Aqueous microdroplets promote C-C bond formation and sequences in the reverse tricarboxylic acid cycle.
Journal
Nature ecology & evolution
ISSN: 2397-334X
Titre abrégé: Nat Ecol Evol
Pays: England
ID NLM: 101698577
Informations de publication
Date de publication:
Nov 2023
Nov 2023
Historique:
received:
10
08
2022
accepted:
08
08
2023
medline:
8
11
2023
pubmed:
8
9
2023
entrez:
7
9
2023
Statut:
ppublish
Résumé
The reverse tricarboxylic acid cycle (rTCA) is a central anabolic network that uses carbon dioxide (CO
Identifiants
pubmed: 37679455
doi: 10.1038/s41559-023-02193-8
pii: 10.1038/s41559-023-02193-8
doi:
Substances chimiques
Carbon Dioxide
142M471B3J
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
1892-1902Subventions
Organisme : National Natural Science Foundation of China (National Science Foundation of China)
ID : 22074026
Organisme : National Natural Science Foundation of China (National Science Foundation of China)
ID : 21904029
Informations de copyright
© 2023. The Author(s), under exclusive licence to Springer Nature Limited.
Références
Muchowska, K. B., Varma, S. J. & Moran, J. Nonenzymatic metabolic reactions and life’s origins. Chem. Rev. 120, 7708–7744 (2020).
pubmed: 32687326
doi: 10.1021/acs.chemrev.0c00191
Berg, I. A. et al. Autotrophic carbon fixation in Archaea. Nat. Rev. Microbiol. 8, 447–460 (2010).
pubmed: 20453874
doi: 10.1038/nrmicro2365
Preiner, M. et al. A hydrogen-dependent geochemical analogue of primordial carbon and energy metabolism. Nat. Ecol. Evol. 4, 534–542 (2020).
pubmed: 32123322
doi: 10.1038/s41559-020-1125-6
Ianeselli, A. et al. Water cycles in a Hadean CO
doi: 10.1038/s41567-022-01516-z
Hudson, R. et al. CO
pubmed: 32900930
pmcid: 7502746
doi: 10.1073/pnas.2002659117
Gibard, C., Bhowmik, S., Karki, M., Kim, E. K. & Krishnamurthy, R. Phosphorylation, oligomerization and self-assembly in water under potential prebiotic conditions. Nat. Chem. 10, 212–217 (2018).
pubmed: 29359747
doi: 10.1038/nchem.2878
Ruiz-Mirazo, K., Briones, C. & de la Escosura, A. Prebiotic systems chemistry: new perspectives for the origins of life. Chem. Rev. 114, 285–366 (2014).
pubmed: 24171674
doi: 10.1021/cr2004844
Kitadai, N. et al. Metals likely promoted protometabolism in early ocean alkaline hydrothermal systems. Sci. Adv. 5, eaav7848 (2019).
pubmed: 31223650
pmcid: 6584212
doi: 10.1126/sciadv.aav7848
Novikov, Y. & Copley, S. D. Reactivity landscape of pyruvate under simulated hydrothermal vent conditions. Proc. Natl Acad. Sci. USA 110, 13283–13288 (2013).
pubmed: 23872841
pmcid: 3746894
doi: 10.1073/pnas.1304923110
Martin, W. & Russell, M. J. On the origin of biochemistry at an alkaline hydrothermal vent. Phil. Trans. R. Soc. B 362, 1887–1925 (2007).
Wachtershauser, G. Before enzymes and templaters—theory of surface metabolism. Microbiol. Rev. 52, 452–484 (1988).
pubmed: 3070320
pmcid: 373159
doi: 10.1128/mr.52.4.452-484.1988
Varma, S. J., Muchowska, K. B., Chatelain, P. & Moran, J. Native iron reduces CO
pubmed: 29686234
pmcid: 5969571
doi: 10.1038/s41559-018-0542-2
Cody, G. D. et al. Primordial carbonylated iron–sulfur compounds and the synthesis of pyruvate. Science 289, 1337–1339 (2000).
pubmed: 10958777
doi: 10.1126/science.289.5483.1337
Keller, M. A., Kampjut, D., Harrison, S. A. & Ralser, M. Sulfate radicals enable a non-enzymatic Krebs cycle precursor. Nat. Ecol. Evol. 1, 0083 (2017).
Smith, E. & Morowitz, H. J. Universality in intermediary metabolism. Proc. Natl Acad. Sci. USA 101, 13168–13173 (2004).
pubmed: 15340153
pmcid: 516543
doi: 10.1073/pnas.0404922101
Evans, M. C., Buchanan, B. B. & Arnon, D. I. A new ferredoxin-dependent carbon reduction cycle in a photosynthetic bacterium. Proc. Natl Acad. Sci. USA 55, 928–934 (1966).
pubmed: 5219700
pmcid: 224252
doi: 10.1073/pnas.55.4.928
Srinivasan, V. & Morowitz, H. J. Analysis of the intermediary metabolism of a reductive chemoautotroph. Biol. Bull. 217, 222–232 (2009).
pubmed: 20040747
doi: 10.1086/BBLv217n3p222
Morowitz, H. J., Kostelnik, J. D., Yang, J. & Cody, G. D. The origin of intermediary metabolism. Proc. Natl Acad. Sci. USA 97, 7704–7708 (2000).
pubmed: 10859347
pmcid: 16608
doi: 10.1073/pnas.110153997
Wachtershauser, G. Evolution of the 1st metabolic cycles. Proc. Natl Acad. Sci. USA 87, 200–204 (1990).
pubmed: 2296579
pmcid: 53229
doi: 10.1073/pnas.87.1.200
Carbonell, P., Lecointre, G. & Faulon, J. L. Origins of specificity and promiscuity in metabolic networks. J. Biol. Chem. 286, 43994–44004 (2011).
pubmed: 22052908
pmcid: 3243566
doi: 10.1074/jbc.M111.274050
Kitadai, N., Kameya, M. & Fujishima, K. Origin of the reductive tricarboxylic acid (rTCA) cycle-type CO
pmcid: 5745552
doi: 10.3390/life7040039
Codya, G. D. et al. Geochemical roots of autotrophic carbon fixation: hydrothermal experiments in the system citric acid, H
doi: 10.1016/S0016-7037(01)00674-3
Muchowska, K. B. et al. Metals promote sequences of the reverse Krebs cycle. Nat. Ecol. Evol. 1, 1716–1721 (2017).
pubmed: 28970480
pmcid: 5659384
doi: 10.1038/s41559-017-0311-7
Zhang, X. V. & Martin, S. T. Driving parts of Krebs cycle in reverse through mineral photochemistry. J. Am. Chem. Soc. 128, 16032–16033 (2006).
pubmed: 17165745
doi: 10.1021/ja066103k
Muchowska, K. B., Varma, S. J. & Moran, J. Synthesis and breakdown of universal metabolic precursors promoted by iron. Nature 569, 104–107 (2019).
pubmed: 31043728
pmcid: 6517266
doi: 10.1038/s41586-019-1151-1
Rauscher, S. A. & Moran, J. Hydrogen drives part of the reverse Krebs cycle under metal or meteorite catalysis. Angew. Chem. Int. Ed. Engl. 61, e202212932 (2022).
pubmed: 36251920
pmcid: 10100321
doi: 10.1002/anie.202212932
Springsteen, G., Yerabolu, J. R., Nelson, J., Rhea, C. J. & Krishnamurthy, R. Linked cycles of oxidative decarboxylation of glyoxylate as protometabolic analogs of the citric acid cycle. Nat. Commun. 9, 91–99 (2018).
pubmed: 29311556
pmcid: 5758577
doi: 10.1038/s41467-017-02591-0
Ju, Y. et al. Aqueous-microdroplet-driven abiotic synthesis of ribonucleotides. J. Phys. Chem. Lett. 13, 567–573 (2022).
pubmed: 35014840
doi: 10.1021/acs.jpclett.1c03486
Nam, I., Lee, J. K., Nam, H. G. & Zare, R. N. Abiotic production of sugar phosphates and uridine ribonucleoside in aqueous microdroplets. Proc. Natl Acad. Sci. USA 114, 12396–12400 (2017).
pubmed: 29078402
pmcid: 5703324
doi: 10.1073/pnas.1714896114
Lee, J. K., Samanta, D., Nam, H. G. & Zare, R. N. Micrometer-sized water droplets induce spontaneous reduction. J. Am. Chem. Soc. 141, 10585–10589 (2019).
pubmed: 31244167
doi: 10.1021/jacs.9b03227
Wei, Z., Li, Y., Cooks, R. G. & Yan, X. Accelerated reaction kinetics in microdroplets: overview and recent developments. Annu. Rev. Phys. Chem. 71, 31–51 (2020).
pubmed: 32312193
doi: 10.1146/annurev-physchem-121319-110654
Zhao, L. et al. Sprayed water microdroplets containing dissolved pyridine spontaneously generate pyridyl anions. Proc. Natl Acad. Sci. USA 119, e2200991119 (2022).
pubmed: 35286201
pmcid: 8944249
doi: 10.1073/pnas.2200991119
Ju, Y. et al. Abiotic synthesis with plausible emergence for primitive phospholipid in aqueous microdroplets. J. Colloid Interface Sci. 634, 535–542 (2023).
pubmed: 36549202
doi: 10.1016/j.jcis.2022.12.056
Wang, W. et al. Water microdroplets allow spontaneously abiotic production of peptides. J. Phys. Chem. Lett. 12, 5774–5780 (2021).
pubmed: 34134488
doi: 10.1021/acs.jpclett.1c01083
Teunissen, S. F., Fernandes, A. M. A. P., Eberlin, M. N. & Alberici, R. M. Celebrating 10 years of easy ambient sonic-spray ionization. TrAC-Trend Anal. Chem. 90, 135–141 (2017).
doi: 10.1016/j.trac.2017.02.008
Venter, A., Sojka, P. E. & Cooks, R. G. Droplet dynamics and ionization mechanisms in desorption electrospray ionization mass spectrometry. Anal. Chem. 78, 8549–8555 (2006).
pubmed: 17165852
doi: 10.1021/ac0615807
Smith, J. N., Flagan, R. C. & Beauchamp, J. L. Droplet evaporation and discharge dynamics in electrospray ionization. J. Phys. Chem. A 106, 9957–9967 (2002).
doi: 10.1021/jp025723e
Ganan-Calvo, A. M., Davila, J. & Barrero, A. Current and droplet size in the electrospraying of liquids: scaling laws. J. Aerosol Sci. 28, 249–275 (1997).
doi: 10.1016/S0021-8502(96)00433-8
Gong, C. et al. Spontaneous reduction-induced degradation of viologen compounds in water microdroplets and its inhibition by host–guest complexation. J. Am. Chem. Soc. 144, 3510–3516 (2022).
pubmed: 35167288
doi: 10.1021/jacs.1c12028
Song, X., Meng, Y. & Zare, R. N. Spraying water microdroplets containing 1,2,3-triazole converts carbon dioxide into formic acid. J. Am. Chem. Soc. 144, 16744–16748 (2022).
pubmed: 36075012
doi: 10.1021/jacs.2c07779
Huang, K.-H., Wei, Z. & Cooks, R. G. Accelerated reactions of amines with carbon dioxide driven by superacid at the microdroplet interface. Chem. Sci. 12, 2242–2250 (2021).
doi: 10.1039/D0SC05625A
Feng, L. et al. Ammonium bicarbonate significantly accelerates the microdroplet reactions of amines with carbon dioxide. Anal. Chem. 93, 15775–15784 (2021).
pubmed: 34784192
doi: 10.1021/acs.analchem.1c03954
Nam, I., Nam, H. G. & Zare, R. N. Abiotic synthesis of purine and pyrimidine ribonucleosides in aqueous microdroplets. Proc. Natl Acad. Sci. USA 115, 36–40 (2018).
pubmed: 29255025
doi: 10.1073/pnas.1718559115
Yan, X., Bain, R. M. & Cooks, R. G. Organic reactions in microdroplets: reaction acceleration revealed by mass spectrometry. Angew. Chem. Int. Ed. 55, 12960–12972 (2016).
doi: 10.1002/anie.201602270
Li, Y. et al. Accelerated forced degradation of pharmaceuticals in levitated microdroplet reactors. Chemistry 23, 7349–7353 (2018).
doi: 10.1002/chem.201801176
Chen, H., Eberlin, L. S. & Cooks, R. G. Neutral fragment mass spectra via ambient thermal dissociation of peptide and protein ions. J. Am. Chem. Soc. 129, 5880–5886 (2007).
pubmed: 17432855
doi: 10.1021/ja067712v
Lee, J. K., Kim, S., Nam, H. G. & Zare, R. N. Microdroplet fusion mass spectrometry for fast reaction kinetics. Proc. Natl Acad. Sci. USA 112, 3898–3903 (2015).
Lhee, S. et al. Spatial localization of charged molecules by salt ions in oil-confined water microdroplets. Sci. Adv. 6, eaba01811 (2020).
doi: 10.1126/sciadv.aba0181
Zhang, D., Yuan, X., Gong, C. & Zhang, X. High electric field on water microdroplets catalyzes spontaneous and ultrafast oxidative C-H/N-H cross-coupling. J. Am. Chem. Soc. 144, 16184–16190 (2022).
pubmed: 35960958
doi: 10.1021/jacs.2c07385
Kathmann, S. M., Kuo, I. & Mundy, C. J. Electronic effects on the surface potential at the vapor–liquid interface of water. J. Am. Chem. Soc. 130, 16556–16561 (2008).
pubmed: 19554692
doi: 10.1021/ja802851w
Qiu, L. & Cooks, R. G. Simultaneous and spontaneous oxidation and reduction in microdroplets by the water radical cation/anion pair. Angew. Chem. Int. Ed. 61, e202210765 (2022).
doi: 10.1002/anie.202210765
Wei, H. et al. Aerosol microdroplets exhibit a stable pH gradient. Proc. Natl Acad. Sci. USA 115, 7272–7277 (2018).
pubmed: 29941550
pmcid: 6048471
doi: 10.1073/pnas.1720488115
Narendra, N. et al. Quantum mechanical modeling of reaction rate acceleration in microdroplets. J. Phys. Chem. A 124, 4984–4989 (2020).
pubmed: 32453564
doi: 10.1021/acs.jpca.0c03225
Kozlowski, J. & Zuman, P. Acid–base, hydration–dehydration and keto–enol equilibria in aqueous solutions of α-ketoacids: study by spectroscopy, polarography and linear sweep voltammetry. J. Electroanal. Chem. 343, 43–70 (1992).
doi: 10.1016/0022-0728(92)85077-G
Stubbs, R. T., Yadav, M., Krishnamurthy, R. & Springsteen, G. A plausible metal-free ancestral analogue of the Krebs cycle composed entirely of alpha-ketoacids. Nat. Chem. 12, 1016–1022 (2020).
pubmed: 33046840
pmcid: 8570912
doi: 10.1038/s41557-020-00560-7
Ma, M. et al. Ultrahigh electrocatalytic conversion of methane at room temperature. Adv. Sci. 4, 1700379 (2017).
doi: 10.1002/advs.201700379
Yazdanpour, N. & Sharifnia, S. Photocatalytic conversion of greenhouse gases (CO
doi: 10.1016/j.solmat.2013.07.051
Wang, Y. et al. Insight into the synthesis of alcohols and acids in plasma-driven conversion of CO
doi: 10.1016/j.apcatb.2022.121583
Juhl, M. & Lee, J. W. Umpolung reactivity of aldehydes toward carbon dioxide. Angew. Chem. Int. Ed. 57, 12318–12322 (2018).
doi: 10.1002/anie.201806569
Miyazaki, M., Shibue, M., Ogino, K., Nakamura, H. & Maeda, H. Enzymatic synthesis of pyruvic acid from acetaldehyde and carbon dioxide. Chem. Commun. 2001, 1800–1801 (2001).
Jestila, J. S. & Uggerud, E. Unimolecular dissociation of anions derived from succinic acid (H
doi: 10.1177/1469066717729904
Schwarz, H. A. & Dodson, R. W. Equilibrium between hydroxyl radicals and thallium(II) and the oxidation potential of OH(aq). J. Phys. Chem. 88, 3643–3647 (1984).
doi: 10.1021/j150660a053
He, J. et al. Probing autoxidation of oleic acid at air–water interface: a neglected and significant pathway for secondary organic aerosols formation. Environ. Res. 212, 113232 (2022).
pubmed: 35398317
doi: 10.1016/j.envres.2022.113232
Xiong, H., Lee, J. K., Zare, R. N. & Min, W. Strong electric field observed at the interface of aqueous microdroplets. J. Phys. Chem. Lett. 11, 7423–7428 (2020).
pubmed: 32804510
doi: 10.1021/acs.jpclett.0c02061
Zhu, C., Zeng, X. C., Francisco, J. S. & Gladich, I. Hydration, solvation and isomerization of methylglyoxal at the air/water interface: new mechanistic pathways. J. Am. Chem. Soc. 142, 5574–5582 (2020).
pubmed: 32091211
doi: 10.1021/jacs.9b09870
Lee, J. K. et al. Spontaneous generation of hydrogen peroxide from aqueous microdroplets. Proc. Natl Acad. Sci. USA 116, 19294–19298 (2019).
pubmed: 31451646
pmcid: 6765303
doi: 10.1073/pnas.1911883116
Miller, S. L. A production of amino acids under possible primitive Earth conditions. Science 117, 528–529 (1953).
pubmed: 13056598
doi: 10.1126/science.117.3046.528
Liu, L., Wei, Q., Zhou, Y. & Ren, X. Using dialkyl amide via forming hydrophobic deep eutectic solvents to separate citric acid from fermentation broth. Green Chem. 22, 2526–2533 (2020).
doi: 10.1039/C9GC04401A
Chen, Y. X., Wei, Q. F. & Ren, X. L. The effect of hydrophilic amines on hydrothermal liquefaction of macroalgae residue. Bioresour. Technol. 243, 409–416 (2017).
pubmed: 28689139
doi: 10.1016/j.biortech.2017.06.148
Zhang, X. et al. Rapid monitoring approach for microplastics using portable pyrolysis-mass spectrometry. Anal. Chem. 92, 4656–4662 (2020).
pubmed: 32077685
doi: 10.1021/acs.analchem.0c00300
Xing, D. et al. Capture of hydroxyl radicals by hydronium cations in water microdroplets. Angew. Chem. Int. Ed. Engl. 61, e202207587 (2022).
pubmed: 35700155
doi: 10.1002/anie.202207587