Synthesis and development of biologically active fluorescent-labeled vitamin K analogues and monitoring of their subcellular distribution

Yoshitomo Suhara, Shinya Abe, Aya Murakami, Yuka Shimomura, Kimie Nakagawa, Maya Kamao, Naoko Tsugawa, Toshio Okano

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

New fluorescent analogues of menaquinone-4 and phylloquinone were prepared and their subcellular distribution monitored using a confocal laser scanning microscope. These analogues incorporate an FITC group anchored to the naphthoquinone skeleton through an amide bond expected to be resistant to metabolism. On their addition to the culture medium, fluorescence was readily observed inside a human osteosarcoma cell line. This result indicates that the fluorescent analogues penetrate into cells the same as vitamin K, and therefore, would be useful for achieving insight into the action mechanism of vitamin K.

Original languageEnglish
Pages (from-to)8789-8796
Number of pages8
JournalTetrahedron
Volume64
Issue number37
DOIs
Publication statusPublished - 2008 Sep 8
Externally publishedYes

Fingerprint

Vitamin K 1
Naphthoquinones
Vitamin K
Fluorescein-5-isothiocyanate
Metabolism
Amides
Culture Media
Microscopes
Fluorescence
Cells
Scanning
Lasers
Monitoring
menatetrenone

Keywords

  • Fluorescent-label
  • Menaquinone-4
  • Phylloquinone
  • Subcellular distribution
  • Vitamin K

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Synthesis and development of biologically active fluorescent-labeled vitamin K analogues and monitoring of their subcellular distribution. / Suhara, Yoshitomo; Abe, Shinya; Murakami, Aya; Shimomura, Yuka; Nakagawa, Kimie; Kamao, Maya; Tsugawa, Naoko; Okano, Toshio.

In: Tetrahedron, Vol. 64, No. 37, 08.09.2008, p. 8789-8796.

Research output: Contribution to journalArticle

Suhara, Yoshitomo ; Abe, Shinya ; Murakami, Aya ; Shimomura, Yuka ; Nakagawa, Kimie ; Kamao, Maya ; Tsugawa, Naoko ; Okano, Toshio. / Synthesis and development of biologically active fluorescent-labeled vitamin K analogues and monitoring of their subcellular distribution. In: Tetrahedron. 2008 ; Vol. 64, No. 37. pp. 8789-8796.
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