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Peer-reviewedCC BY-NC 3.0RSC Advances

Anthracene–phenyl-vinyl–quinoline: a molecular rotor with a large Stokes shift and solvatofluorochromism for lipid-droplet imaging

  • Jayachandran Jayaraman1
  • Manbit Subhadarsi Panda2
  • Rafique Sanukhan3
  • Hirak Chakraborty2
  • Animesh Samanta3
  • Goutam Kumar Kole1
  1. 1Department of Chemistry, College of Engineering and Technology, SRM Institute of Science and Technology Kattankulathur Tamil Nadu 603203 India
  2. 2School of Chemistry, Sambalpur University Jyoti Vihar, Burla Sambalpur Odisha 768019 India
  3. 3Department of Chemistry, School of Natural Sciences, Shiv Nadar Institution of Eminence Gautam Buddha Nagar Greater Noida Uttar Pradesh 201314 India
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Abstract

9-Anthracene–phenyl-vinyl–quinoline (9-AnPhVQ), a π-extended molecular rotor, was synthesized and structurally characterized. It exhibits a very large Stokes shift (12 200 cm−1) and exceptional solvatofluorochromism (156 nm emission shift from hexane to DMSO). Its viscosity-responsive fluorescence due to restricted intramolecular rotation (RIR), as evidenced by fluorescence anisotropy in POPC membranes with varying mol% of cholesterol, has been investigated. Furthermore, it exhibits preferential lipid-droplet imaging and ferroptosis-associated cellular stress. These unique features establish 9-AnPhVQ as a promising molecular rotor probe for fluorescence-based sensing and lipid-droplet imaging.

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Cite

BibTeXRIS
BibTeX
@article{jayaraman2026anthracenephenylvinylquinoline,
  title = {{Anthracene–phenyl-vinyl–quinoline: a molecular rotor with a large Stokes shift and solvatofluorochromism for lipid-droplet imaging}},
  author = {Jayachandran Jayaraman and Manbit Subhadarsi Panda and Rafique Sanukhan and Hirak Chakraborty and Animesh Samanta and Goutam Kumar Kole},
  journal = {RSC Advances},
  year = {2026},
  month = oct,
  doi = {10.1039/d6ra10062g},
  url = {https://doi.org/10.1039/d6ra10062g},
  note = {CC BY-NC 3.0},
}
RIS
TY  - JOUR
TI  - Anthracene–phenyl-vinyl–quinoline: a molecular rotor with a large Stokes shift and solvatofluorochromism for lipid-droplet imaging
AU  - Jayachandran Jayaraman
AU  - Manbit Subhadarsi Panda
AU  - Rafique Sanukhan
AU  - Hirak Chakraborty
AU  - Animesh Samanta
AU  - Goutam Kumar Kole
PY  - 2026
DA  - 2026/10/26
JO  - RSC Advances
DO  - 10.1039/d6ra10062g
UR  - https://doi.org/10.1039/d6ra10062g
AB  - 9-Anthracene–phenyl-vinyl–quinoline (9-AnPhVQ), a π-extended molecular rotor, was synthesized and structurally characterized. It exhibits a very large Stokes shift (12 200 cm−1) and exceptional solvatofluorochromism (156 nm emission shift from hexane to DMSO). Its viscosity-responsive fluorescence due to restricted intramolecular rotation (RIR), as evidenced by fluorescence anisotropy in POPC membranes with varying mol% of cholesterol, has been investigated. Furthermore, it exhibits preferential lipid-droplet imaging and ferroptosis-associated cellular stress. These unique features establish 9-AnPhVQ as a promising molecular rotor probe for fluorescence-based sensing and lipid-droplet imaging.
SN  - 2046-2069
ER  -