BOITEAU Laurent
Thème de Recherche: Organisation Biomoléculaire
laurent.boiteau
umontpellier.fr
0448792189
Bureau: N3H16, Etg: 3 - Site : Pôle Chimie Balard Recherche
Domaines de Recherche: - Chimie/Chimie organique
- Chimie/Chimie analytique
- Physique
- Chimie
- Sciences de l'Homme et Société/Histoire, Philosophie et Sociologie des sciences
- Chimie/Autre
- Sciences du Vivant/Biochimie, Biologie Moléculaire
- Sciences du Vivant/Biodiversité/Evolution
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Dernieres productions scientifiques :
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A reassessment of prebiotically relevant chemical agents for the activation of α-amino acids and peptides
Auteur(s): Ajram G., Rossi J.-C., Boiteau L., Pascal R.
(Article) Publié:
Journal Of Systems Chemistry, vol. 7 p.19-28 (2019)
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Novel synthesis of substituted 2-trifluoromethyl and 2-perfluoroalkyl N-arylpyridinium compounds – mechanistic insights
Auteur(s): El Kharrat S., Laurent P., Boiteau L., Blancou H.
(Article) Publié:
Molecules, vol. 24 p.2328 (2019)
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A reassessment of prebiotically relevant chemical agents for the activation of α-amino acids and peptides
Auteur(s): Ajram G., Rossi J.-C., Boiteau L., Pascal R.
(Article) Publié:
Journal Of Systems Chemistry, vol. 7 p.19-28 (2019)
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5(4H)-Oxazolones as Effective Aminoacylation Reagents for the 3 `-Terminus of RNA
Auteur(s): Liu Z., Hanson Cassandra, Ajram G., Boiteau L., Rossi J.-C., Danger G., Pascal R.
(Article) Publié:
Synlett, vol. 28 p.73-77 (2017)
DOI: 10.1055/s-0036-1588647
Résumé: Nucleosides and methylated nucleotide models were used as substrates to identify pathways for the chemical aminoacylation of ribonucleic acids (RNA) as a prerequisite for the evolution of translation. A selective and comparatively efficient reaction of a 5(4H)-oxazolone with the 2'- and 3'-OH of the ribonucleotide models was observed. Surprisingly, a similar reaction starting from an alpha-amino acid N-carboxyanhydride (NCA), selected as an acylating agent potentially leading to the unprotected ester required for translation, was not observed, which was confirmed using an acylated NCA equivalent. The reasons for this difference are analysed.
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The Prebiotic C-Terminal Elongation of Peptides Can Be Initiated by N-Carbamoyl Amino Acids
Auteur(s): Abou Mrad Ninette, Ajram G., Rossi J.-C., Boiteau L., Duvernay Fabrice, Pascal R., Danger G.
(Article) Publié:
Chemistry - A European Journal, vol. 23 p.7418-7421 (2017)
Ref HAL: hal-01795673_v1
DOI: 10.1002/chem.201700702
Résumé: The formation of peptides upon 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC)-promoted activation of N-carbamoylamino acids (CAA), was considered in the scope of our recent works on carbodiimide promoted C-terminus elongation of peptides in a prebiotic context. Thus EDC promoted activation of CAA derivatives of Tyr(Me) or Ala in dilute aqueous medium pH 5.5-6.5 in the presence of excess of AA, resulted in peptide formation by C-terminus activation/elongation. Kinetic results similar to those of EDC-mediated activation of N-acyl-AA lead us to postulate the formation of a 2-amino-5(4H)-oxazolone intermediate by cyclization of the activated CAA, in spite of the absence of epimerization occurred at CAA residues. Thus, in a prebiotic context, CAA may have played a similar role as N-acyl-AA in the initiation of C-terminus peptide elongation.
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