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Literature DB >> 18491865

Enantioselective synthesis and enantiomeric amplification of amino acids under prebiotic conditions.

Mindy Levine¹, Craig Scott Kenesky, Daniel Mazori, Ronald Breslow.

Abstract

A plausible origin of biomolecular homochirality is advanced, where alpha-methyl amino acids found on meteorites transfer their chirality in the synthesis of normal amino acids. This asymmetry can be amplified to nearly homochiral levels, thus providing the necessary prerequisite for life to start on this planet and elsewhere in the universe.

Entities: Chemical

Mesh：

Substances：
Amino Acids

Year: 2008 PMID： 18491865 DOI： 10.1021/ol8007099

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

11 in total

1. 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

Review 2. The Origin of Biological Homochirality.

Authors: Donna G Blackmond
Journal: Cold Spring Harb Perspect Biol Date: 2019-03-01 Impact factor: 10.005

3. Epimerization of Alanyl-Alanine Induced by γ-Rays Irradiation in Aqueous Solutions.

Authors: Toratane Munegumi
Journal: Orig Life Evol Biosph Date: 2016-05-31 Impact factor: 1.950

4. A Broad Substrate Scope of Aza-Friedel-Crafts Alkylation for the Synthesis of Quaternary α-Amino Esters.

Authors: Guangkuan Zhao; Shyam S Samanta; Jessica Michieletto; Stéphane P Roche
Journal: Org Lett Date: 2020-07-10 Impact factor: 6.005

5. 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

6. Catalysis of glyceraldehyde synthesis by primary or secondary amino acids under prebiotic conditions as a function of pH.

Authors: Ronald Breslow; Vijayakumar Ramalingam; Chandrakumar Appayee
Journal: Orig Life Evol Biosph Date: 2013-12-18 Impact factor: 1.950

Enantioselective synthesis and enantiomeric amplification of amino acids under prebiotic conditions.

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

Review 2. The Origin of Biological Homochirality.

3. Epimerization of Alanyl-Alanine Induced by γ-Rays Irradiation in Aqueous Solutions.

4. A Broad Substrate Scope of Aza-Friedel-Crafts Alkylation for the Synthesis of Quaternary α-Amino Esters.

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

6. Catalysis of glyceraldehyde synthesis by primary or secondary amino acids under prebiotic conditions as a function of pH.

7. Synthesis and catalytic properties of diverse chiral polyamines.

8. Imitating prebiotic homochirality on Earth.

9. Chiral Sugars Drive Enantioenrichment in Prebiotic Amino Acid Synthesis.

Review 10. Insights into Abiotically-Generated Amino Acid Enantiomeric Excesses Found in Meteorites.