Literature DB >> 24368625

Prebiotic phosphate ester syntheses in a deep eutectic solvent.

Maheen Gull1, Manshui Zhou, Facundo M Fernández, Matthew A Pasek.   

Abstract

We report a route to synthesize a wide range of organophosphates of biological significance in a deep eutectic solvent (2:1 urea and choline chloride), utilizing various orthophosphate sources. Heating an organic alcohol in the solvent along with a soluble phosphorus source yields phosphorus esters of choline as well as that of the added organic in yields between 15 to 99 %. In addition, phosphite analogs of biological phosphates and peptides were also formed by the simple mixing of reagents and heating at 60-70 °C in the deep eutectic solvent. The presented dehydration reactions are relevant to prebiotic and green chemistry in alternative solvents.

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Year:  2013        PMID： 24368625     DOI： 10.1007/s00239-013-9605-9

Source DB:  PubMed          Journal:  J Mol Evol        ISSN： 0022-2844            Impact factor:   2.395


  29 in total

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Authors:  Andrew P Abbott; Glen Capper; David L Davies; Raymond K Rasheed; Vasuki Tambyrajah
Journal:  Chem Commun (Camb)       Date:  2003-01-07       Impact factor: 6.222

2.  Phosphorylation of adenosine with trimetaphosphate under simulated prebiotic conditions.

Authors:  Changmei Cheng; Chang Fan; Rong Wan; Chunyuan Tong; Zhiwei Miao; Jing Chen; Yufen Zhao
Journal:  Orig Life Evol Biosph       Date:  2002-06       Impact factor: 1.950

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Authors:  David E Bryant; Terence P Kee
Journal:  Chem Commun (Camb)       Date:  2006-05-05       Impact factor: 6.222

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Journal:  Orig Life Evol Biosph       Date:  1995-08       Impact factor: 1.950

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Journal:  Orig Life Evol Biosph       Date:  2000-10       Impact factor: 1.950

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10.  Deep eutectic solvents formed between choline chloride and carboxylic acids: versatile alternatives to ionic liquids.

Authors:  Andrew P Abbott; David Boothby; Glen Capper; David L Davies; Raymond K Rasheed
Journal:  J Am Chem Soc       Date:  2004-07-28       Impact factor: 15.419
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  11 in total

Review 1.  Life Origination Hydrate Theory (LOH-Theory) and the explanation of the biological diversification.

Authors:  Victor E Ostrovskii; Elena A Kadyshevich
Journal:  J Mol Evol       Date:  2014-09-02       Impact factor: 2.395

Review 2.  Prebiotic Lipidic Amphiphiles and Condensing Agents on the Early Earth.

Authors:  Michele Fiore; Peter Strazewski
Journal:  Life (Basel)       Date:  2016-03-28

Review 3.  Nitrogenous Derivatives of Phosphorus and the Origins of Life: Plausible Prebiotic Phosphorylating Agents in Water.

Authors:  Megha Karki; Clémentine Gibard; Subhendu Bhowmik; Ramanarayanan Krishnamurthy
Journal:  Life (Basel)       Date:  2017-07-29

4.  Silicate-Promoted Phosphorylation of Glycerol in Non-Aqueous Solvents: A Prebiotically Plausible Route to Organophosphates.

Authors:  Maheen Gull; Brian J Cafferty; Nicholas V Hud; Matthew A Pasek
Journal:  Life (Basel)       Date:  2017-06-29

5.  Has Inositol Played Any Role in the Origin of Life?

Authors:  Adolfo Saiardi
Journal:  Life (Basel)       Date:  2017-06-05

6.  Silicate-, Magnesium Ion-, and Urea-Induced Prebiotic Phosphorylation of Uridine via Pyrophosphate; Revisiting the Hot Drying Water Pool Scenario.

Authors:  Maheen Gull; Arthur Omran; Tian Feng; Matthew A Pasek
Journal:  Life (Basel)       Date:  2020-07-25

7.  From amino acid mixtures to peptides in liquid sulphur dioxide on early Earth.

Authors:  Fabian Sauer; Maren Haas; Constanze Sydow; Alexander F Siegle; Christoph A Lauer; Oliver Trapp
Journal:  Nat Commun       Date:  2021-12-10       Impact factor: 14.919

Review 8.  Prebiotic Chemistry: The Role of Trimetaphosphate in Prebiotic Chemical Evolution.

Authors:  Dingwei Gan; Jianxi Ying; Yufen Zhao
Journal:  Front Chem       Date:  2022-07-13       Impact factor: 5.545

9.  Deep Eutectic Solvents as Media for the Prebiotic DNA-Templated Synthesis of Peptides.

Authors:  Samuel Núñez-Pertíñez; Thomas R Wilks
Journal:  Front Chem       Date:  2020-01-31       Impact factor: 5.221

Review 10.  Coenzymes and Their Role in the Evolution of Life.

Authors:  Andreas Kirschning
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-23       Impact factor: 15.336
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