Literature DB >> 18219586

Experimental evidence leading to an alternative explanation of why D-tyrosine sometimes crystallizes faster than its L-enantiomer.

Stanley I Goldberg1.   

Abstract

On the occasions when D-tyrosine is observed to crystallize faster than its L-enantiomer, it is the result of a diastereomeric interaction between an airborne, non-racemic, chiral influence--probably a fungal spore--and the tyrosine enantiomers, enhancing the degree of crystal nucleation of D-tyrosine over L-tyrosine. This explanation, supported by experimental evidence, is presented as a more plausible alternative to the Shinitzky-Deamer hypothesis (Shinitzky et al., Progress in biological chirality, Elsevier, Amsterdam, pp. 329-337, 2004; Deamer et al., Chirality, 19:751-763, 2007) which relies on the parity violation energy difference between enantiomers, a femtojoule to picojoule per mole theoretical energy range.

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Year:  2008        PMID: 18219586     DOI: 10.1007/s11084-008-9123-8

Source DB:  PubMed          Journal:  Orig Life Evol Biosph        ISSN: 0169-6149            Impact factor:   1.950


  7 in total

Review 1.  Parity violation and the evolution of biomolecular homochirality.

Authors:  W A Bonner
Journal:  Chirality       Date:  2000-03       Impact factor: 2.437

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.  Parity violating energetic difference and enantiomorphous crystalsp-caveats; reinvestigation of tyrosine crystallization.

Authors:  Meir Lahav; Isabelle Weissbuch; Edna Shavit; Clarissa Reiner; Graeme J Nicholson; Volker Schurig
Journal:  Orig Life Evol Biosph       Date:  2006-04-27       Impact factor: 1.950

4.  Unexpected differences between D- and L- tyrosine lead to chiral enhancement in racemic mixtures.

Authors:  Meir Shinitzky; Fabio Nudelman; Yaniv Barda; Rachel Haimovitz; Effie Chen; David W Deamer
Journal:  Orig Life Evol Biosph       Date:  2002-08       Impact factor: 1.950

5.  Interspore bridges: a new feature of the Saccharomyces cerevisiae spore wall.

Authors:  Alison Coluccio; Aaron M Neiman
Journal:  Microbiology (Reading)       Date:  2004-10       Impact factor: 2.777

6.  Subtle differences in structural transitions between poly-L- and poly-D-amino acids of equal length in water.

Authors:  Yosef Scolnik; Irina Portnaya; Uri Cogan; Saar Tal; Rachel Haimovitz; Mati Fridkin; Avshalom C Elitzur; David W Deamer; Meir Shinitzky
Journal:  Phys Chem Chem Phys       Date:  2005-12-05       Impact factor: 3.676

Review 7.  Intrinsic asymmetries of amino acid enantiomers and their peptides: a possible role in the origin of biochirality.

Authors:  David W Deamer; Reay Dick; Wolfram Thiemann; Meir Shinitzky
Journal:  Chirality       Date:  2007-11       Impact factor: 2.437

  7 in total
  2 in total

1.  Enantiodifferent proton exchange in alanine and asparagine in the presence of H(2)(17)O.

Authors:  Vily Marius Cimpoiaşu; Romulus Ion Scorei; Radu Popa
Journal:  J Mol Evol       Date:  2010-07-01       Impact factor: 2.395

2.  Comments in a discussion: differential rates of D- and L-tyrosine crystallization.

Authors:  Meir Shinitzky; David Deamer
Journal:  Orig Life Evol Biosph       Date:  2008-03-20       Impact factor: 1.950

  2 in total

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