141036-61-5

Basic information

• Product Name: 5,10,15,20-tetrakis[3-(β-D-glucopyranosyloxy)phenyl]porphyrin
• Synonyms: 5,10,15,20-tetrakis[3-(β-D-glucopyranosyloxy)phenyl]porphyrin
• CAS NO: 141036-61-5
• Molecular Weight: 1327.32
• Mol File: 141036-61-5.mol

Chemical Properties

• CAS DataBase Reference: 5,10,15,20-tetrakis[3-(β-D-glucopyranosyloxy)phenyl]porphyrin(CAS DataBase Reference)
• NIST Chemistry Reference: 5,10,15,20-tetrakis[3-(β-D-glucopyranosyloxy)phenyl]porphyrin(141036-61-5)
• EPA Substance Registry System: 5,10,15,20-tetrakis[3-(β-D-glucopyranosyloxy)phenyl]porphyrin(141036-61-5)

Safety Data

• Hazardous Substances Data: 141036-61-5(Hazardous Substances Data)

Upstream product

• 141036-62-6 5,10,15,20-tetrakis[3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)phenyl]porphyrin 

Relevant articles and documents

Synthesis and Characterization of New Style of Water-Soluble Glycosylated Porphyrins as a Spectrophotometric Reagent for Metal Ions

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.

Cellular uptake and photocytotoxicity of glycoconjugated porphyrins in HeLa cells

Thirty-two glycoconjugated porphyrins were synthesized by a modification of Lindsey method in the presence of Zn(OAc)2·2H 2O as a template. The Zn2+ ion template strategy improved the yield about three-fold in the case of meta-substituted tetraphenylporphyrins. In addition, free-base porphyrins were obtained almost quantitatively by demetalation with 4 M HCl. Sixteen deacetylated glycoconjugated porphyrins were tested as candidate photodynamic therapy (PDT) drugs using HeLa cells. Most of the deacetylated glycoconjugated porphyrins showed higher cellular uptake than tetraphenylporphyrin tetrasulfonic acid (TPPS), and 5,10,15, 20-tetrakis[4-(β-D-arabinopyranosyloxy)phenyl] porphyrin (p-5d) in particular showed 18.5-fold higher uptake than TPPS. The photocytotoxicity of 5,10,15,20-tetrakis[4-(β-D-glucopyranosyloxy)phenyl] porphyrin (p-5a), p-5d and TPPS was examined with HeLa cells, using a light dose of 16 J/cm2. These photosensitizers had no cytotoxicity in the dark, but their photocytotoxicity increased in the order of TPPS p-5a p-5d. These results suggest p-5d is a good candidate for a PDT drug.

Synthesis and Chromogenic Properties of New Water-Soluble Glycosylated Porphines

We synthesized two kinds of new water-soluble glycosylated porphines, 5,10,15,20-tetrakis porphine and 5,10,15,20-tetrakis porphine, and investigated their chromogenic properties and reactivities with copper(II) ion.