ArticleChemistry (Weinheim an der Bergstrasse, Germany)2021
Determining the Diastereoselectivity of the Formation of Dipeptidonucleotides by NMR Spectroscopy.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed, 12 citations in OpenAlex.
- Yield and fidelity of early steps of ribosome-free translation depend on the RNA anchoring.Nucleic acids research · 2026Article
- Chirality Makes or Breaks Chemically Driven Self-Assembly.Angewandte Chemie (International ed. in English) · 2025Article
- Robotic-Assisted Capture-Systematic Evolution of Ligands by Exponential Enrichment of RNA Aptamers Binding to Small Molecules.Chembiochem : a European journal of chemical biology · 2025Article
- The protometabolic nature of prebiotic chemistry.Chemical Society reviews · 2023Review
- Synthesis of a Peptidoyl RNA Hairpin via a Combination of Solid-Phase and Template-Directed Chain Assembly.Chembiochem : a European journal of chemical biology · 2022Article
- Determining the Diastereoselectivity of the Formation of Dipeptidonucleotides by NMR Spectroscopy.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
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Authors and funding
7 authors at 1 institution in 1 country.
Funding
Abstract
Proteins are composed of l-amino acids, but nucleic acids and most oligosaccharides contain d-sugars as building blocks. It is interesting to ask whether this is a coincidence or a consequence of the functional interplay of these biomolecules. One reaction that provides an opportunity to study this interplay is the formation of phosphoramidate-linked peptido RNA from amino acids and ribonucleotides in aqueous condensation buffer. Here we report how the diastereoselectivity of the first peptide coupling of the peptido RNA pathway can be determined in situ by NMR spectroscopy. When a racemic mixture of an amino acid ester was allowed to react with an 5'-aminoacidyl nucleotide, diastereomeric ratios of up to 72 : 28 of the resulting dipeptido nucleotides were found by integration of
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