Fluorescence and Hybridization Properties of Peptide Nucleic Acid Containing a Substituted Phenylpyrrolocytosine Designed to Engage Guanine with an Additional H-Bond
- 30 August 2008
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 130 (38) , 12574-12575
- https://doi.org/10.1021/ja804233g
Abstract
A new pyrrolocytosine derivative has been designed to selectively interact with guanine and has been evaluated in peptide nucleic acid where it imparts increased selective binding affinity for complementary oligonucleotides. The modified nucleobase also possesses an exceptionally high fluorescence quantum yield that is responsive to hybridization.Keywords
This publication has 24 references indexed in Scilit:
- Fluorescent DNA base replacements: reporters and sensors for biological systemsOrganic & Biomolecular Chemistry, 2006
- Design of base-discriminating fluorescent nucleosidesJournal of Photochemistry and Photobiology C: Photochemistry Reviews, 2005
- Structure−Function Studies on a Synthetic Guanosine Receptor That Simultaneously Binds Watson−Crick and Hoogsteen SitesThe Journal of Organic Chemistry, 2005
- Fluorescent Nucleotide Base Analogs as Probes of Nucleic Acid Structure, Dynamics and InteractionsCurrent Organic Chemistry, 2002
- A Highly Fluorescent DNA Base Analogue that Forms Watson−Crick Base Pairs with GuanineJournal of the American Chemical Society, 2001
- 2-Aminopurine fluorescence quenching and lifetimes: Role of base stackingProceedings of the National Academy of Sciences, 2000
- Fluorescence-mediated sensing of guanosine derivatives based on multitopic hydrogen bondingChemical Communications, 1997
- Highly Effective Hydrogen‐Bonding Receptors for Guanine DerivativesAngewandte Chemie International Edition in English, 1995
- Tricyclic 2'-Deoxycytidine Analogs: Syntheses and Incorporation into Oligodeoxynucleotides Which Have Enhanced Binding to Complementary RNAJournal of the American Chemical Society, 1995
- Fluorescence Studies of Nucleotides and PolynucleotidesJournal of Biological Chemistry, 1969