Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich Peptides

At the origin of life, extremely diverse mixtures of oligomers and polymers could be obtained from relatively simple molecular bricks. Here, we present an example of the polymerization of two amidonitriles derived from cysteine, Cys-Ala-CN and Cys-Met-CN. The thiol function in a molecule adds onto t...

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Main Authors: Ibrahim Shalayel, Naoual Leqraa, Véronique Blandin, Yannick Vallée
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:Life
Subjects:
Online Access:https://www.mdpi.com/2075-1729/13/4/983
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author Ibrahim Shalayel
Naoual Leqraa
Véronique Blandin
Yannick Vallée
author_facet Ibrahim Shalayel
Naoual Leqraa
Véronique Blandin
Yannick Vallée
author_sort Ibrahim Shalayel
collection DOAJ
description At the origin of life, extremely diverse mixtures of oligomers and polymers could be obtained from relatively simple molecular bricks. Here, we present an example of the polymerization of two amidonitriles derived from cysteine, Cys-Ala-CN and Cys-Met-CN. The thiol function in a molecule adds onto the nitrile group of another one, allowing efficient condensation reactions and making available an extensive range of polymers containing amide bonds and/or five-membered heterocycles, namely thiazolines. Macrocycles were also identified, the biggest one containing sixteen residues (cyclo(Cys-Met)<sub>8</sub>). MALDI-TOF mass spectrometry was used to identify all the present species. What these examples show is that complex mixtures are likely to have formed on the primitive Earth and that, ultimately, the selection that must have followed may have been an even more crucial step towards life than the synthesis of the pre-biological species themselves.
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spelling doaj.art-23803d914396420f94b4536745d340f02023-11-17T20:06:27ZengMDPI AGLife2075-17292023-04-0113498310.3390/life13040983Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich PeptidesIbrahim Shalayel0Naoual Leqraa1Véronique Blandin2Yannick Vallée3Université Grenoble Alpes, TIMC-IMAG, CNRS, F-38000 Grenoble, FranceUniversité Grenoble Alpes, DCM, CNRS, F-38000 Grenoble, FranceUniversité Grenoble Alpes, DCM, CNRS, F-38000 Grenoble, FranceUniversité Grenoble Alpes, DCM, CNRS, F-38000 Grenoble, FranceAt the origin of life, extremely diverse mixtures of oligomers and polymers could be obtained from relatively simple molecular bricks. Here, we present an example of the polymerization of two amidonitriles derived from cysteine, Cys-Ala-CN and Cys-Met-CN. The thiol function in a molecule adds onto the nitrile group of another one, allowing efficient condensation reactions and making available an extensive range of polymers containing amide bonds and/or five-membered heterocycles, namely thiazolines. Macrocycles were also identified, the biggest one containing sixteen residues (cyclo(Cys-Met)<sub>8</sub>). MALDI-TOF mass spectrometry was used to identify all the present species. What these examples show is that complex mixtures are likely to have formed on the primitive Earth and that, ultimately, the selection that must have followed may have been an even more crucial step towards life than the synthesis of the pre-biological species themselves.https://www.mdpi.com/2075-1729/13/4/983prebiotic chemistryabiogenesiscysteinenitrilespeptidesmacrocycles
spellingShingle Ibrahim Shalayel
Naoual Leqraa
Véronique Blandin
Yannick Vallée
Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich Peptides
Life
prebiotic chemistry
abiogenesis
cysteine
nitriles
peptides
macrocycles
title Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich Peptides
title_full Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich Peptides
title_fullStr Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich Peptides
title_full_unstemmed Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich Peptides
title_short Straightforward Creation of Possibly Prebiotic Complex Mixtures of Thiol-Rich Peptides
title_sort straightforward creation of possibly prebiotic complex mixtures of thiol rich peptides
topic prebiotic chemistry
abiogenesis
cysteine
nitriles
peptides
macrocycles
url https://www.mdpi.com/2075-1729/13/4/983
work_keys_str_mv AT ibrahimshalayel straightforwardcreationofpossiblyprebioticcomplexmixturesofthiolrichpeptides
AT naoualleqraa straightforwardcreationofpossiblyprebioticcomplexmixturesofthiolrichpeptides
AT veroniqueblandin straightforwardcreationofpossiblyprebioticcomplexmixturesofthiolrichpeptides
AT yannickvallee straightforwardcreationofpossiblyprebioticcomplexmixturesofthiolrichpeptides