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

8 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

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.tetlet.2015.06.090

Cite this

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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. Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd.",

year = "2015",

month = jul,

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

language = "English",

volume = "56",

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journal = "Tetrahedron Letters",

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TY - JOUR

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. Publisher Copyright: © 2015 Elsevier Ltd.

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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U2 - 10.1016/j.tetlet.2015.06.090

DO - 10.1016/j.tetlet.2015.06.090

M3 - Article

AN - SCOPUS:84937639809

VL - 56

SP - 4947

EP - 4949

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 34

M1 - 46482

ER -

Total synthesis and stereochemical reassignment of maedamide

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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