Literature DB >> 20018652

Autocatalysis and organocatalysis with synthetic structures.

Seiji Kamioka1, Dariush Ajami, Julius Rebek.   

Abstract

The discovery of ribozymes led to the proposal of an RNA world, where a single type of molecule was supposedly capable of self-replication and chemical catalysis. We show here that both autocatalysis and organocatalysis can be engineered into a synthetic structure. The compound is shown to selectively accelerate its own formation and catalyze either hydrogenation or nucleophilic addition to alpha,beta-unsaturated aldehydes. The observed reactivity indicates that the components of a purported pre-RNA world conceivably include smaller organic molecules.

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Year:  2009        PMID: 20018652      PMCID: PMC2818938          DOI: 10.1073/pnas.0912769107

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  16 in total

1.  A metal-free transfer hydrogenation: organocatalytic conjugate reduction of alpha,beta-unsaturated aldehydes.

Authors:  Jung Woon Yang; Maria T Hechavarria Fonseca; Benjamin List
Journal:  Angew Chem Int Ed Engl       Date:  2004-12-10       Impact factor: 15.336

2.  Mapping the landscape of potentially primordial informational oligomers: oligodipeptides tagged with 2,4-disubstituted 5-aminopyrimidines as recognition elements.

Authors:  Gopi Kumar Mittapalli; Yazmin M Osornio; Miguel A Guerrero; Kondreddi Ravinder Reddy; Ramanarayanan Krishnamurthy; Albert Eschenmoser
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

3.  Evidence of asymmetric autocatalysis in organocatalytic reactions.

Authors:  Michael Mauksch; Svetlana B Tsogoeva; Irina M Martynova; Shengwei Wei
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

4.  Systems chemistry.

Authors:  R Frederick Ludlow; Sijbren Otto
Journal:  Chem Soc Rev       Date:  2007-09-03       Impact factor: 54.564

5.  Synthetic autocatalysts show organocatalysis of other reactions.

Authors:  Seiji Kamioka; Dariush Ajami; Julius Rebek
Journal:  Chem Commun (Camb)       Date:  2009-11-02       Impact factor: 6.222

6.  Enantioselective organocatalytic indole alkylations. Design of a new and highly effective chiral amine for iminium catalysis.

Authors:  Joel F Austin; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2002-02-20       Impact factor: 15.419

7.  Enamine-based organocatalysis with proline and diamines: the development of direct catalytic asymmetric Aldol, Mannich, Michael, and Diels-alder reactions.

Authors:  Wolfgang Notz; Fujie Tanaka; Carlos F Barbas
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

Review 8.  Asymmetric catalysis by chiral hydrogen-bond donors.

Authors:  Mark S Taylor; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2006-02-27       Impact factor: 15.336

9.  Self-sustained replication of an RNA enzyme.

Authors:  Tracey A Lincoln; Gerald F Joyce
Journal:  Science       Date:  2009-01-08       Impact factor: 47.728

Review 10.  Enantioselective organocatalytic transfer hydrogenation reactions using Hantzsch esters.

Authors:  Stéphane G Ouellet; Abbas M Walji; David W C MacMillan
Journal:  Acc Chem Res       Date:  2007-12       Impact factor: 22.384

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  2 in total

1.  The phylogenomic roots of modern biochemistry: origins of proteins, cofactors and protein biosynthesis.

Authors:  Gustavo Caetano-Anollés; Kyung Mo Kim; Derek Caetano-Anollés
Journal:  J Mol Evol       Date:  2012-01-01       Impact factor: 2.395

2.  Self-reproducing catalyst drives repeated phospholipid synthesis and membrane growth.

Authors:  Michael D Hardy; Jun Yang; Jangir Selimkhanov; Christian M Cole; Lev S Tsimring; Neal K Devaraj
Journal:  Proc Natl Acad Sci U S A       Date:  2015-06-22       Impact factor: 11.205

  2 in total

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