ArticleJournal of the American Chemical Society2013
Production of tartrates by cyanide-mediated dimerization of glyoxylate: a potential abiotic pathway to the citric acid cycle.
Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed, 43 citations in OpenAlex.
- General Synthesis of Chiral Mesostructured Carbonates Using Chiral Vicinal Polyhydroxy Molecules.Small (Weinheim an der Bergstrasse, Germany) · 2026Article
- From Amino Acids to α-Keto Acids via β-Elimination and Transamination Initiates a Pathway to Prebiotic Reaction Networks.Angewandte Chemie (International ed. in English) · 2025Article
- Glycine synthesis from nitrate and glyoxylate mediated by ferroan brucite: An integrated pathway for prebiotic amine synthesis.Proceedings of the National Academy of Sciences of the United States of America · 2024Article
- Metabolomic disorders caused by an imbalance in the gut microbiota are associated with central precocious puberty.Frontiers in endocrinology · 2024Article
- The protometabolic nature of prebiotic chemistry.Chemical Society reviews · 2023Review
- Glyoxylate protects against cyanide toxicity through metabolic modulation.Scientific reports · 2022Article
- Cyanide as a primordial reductant enables a protometabolic reductive glyoxylate pathway.Nature chemistry · 2022Article
- Study of Physico-Chemical Interactions during the Production of Silver Citrate Nanocomposites with Hemp Fiber.Nanomaterials (Basel, Switzerland) · 2021Article
- Article
- Theoretical study of formate, tartrate, tartronate, and glycolate production from 6-carbon trioxylate intermediate in the citric acid cycle.Journal of molecular modeling · 2019Article
- Computational exploration of the chemical structure space of possible reverse tricarboxylic acid cycle constituents.Scientific reports · 2017Article
- Prebiotic alternatives to proteins: structure and function of hyperbranched polyesters.Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life · 2015Article
- Uncertainty of prebiotic scenarios: the case of the non-enzymatic reverse tricarboxylic acid cycle.Scientific reports · 2015Article
- Citric acid and the RNA world.Angewandte Chemie (International ed. in English) · 2014Article
- Nonenzymatic template-directed RNA synthesis inside model protocells.Science (New York, N.Y.) · 2013Article
Corrections and comments
- Erratum issued
Authors and funding
6 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
An abiotic formation of meso- and DL-tartrates in 80% yield via the cyanide-catalyzed dimerization of glyoxylate under alkaline conditions is demonstrated. A detailed mechanism for this conversion is proposed, supported by NMR evidence and (13)C-labeled reactions. Simple dehydration of tartrates to oxaloacetate and an ensuing decarboxylation to form pyruvate are known processes that provide a ready feedstock for entry into the citric acid cycle. While glyoxylate and high hydroxide concentration are atypical in the prebiotic literature, there is evidence for natural, abiotic availability of each. It is proposed that this availability, coupled with the remarkable efficiency of tartrate production from glyoxylate, merits consideration of an alternative prebiotic pathway for providing constituents of the citric acid cycle.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.