Ser-His catalyses the formation of peptides and PNAs

Maçha Gorlero; Rafal Wieczorek; Katarzyna Adamala; Alessandra Giorgi; Maria Eugenia Schininà; Pasquale Stano; Pier Luigi Luisi

doi:10.1016/j.febslet.2008.11.052

Ser-His catalyses the formation of peptides and PNAs

Maçha Gorlero, Rafal Wieczorek, Katarzyna Adamala, Alessandra Giorgi, Maria Eugenia Schininà, Pasquale Stano, Pier Luigi Luisi

Research output: Contribution to journal › Article › peer-review

81 Scopus citations

Abstract

The dipeptide seryl-histidine (Ser-His) catalyses the condensation of esters of amino acids, peptide fragments, and peptide nucleic acid (PNA) building blocks, bringing to the formation of peptide bonds. Di-, tri- or tetra-peptides can be formed with yields that vary from 0.5% to 60% depending on the nature of the substrate and on the conditions. Other simpler peptides as Gly-Gly, or Gly-Gly-Gly are also effective, although less efficiently. We discuss the results from the viewpoint of primitive chemistry and the origin of long macromolecules by stepwise fragment condensations.

Original language	English (US)
Pages (from-to)	153-156
Number of pages	4
Journal	FEBS Letters
Volume	583
Issue number	1
DOIs	https://doi.org/10.1016/j.febslet.2008.11.052
State	Published - Jan 5 2009
Externally published	Yes

Bibliographical note

Funding Information:
Research conducted in the P.L.L.’s laboratory (Chemical Synthetic Biology) is supported by the EC FP6 (contract #043359), the Human Frontier Science Program, and the Italian Space Agency.

Keywords

Fragment condensation
Organocatalysis
Origins of life
Peptide condensation
Prebiotic chemistry

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10.1016/j.febslet.2008.11.052

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title = "Ser-His catalyses the formation of peptides and PNAs",

abstract = "The dipeptide seryl-histidine (Ser-His) catalyses the condensation of esters of amino acids, peptide fragments, and peptide nucleic acid (PNA) building blocks, bringing to the formation of peptide bonds. Di-, tri- or tetra-peptides can be formed with yields that vary from 0.5\% to 60\% depending on the nature of the substrate and on the conditions. Other simpler peptides as Gly-Gly, or Gly-Gly-Gly are also effective, although less efficiently. We discuss the results from the viewpoint of primitive chemistry and the origin of long macromolecules by stepwise fragment condensations.",

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note = "Funding Information: Research conducted in the P.L.L.{\textquoteright}s laboratory (Chemical Synthetic Biology) is supported by the EC FP6 (contract \#043359), the Human Frontier Science Program, and the Italian Space Agency. ",

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AU - Gorlero, Maçha

AU - Wieczorek, Rafal

AU - Adamala, Katarzyna

AU - Giorgi, Alessandra

AU - Schininà, Maria Eugenia

AU - Stano, Pasquale

AU - Luisi, Pier Luigi

N1 - Funding Information: Research conducted in the P.L.L.’s laboratory (Chemical Synthetic Biology) is supported by the EC FP6 (contract #043359), the Human Frontier Science Program, and the Italian Space Agency.

PY - 2009/1/5

Y1 - 2009/1/5

N2 - The dipeptide seryl-histidine (Ser-His) catalyses the condensation of esters of amino acids, peptide fragments, and peptide nucleic acid (PNA) building blocks, bringing to the formation of peptide bonds. Di-, tri- or tetra-peptides can be formed with yields that vary from 0.5% to 60% depending on the nature of the substrate and on the conditions. Other simpler peptides as Gly-Gly, or Gly-Gly-Gly are also effective, although less efficiently. We discuss the results from the viewpoint of primitive chemistry and the origin of long macromolecules by stepwise fragment condensations.

AB - The dipeptide seryl-histidine (Ser-His) catalyses the condensation of esters of amino acids, peptide fragments, and peptide nucleic acid (PNA) building blocks, bringing to the formation of peptide bonds. Di-, tri- or tetra-peptides can be formed with yields that vary from 0.5% to 60% depending on the nature of the substrate and on the conditions. Other simpler peptides as Gly-Gly, or Gly-Gly-Gly are also effective, although less efficiently. We discuss the results from the viewpoint of primitive chemistry and the origin of long macromolecules by stepwise fragment condensations.

KW - Fragment condensation

KW - Organocatalysis

KW - Origins of life

KW - Peptide condensation

KW - Prebiotic chemistry

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JO - FEBS Letters

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ER -

Ser-His catalyses the formation of peptides and PNAs

Abstract

Bibliographical note

Keywords

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