)
Cornelia MAJDIK Faculty of Chemistry and Chemical Engineering, Babeş-Bolyai University, Cluj-Napoca, Romania. https://orcid.org/0000-0001-8228-7401 (unauthenticated)
Radu SILAGHI-DUMITRESCU Department of Chemistry and Chemical Engineering, Babes-Bolyai University, Cluj-Napoca; Romanian Chemical Society, Romanian Society of Biochemistry and Molecular Biology, Society of Biological Inorganic Chemistry, Romania. *Corresponding author: radu.silaghi@ubbcluj.ro. https://orcid.org/0000-0003-3038-7747 (unauthenticated)

DOI:

https://doi.org/10.24193/subbchem.2017.4.42

Keywords:

polylactic acid, secondary structure, NMR, EPR, DFT, semiempirical

Abstract

Putative elements of secondary, tertiary and quaternary structure were examined for polylactic acid chains, attempting a parallel with secondary structure elements known from protein biology and also attempting an estimate, based on accurate atomic-level calculations, of interaction energies between polylactic acid chains. Spectroscopic parameters were predicted for all types of structure examined, in an attempt to aid our on-going efforts in synthesis and characterization of polylactic acid variants.

References

R.A. Jain, Biomaterials, 2000, 21, 2475.

A. Dev, N.S. Binulal, A. Anitha, S.V. Nair, T. Furuike, H. Tamura, R. Jayakumar, Carbohydrate Polymers, 2010, 80, 833.

M.A. Ibrahim, A. Ismail, M.I. Fetou, A. Gopferich, Journal of Controlled Release, 2005, 106, 241.

S. Fredenberg, M. Wahlgren, M. Reslow, A. Axelsson, International Journal of Pharmaceutics, 2011, 415, 34.

T. Miyata, T. Masuko, Polymer, 1997, 38, 4003.

J. Kobayashi, T. Asahi, M. Ichiki, A. Okikawa, H. Suzuki, T. Watanabe, E. Fukada, Y. Shikinami, Journal of Applied Physics, 1995, 77, 2957.

W. Hoogsteen, A.R. Postema, A.J. Pennings, G.G ten Brinke, P. Zugenmaier, Macromolecules, 1990, 23, 634.

S. Sasaki, T. Asakura, Macromolecules, 2003, 36, 8385.

D. Brizzolara, H.J. Cantow, K. Diederichs, E. Keller, A.J. Domb, Macromolecules, 1996, 29, 191.

C. Aleman, B. Lotz, J. Puiggali, Macromolecules, 2001, 34, 4795.

P. De Santis, J. Kovacs, Biopolymers, 1968, 6, 299.

J. Puiggali, Y. Ikada, H. Tsuji, L. Cartier, T. Okihara, B. Lotz, Polymer, 2000, 41, 8921.

T. Okihara, M. Tsuji, A. Kawagushi, K.I. Katayama, H. Tsuji, S.H. Hyon, Y. Ikada, Journal of Macromolecular Science Physics B, 1991, 30, 119.

L. Cartier, T. Okihara, Y. Ikada, H. Tsuji, J. Puiggali, B. Lotz, Polymer, 2000, 41, 8909.

Y. Ikada, K. Jamshidi, H. Tsuji, S.H. Hyon, Macromolecules, 1987, 20, 904.

H. Tsuji, Macromolecular Bioscience, 2005, 5, 569.

H. Tsuji; Y. Ikada, Polymer, 1999, 40, 6699.

H. Tsuji, I. Fukui, Polymer, 2003, 44, 2891.

D. Sawai, Y. Tsugane, M. Tamada, T. Kanamoto, M. Sungil, S.H. Hyon, Journal Polymer Science, Part B: Polymer Physics, 2007, 45, 2632.

N. Rahman, T. Kawai, G. Matsuba, K. Nishida, T. Kanaya, H. Watanabe, H. Okamoto, M. Kato, A. Usuki, M. Matsuda, K. Nakajima, N. Honma, Macromolecules, 2009, 42, 4739.

S. Kang, S.L. Hsu, H.D. Stidham, B.P. Smith, A. Leugers, X. Yang, Macromolecules, 2001, 34, 4542.

K. Aou, S.L. Hsu, Macromolecules, 2006, 39, 3337.

J. Blomqvist, L.O. Pietila, B. Mannfors, Polymer, 2001, 42, 109.

J. Blomqvist, Polymer, 2001, 42, 3515.

T.T. Lin, X.Y. Liu, C. He, J. Phys. Chem. B, 2010, 114, 3133.

X. Yang, S. Kang, Y. Yang, K. Aou, S.L. Hsu, Polymer, 2004, 45, 4241.

J.L. Espartero, I. Rashkov, S.M. Li, N. Manolova, M. Vert, Macromolecules, 1996, 29, 3535.

Hyperchem. HyperChem(TM) Molecular Modelling System, Release 4.5 SGI, Hypercube; Hyperchem(TM) Molecular Modelling System, Release 5.01 for Windows, Hypercube, Inc. (1998)

M.J Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J. Montgomery, A.T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A, Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, J.A. Pople, Gaussian 09, Gaussian, Inc., Wallingford CT, 2004. (2009)

I. Irsai, C. Majdik, A. Lupan, R. Silaghi-Dumitrescu. Journal of Mathematical Chemistry, 2011, 50(4), 703.