PMID- 37836666
OWN - NLM
STAT- MEDLINE
DCOM- 20231023
LR  - 20231023
IS  - 1420-3049 (Electronic)
IS  - 1420-3049 (Linking)
VI  - 28
IP  - 19
DP  - 2023 Sep 27
TI  - Rational Design of Cost-Effective 4-Styrylcoumarin Fluorescent Derivatives for 
      Biomolecule Labeling.
LID - 10.3390/molecules28196822 [doi]
LID - 6822
AB  - Fluorescent labels are key tools in a wide range of modern scientific 
      applications, such as fluorescence microscopy, flow cytometry, histochemistry, 
      direct and indirect immunochemistry, and fluorescence in situ hybridization 
      (FISH). Small fluorescent labels have important practical advantages as they 
      allow maximizing the fluorescence signal by binding multiple fluorophores to a 
      single biomolecule. At present, the most widely used fluorescent labels available 
      present small Stokes shifts and are too costly to be used in routine 
      applications. In this work we present four new coumarin derivatives, as promising 
      and inexpensive fluorescent labels for biomolecules, obtained through a 
      cost-effective, efficient, and straightforward synthetic strategy. Density 
      functional theory and time-dependent density functional theory calculations of 
      the electronic ground and lowest-lying singlet excited states were carried out in 
      order to gain insights into the observed photophysical properties.
FAU - Eustaquio, Raquel
AU  - Eustaquio R
AUID- ORCID: 0000-0002-2919-7295
AD  - HERCULES Laboratory, IN2PAST-Associate Laboratory for Research and Innovation in 
      Heritage, Arts, Sustainability and Territory, University of Evora, Largo Marques 
      de Marialva 8, 7000-809 Evora, Portugal.
FAU - Ramalho, Joao P Prates
AU  - Ramalho JPP
AUID- ORCID: 0000-0003-4419-6431
AD  - Department of Chemistry and Biochemistry, School of Sciences and Technology, 
      University of Evora, Rua Romao Ramalho 59, 7000-671 Evora, Portugal.
AD  - Associated Laboratory for Green Chemistry (LAQV) of the Network of Chemistry and 
      Technology (REQUIMTE), University of Evora, Rua Romao Ramalho 59, 7000-671 Evora, 
      Portugal.
FAU - Caldeira, Ana Teresa
AU  - Caldeira AT
AUID- ORCID: 0000-0001-5409-6990
AD  - HERCULES Laboratory, IN2PAST-Associate Laboratory for Research and Innovation in 
      Heritage, Arts, Sustainability and Territory, University of Evora, Largo Marques 
      de Marialva 8, 7000-809 Evora, Portugal.
AD  - Department of Chemistry and Biochemistry, School of Sciences and Technology, 
      University of Evora, Rua Romao Ramalho 59, 7000-671 Evora, Portugal.
AD  - City U Macau Chair in Sustainable Heritage, Sino-Portugal Joint Laboratory of 
      Cultural Heritage Conservation Science, University of Evora, Largo Marques de 
      Marialva 8, 7000-809 Evora, Portugal.
FAU - Pereira, Antonio
AU  - Pereira A
AUID- ORCID: 0000-0002-9553-1618
AD  - HERCULES Laboratory, IN2PAST-Associate Laboratory for Research and Innovation in 
      Heritage, Arts, Sustainability and Territory, University of Evora, Largo Marques 
      de Marialva 8, 7000-809 Evora, Portugal.
AD  - Department of Chemistry and Biochemistry, School of Sciences and Technology, 
      University of Evora, Rua Romao Ramalho 59, 7000-671 Evora, Portugal.
LA  - eng
PT  - Journal Article
DEP - 20230927
PL  - Switzerland
TA  - Molecules
JT  - Molecules (Basel, Switzerland)
JID - 100964009
RN  - 0 (Fluorescent Dyes)
SB  - IM
MH  - In Situ Hybridization, Fluorescence
MH  - Cost-Benefit Analysis
MH  - *Fluorescent Dyes/chemistry
PMC - PMC10574246
OTO - NOTNLM
OT  - 4-styrylcoumarin derivatives
OT  - biomolecules
OT  - coumarin
OT  - fluorescent labels
COIS- The authors declare no conflict of interest.
EDAT- 2023/10/14 10:46
MHDA- 2023/10/23 01:18
PMCR- 2023/09/27
CRDT- 2023/10/14 01:19
PHST- 2023/09/04 00:00 [received]
PHST- 2023/09/23 00:00 [revised]
PHST- 2023/09/25 00:00 [accepted]
PHST- 2023/10/23 01:18 [medline]
PHST- 2023/10/14 10:46 [pubmed]
PHST- 2023/10/14 01:19 [entrez]
PHST- 2023/09/27 00:00 [pmc-release]
AID - molecules28196822 [pii]
AID - molecules-28-06822 [pii]
AID - 10.3390/molecules28196822 [doi]
PST - epublish
SO  - Molecules. 2023 Sep 27;28(19):6822. doi: 10.3390/molecules28196822.