Total synthesis and stereochemical reassignment of maedamide

Ayano Takayanagi; Arihiro Iwasaki; Kiyotake Suenaga

doi:10.1016/j.tetlet.2015.06.090

Total synthesis and stereochemical reassignment of maedamide

Ayano Takayanagi, Arihiro Iwasaki, Kiyotake Suenaga

Department of Chemistry

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

5 Citations (Scopus)

Abstract

Abstract The first total synthesis of maedamide, an acyclic peptide isolated from a marine cyanobacterial assemblage of Lyngbya sp., was achieved. This synthesis led to reassignment of the allo-d-Ile of maedamide to be l-Ile, which was supported by ¹H and ¹³C NMR data.

Original language	English
Article number	46482
Pages (from-to)	4947-4949
Number of pages	3
Journal	Tetrahedron Letters
Volume	56
Issue number	34
DOIs	https://doi.org/10.1016/j.tetlet.2015.06.090
Publication status	Published - 2015 Jul 20

Keywords

Lyngbya
Maedamide
Marine cyanobacteria
Marine natural products
Total synthesis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Total synthesis and stereochemical reassignment of maedamide",

abstract = "Abstract The first total synthesis of maedamide, an acyclic peptide isolated from a marine cyanobacterial assemblage of Lyngbya sp., was achieved. This synthesis led to reassignment of the allo-d-Ile of maedamide to be l-Ile, which was supported by 1H and 13C NMR data.",

keywords = "Lyngbya, Maedamide, Marine cyanobacteria, Marine natural products, Total synthesis",

author = "Ayano Takayanagi and Arihiro Iwasaki and Kiyotake Suenaga",

note = "Funding Information: This work was supported in part by a Grants-in-Aid from the Ministry of Education, Culture, Sports, Science and Technology of Japan ( 24310160 ) and Keio Gijuku Fukuzawa Memorial Fund for the Advancement of Education and Research. ",

year = "2015",

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day = "20",

doi = "10.1016/j.tetlet.2015.06.090",

language = "English",

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journal = "Tetrahedron Letters",

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T1 - Total synthesis and stereochemical reassignment of maedamide

AU - Takayanagi, Ayano

AU - Iwasaki, Arihiro

AU - Suenaga, Kiyotake

N1 - Funding Information: This work was supported in part by a Grants-in-Aid from the Ministry of Education, Culture, Sports, Science and Technology of Japan ( 24310160 ) and Keio Gijuku Fukuzawa Memorial Fund for the Advancement of Education and Research.

PY - 2015/7/20

Y1 - 2015/7/20

N2 - Abstract The first total synthesis of maedamide, an acyclic peptide isolated from a marine cyanobacterial assemblage of Lyngbya sp., was achieved. This synthesis led to reassignment of the allo-d-Ile of maedamide to be l-Ile, which was supported by 1H and 13C NMR data.

AB - Abstract The first total synthesis of maedamide, an acyclic peptide isolated from a marine cyanobacterial assemblage of Lyngbya sp., was achieved. This synthesis led to reassignment of the allo-d-Ile of maedamide to be l-Ile, which was supported by 1H and 13C NMR data.

KW - Lyngbya

KW - Maedamide

KW - Marine cyanobacteria

KW - Marine natural products

KW - Total synthesis

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DO - 10.1016/j.tetlet.2015.06.090

M3 - Article

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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