eprintid: 16188
rev_number: 28
userid: 1418
dir: disk0/00/01/61/88
datestamp: 2012-11-06 18:28:00
lastmod: 2021-06-12 22:56:29
status_changed: 2012-11-06 18:28:00
type: article
metadata_visibility: show
item_issues_count: 0
eprint_status: archive
creators_name: Bajpai, R
creators_name: Curran, DP
creators_email: 
creators_email: curran@pitt.edu
creators_id: 
creators_id: CURRAN
title: Synthesis and spectroscopic analysis of a stereoisomer library of the phytophthora mating hormone α1 and derived bis-Mosher esters
ispublished: pub
divisions: sch_as_chemistry
full_text_status: public
abstract: Fluorous mixture synthesis provided all eight diastereomers of the phytophthora hormone α1 with the R configuration at C11 as individual samples after demixing and detagging. The library of all possible bis-Mosher esters (16) was then made by esterification. Complete sets of 1H, 13C, and (for the Mosher esters) 19F NMR spectra were recorded, assigned, and compared with each other and with published spectra. Not all of the spectra are unique, and the 1H NMR spectra of the Mosher esters provided the most information. The previous assignment of the natural sample as an "all-R" stereoisomer mixed with its 3S-epimer was confirmed. © 2011 American Chemical Society.
date: 2011-12-21
date_type: published
publication: Journal of the American Chemical Society
volume: 133
number: 50
pagerange: 20435 - 20443
refereed: TRUE
issn: 0002-7863
id_number: 10.1021/ja2082679
other_id: NLM NIHMS338085 [Available on 12/21/12]
other_id: NLM PMC3241891 [Available on 12/21/12]
pmcid: PMC3241891
pmid: 22047536
mesh_headings: Esters
mesh_headings: Hormones--chemical synthesis
mesh_headings: Hormones--chemistry
mesh_headings: Nuclear Magnetic Resonance, Biomolecular
mesh_headings: Phytophthora--chemistry
mesh_headings: Stereoisomerism
chemical_names: Esters
chemical_names: Hormones
citation:   Bajpai, R and Curran, DP  (2011) Synthesis and spectroscopic analysis of a stereoisomer library of the phytophthora mating hormone α1 and derived bis-Mosher esters.  Journal of the American Chemical Society, 133 (50).  20435 - 20443.  ISSN 0002-7863     
document_url: http://d-scholarship-dev.library.pitt.edu/16188/1/licence.txt