PMID- 19894228 OWN - NLM STAT- MEDLINE DCOM- 20100225 LR - 20151119 IS - 1521-3765 (Electronic) IS - 0947-6539 (Linking) VI - 16 IP - 2 DP - 2010 Jan 11 TI - Preparation and cellular uptake of pH-dependent fluorescent single-wall carbon nanotubes. PG - 556-61 LID - 10.1002/chem.200901168 [doi] AB - Fluorescent single-wall carbon nanotubes (SWCNTs) were prepared by mixing cut SWCNTs with acridine orange (AO). The optical absorbance and fluorescence characteristics of AO-SWCNT conjugates display interesting pH-dependent properties. Fluorescence microscopy in combination with transmission electron microscopy proves that AO-SWCNTs can enter HeLa cells and are located inside lysosomes. The endocytosis-inhibiting tests show that the clathrin-mediated endocytosis is a key step in the internalization process. The internalized AO-SWCNTs remain inside lysosomes for more than a week and have little effect on cell proliferation. These findings may be useful in understanding the SWCNT-based intracellular drug delivery mechanism and help to develop new intracellular drug transporters. FAU - Zhang, Xiaoke AU - Zhang X AD - School of Chemistry and Chemical Technology, Shanghai Jiao Tong University, Shanghai 200240, China. FAU - Meng, Lingjie AU - Meng L FAU - Wang, Xuefeng AU - Wang X FAU - Lu, Qinghua AU - Lu Q LA - eng PT - Journal Article PT - Research Support, Non-U.S. Gov't PL - Germany TA - Chemistry JT - Chemistry (Weinheim an der Bergstrasse, Germany) JID - 9513783 RN - 0 (Nanotubes, Carbon) RN - F30N4O6XVV (Acridine Orange) SB - IM MH - *Acridine Orange MH - Cell Proliferation/drug effects MH - Drug Delivery Systems MH - Endocytosis MH - HeLa Cells MH - Humans MH - Hydrogen-Ion Concentration MH - Lysosomes/*metabolism MH - Microscopy, Electron, Transmission MH - Microscopy, Fluorescence MH - *Nanotubes, Carbon EDAT- 2009/11/07 06:00 MHDA- 2010/02/26 06:00 CRDT- 2009/11/07 06:00 PHST- 2009/11/07 06:00 [entrez] PHST- 2009/11/07 06:00 [pubmed] PHST- 2010/02/26 06:00 [medline] AID - 10.1002/chem.200901168 [doi] PST - ppublish SO - Chemistry. 2010 Jan 11;16(2):556-61. doi: 10.1002/chem.200901168.