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Synthesis and photophysics of an octathioglycosylated zinc(II) phthalocyanine.


ABSTRACT: A water soluble zinc(II) phthalocyanine symmetrically appended with eight thioglucose units was synthesized from commercially available hexadecafluorophthalocyaninatozinc(II) by controlled nucleophilic substitution of the peripheral fluoro groups. The photophysical properties and cancer cell uptake studies of this nonhydrolyzable thioglycosylated phthalocyanine are reported. The new compound has amphiphilic character, is chemically stable, and can potentially be used as a photosensitizer in photodynamic therapy.

SUBMITTER: Aggarwal A 

PROVIDER: S-EPMC3182128 | biostudies-literature | 2011 Oct

REPOSITORIES: biostudies-literature

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Synthesis and photophysics of an octathioglycosylated zinc(II) phthalocyanine.

Aggarwal Amit A   Singh Sunaina S   Zhang Yazhou Y   Anthes Mariah M   Samaroo Diana D   Gao Ruomei R   Drain Charles Michael CM  

Tetrahedron letters 20111001 42


A water soluble zinc(II) phthalocyanine symmetrically appended with eight thioglucose units was synthesized from commercially available hexadecafluorophthalocyaninatozinc(II) by controlled nucleophilic substitution of the peripheral fluoro groups. The photophysical properties and cancer cell uptake studies of this nonhydrolyzable thioglycosylated phthalocyanine are reported. The new compound has amphiphilic character, is chemically stable, and can potentially be used as a photosensitizer in phot  ...[more]

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