Literature DB >> 10879530

Enantioselective magnetochiral photochemistry

G L Rikken1, E Raupach.   

Abstract

Many chemical and physical systems can occur in two forms distinguished solely by being mirror images of each other. This phenomenon, known as chirality, is important in biochemistry, where reactions involving chiral molecules often require the participation of one specific enantiomer (mirror image) of the two possible ones. In fact, terrestrial life utilizes only the L enantiomers of amino acids, a pattern that is known as the 'homochirality of life' and which has stimulated long-standing efforts to understand its origin. Reactions can proceed enantioselectively if chiral reactants or catalysts are involved, or if some external chiral influence is present. But because chiral reactants and catalysts themselves require an enantioselective production process, efforts to understand the homochirality of life have focused on external chiral influences. One such external influence is circularly polarized light, which can influence the chirality of photochemical reaction products. Because natural optical activity, which occurs exclusively in media lacking mirror symmetry, and magnetic optical activity, which can occur in all media and is induced by longitudinal magnetic fields, both cause polarization rotation of light, the potential for magnetically induced enantioselectivity in chemical reactions has been investigated, but no convincing demonstrations of such an effect have been found. Here we show experimentally that magnetochiral anisotropy--an effect linking chirality and magnetism--can give rise to an enantiomeric excess in a photochemical reaction driven by unpolarized light in a parallel magnetic field, which suggests that this effect may have played a role in the origin of the homochirality of life.

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Year:  2000        PMID: 10879530     DOI: 10.1038/35016043

Source DB:  PubMed          Journal:  Nature        ISSN: 0028-0836            Impact factor:   49.962


  29 in total

1.  Homochirality of biomolecules: counter-arguments against critical notes.

Authors:  L Keszthelyi
Journal:  Orig Life Evol Biosph       Date:  2001-06       Impact factor: 1.950

Review 2.  Asymmetric photoreactions as the origin of biomolecular homochirality: a critical review.

Authors:  Alain Jorissen; Corinne Cerf
Journal:  Orig Life Evol Biosph       Date:  2002-04       Impact factor: 1.950

3.  Selection of supramolecular chirality by application of rotational and magnetic forces.

Authors:  N Micali; H Engelkamp; P G van Rhee; P C M Christianen; L Monsù Scolaro; J C Maan
Journal:  Nat Chem       Date:  2012-02-12       Impact factor: 24.427

4.  Complete chiral symmetry breaking of an amino acid derivative directed by circularly polarized light.

Authors:  Wim L Noorduin; Arno A C Bode; Maarten van der Meijden; Hugo Meekes; Albert F van Etteger; Willem J P van Enckevort; Peter C M Christianen; Bernard Kaptein; Richard M Kellogg; Theo Rasing; Elias Vlieg
Journal:  Nat Chem       Date:  2009-11-01       Impact factor: 24.427

5.  Observed molecular alignment in gaseous streams and possible chiral effects in vortices and in surface scattering.

Authors:  V Aquilanti; G S Maciel
Journal:  Orig Life Evol Biosph       Date:  2006-12       Impact factor: 1.950

6.  Parity violation energy of biomolecules--I: polypeptides.

Authors:  Francesco Faglioni; Alessio Passalacqua; Paolo Lazzeretti
Journal:  Orig Life Evol Biosph       Date:  2005-10       Impact factor: 1.950

7.  Astrobiology and biological chirality.

Authors:  Luciano Caglioti; Orsolya Holczknecht; Noriko Fujii; Claudia Zucchi; Gyula Palyi
Journal:  Orig Life Evol Biosph       Date:  2006-12       Impact factor: 1.950

8.  Question 4: basic questions about the origin of life: on chirobiogenesis.

Authors:  Meir Lahav
Journal:  Orig Life Evol Biosph       Date:  2007-07-07       Impact factor: 1.950

9.  On the origin of terrestrial homochirality for nucleosides and amino acids.

Authors:  Ronald Breslow; Zhan-Ling Cheng
Journal:  Proc Natl Acad Sci U S A       Date:  2009-05-28       Impact factor: 11.205

10.  Chiral enrichment of serine via formation, dissociation, and soft-landing of octameric cluster ions.

Authors:  Sergio C Nanita; Zoltan Takats; R Graham Cooks; Sunnie Myung; David E Clemmer
Journal:  J Am Soc Mass Spectrom       Date:  2004-09       Impact factor: 3.109

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