Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition

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 ele...

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Detalles Bibliográficos
Autores principales: Yamada, Michio, Someya, Chika I., Nakahodo, Tsukasa, Maeda, Yutaka, Tsuchiya, Takahiro, Akasaka, Takeshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264206/
https://www.ncbi.nlm.nih.gov/pubmed/22083236
http://dx.doi.org/10.3390/molecules16119495
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author Yamada, Michio
Someya, Chika I.
Nakahodo, Tsukasa
Maeda, Yutaka
Tsuchiya, Takahiro
Akasaka, Takeshi
author_facet Yamada, Michio
Someya, Chika I.
Nakahodo, Tsukasa
Maeda, Yutaka
Tsuchiya, Takahiro
Akasaka, Takeshi
author_sort Yamada, Michio
collection PubMed
description 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.
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spelling pubmed-62642062018-12-10 Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition Yamada, Michio Someya, Chika I. Nakahodo, Tsukasa Maeda, Yutaka Tsuchiya, Takahiro Akasaka, Takeshi Molecules Article 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. MDPI 2011-11-14 /pmc/articles/PMC6264206/ /pubmed/22083236 http://dx.doi.org/10.3390/molecules16119495 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Yamada, Michio
Someya, Chika I.
Nakahodo, Tsukasa
Maeda, Yutaka
Tsuchiya, Takahiro
Akasaka, Takeshi
Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition
title Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition
title_full Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition
title_fullStr Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition
title_full_unstemmed Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition
title_short Synthesis of Endohedral Metallofullerene Glycoconjugates by Carbene Addition
title_sort synthesis of endohedral metallofullerene glycoconjugates by carbene addition
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264206/
https://www.ncbi.nlm.nih.gov/pubmed/22083236
http://dx.doi.org/10.3390/molecules16119495
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