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Synthesis of endohedral metallofullerene glycoconjugates by carbene addition.

ABSTRACT: Endohedral metallofullerene glycoconjugates were synthesized under mild conditions by carbene addition using appropriate glycosylidene-derived diazirine with La(2)@I(h)-C(80). NMR spectroscopic studies revealed that the glycoconjugate consists of two diastereomers of [6,6]-open mono-adducts. The electronic properties were characterized using Vis/NIR absorption spectroscopy and electrochemical measurements. This study demonstrates that glycosylidene carbene is useful to incorporate carbohydrate moieties onto endohedral metallofullerene surfaces.

SUBMITTER: Yamada M

PROVIDER: S-EPMC6264206 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

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Synthesis of endohedral metallofullerene glycoconjugates by carbene addition.

Yamada Michio M Someya Chika I CI Nakahodo Tsukasa T Maeda Yutaka Y Tsuchiya Takahiro T Akasaka Takeshi T

Molecules (Basel, Switzerland) 20111114 11

Endohedral metallofullerene glycoconjugates were synthesized under mild conditions by carbene addition using appropriate glycosylidene-derived diazirine with La(2)@I(h)-C(80). NMR spectroscopic studies revealed that the glycoconjugate consists of two diastereomers of [6,6]-open mono-adducts. The electronic properties were characterized using Vis/NIR absorption spectroscopy and electrochemical measurements. This study demonstrates that glycosylidene carbene is useful to incorporate carbohydrate m ...[more]

PMID: 22083236

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