Kinetic evidence for a tetrameric transition state in the asymmetric autocatalytic alkylation of pyrimidyl aldehydes

Journal of the American Chemical Society
Frederic G Buono, Donna G Blackmond

Abstract

Experimental kinetic data coupled with kinetic modeling implicates a tetrameric transition state in the Soai autocatalytic alkylation of pyrimidyl aldehydes. The kinetic model accurately predicts both the reaction rate and the amplification in enantiomeric excess observed in reactions carried out under a wide range of conditions. These studies reveal the Soai reaction to be an example of true autocatalytic efficiency in a template-directed "minimal system" for self-replication.

References

May 3, 1987·Nature·W S Zielinski, L E Orgel
Mar 10, 2001·Nature·A SaghatelianM R Ghadiri
Oct 11, 2001·Journal of the American Chemical Society·D G BlackmondJ M Brown
Jul 12, 2002·Chirality·Kenso Soai, Itaru Sato
Sep 20, 2002·Proceedings of the National Academy of Sciences of the United States of America·Natasha Paul, Gerald F Joyce
Aug 1, 1953·Biochimica Et Biophysica Acta·F C FRANK

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Citations

Nov 17, 2009·Origins of Life and Evolution of the Biosphere : the Journal of the International Society for the Study of the Origin of Life·Michael MaukschSvetlana B Tsogoeva
Mar 9, 2011·Chemical Reviews·Isabelle Weissbuch, Meir Lahav
Jul 27, 2007·Chemical Communications : Chem Comm·Jürgen KlankermayerJohn M Brown
Sep 11, 2010·Chemical Communications : Chem Comm·Svetlana B Tsogoeva
Sep 21, 2011·Philosophical Transactions of the Royal Society of London. Series B, Biological Sciences·Donna G Blackmond
Sep 22, 2005·Proceedings of the National Academy of Sciences of the United States of America·Jesús Rivera IslasThomas Buhse
Apr 7, 2004·Proceedings of the National Academy of Sciences of the United States of America·Donna G Blackmond
Nov 3, 2010·Chirality·Timo GehringDaniel Weingand
Aug 19, 2015·Journal of the American Chemical Society·Donna G Blackmond
Dec 22, 2010·The Journal of Chemical Physics·Harold W HatchPablo G Debenedetti
Jun 2, 2006·Nature·Martin KlussmannDonna G Blackmond
Oct 16, 2013·Angewandte Chemie·Andrew J Bissette, Stephen P Fletcher
Jun 23, 2018·Chemistry : a European Journal·Aleksandra A AgeevaTatyana V Leshina
Dec 31, 2008·Angewandte Chemie·Tummanapalli SatyanarayanaHenri B Kagan
Aug 27, 2009·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Luca Schiaffino, Gianfranco Ercolani
Feb 2, 2010·Chemistry : a European Journal·Luca Schiaffino, Gianfranco Ercolani
Oct 6, 2010·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Jean-Claude MicheauThomas Buhse
Sep 25, 2019·Nature Chemistry·Neil A Hawbaker, Donna G Blackmond
Mar 3, 2019·Cold Spring Harbor Perspectives in Biology·Donna G Blackmond
Aug 22, 2020·Chemistry : a European Journal·Oliver TrappBernd F Straub
Mar 4, 2010·The Journal of Organic Chemistry·Xinbo WangDavid Zhigang Wang
Oct 15, 2010·Journal of the American Chemical Society·Michela QuarantaDonna G Blackmond
Mar 16, 2011·The Journal of Organic Chemistry·Gianfranco Ercolani, Luca Schiaffino
Jan 23, 2015·Journal of the American Chemical Society·Matthew P Mower, Donna G Blackmond
Dec 5, 2019·Chemical Reviews·Donna G Blackmond
Oct 29, 2020·Journal of the American Chemical Society·Soumitra V AthavaleScott E Denmark
Oct 11, 2003·Organic Letters·Francis B Panosyan, Jik Chin
Oct 9, 2021·Chemical Communications : Chem Comm·Arimasa MatsumotoKenso Soai

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