title: Mono-(L)-aspartylchlorin-e6.
abstract: Mono-(L)-aspartylchlorin-e6 (also known as Talaporfin, NPe6, MACE, and most recently LS-11) is a potent sensitizer for photodynamic therapy that is currently undergoing clinical trials. Using a combination of unambiguous partial synthesis from pheophytin-a and methyl pheophorbide-a, NMR spectroscopy, and single crystal X-ray diffraction, the structure of mono-(L)-aspartylchlorin-e6 is definitively shown to be the isomer in which the aspartyl residue is attached at the 15(2)-side chain position. This conclusion is contrary to earlier assumptions, but affirms the conclusions of a study based on NMR spectroscopy; a rationale for the unique formation of the 15(2)-aspartyl derivative is proposed.
authors: Department of Chemistry, Louisiana State University, Baton Rouge, LA, USA.
authors: Jodie A
authors: JA
authors: Hargus
authors: Frank R
authors: FR
authors: Fronczek
authors: M Graça H
authors: MG
authors: Vicente
authors: Kevin M
authors: KM
authors: Smith
mesh_terms: D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010778:Photochemotherapy; D017319:Photosensitizing Agents / Q000737:chemistry*; D011166:Porphyrins / Q000737:chemistry*
chemical_list: D017319:Photosensitizing Agents; D011166:Porphyrins; C053434:Talaporfin