Synthesis of biocompatible glycodendrimer based on fluorescent perylene bisimides and its bioimaging.
A novel water-soluble fluorescent glycodendrimer based on perylene bisimides is synthesized, which exhibits high fluorescence quantum yield of 54%. While the binding interactions of PBI-Man with Concanavalin A (Con A) are studied by fluorescence spectra and CD spectra, which show strong binding affinity for Con A with the binding constant of 3.8 × 10(7) m(-1) for monomeric mannose, nearly four orders of magnitude higher affinity than the monovalent mannose ligand. Furthermore, the fluorescence imaging of macrophage cell with PBI-Man is investigated, and shows selectively binding interaction with the mannose receptor-medicated cell entry. Moreover, the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) activities of PBI-Man show that PBI-Man as a biocompatible agent is noncytotoxic to living cells.
Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding, P. R. China; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis, Ministry of Education, Hebei University, Baoding, P. R. China.
Ke-Rang
KR
Wang
Hong-Wei
HW
An
Rui-Xue
RX
Rong
Zhi-Ran
ZR
Cao
Xiao-Liu
XL
Li
D000818:Animals; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000737:chemistry; D015374:Biosensing Techniques; D002470:Cell Survival; D002942:Circular Dichroism; D003208:Concanavalin A / Q000737:chemistry*; D050091:Dendrimers / Q000138:chemical synthesis* / Q000737:chemistry; D005453:Fluorescence; D007094:Imides / Q000138:chemical synthesis* / Q000737:chemistry; D008264:Macrophages / Q000166:cytology; D051379:Mice; D008968:Molecular Conformation; D057054:Molecular Imaging; D015394:Molecular Structure; D010569:Perylene / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D013050:Spectrometry, Fluorescence
D001672:Biocompatible Materials; D050091:Dendrimers; D007094:Imides; C510697:perylene bisimide; D003208:Concanavalin A; D010569:Perylene
biocompatible; fluorescence imaging; glycodendrimer; perylene bisimides