Structure of (-)-neodysidenin from Dysidea herbacea. Implications for biosynthesis of 5,5,5-trichloroleucine peptides

John B. MacMillan, Eugene K. Trousdale, Tadeusz F. Molinski

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

(equation presented) Neodysidenin was isolated from the marine sponge Dysidea herbacea (Keller 1889) collected on the Great Barrier Reef. The complete configuration was obtained from a combination of methods, including capillary electrophoresis of Marfey's derivatives. Neodysidenin belongs to the L-series of trichloroleucine peptides, and the configuration of the N-methyl thiazolyl alanine residue (13R) is opposite to that of dysidenin.

Original languageEnglish (US)
Pages (from-to)2721-2723
Number of pages3
JournalOrganic Letters
Volume2
Issue number17
StatePublished - Aug 24 2000

Fingerprint

Dysidea
biosynthesis
Biosynthesis
peptides
reefs
Capillary electrophoresis
Peptides
Reefs
Capillary Electrophoresis
Porifera
alanine
electrophoresis
configurations
Alanine
Derivatives
neodysidenin

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Structure of (-)-neodysidenin from Dysidea herbacea. Implications for biosynthesis of 5,5,5-trichloroleucine peptides. / MacMillan, John B.; Trousdale, Eugene K.; Molinski, Tadeusz F.

In: Organic Letters, Vol. 2, No. 17, 24.08.2000, p. 2721-2723.

Research output: Contribution to journalArticle

@article{f57b9932b7964fc9a82cd878a00251df,
title = "Structure of (-)-neodysidenin from Dysidea herbacea. Implications for biosynthesis of 5,5,5-trichloroleucine peptides",
abstract = "(equation presented) Neodysidenin was isolated from the marine sponge Dysidea herbacea (Keller 1889) collected on the Great Barrier Reef. The complete configuration was obtained from a combination of methods, including capillary electrophoresis of Marfey's derivatives. Neodysidenin belongs to the L-series of trichloroleucine peptides, and the configuration of the N-methyl thiazolyl alanine residue (13R) is opposite to that of dysidenin.",
author = "MacMillan, {John B.} and Trousdale, {Eugene K.} and Molinski, {Tadeusz F.}",
year = "2000",
month = "8",
day = "24",
language = "English (US)",
volume = "2",
pages = "2721--2723",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "17",

}

TY - JOUR

T1 - Structure of (-)-neodysidenin from Dysidea herbacea. Implications for biosynthesis of 5,5,5-trichloroleucine peptides

AU - MacMillan, John B.

AU - Trousdale, Eugene K.

AU - Molinski, Tadeusz F.

PY - 2000/8/24

Y1 - 2000/8/24

N2 - (equation presented) Neodysidenin was isolated from the marine sponge Dysidea herbacea (Keller 1889) collected on the Great Barrier Reef. The complete configuration was obtained from a combination of methods, including capillary electrophoresis of Marfey's derivatives. Neodysidenin belongs to the L-series of trichloroleucine peptides, and the configuration of the N-methyl thiazolyl alanine residue (13R) is opposite to that of dysidenin.

AB - (equation presented) Neodysidenin was isolated from the marine sponge Dysidea herbacea (Keller 1889) collected on the Great Barrier Reef. The complete configuration was obtained from a combination of methods, including capillary electrophoresis of Marfey's derivatives. Neodysidenin belongs to the L-series of trichloroleucine peptides, and the configuration of the N-methyl thiazolyl alanine residue (13R) is opposite to that of dysidenin.

UR - http://www.scopus.com/inward/record.url?scp=0034710498&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034710498&partnerID=8YFLogxK

M3 - Article

C2 - 10990437

AN - SCOPUS:0034710498

VL - 2

SP - 2721

EP - 2723

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 17

ER -