1. ZHAW digitalcollection
  2. Life Sciences und Facility Management
  3. Publikationen
  4. Publikationen Life Sciences und Facility Management
Full metadata record
DC FieldValueLanguage
dc.contributor.authorBöselt, Lennard-
dc.contributor.authorSidler, Dominik-
dc.contributor.authorKittelmann, Tobias-
dc.contributor.authorStohner, Jürgen-
dc.contributor.authorZindel, Daniel-
dc.contributor.authorWagner, Trixie-
dc.contributor.authorRiniker, Sereina-
dc.date.accessioned2019-07-17T07:42:51Z-
dc.date.available2019-07-17T07:42:51Z-
dc.date.issued2019-
dc.identifier.issn1549-9596de_CH
dc.identifier.issn1549-960Xde_CH
dc.identifier.urihttps://digitalcollection.zhaw.ch/handle/11475/17475-
dc.description.abstractExperimental determination of the absolute stereochemistry of chiral molecules has been a fundamental challenge in natural sciences for decades. Vibrational circular dichroism (VCD) spectroscopy represents an attractive alternative to traditional methods like X-ray crystallography due to the use of molecules in solution. The interpretation of measured VCD spectra and thus the assignment of the absolute configuration relies on quantum-mechanical calculations. While such calculations are straightforward for rigid molecules with a single conformation, the need to estimate the correct conformational ensemble and energy landscape to obtain the appropriate theoretical spectra poses significant challenges for flexible molecules. In this work, we present the development of a VCD spectra alignment (VSA) algorithm to compare theoretical and experimental VCD spectra. The algorithm determines which enantiomer is more likely to reproduce the experimental spectrum and thus allows the correct assignment of the absolute stereochemistry. The VSA algorithm is successfully applied to determine the absolute chirality of highly flexible molecules, including commercial drug substances. Furthermore, we show that the computational cost can be reduced by performing the full frequency calculation only for a reduced set of conformers. The presented approach has the potential to allow the determination of the absolute configuration of chiral molecules in a robust and efficient manner.de_CH
dc.language.isoende_CH
dc.publisherAmerican Chemical Societyde_CH
dc.relation.ispartofJournal of Chemical Information and Modelingde_CH
dc.rightsLicence according to publishing contractde_CH
dc.subject.ddc572: Biochemiede_CH
dc.titleDetermination of absolute stereochemistry of flexible molecules using a vibrational circular dichroism spectra alignment algorithmde_CH
dc.typeBeitrag in wissenschaftlicher Zeitschriftde_CH
dcterms.typeTextde_CH
zhaw.departementLife Sciences und Facility Managementde_CH
zhaw.organisationalunitInstitut für Chemie und Biotechnologie (ICBT)de_CH
dc.identifier.doi10.1021/acs.jcim.8b00789de_CH
dc.identifier.pmid30916954de_CH
zhaw.funding.euNode_CH
zhaw.issue5de_CH
zhaw.originated.zhawYesde_CH
zhaw.pages.end1838de_CH
zhaw.pages.start1826de_CH
zhaw.publication.statuspublishedVersionde_CH
zhaw.volume59de_CH
zhaw.publication.reviewPeer review (Publikation)de_CH
zhaw.author.additionalNode_CH
Appears in collections:Publikationen Life Sciences und Facility Management

Files in This Item:
There are no files associated with this item.
Show simple item record
Böselt, L., Sidler, D., Kittelmann, T., Stohner, J., Zindel, D., Wagner, T., & Riniker, S. (2019). Determination of absolute stereochemistry of flexible molecules using a vibrational circular dichroism spectra alignment algorithm. Journal of Chemical Information and Modeling, 59(5), 1826–1838. https://doi.org/10.1021/acs.jcim.8b00789
Böselt, L. et al. (2019) ‘Determination of absolute stereochemistry of flexible molecules using a vibrational circular dichroism spectra alignment algorithm’, Journal of Chemical Information and Modeling, 59(5), pp. 1826–1838. Available at: https://doi.org/10.1021/acs.jcim.8b00789.
L. Böselt et al., “Determination of absolute stereochemistry of flexible molecules using a vibrational circular dichroism spectra alignment algorithm,” Journal of Chemical Information and Modeling, vol. 59, no. 5, pp. 1826–1838, 2019, doi: 10.1021/acs.jcim.8b00789.
BÖSELT, Lennard, Dominik SIDLER, Tobias KITTELMANN, Jürgen STOHNER, Daniel ZINDEL, Trixie WAGNER und Sereina RINIKER, 2019. Determination of absolute stereochemistry of flexible molecules using a vibrational circular dichroism spectra alignment algorithm. Journal of Chemical Information and Modeling. 2019. Bd. 59, Nr. 5, S. 1826–1838. DOI 10.1021/acs.jcim.8b00789
Böselt, Lennard, Dominik Sidler, Tobias Kittelmann, Jürgen Stohner, Daniel Zindel, Trixie Wagner, and Sereina Riniker. 2019. “Determination of Absolute Stereochemistry of Flexible Molecules Using a Vibrational Circular Dichroism Spectra Alignment Algorithm.” Journal of Chemical Information and Modeling 59 (5): 1826–38. https://doi.org/10.1021/acs.jcim.8b00789.
Böselt, Lennard, et al. “Determination of Absolute Stereochemistry of Flexible Molecules Using a Vibrational Circular Dichroism Spectra Alignment Algorithm.” Journal of Chemical Information and Modeling, vol. 59, no. 5, 2019, pp. 1826–38, https://doi.org/10.1021/acs.jcim.8b00789.


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.