Symmetry 2010, 2(2), 935-949; doi:10.3390/sym2020934
Article

Chiroptical Properties of Amino Acids: A Density Functional Theory Study

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Received: 6 March 2010; in revised form: 6 April 2010 / Accepted: 14 April 2010 / Published: 19 April 2010
(This article belongs to the Special Issue Symmetry of Life and Homochirality)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Amino acids are involved in many scientific theories elucidating possible origins of life on Earth. One of the challenges when discussing the evolutionary origin of biopolymers such as proteins and oligonucleotides in living organisms is the phenomenon that these polymers implement monomers of exclusively one handedness, a feature called biomolecular homochirality. Many attempts have been made to understand this process of racemic symmetry breaking. Assuming an extraterrestrial origin of the molecular building blocks of living organisms, their susceptibility to asymmetric photolysis by the absorption of circularly polarized electromagnetic radiation in interstellar space was proposed. In order to predict whether the interaction of circularly polarized light with various racemic amino acids can induce an enantiomeric excess, we investigated the electronic and chiroptical properties of the amino acids valine and isovaline by a molecular modelling approach based on quantum chemistry (Density Functional Theory). The average spectra of both L-valine and L-isovaline have been produced on the basis of Boltzmann population analysis using computed spectra for the various conformations of each amino acid.
Keywords: amino acids; homochirality; circular dichroism; ab initio calculations; DFT; Boltzman population analysis
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MDPI and ACS Style

Adrian-Scotto, M.; Antonczak, S.; Bredehöft, J.H.; Hoffmann, S.V.; Meierhenrich, U.J. Chiroptical Properties of Amino Acids: A Density Functional Theory Study. Symmetry 2010, 2, 935-949.

AMA Style

Adrian-Scotto M, Antonczak S, Bredehöft JH, Hoffmann SV, Meierhenrich UJ. Chiroptical Properties of Amino Acids: A Density Functional Theory Study. Symmetry. 2010; 2(2):935-949.

Chicago/Turabian Style

Adrian-Scotto, Martine; Antonczak, Serge; Bredehöft, Jan Hendrik; Hoffmann, Søren V.; Meierhenrich, Uwe J. 2010. "Chiroptical Properties of Amino Acids: A Density Functional Theory Study." Symmetry 2, no. 2: 935-949.

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