Expeditious, potentially primordial, aminoacylation of nucleotides

Jean Philippe Biron; Alastair L. Parkes; Robert Pascal; John D. Sutherland

doi:10.1002/anie.200501591

Expeditious, potentially primordial, aminoacylation of nucleotides

Jean Philippe Biron
, Alastair L. Parkes
, Robert Pascal
, John D. Sutherland

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

Abstract

(Chemical Equation Presented) In the beginning: Mixed carboxylic phosphoric anhydrides 3, formed from 3′-nucleotides 1 and amino acid N-carboxyanhydrides 2, undergo competing rearrangement to 2′-aminoacyl esters 4 and cyclization to 2′,3′-cyclic phosphates 5. The intramolecular aminoacyl transfer is faster than the cyclization despite the ease with which 2′,3′-cyclic phosphates are formed through any other form of phosphate activation. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

Original language	English
Pages (from-to)	6731-6734
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	41
DOIs	https://doi.org/10.1002/anie.200501591
Publication status	Published - 21 Oct 2005

Keywords

Amino acids
Cyclization
N-carboxyanhydrides
Ribonucleotides
RNA

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title = "Expeditious, potentially primordial, aminoacylation of nucleotides",

abstract = "(Chemical Equation Presented) In the beginning: Mixed carboxylic phosphoric anhydrides 3, formed from 3′-nucleotides 1 and amino acid N-carboxyanhydrides 2, undergo competing rearrangement to 2′-aminoacyl esters 4 and cyclization to 2′,3′-cyclic phosphates 5. The intramolecular aminoacyl transfer is faster than the cyclization despite the ease with which 2′,3′-cyclic phosphates are formed through any other form of phosphate activation. {\textcopyright} 2005 Wiley-VCH Verlag GmbH \& Co. KGaA.",

keywords = "Amino acids, Cyclization, N-carboxyanhydrides, Ribonucleotides, RNA",

author = "Biron, \{Jean Philippe\} and Parkes, \{Alastair L.\} and Robert Pascal and Sutherland, \{John D.\}",

year = "2005",

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doi = "10.1002/anie.200501591",

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T1 - Expeditious, potentially primordial, aminoacylation of nucleotides

AU - Biron, Jean Philippe

AU - Parkes, Alastair L.

AU - Pascal, Robert

AU - Sutherland, John D.

PY - 2005/10/21

Y1 - 2005/10/21

N2 - (Chemical Equation Presented) In the beginning: Mixed carboxylic phosphoric anhydrides 3, formed from 3′-nucleotides 1 and amino acid N-carboxyanhydrides 2, undergo competing rearrangement to 2′-aminoacyl esters 4 and cyclization to 2′,3′-cyclic phosphates 5. The intramolecular aminoacyl transfer is faster than the cyclization despite the ease with which 2′,3′-cyclic phosphates are formed through any other form of phosphate activation. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

AB - (Chemical Equation Presented) In the beginning: Mixed carboxylic phosphoric anhydrides 3, formed from 3′-nucleotides 1 and amino acid N-carboxyanhydrides 2, undergo competing rearrangement to 2′-aminoacyl esters 4 and cyclization to 2′,3′-cyclic phosphates 5. The intramolecular aminoacyl transfer is faster than the cyclization despite the ease with which 2′,3′-cyclic phosphates are formed through any other form of phosphate activation. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

KW - Amino acids

KW - Cyclization

KW - N-carboxyanhydrides

KW - Ribonucleotides

KW - RNA

U2 - 10.1002/anie.200501591

DO - 10.1002/anie.200501591

M3 - Article

SN - 1433-7851

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 41

ER -

Expeditious, potentially primordial, aminoacylation of nucleotides

Abstract

Keywords

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