Experimental Evidence Leading to an Alternative Explanation of Why D-tyrosine Sometimes Crystallizes Faster than Its L-Enantiomer
Open accessAbstract
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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The claimed specific adsorptions for racemic amino acids likely originated from different purities or contaminants.
“The claimed specific adsorptions for racemic mixtures of amino acids likely originated from the different purities between (S)-and (R)-amino acids; or contaminants of biological origin such as microbial spores.279”
From Possible chemical and physical scenarios towards biological homochirality (2022) · cites this paper as [279]
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Possible chemical and physical scenarios towards biological homochirality
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- Authors
- Goldberg, S. I.
- Affiliations
- LSU New Orleans (US)
- Corresponding author
- Goldberg, Stanley I.
- Venue
- Origins of Life and Evolution of Biospheres
- Published
- 2008-01-25
- Volume
- 38
- Issue
- 2
- Pages
- 149-153
- ISSN
- 0169-6149 (ISSN-L)
- 1573-0875
- OpenAlex
- W1982130854
- Cited by
- 8
- References
- 15
- Citations by year
- 2022: 2 · 2019: 1
- FWCI
- 0.97
- Type
- journal article
- Language
- en
- Open access
- bronze
- doi.org
- Licence
- Locations
- Origins of Life and Evolution of Biospheres (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
- Physical Sciences › Materials Science › Materials Chemistry › Crystallization and Solubility Studies
- Physical Sciences › Chemistry › Organic Chemistry › Chemistry and Stereochemistry Studies
- Keywords
- D-tyrosine, tyrosine, crystal nucleation, diastereomeric interactions, fungal spores, chiral recognition, amino acid chirality
- MeSH terms
- Crystallization, Spores, Fungal, Stereoisomerism, Tyrosine
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