Schmidt, Manuel

[["dc.bibliographiccitation.firstpage","S38"],["dc.bibliographiccitation.journal","Magnetic Resonance in Chemistry"],["dc.bibliographiccitation.lastpage","S44"],["dc.bibliographiccitation.volume","50"],["dc.contributor.author","Schmidt, Manuel"],["dc.contributor.author","Sun, Han"],["dc.contributor.author","Leonov, Andrei"],["dc.contributor.author","Griesinger, Christian"],["dc.contributor.author","Reinscheid, Uwe M."],["dc.date.accessioned","2017-09-07T11:48:20Z"],["dc.date.available","2017-09-07T11:48:20Z"],["dc.date.issued","2012"],["dc.description.abstract","A new chiral alignment medium for dimethyl sulfoxide, methanol, and water as solvents was developed. Because both enantiomers of the gel are available, it is possible to enantiodiscriminate natural products such as strychnine HCl that naturally occurs as single enantiomer. With the two methods of achieving anisotropy, namely stretching and confinement, the degree of alignment can be adjusted, and the director changed from horizontal to vertical. This increases the applicability. Three compounds were enantiodiscriminated on the basis of residual dipolar coupling data: mefloquine HCl, strychnine HCl, and menthylamine HCl. Copyright (C) 2012 John Wiley & Sons, Ltd."],["dc.identifier.doi","10.1002/mrc.3886"],["dc.identifier.gro","3142431"],["dc.identifier.isi","000319964200007"],["dc.identifier.pmid","23280659"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/8207"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.publisher","Wiley-blackwell"],["dc.relation.issn","0749-1581"],["dc.title","Chiral discrimination of amines by anisotropic NMR parameters using chiral polyacrylamide-based gels"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","9487"],["dc.bibliographiccitation.issue","40"],["dc.bibliographiccitation.journal","Angewandte Chemie International Edition"],["dc.bibliographiccitation.lastpage","9490"],["dc.bibliographiccitation.volume","50"],["dc.contributor.author","Hallwass, Fernando"],["dc.contributor.author","Schmidt, Manuel"],["dc.contributor.author","Sun, Han"],["dc.contributor.author","Mazur, Adam"],["dc.contributor.author","Kummerloewe, Grit"],["dc.contributor.author","Luy, Burkhard"],["dc.contributor.author","Navarro-Vazquez, Armando"],["dc.contributor.author","Griesinger, Christian"],["dc.contributor.author","Reinscheid, Uwe M."],["dc.date.accessioned","2017-09-07T11:45:04Z"],["dc.date.available","2017-09-07T11:45:04Z"],["dc.date.issued","2011"],["dc.identifier.doi","10.1002/anie.201101784"],["dc.identifier.gro","3142793"],["dc.identifier.isi","000296071700043"],["dc.identifier.pmid","21915963"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/237"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.publisher","Wiley-blackwell"],["dc.relation.issn","1433-7851"],["dc.title","Residual Chemical Shift Anisotropy (RCSA): A Tool for the Analysis of the Configuration of Small Molecules"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","3080"],["dc.bibliographiccitation.issue","6"],["dc.bibliographiccitation.journal","Journal of the American Chemical Society"],["dc.bibliographiccitation.lastpage","3083"],["dc.bibliographiccitation.volume","134"],["dc.contributor.author","Schmidt, Manuel"],["dc.contributor.author","Sun, Han"],["dc.contributor.author","Rogne, Per"],["dc.contributor.author","Scriba, Gerhard K. E."],["dc.contributor.author","Griesinger, Christian"],["dc.contributor.author","Kuhn, Lars T."],["dc.contributor.author","Reinscheid, Uwe M."],["dc.date.accessioned","2017-09-07T11:48:59Z"],["dc.date.available","2017-09-07T11:48:59Z"],["dc.date.issued","2012"],["dc.description.abstract","Even though the important antimalaria drug rac-erythro-mefloquine HCl has been on the market as Lariam for decades, the absolute configurations of its enantiomers have not been determined conclusively. This is needed, since the (-) enantiomer is believed to cause adverse side effects in malaria treatment resulting from binding to the adenosine receptor in the human brain. Since there are conflicting assignments based on enantioselective synthesis and anomalous X-ray diffraction, we determined the absolute configuration using a combination of NMR, optical rotatory dispersion (ORD), and circular dichroism (CD) spectroscopy together with density functional theory calculations. First, structural models of erythro-mefloquine HCl compatible with NMR-derived (3)J(HH) scalar couplings, N-15 chemical shifts, rotational Overhauser effects, and residual dipolar couplings were constructed. Second, we calculated ORD and CD spectra of the structural models and compared the calculated data with the experimental values. The experimental results for (-)-etythro-mefloquine HCl matched our calculated chiroptical data for the 11R,12S model. Accordingly, we conclude that the assignment of 11R,12S to (-)-erythro-mefloquine HCl is correct."],["dc.identifier.doi","10.1021/ja209050k"],["dc.identifier.gro","3142581"],["dc.identifier.isi","000301161500046"],["dc.identifier.pmid","22148194"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/8947"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.publisher","Amer Chemical Soc"],["dc.relation.issn","0002-7863"],["dc.title","Determining the Absolute Configuration of (+)-Mefloquine HCl, the Side-Effect-Reducing Enantiomer of the Antimalaria Drug Lariam"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","6047"],["dc.bibliographiccitation.issue","23"],["dc.bibliographiccitation.journal","Angewandte Chemie International Edition"],["dc.bibliographiccitation.lastpage","6049"],["dc.bibliographiccitation.volume","52"],["dc.contributor.author","Mueller, Michael"],["dc.contributor.author","Orben, Claudia M."],["dc.contributor.author","Schuetzenmeister, Nina"],["dc.contributor.author","Schmidt, Manuel"],["dc.contributor.author","Leonov, Andrei"],["dc.contributor.author","Reinscheid, Uwe M."],["dc.contributor.author","Dittrich, Birger"],["dc.contributor.author","Griesinger, Christian"],["dc.date.accessioned","2017-09-07T11:48:19Z"],["dc.date.available","2017-09-07T11:48:19Z"],["dc.date.issued","2013"],["dc.identifier.doi","10.1002/anie.201300258"],["dc.identifier.gro","3142413"],["dc.identifier.isi","000319742400027"],["dc.identifier.pmid","23616269"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/8008"],["dc.notes.intern","WoS Import 2017-03-10 / Funder: MPG; DFG [FOR 934]"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.publisher","Wiley-v C H Verlag Gmbh"],["dc.relation.issn","1433-7851"],["dc.title","The Absolute Configuration of (+)- and (-)-erythro-Mefloquine"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]

[["dc.bibliographiccitation.firstpage","9548"],["dc.bibliographiccitation.issue","30"],["dc.bibliographiccitation.journal","Journal of the American Chemical Society"],["dc.bibliographiccitation.lastpage","9556"],["dc.bibliographiccitation.volume","138"],["dc.contributor.author","Nath, Nilamoni"],["dc.contributor.author","Schmidt, Manuel"],["dc.contributor.author","Gil, Roberto R."],["dc.contributor.author","Williamson, R. Thomas"],["dc.contributor.author","Martin, Gary E."],["dc.contributor.author","Navarro-Vázquez, Armando"],["dc.contributor.author","Griesinger, Christian"],["dc.contributor.author","Liu, Yizhou"],["dc.date.accessioned","2017-09-07T11:44:45Z"],["dc.date.available","2017-09-07T11:44:45Z"],["dc.date.issued","2016"],["dc.description.abstract","Determination of relative configuration is frequently a rate-limiting step in the characterization of small organic molecules. Solution NMR-based nuclear Overhauser effect and scalar J-coupling constants can provide useful spatial information but often fail when stereocenters are separated by more than 4-5 angstrom. Residual dipolar couplings (RDCs) can provide a means of assigning relative configuration without limits of distance between stereocenters. However, sensitivity limits their application. Chemical shift is the most readily measured NMR parameter, and partial molecular alignment can reveal the anisotropic component of the chemical shift tensor, manifested as residual chemical shift anisotropy (RCSA). Hence, C-13 RCSAs provide information on the relative orientations of specific structural moieties including nonprotonated carbons and can be used for stereochemical assignment. Herein, we present two robust and sensitive methods to accurately measure and apply 13C RCSAs for stereochemical assignment. The complementary techniques are demonstrated with five molecules representing differing structural classes."],["dc.identifier.doi","10.1021/jacs.6b04082"],["dc.identifier.gro","3141640"],["dc.identifier.isi","000381062600037"],["dc.identifier.pmid","27294984"],["dc.identifier.uri","https://resolver.sub.uni-goettingen.de/purl?gro-2/4233"],["dc.language.iso","en"],["dc.notes.intern","WoS Import 2017-03-10"],["dc.notes.status","final"],["dc.notes.submitter","PUB_WoS_Import"],["dc.relation.issn","0002-7863"],["dc.title","Determination of Relative Configuration from Residual Chemical Shift Anisotropy"],["dc.type","journal_article"],["dc.type.internalPublication","yes"],["dc.type.peerReviewed","yes"],["dc.type.subtype","original"],["dspace.entity.type","Publication"]]