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Synthesis and cellular studies of PPIX-homing peptide conjugates

Martha Sibrian-Vazquez

Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA

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Xiaoke Hu

Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA

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Timothy J. Jensen

Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA

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, and

M. Graça H. Vicente

Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA

Corresponding author, tel: +1 225-578-7442.

SPP full member in good standing.

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https://doi.org/10.1142/S1088424612500599Cited by:11 (Source: Crossref)

Abstract

Five amphiphilic protoporphyrin IX-peptide conjugates bearing the sequences ATWLPPR, AAhexPQRRSARLSA and cERGDPhe conjugated via the propionic side chains, were synthesized and evaluated in vitro using two cell lines: human carcinoma HEp2 and human leukemia HL-60. All conjugates were found to have low dark- and photo-toxicities in both cell lines, and 3 to 10-fold higher accumulation was observed within HL-60 vs. HEp2 cells, depending on the nature of the peptide sequence. The preferential subcellular sites of localization for all conjugates were found to be the lysosomes in HEp2 cells, and the mitochondria in HL-60 cells, suggesting different mechanisms of cellular internalization.

Dedicated to Professor Emanuel Vogel in memoriam

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