Evidence map›Paper›PMID 21698743›Full record

ArticleChemphyschem : a European journal of chemical physics and physical chemistry2011

Multisensing emissive pyrimidine.

Renatus W Sinkeldam, Paul Marcus, Dmitriy Uchenik, Yitzhak Tor

Abstract read
In one paragraph

Article in Chemphyschem : a European journal of chemical physics and physical chemistry, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

8 citing papers in PubMed.

  1. Article
  2. A New Variant of Emissive RNA Alphabets.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  3. Article
  4. Article
  5. Article
  6. Modified 6-aza uridines: highly emissive pH-sensitive fluorescent nucleosides.Chemphyschem : a European journal of chemical physics and physical chemistry · 2012
    Article
  7. Article
  8. Emissive RNA alphabet.Journal of the American Chemical Society · 2011
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

4 authors.

Renatus W SinkeldamDepartment of Chemistry and Biochemistry, University of California, San Diego, La Jolla, California 92093, USA.
Paul Marcus
Dmitriy Uchenik
Yitzhak Tor

Funding

Fluorescent Nucleosides and OligonucleotidesR01GM069773 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI TOR, YITZHAK · 2004 to 2020
$5.0M
NIGMS NIH HHS GM 069773NIGMS NIH HHS R01 GM069773
6 · The paper itself

Abstract

Fluorescent nucleoside analogs, commonly used to explore nucleic acid dynamics, recognition and damage, frequently respond to a single environmental parameter. Herein we address the development of chromophores that can simultaneously probe more than one environmental factor while having each associated with a unique spectroscopic signature. We demonstrate that an isomorphic emissive pyridine-modified 2-deoxy-uridine 1, containing multiple sensory elements, responds to changes in acidity, viscosity, and polarity. Protonation of the pyridine moiety (pK(a) 4.4) leads to enhanced emission (λ(em) =388 nm) and red-shifted absorption spectra (λ(abs) =319 nm), suggesting the formation of an intramolecular hydrogen bond with the neighboring pyrimidine carbonyl. This "locked" conformation can also be mimicked by increasing solvent viscosity, resulting in a stark enhancement of emission quantum yield. Finally, increasing solvent polarity substantially impacts the chromophore's Stokes shift [from 5.8×10(3) cm(-1) at E(T) (30)=36.4 kcal mol(-1) to 9.3 ×10(3) cm(-1) at E(T) (30)=63.1 kcal mol(-1)]. The opposite effect is seen for the impact of solvent polarity of the protonated form. The characteristic photophysical signature induced by each parameter facilitates the exploration of these environmental factors both individually and simultaneously.

Indexed as

Chemistry Techniques, AnalyticalAbsorptionDeoxyuridineDNAFluorescent DyesHydrogen BondingHydrogen-Ion ConcentrationModels, MolecularProtonsPyridinesSpectrometry, FluorescenceViscosityDeoxyuridineDNAFluorescent DyesProtonspyridinePyridines

Identifiers

PMID21698743
PMCPMC3365504

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.