How Small Heterocycles Make a Reaction Network of Amino Acids and Nucleotides Efficient in Water

Tremmel, Peter; Griesser, Helmut; Steiner, Ulrich; Richert, Clemens

How Small Heterocycles Make a Reaction Network of Amino Acids and Nucleotides Efficient in Water

Dateien

Zu diesem Dokument gibt es keine Dateien.

Datum

2019

Autor:innen

Tremmel, Peter

Griesser, Helmut

Steiner, Ulrich

Richert, Clemens

DOI (zitierfähiger Link)

https://doi.org/10.1002/anie.201905427

Sammlungen

Chemie

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

Angewandte Chemie International Edition. 2019, 58(37), pp. 13087-13092. ISSN 0570-0833. eISSN 1521-3773. Available under: doi: 10.1002/anie.201905427

Zusammenfassung

Organisms use enzymes to ensure a flow of substrates through biosynthetic pathways. How the earliest form of life established biosynthetic networks and prevented hydrolysis of intermediates without enzymes is unclear. Organocatalysts may have played the role of enzymes. Quantitative analysis of reactions of adenosine 5’‐monophosphate and glycine that produce peptides, pyrophosphates, and RNA chains reveals that organocapture by heterocycles gives hydrolytically stabilized intermediates with balanced reactivity. We determined rate constants for 20 reactions in aqueous solutions containing a carbodiimide and measured product formation with cyanamide as a condensing agent. Organocapture favors reactions that are kinetically slow but productive, and networks, over single transformations. Heterocycles can increase the metabolic efficiency more than two‐fold, with up to 0.6 useful bonds per fuel molecule spent, boosting the efficiency of life‐like reaction systems in the absence of enzymes.

Fachgebiet (DDC)

540 Chemie

Zitieren

ISO 690

TREMMEL, Peter, Helmut GRIESSER, Ulrich STEINER, Clemens RICHERT, 2019. How Small Heterocycles Make a Reaction Network of Amino Acids and Nucleotides Efficient in Water. In: Angewandte Chemie International Edition. 2019, 58(37), pp. 13087-13092. ISSN 0570-0833. eISSN 1521-3773. Available under: doi: 10.1002/anie.201905427

BibTex

@article{Tremmel2019-09-09Small-46782,
  year={2019},
  doi={10.1002/anie.201905427},
  title={How Small Heterocycles Make a Reaction Network of Amino Acids and Nucleotides Efficient in Water},
  number={37},
  volume={58},
  issn={0570-0833},
  journal={Angewandte Chemie International Edition},
  pages={13087--13092},
  author={Tremmel, Peter and Griesser, Helmut and Steiner, Ulrich and Richert, Clemens}
}

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