Literature DB >> 15303868

Long-range stereo-relay: relative and absolute configuration of 1,n-glycols from circular dichroism of liposomal porphyrin esters.

John B MacMillan1, Tadeusz F Molinski.   

Abstract

The relative and absolute configurations of long-chain syn- and anti-1,5-, 1,7- and 1,9-glycols were determined from exciton-coupled circular dichroism (ECCD) of the corresponding bis-5-(4'-carboxyl)-5,10,15,20-tetraphenylporphyrin esters measured in uniform (phi = 26 nm), unilamellar liposomes. Long-range transmission of configuration by ECCD is made possible through partial ordering of glycol ester-lipid molecules by liposomal bilayers.

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Year:  2004        PMID: 15303868     DOI: 10.1021/ja047741a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  10 in total

1.  Conformation of self-assembled porphyrin dimers in liposome vesicles by phase-modulation 2D fluorescence spectroscopy.

Authors:  Geoffrey A Lott; Alejandro Perdomo-Ortiz; James K Utterback; Julia R Widom; Alán Aspuru-Guzik; Andrew H Marcus
Journal:  Proc Natl Acad Sci U S A       Date:  2011-09-22       Impact factor: 11.205

2.  INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors:  Tadeusz F Molinski; Brandon I Morinaka
Journal:  Tetrahedron       Date:  2012-11-18       Impact factor: 2.457

3.  Liposomal circular dichroism. Assignment of remote stereocenters in plakinic acids K and L from a Plakortis-Xestospongia sponge association.

Authors:  Doralyn S Dalisay; Tim Quach; Tadeusz F Molinski
Journal:  Org Lett       Date:  2010-04-02       Impact factor: 6.005

Review 4.  Microscale methodology for structure elucidation of natural products.

Authors:  Tadeusz F Molinski
Journal:  Curr Opin Biotechnol       Date:  2010-09-27       Impact factor: 9.740

5.  Arenicolides A-C, 26-membered ring macrolides from the marine actinomycete Salinispora arenicola.

Authors:  Philip G Williams; Eric D Miller; Ratnakar N Asolkar; Paul R Jensen; William Fenical
Journal:  J Org Chem       Date:  2007-02-01       Impact factor: 4.354

6.  Caylobolide B, a macrolactone from symplostatin 1-producing marine cyanobacteria Phormidium spp. from Florida.

Authors:  Lilibeth A Salvador; Valerie J Paul; Hendrik Luesch
Journal:  J Nat Prod       Date:  2010-09-24       Impact factor: 4.050

7.  Temperature-dependent conformations of a membrane supported zinc porphyrin tweezer by 2D fluorescence spectroscopy.

Authors:  Julia R Widom; Wonbae Lee; Alejandro Perdomo-Ortiz; Dmitrij Rappoport; Tadeusz F Molinski; Alán Aspuru-Guzik; Andrew H Marcus
Journal:  J Phys Chem A       Date:  2013-03-29       Impact factor: 2.781

8.  Amplification of the Cotton effect of a single chromophore through liposomal ordering-stereochemical assignment of plakinic acids I and J.

Authors:  Doralyn S Dalisay; Tim Quach; Gillian N Nicholas; Tadeusz F Molinski
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 9.  Recent advances and applications of experimental technologies in marine natural product research.

Authors:  Ke Li; Yu-Wen Chung-Davidson; Ugo Bussy; Weiming Li
Journal:  Mar Drugs       Date:  2015-04-29       Impact factor: 5.118

10.  Liposomal Circular Dichroism (L-CD) of Arenoyl Derivatives of Sphingolipids. Amplification of Cotton Effects in Ordered Lipid Bilayers.

Authors:  Tadeusz F Molinski; Caroline D Broaddus; Brandon I Morinaka
Journal:  Mar Drugs       Date:  2017-12-20       Impact factor: 5.118

  10 in total

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