Literature DB >> 30824575

The Origin of Biological Homochirality.

Donna G Blackmond1.   

Abstract

The fact that sugars, amino acids, and the biological polymers they construct exist exclusively in one of two possible mirror-image forms has fascinated scientists and laymen alike for more than a century. Yet, it was only in the late 20th century that experimental studies began to probe how biological homochirality, a signature of life, arose from a prebiotic world that presumably contained equal amounts of both mirror-image forms of these molecules. This review discusses experimental studies aimed at understanding how chemical reactions, physical processes, or a combination of both may provide prebiotically relevant mechanisms for the enrichment of one form of a chiral molecule over the other to allow for the emergence of biological homochirality.
Copyright © 2019 Cold Spring Harbor Laboratory Press; all rights reserved.

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Year:  2019        PMID: 30824575      PMCID: PMC6396334          DOI: 10.1101/cshperspect.a032540

Source DB:  PubMed          Journal:  Cold Spring Harb Perspect Biol        ISSN: 1943-0264            Impact factor:   10.005


  33 in total

1.  Origins of asymmetric amplification in autocatalytic alkylzinc additions.

Authors:  D G Blackmond; C R McMillan; S Ramdeehul; A Schorm; J M Brown
Journal:  J Am Chem Soc       Date:  2001-10-17       Impact factor: 15.419

Review 2.  How important is parity violation for molecular and biomolecular chirality?

Authors:  Martin Quack
Journal:  Angew Chem Int Ed Engl       Date:  2002-12-16       Impact factor: 15.336

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

Authors:  Frederic G Buono; Donna G Blackmond
Journal:  J Am Chem Soc       Date:  2003-07-30       Impact factor: 15.419

4.  Solution structure and reagent binding of the zinc alkoxide catalyst in the Soai asymmetric autocatalytic reaction.

Authors:  Ilya D Gridnev; Jörg M Serafimov; John M Brown
Journal:  Angew Chem Int Ed Engl       Date:  2004-09-20       Impact factor: 15.336

5.  Rationalization and prediction of solution enantiomeric excess in ternary phase systems.

Authors:  Martin Klussmann; Andrew J P White; Alan Armstrong; Donna G Blackmond
Journal:  Angew Chem Int Ed Engl       Date:  2006-12-04       Impact factor: 15.336

6.  Emergence of solution-phase homochirality via crystal engineering of amino acids.

Authors:  Martin Klussmann; Toshiko Izumi; Andrew J P White; Alan Armstrong; Donna G Blackmond
Journal:  J Am Chem Soc       Date:  2007-05-26       Impact factor: 15.419

7.  Emergence of a single solid chiral state from a nearly racemic amino acid derivative.

Authors:  Wim L Noorduin; Toshiko Izumi; Alessia Millemaggi; Michel Leeman; Hugo Meekes; Willem J P Van Enckevort; Richard M Kellogg; Bernard Kaptein; Elias Vlieg; Donna G Blackmond
Journal:  J Am Chem Soc       Date:  2008-01-04       Impact factor: 15.419

8.  The structure of proteins; two hydrogen-bonded helical configurations of the polypeptide chain.

Authors:  L PAULING; R B COREY; H R BRANSON
Journal:  Proc Natl Acad Sci U S A       Date:  1951-04       Impact factor: 11.205

9.  A route to enantiopure RNA precursors from nearly racemic starting materials.

Authors:  Jason E Hein; Eric Tse; Donna G Blackmond
Journal:  Nat Chem       Date:  2011-08-07       Impact factor: 24.427

10.  L-amino acids catalyze the formation of an excess of D-glyceraldehyde, and thus of other D sugars, under credible prebiotic conditions.

Authors:  Ronald Breslow; Zhan-Ling Cheng
Journal:  Proc Natl Acad Sci U S A       Date:  2010-03-15       Impact factor: 11.205

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  8 in total

Review 1.  On the Origin of Sugar Handedness: Facts, Hypotheses and Missing Links-A Review.

Authors:  R Fernando Martínez; Louis A Cuccia; Cristóbal Viedma; Pedro Cintas
Journal:  Orig Life Evol Biosph       Date:  2022-07-07       Impact factor: 1.120

2.  2D Ising Model for Enantiomer Adsorption on Achiral Surfaces: L- and D-Aspartic Acid on Cu(111).

Authors:  Soham Dutta; Andrew J Gellman
Journal:  Entropy (Basel)       Date:  2022-04-18       Impact factor: 2.738

3.  Prebiotic access to enantioenriched glyceraldehyde mediated by peptides.

Authors:  Jinhan Yu; Alexander X Jones; Luca Legnani; Donna G Blackmond
Journal:  Chem Sci       Date:  2021-03-31       Impact factor: 9.825

4.  Chiral lipid bilayers are enantioselectively permeable.

Authors:  Juan Hu; Wesley G Cochrane; Alexander X Jones; Donna G Blackmond; Brian M Paegel
Journal:  Nat Chem       Date:  2021-06-10       Impact factor: 24.427

5.  Effects of shape and solute-solvent compatibility on the efficacy of chirality transfer: Nanoshapes in nematics.

Authors:  Ahlam Nemati; Lara Querciagrossa; Corinne Callison; Sasan Shadpour; Diana P Nunes Gonçalves; Taizo Mori; Ximin Cui; Ruoqi Ai; Jianfang Wang; Claudio Zannoni; Torsten Hegmann
Journal:  Sci Adv       Date:  2022-01-26       Impact factor: 14.136

6.  The Grayness of the Origin of Life.

Authors:  Hillary H Smith; Andrew S Hyde; Danielle N Simkus; Eric Libby; Sarah E Maurer; Heather V Graham; Christopher P Kempes; Barbara Sherwood Lollar; Luoth Chou; Andrew D Ellington; G Matthew Fricke; Peter R Girguis; Natalie M Grefenstette; Chad I Pozarycki; Christopher H House; Sarah Stewart Johnson
Journal:  Life (Basel)       Date:  2021-05-29

7.  Hyperpositive non-linear effects: enantiodivergence and modelling.

Authors:  Yannick Geiger; Thierry Achard; Aline Maisse-François; Stéphane Bellemin-Laponnaz
Journal:  Chem Sci       Date:  2020-10-07       Impact factor: 9.825

8.  Broken symmetry between RNA enantiomers in a crystal lattice.

Authors:  Agnieszka Kiliszek; Leszek Błaszczyk; Magdalena Bejger; Wojciech Rypniewski
Journal:  Nucleic Acids Res       Date:  2021-12-02       Impact factor: 16.971

  8 in total

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