Synthesis of Staudinger-type molecular probe for catch-and-release purification of the binding protein for potassium isolespedezate, a leaf-closing substance of leguminous plant

Tomohiko Fujii; Nobuki Kato; Izumi Iwakura; Yoshiyuki Manabe; Minoru Ueda

doi:10.1246/cl.2008.52

Synthesis of Staudinger-type molecular probe for catch-and-release purification of the binding protein for potassium isolespedezate, a leaf-closing substance of leguminous plant

Tomohiko Fujii, Nobuki Kato, Izumi Iwakura, Yoshiyuki Manabe, Minoru Ueda

SCI - Chemistry

Research output: Contribution to journal › Article › peer-review

3 Citations (Scopus)

Abstract

We synthesized azide-containing photoaffinity probe 1 based on the structure of potassium isolespedezate. This probe can be used for catch-and-release-mechanism purification of binding protein for 1: photo-crosslinking with 1 gave azide-labeled receptor which can be captured by phosphane-linked gel matrix by the Staudinger ligation. After washing the gel, the caught binding protein can be released by the reductive cleavage of disulfide bond in 1. This process can be used as a convenient method for the purification of binding protein for bioactive natural product.

Original language	English
Pages (from-to)	52-53
Number of pages	2
Journal	Chemistry Letters
Volume	37
Issue number	1
DOIs	https://doi.org/10.1246/cl.2008.52
Publication status	Published - 2008 Jan 5

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10.1246/cl.2008.52

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abstract = "We synthesized azide-containing photoaffinity probe 1 based on the structure of potassium isolespedezate. This probe can be used for catch-and-release-mechanism purification of binding protein for 1: photo-crosslinking with 1 gave azide-labeled receptor which can be captured by phosphane-linked gel matrix by the Staudinger ligation. After washing the gel, the caught binding protein can be released by the reductive cleavage of disulfide bond in 1. This process can be used as a convenient method for the purification of binding protein for bioactive natural product.",

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AU - Fujii, Tomohiko

AU - Kato, Nobuki

AU - Iwakura, Izumi

AU - Manabe, Yoshiyuki

AU - Ueda, Minoru

PY - 2008/1/5

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N2 - We synthesized azide-containing photoaffinity probe 1 based on the structure of potassium isolespedezate. This probe can be used for catch-and-release-mechanism purification of binding protein for 1: photo-crosslinking with 1 gave azide-labeled receptor which can be captured by phosphane-linked gel matrix by the Staudinger ligation. After washing the gel, the caught binding protein can be released by the reductive cleavage of disulfide bond in 1. This process can be used as a convenient method for the purification of binding protein for bioactive natural product.

AB - We synthesized azide-containing photoaffinity probe 1 based on the structure of potassium isolespedezate. This probe can be used for catch-and-release-mechanism purification of binding protein for 1: photo-crosslinking with 1 gave azide-labeled receptor which can be captured by phosphane-linked gel matrix by the Staudinger ligation. After washing the gel, the caught binding protein can be released by the reductive cleavage of disulfide bond in 1. This process can be used as a convenient method for the purification of binding protein for bioactive natural product.

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Synthesis of Staudinger-type molecular probe for catch-and-release purification of the binding protein for potassium isolespedezate, a leaf-closing substance of leguminous plant

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