<i>N</i>-Methoxy-1,3-oxazinane nucleic acids (MOANAs) – a configurationally flexible backbone modification allows post-synthetic incorporation of base moieties-Reference-Cited by-同舟云学术

N-Methoxy-1,3-oxazinane nucleic acids (MOANAs) – a configurationally flexible backbone modification allows post-synthetic incorporation of base moieties

Published:2022 Issue:17 Volume:20 Page:3480-3485
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Afari Mark N. K.¹,Virta Pasi¹,Lönnberg Tuomas¹^ORCID

Affiliation:

1. Department of Chemistry, University of Turku, Henrikinkatu 2, 20500 Turku, Finland

Abstract

A (2R,3S)-4-(methoxyamino)butane-1,2,3-triol residue within forms N-methoxy-1,3-oxazinanes with a variety of aldehydes, providing easy and pH-controllable access to base-modified oligonucleotides.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB00465H

Reference42 articles.

1. A Cytosine Analogue Capable of Clamp-Like Binding to a Guanine in Helical Nucleic Acids

2. Synthesis and physicochemical properties of two analogs of poly(dA): poly(2-aminopurine-9-β-D-deoxyribonucleotide) and poly 2-amino-deoxyadenylic acid

3. Direct Observation of a Cytosine Analogue that Forms Five Hydrogen Bonds to Guanosine: Guanidino G-Clamp

4. Synthesis of oligonucleotides containing novel G-clamp analogue with C8-tethered group in phenoxazine ring: Implication to qPCR detection of the low-copy Kemerovo virus dsRNA

5. A new modified cytosine base capable of base pairing with guanine using four hydrogen bonds

Cited by 3 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Base‐Filling in Double‐Helical Nucleic Acids;ChemistryOpen;2024-05-06

2. Watson‐Crick Base Pairing ofN‐Methoxy‐1,3‐Oxazinane (MOANA) Nucleoside Analogues within Double‐Helical DNA;ChemistryOpen;2023-07

3. Improved Synthesis Strategy for N ‐Methoxy‐1,3‐oxazinane Nucleic Acids (MOANAs);European Journal of Organic Chemistry;2022-06-29