title: Zwitterionic BODIPYs with large stokes shift: small molecular biomarkers for live cells.
abstract: The two first examples of zwitterionic BODIPYs have been synthesized via a simple SN-Ar methodology. The molecules exhibit excellent optical behavior, such as a large Stokes shift in solution and therefore a very intense emission, and can thus avoid self-quenching. The zwitterionic nature of the molecules was unambiguously elucidated using single crystal XRD studies. The electronic conjugation was investigated by NMR, DFT (NICS (0)) and XRD analysis. Due to their inherent ionic nature, their enhanced solubility in aqueous conditions was exploited for their utility in bio-imaging and cell viability studies. These molecules demonstrate promising localization inside live yeast cells.
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal, 462066, India. sankar@iiserb.ac.in.
authors.forename: Adiki Raja
authors.initials: AR
authors.lastname: Sekhar
authors.affiliation: Laboratory of Chromatin Biology, Department of Biological Sciences, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal, 462066, India.
authors.forename: Santhosh Kumar
authors.initials: SK
authors.lastname: Sariki
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal, 462066, India. sankar@iiserb.ac.in.
authors.forename: R V Ramana
authors.initials: RV
authors.lastname: Reddy
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal, 462066, India. sankar@iiserb.ac.in.
authors.forename: Alakesh
authors.initials: A
authors.lastname: Bisai
authors.affiliation: Laboratory of Chromatin Biology, Department of Biological Sciences, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal, 462066, India.
authors.forename: Pushpendra Kumar
authors.initials: PK
authors.lastname: Sahu
authors.affiliation: Laboratory of Chromatin Biology, Department of Biological Sciences, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal, 462066, India.
authors.forename: Raghuvir S
authors.initials: RS
authors.lastname: Tomar
authors.affiliation: Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal Bypass Road, Bhauri, Bhopal, 462066, India. sankar@iiserb.ac.in.
authors.forename: Jeyaraman
authors.identifier: http://orcid.org/0000-0001-9101-4675
authors.initials: J
authors.lastname: Sankar
mesh_terms: D015415:Biomarkers / Q000737:chemistry; D001896:Boron Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D002470:Cell Survival; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D061848:Optical Imaging; D011789:Quantum Theory; D012441:Saccharomyces cerevisiae / Q000166:cytology* / Q000254:growth & development; D054852:Small Molecule Libraries / Q000138:chemical synthesis / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D015415:Biomarkers; D001896:Boron Compounds; D005456:Fluorescent Dyes; D054852:Small Molecule Libraries