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

44 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

Access to Document

10.1039/b904314d

Cite this

@article{379cb3f7962c4aad8ce505aa85c6ebf6,

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",

language = "English",

pages = "3419--3421",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "23",

}

TY - JOUR

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.

UR - http://www.scopus.com/inward/record.url?scp=68049148252&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=68049148252&partnerID=8YFLogxK

U2 - 10.1039/b904314d

DO - 10.1039/b904314d

M3 - Article

C2 - 19503890

AN - SCOPUS:68049148252

SP - 3419

EP - 3421

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

Access to Document

Other files and links

Fingerprint

Cite this