7-Deaza-2'-deoxyinosine: a nucleoside showing ambiguous base-pairing properties against the four canonical DNA constituents.

Acta Crystallogr C

Laboratorium für Organische und Bioorganische Chemie, Institut für Chemie, Universität Osnabrück, Barbarastrasse 7, 49069 Osnabrück, Germany.

Published: August 2008

The title compound [systematic name: 7-(2-deoxy-beta-D-erythro-pentofuranosyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one], C(11)H(13)N(3)O(4), represents an acid-stable derivative of 2'-deoxyinosine. It exhibits an anti glycosylic bond conformation, with a chi torsion angle of 113.30 (15) degrees . The furanose moiety adopts an S-type sugar pucker (4)T(3), with P = 221.8 (1) degrees and tau(m) = 40.4 (1) degrees . The conformation at the exocyclic C4'-C5' bond of the furanose ring is ap (trans), with gamma = 167.14 (10) degrees . The extended structure forms a three-dimensional hydrogen-bond network involving O-H...O, N-H...O and C-H...O hydrogen bonds. The title compound forms an uncommon hydrogen bond between a CH group of the pyrrole system and the ring O atom of the sugar moiety of a neighbouring molecule.

Download full-text PDF

Source
http://dx.doi.org/10.1107/S0108270108019835DOI Listing

Publication Analysis

Top Keywords

title compound
8
7-deaza-2'-deoxyinosine nucleoside
4
nucleoside showing
4
showing ambiguous
4
ambiguous base-pairing
4
base-pairing properties
4
properties canonical
4
canonical dna
4
dna constituents
4
constituents title
4

Similar Publications

Resveratrol-Based Carbamates as Selective Butyrylcholinesterase Inhibitors: Design, Synthesis, Computational Study and Biometal Complexation Capability.

Molecules

January 2025

Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Trg Marka Marulića 19, HR-10 000 Zagreb, Croatia.

Considering our previous experience in the design of new cholinesterase inhibitors, especially resveratrol analogs, in this research, the basic stilbene skeleton was used as a structural unit for new carbamates designed as potentially highly selective butyrylcholinesterase (BChE) inhibitors with excellent absorption, distribution, metabolism, excretion and toxicity ADMET properties. The inhibitory activity of newly prepared carbamates - was tested toward the enzymes acetylcholinesterase (AChE) and BChE. In the tested group of compounds, the leading inhibitors were and , which achieved excellent selective inhibitory activity for BChE with IC values of 0.

View Article and Find Full Text PDF

Four quaternary Zintl phase thermoelectric (TE) materials belonging to the BaEuZnSb ( = 0.02(1), 0.04(1), 0.

View Article and Find Full Text PDF

This study presents an efficient and environmentally sustainable synthesis of ZnO nanoparticles using a starch-mediated sol-gel approach. This method yields crystalline mesoporous ZnO NPs with a hexagonal wurtzite structure. The synthesized nanoparticles demonstrated remarkable multifunctionality across three critical applications.

View Article and Find Full Text PDF

Five previously unreported 5-hydroxymethylfurfural (5-HMF) derivatives, including chinenfurfurals A () and B () as 5-HMF-citric acid hybrids and chinenfurfurals C-E (-) as 5-HMF oligomers, as well as four known analogues (-), were isolated from the fruits of a well-known Chinese herbal species . The structures of these furfural compounds were established by detailed analyses of spectroscopic data especially HRMS and NMR, and it is the first report of furfural type constituents from the title species. The anti-inflammatory property of them was further evaluated by testing their inhibition against the production of nitric oxide in lipopolysaccharide-activated murine RAW264.

View Article and Find Full Text PDF

Purpose: The purpose of this review study is to investigate the effect of curcumin on the phosphoinositide 3-kinase (PI3K)/protein kinase B (Akt) signaling pathway in various diseases. Curcumin, the main compound found in turmeric, has attracted a lot of attention for its diverse pharmacological properties. These properties have increased the therapeutic potential of curcumin in chronic diseases such as cardiovascular disease, Type 2 diabetes, obesity, non-alcoholic fatty liver disease, kidney disease, and neurodegenerative diseases.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!