A novel pH sensitive water soluble fluorescent nanomicellar sensor for potential biomedical applications.
Herein we report on the synthesis and sensor activity of a novel pH sensitive probe designed as highly water-soluble fluorescent micelles by grafting of 1,8-naphthalimide-rhodamine bichromophoric FRET system (RNI) to the PMMA block of a well-defined amphiphilic diblock copolymer-poly(methyl methacrylate)-b-poly(methacrylic acid) (PMMA48-b-PMAA27). The RNI-PMMA48-b-PMAA27 adduct is capable of self-assembling into micelles with a hydrophobic PMMA core, containing the anchored fluorescent probe, and a hydrophilic shell composed of PMAA block. Novel fluorescent micelles are able to serve as a highly sensitive pH probe in water and to internalize successfully HeLa and HEK cells. Furthermore, they showed cell specificity and significantly higher photostability than that of a pure organic dye label such as BODIPY. The valuable properties of the newly prepared fluorescent micelles indicate the high potential of the probe for future biological and biomedical applications.
Department of Organic Synthesis, University of Chemical Technology and Metallurgy, 8 Kliment Ohridsky Blvd., 1756 Sofia, Bulgaria.
Nikolai I
NI
Georgiev
Rayna
R
Bryaskova
Rumiana
R
Tzoneva
Iva
I
Ugrinova
Christophe
C
Detrembleur
Stoyan
S
Miloshev
Abdullah M
AM
Asiri
Abdullah H
AH
Qusti
Vladimir B
VB
Bojinov
D002470:Cell Survival / Q000187:drug effects; D031541:Fluorescence Resonance Energy Transfer; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D057809:HEK293 Cells; D006367:HeLa Cells; D006801:Humans; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D008823:Micelles; D053758:Nanoparticles / Q000737:chemistry*; D053644:Naphthalimides / Q000138:chemical synthesis / Q000737:chemistry; D011109:Polymethacrylic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000633:toxicity; D012235:Rhodamines / Q000138:chemical synthesis / Q000737:chemistry; D014867:Water / Q000737:chemistry
D005456:Fluorescent Dyes; D008823:Micelles; D053644:Naphthalimides; D011109:Polymethacrylic Acids; D012235:Rhodamines; C026188:rhodamine 6G; D014867:Water; C038300:methylmethacrylate-methacrylic acid copolymer
1,8-Naphthalimide/rhodamine 6G bichromophore; Fluorescent micelles; Fluorescent resonance energy transfer (FRET); Living cells; Well-defined PMMA–PMAA block copolymer; pH sensor