Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides

Yuki Goto; Kazuhiro Iwasaki; Kohei Torikai; Hiroshi Murakami; Hiroaki Suga

doi:10.1039/b904314d

Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides

Yuki Goto, Kazuhiro Iwasaki, Kohei Torikai, Hiroshi Murakami, Hiroaki Suga

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

50 Citations (Scopus)

Abstract

We report here the ribosomal synthesis of methyllanthionine-containing cyclic peptides involving a site-specific incorporation of vinylglycine under the reprogrammed genetic code, followed by the isomerization of the vinylglycine to dehydrobutyrine, and the subsequent intramolecular Michael addition of a cysteine residue placed at a downstream position of the vinylglycine.

Original language	English
Pages (from-to)	3419-3421
Number of pages	3
Journal	Chemical Communications
Issue number	23
DOIs	https://doi.org/10.1039/b904314d
Publication status	Published - 2009
Externally published	Yes

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/b904314d

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title = "Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides",

abstract = "We report here the ribosomal synthesis of methyllanthionine-containing cyclic peptides involving a site-specific incorporation of vinylglycine under the reprogrammed genetic code, followed by the isomerization of the vinylglycine to dehydrobutyrine, and the subsequent intramolecular Michael addition of a cysteine residue placed at a downstream position of the vinylglycine.",

author = "Yuki Goto and Kazuhiro Iwasaki and Kohei Torikai and Hiroshi Murakami and Hiroaki Suga",

year = "2009",

doi = "10.1039/b904314d",

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journal = "Chemical Communications",

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T1 - Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides

AU - Goto, Yuki

AU - Iwasaki, Kazuhiro

AU - Torikai, Kohei

AU - Murakami, Hiroshi

AU - Suga, Hiroaki

PY - 2009

Y1 - 2009

N2 - We report here the ribosomal synthesis of methyllanthionine-containing cyclic peptides involving a site-specific incorporation of vinylglycine under the reprogrammed genetic code, followed by the isomerization of the vinylglycine to dehydrobutyrine, and the subsequent intramolecular Michael addition of a cysteine residue placed at a downstream position of the vinylglycine.

AB - We report here the ribosomal synthesis of methyllanthionine-containing cyclic peptides involving a site-specific incorporation of vinylglycine under the reprogrammed genetic code, followed by the isomerization of the vinylglycine to dehydrobutyrine, and the subsequent intramolecular Michael addition of a cysteine residue placed at a downstream position of the vinylglycine.

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U2 - 10.1039/b904314d

DO - 10.1039/b904314d

M3 - Article

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JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 23

ER -

Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides

Abstract

All Science Journal Classification (ASJC) codes

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