10.1021/bc060047v.s001
Martha Sibrian-Vazquez
Martha
Sibrian-Vazquez
Erhong Hao
Erhong
Hao
Timothy J. Jensen
Timothy J.
Jensen
M. Graça H. Vicente
M.
Graça H. Vicente
Enhanced Cellular Uptake with a Cobaltacarborane−Porphyrin−HIV-1 Tat
48−60 Conjugate
American Chemical Society
2006
conjugate
concentration
PEG
carborane cages
porphyrin macrocycle
cell proliferation
Enhanced Cellular Uptake
HEp 2 cells
10 μ M
cobaltabisdicarbollide anions
uptake
Tat
peptide sequence HIV
intracellular localization
cell lysosomes
2006-07-19 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Enhanced_Cellular_Uptake_with_a_Cobaltacarborane_Porphyrin_HIV_1_Tat_48_60_Conjugate/3070057
A series of four porphyrin−cobaltacarborane conjugates have been synthesized, containing three or four
cobaltabisdicarbollide anions linked by O(CH<sub>2</sub>CH<sub>2</sub>O)<sub>2</sub> groups to the porphyrin macrocycle and one of them
containing a HIV-1 Tat 48−60 peptide sequence linked via a low molecular weight poly(ethylene glycol) (PEG)
spacer. The cellular uptake, cytotoxicity, and preferential sites of intracellular localization of the conjugates were
evaluated in human HEp2 cells. All conjugates are nontoxic in the dark at the concentrations studied. Upon
exposure to low light dose (1 J cm<sup>-2</sup>) only the porphyrin−cobaltacarborane−HIV-1 Tat 48−60 conjugate showed
30% inhibition of cell proliferation at a concentration of 10 μM. The cellular uptake was dependent on the number
of carborane cages and was significantly enhanced by the presence of the cell penetrating peptide sequence HIV-1
Tat 48−60. All conjugates preferentially localized in the cell lysosomes.