124200-46-0Relevant academic research and scientific papers
Porphyrin synthesis in surfactant solution: Multicomponent assembly in micelles
Bonar-Law, Richard P.
, p. 3623 - 3634 (2007/10/03)
A synthesis of meso-substituted porphyrins in anionic sodium dodecyl sulfate micelles has been developed. Polar, functionalized aromatic aldehydes condense reversibly with pyrrole in the micellar phase. Oxidation of the porphyrinogen then provides functionalized porphyrins in yields of 10-48%. Hydrophobic aldehydes condense irreversibly to give low yields at practical substrate concentrations. Synthesis in D2O solution results in per-β-deuterated porphyrins. A two-phase model is used to rationalize the dependence of porphyrin yield on reactant and surfactant concentration. Micelles are viewed as potential wells which promote porphyrinogen assembly by binding products more tightly than reactants.
Synthesis and Characterization of New Style of Water-Soluble Glycosylated Porphyrins as a Spectrophotometric Reagent for Metal Ions
Kohata, Katsunori,Higashio, Hisao,Yamaguchi, Yuichi,Koketsu, Mamoru,Odashima, Tsugikatsu
, p. 668 - 679 (2007/10/02)
Six new styles of water-soluble glycosylated porphyrins (5,10,15,20-tetrakisporphine) were synthesized and studied concerning their structures by 1H and 13C NMR.Tetrakis (o-substituted phenyl)porphine, consisting of four atropoisomers (αβαβ, ααββ, αααβ, and αααα), was clearly assigned based on the 13C NMR peak-splitting pattern.It was especially noteworthy that water-soluble picket-fence porphyrin (αααα) was obtained.Furthermore, their characterization as a chromogenic reagent for metal ions was investigated.The introduction of highly water-soluble glucose successfully improved the aggregration and adsorption characteristics of the anionic or cationic porphyrins so far prepared without any marked change in the other important analytical properties.
Glycoconjugated Porphyrins. 2. Synthesis of Sterically Constrained Polyglycosylated Compounds Derived from Tetraphenylporphyrins
Maillard, Philippe,Guerquin-Kern, Jean-Luc,Huel, Christiane,Momenteau, Michel
, p. 2774 - 2780 (2007/10/02)
A variety of glycoconjugated porphyrins has been synthesized by Lindsey's method from pyrrole and o-acetylglycosylated benzaldehyde precursors.Deprotection of glucose and maltose moieties allows the production of derivatives which had a good solubillity i
