N-confused porphyrin possessing glucamine-appendants: aggregation and acid/base properties in aqueous media.
A water-soluble derivative of N-confused porphyrin (NCP: 5,10,15,20-tetraaryl-2-aza-21-carbaporphyrin) was synthesized by introducing glucamine groups at the para-position of meso-aryl groups. The tetraglucamine-appended NCP (TG-NCP) exists as monocation in aqueous solution containing 6 mM sodium dodecyl sulfate (SDS) but exists as freebase to form aggregates in pure water. These properties are distinct from those of corresponding regular porphyrin, which exists as freebase in the micellar solution and practically insoluble in water.
Ikawa
Yoshiya
Y
Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, 744 Nishi-Ku Moto-oka Fukuoka 819-0395, Japan.
Ogawa
Hiroaki
H
Harada
Hiroyuki
H
Furuta
Hiroyuki
H
D000588:Amines / Q000737:chemistry*; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D006863:Hydrogen-Ion Concentration; D007202:Indicators and Reagents / Q000494:pharmacology; D008823:Micelles; D008956:Models, Chemical; D017319:Photosensitizing Agents / Q000494:pharmacology; D011166:Porphyrins / Q000737:chemistry*; D012967:Sodium Dodecyl Sulfate / Q000737:chemistry; D012995:Solubility; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D014867:Water / Q000737:chemistry*
D000588:Amines; D007202:Indicators and Reagents; D008823:Micelles; D017319:Photosensitizing Agents; D011166:Porphyrins; D014867:Water; D012967:Sodium Dodecyl Sulfate