Organocatalytic Control over a Fuel-Driven Transient-Esterification Network*.
acetylation
chemical reaction networks
organocatalysis
out-of-equilibrium systems
polymers
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
09 11 2020
09 11 2020
Historique:
received:
26
06
2020
pubmed:
24
7
2020
medline:
24
7
2020
entrez:
24
7
2020
Statut:
ppublish
Résumé
Signal transduction in living systems is the conversion of information into a chemical change, and is the principal process by which cells communicate. In nature, these functions are encoded in non-equilibrium (bio)chemical reaction networks (CRNs) controlled by enzymes. However, man-made catalytically controlled networks are rare. We incorporated catalysis into an artificial fuel-driven out-of-equilibrium CRN, where the forward (ester formation) and backward (ester hydrolysis) reactions are controlled by varying the ratio of two organocatalysts: pyridine and imidazole. This catalytic regulation enables full control over ester yield and lifetime. This fuel-driven strategy was expanded to a responsive polymer system, where transient polymer conformation and aggregation are controlled through fuel and catalyst levels. Altogether, we show that organocatalysis can be used to control a man-made fuel-driven system and induce a change in a macromolecular superstructure, as in natural non-equilibrium systems.
Identifiants
pubmed: 32700406
doi: 10.1002/anie.202008921
pmc: PMC7693295
doi:
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
20604-20611Informations de copyright
© 2020 The Authors. Published by Wiley-VCH GmbH.
Références
Nano Lett. 2015 Apr 8;15(4):2213-9
pubmed: 25393204
Chem Sci. 2016 Feb 1;7(2):1151-1155
pubmed: 29910871
Angew Chem Int Ed Engl. 2018 Dec 10;57(50):16469-16474
pubmed: 30302870
Nat Nanotechnol. 2018 Nov;13(11):1021-1027
pubmed: 30323361
J Biol Chem. 1959 May;234(5):1280-5
pubmed: 13654362
Nat Rev Mol Cell Biol. 2015 Apr;16(4):258-64
pubmed: 25549891
Nano Lett. 2017 Aug 9;17(8):4989-4995
pubmed: 28656771
Nat Commun. 2017 Jul 18;8:15895
pubmed: 28719591
Org Biomol Chem. 2010 Apr 21;8(8):1929-35
pubmed: 20449500
Nat Chem. 2015 Feb;7(2):160-5
pubmed: 25615670
Chem Soc Rev. 2014 Apr 21;43(8):2714-42
pubmed: 24430887
Angew Chem Int Ed Engl. 2020 Nov 9;59(46):20604-20611
pubmed: 32700406
J Phys Chem B. 2006 Nov 16;110(45):22426-35
pubmed: 17091984
Nat Struct Mol Biol. 2013 Mar;20(3):259-66
pubmed: 23463310
Soft Matter. 2016 Mar 7;12(9):2542-9
pubmed: 26822456
Sci Rep. 2017 Apr 03;8:45760
pubmed: 28367983
Angew Chem Int Ed Engl. 2015 Nov 2;54(45):13258-62
pubmed: 26249239
Nat Nanotechnol. 2018 Oct;13(10):882-889
pubmed: 30224796
Biochem J. 1938 Jul;32(7):1146-51
pubmed: 16746731
J Am Chem Soc. 2013 Nov 13;135(45):16789-92
pubmed: 24147566
Angew Chem Int Ed Engl. 1978 Aug;17(8):583-92
pubmed: 101098
Nature. 1997 Sep 25;389(6649):349-52
pubmed: 9311776
Angew Chem Int Ed Engl. 2018 Feb 5;57(6):1611-1615
pubmed: 29274255
Nat Commun. 2017 Jun 19;8:15899
pubmed: 28627512
Science. 2015 Sep 4;349(6252):1075-9
pubmed: 26339025
Angew Chem Int Ed Engl. 2019 Sep 9;58(37):13087-13092
pubmed: 31276284
Nat Rev Mol Cell Biol. 2006 Mar;7(3):165-76
pubmed: 16482094
Nat Commun. 2019 Jan 25;10(1):450
pubmed: 30683874
Angew Chem Int Ed Engl. 2017 Jan 24;56(5):1329-1333
pubmed: 28032950
Angew Chem Weinheim Bergstr Ger. 2018 Dec 10;130(50):16707-16712
pubmed: 32313321
Chem Soc Rev. 2017 Sep 18;46(18):5476-5490
pubmed: 28349143
Curr Opin Biotechnol. 2017 Aug;46:27-33
pubmed: 28119203
Angew Chem Int Ed Engl. 2010 Jun 28;49(28):4825-8
pubmed: 20512834
J Am Chem Soc. 2017 Aug 30;139(34):11949-11955
pubmed: 28777554
Cell. 2011 Mar 18;144(6):874-85
pubmed: 21414480
Chem Soc Rev. 2017 Sep 18;46(18):5519-5535
pubmed: 28703817
Chemistry. 2007;13(1):336-45
pubmed: 17009366
Angew Chem Int Ed Engl. 2019 Jan 2;58(1):244-247
pubmed: 30395376