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Fluorescent GD2 analog for single-molecule imaging

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Abstract

Ganglioside GD2 is associated with the proliferation and migration of breast cancer cells. However, the precise role of GD2 is unclear because its tendency to form dynamic and transient domains in cell plasma membranes (PMs), called lipid rafts, makes it difficult to observe. Previously, we developed fluorescent analogs of gangliosides (e.g., GM3 and GM1), which enabled the observation of lipid raft formation for the first time using single-molecule imaging. In this report, we describe the first chemical synthesis of a fluorescent ganglioside, GD2. A biophysical analysis of the synthesized analog revealed its raft-philic character, suggesting its potential to aid single-molecule imaging-based investigations into raft-associated interactions.

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The data underlying this study are available in the published article and its Supplementary Information files.

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Acknowledgements

This work was supported in part by Japan Society for the Promotion of Science (JSPS) KAKENHI Grant No. JP18H0392 (H. A.), JP20K15412 (N. K.), and JP21H02424 (K. G. N. S); JSPS Core-to-Core Program Grant No. JPJSCCA20200007 (H. A.); Japan Science and Technology Agency (JST) CREST Grant No. JRMJCR18H2 (H. A. and K. G. N. S.); JST FOREST Grant No. JPMJFR2004 (N. K.); the Mizutani Foundation for Glycoscience (H. A. and K. G. N. S.), SUNBOR Grant from the Suntory Foundation for Life Sciences (N. K.).

Funding

This work was supported by the funding organizations listed in the Acknowledgments.

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Authors and Affiliations

  1. Institute for Glyco-core Research (iGCORE), Gifu University, 1-1 Yanagido, 501-1193, Gifu, Japan

    Eriko Yamaguchi, Naoko Komura, Hide-Nori Tanaka, Akihiro Imamura, Hideharu Ishida, Kenichi G. N. Suzuki & Hiromune Ando

  2. Department of Applied Bioorganic Chemistry, Gifu University, 1-1 Yanagido, 501-1193, Gifu, Japan

    Akihiro Imamura & Hideharu Ishida

  3. UMR 8576-UGSF-Unité de Glycobiologie Structurale et Fonctionnelle, CNRS, Université de Lille, F-59000, Lille, France

    Sophie Groux-Degroote

  4. Institute of Clinical Biochemistry, Hannover Medical School, 30623, Hannover, Germany

    Martina Mühlenhoff

Authors
  1. Eriko Yamaguchi
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  2. Naoko Komura
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  3. Hide-Nori Tanaka
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  4. Akihiro Imamura
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  8. Kenichi G. N. Suzuki
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  9. Hiromune Ando
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Contributions

N.K., S. G.-D., M. M., K.G.N.S., and H.A. conceived this research and designed the experiments; E.Y. and A.I. performed the chemical synthesis; K.G.N.S. performed the biophysical evaluation; E.Y., N.K., H.-N.T., A.I., H.I., K.G.N.S. and H.A. analyzed the data; N.K., K.G.N.S. and H.A. wrote the original draft of the manuscript; all authors contributed to its reviewing and editing.

Corresponding authors

Correspondence to Naoko Komura, Kenichi G. N. Suzuki or Hiromune Ando.

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Yamaguchi, E., Komura, N., Tanaka, HN. et al. Fluorescent GD2 analog for single-molecule imaging. Glycoconj J 40, 247–257 (2023). https://doi.org/10.1007/s10719-023-10102-1

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