Absolute configuration of (+)-α-dihydrotetrabenazine, an active metabolite of tetrabenazine
dc.contributor.author | Kilbourn, Michael R. | en_US |
dc.contributor.author | Lee, Lihsueh C. | en_US |
dc.contributor.author | Heeg, Mary J. | en_US |
dc.contributor.author | Jewett, Douglas M. | en_US |
dc.date.accessioned | 2006-04-28T17:02:54Z | |
dc.date.available | 2006-04-28T17:02:54Z | |
dc.date.issued | 1997 | en_US |
dc.identifier.citation | Kilbourn, Michael R.; Lee, Lihsueh C.; Heeg, Mary J.; Jewett, Douglas M. (1997)."Absolute configuration of (+)-α-dihydrotetrabenazine, an active metabolite of tetrabenazine." Chirality 9(1): 59-62. <http://hdl.handle.net/2027.42/38533> | en_US |
dc.identifier.issn | 0899-0042 | en_US |
dc.identifier.issn | 1520-636X | en_US |
dc.identifier.uri | https://hdl.handle.net/2027.42/38533 | |
dc.identifier.uri | http://www.ncbi.nlm.nih.gov/sites/entrez?cmd=retrieve&db=pubmed&list_uids=9094204&dopt=citation | en_US |
dc.description.abstract | Chiral column liquid chromatography and enantiospecific enzymatic hydrolysis were utilized to separate the enantiomers of α- and Β-dihydrotetrabenazine and α-9-O-desmethyldihydrotetrabenazine, three benzo[a]quinolizines derived from the amine-depleting drug tetrabenazine. An X-ray crystal structure analysis of (−)-α-9-O-desmethyldihydrotetrabenazine gave an absolute structure of that compound as the 2 S , 3 S , 11b S isomer. Therefore, (−)-α-dihydrotetrabenazine also has the 2 S , 3 S , 11b S absolute configuration. (+)-α-Dihydrotetrabenazine, the single biologically active isomer from the metabolic reduction of tetrabenazine, thus has the absolute configuration of 2 R , 3 R , 11b R . For further in vitro and in vivo studies of the vesicular monoamine transporter, it is now possible to use the single enantiomer of radiolabeled α-dihydrotetrabenazine. Chirality 9:59–62, 1997. © 1997 Wiley-Liss, Inc. | en_US |
dc.format.extent | 176281 bytes | |
dc.format.extent | 3118 bytes | |
dc.format.mimetype | application/pdf | |
dc.format.mimetype | text/plain | |
dc.language.iso | en_US | |
dc.publisher | Alan R. Liss, Inc. | en_US |
dc.publisher | Wiley Periodiocals, Inc. | en_US |
dc.subject.other | Chemistry | en_US |
dc.subject.other | Organic Chemistry | en_US |
dc.title | Absolute configuration of (+)-α-dihydrotetrabenazine, an active metabolite of tetrabenazine | en_US |
dc.type | Article | en_US |
dc.rights.robots | IndexNoFollow | en_US |
dc.subject.hlbsecondlevel | Chemistry | en_US |
dc.subject.hlbtoplevel | Science | en_US |
dc.description.peerreviewed | Peer Reviewed | en_US |
dc.contributor.affiliationum | Division of Nuclear Medicine, Department of Internal Medicine, University of Michigan Medical School, Ann Arbor, Michigan ; Cyclotron/PET Facility, 3480 Kresge III, University of Michigan, Ann Arbor, MI 48109 | en_US |
dc.contributor.affiliationum | Division of Nuclear Medicine, Department of Internal Medicine, University of Michigan Medical School, Ann Arbor, Michigan | en_US |
dc.contributor.affiliationum | Division of Nuclear Medicine, Department of Internal Medicine, University of Michigan Medical School, Ann Arbor, Michigan | en_US |
dc.contributor.affiliationother | Department of Chemistry, Wayne State University, Detroit, Michigan | en_US |
dc.identifier.pmid | 9094204 | en_US |
dc.description.bitstreamurl | http://deepblue.lib.umich.edu/bitstream/2027.42/38533/1/11_ftp.pdf | en_US |
dc.identifier.doi | http://dx.doi.org/10.1002/(SICI)1520-636X(1997)9:1<59::AID-CHIR11>3.0.CO;2-P | en_US |
dc.identifier.source | Chirality | en_US |
dc.owningcollname | Interdisciplinary and Peer-Reviewed |
Files in this item
Remediation of Harmful Language
The University of Michigan Library aims to describe library materials in a way that respects the people and communities who create, use, and are represented in our collections. Report harmful or offensive language in catalog records, finding aids, or elsewhere in our collections anonymously through our metadata feedback form. More information at Remediation of Harmful Language.
Accessibility
If you are unable to use this file in its current format, please select the Contact Us link and we can modify it to make it more accessible to you.