Preparation of hybrid "DNA cleaver-oligonucleotide" molecules based on a metallotris(methylpyridiniumyl)porphyrin motif.
Methods are reported for conjugating a cationic tris(methylpyridiniumyl)porphyrin-manganese(III) complex to oligonucleotides. The DNA cleaver motif used in the present work is related to Mn-TMPyP, a highly efficient artificial endonuclease able to hydroxylate C-H bonds of DNA sugars at nanomolar concentrations. A general coupling method has been developed by using porphyrin precursors having a linker attached at the para position of the meso phenyl group of the macrocycle and terminating with an activated ester of 1-hydroxybenzotriazole. Coupling reactions were monitored by HPLC. Purification of metalloporphyrin-oligonucleotide conjugates was performed by HPLC and desalting on Bio-Gel P-2. The purity of conjugates was always above 95%.
Casas
C
C
Laboratoire de Chimie de Coordination du CNRS, Toulouse, France.
Lacey
C J
CJ
Meunier
B
B
D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000737:chemistry*; D008345:Manganese; D008665:Metalloporphyrins; D009841:Oligonucleotides / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D014230:Triazoles / Q000737:chemistry
D008665:Metalloporphyrins; D009841:Oligonucleotides; D014230:Triazoles; D008345:Manganese; C050950:tetrakis(N-methyl-4-pyridiniumyl)porphine manganese(III) complex; D004247:DNA; C011852:1-hydroxybenzotriazole