Synthesis of 25- 13c-amphotericin B methyl ester

A molecular probe for solid-state NMR measurements

Naohiro Matsushita, Yukiko Matsuo, Hiroshi Tsuchikawa, Nobuaki Matsumori, Michio Murata, Tohru Oishi

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

A 13C-labeled amphotericin B (AmB) derivative was synthesized based on a hybrid strategy combining chemical synthesis with degradation of a natural product through successive cross-coupling reactions and macrolactonization. The specimen regiospecifically 13C-labeled (99% enrichment) at C25 position corresponding to the polyene moiety would be a powerful tool for structural analysis of the molecular assembly formed by AmB based on solid-state NMR measurements.

Original languageEnglish
Pages (from-to)114-115
Number of pages2
JournalChemistry Letters
Volume38
Issue number2
DOIs
Publication statusPublished - 2009
Externally publishedYes

Fingerprint

Molecular Probes
Amphotericin B
Nuclear magnetic resonance
Polyenes
Biological Products
Structural analysis
Derivatives
Degradation
methylamphotericin B

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Synthesis of 25- 13c-amphotericin B methyl ester : A molecular probe for solid-state NMR measurements. / Matsushita, Naohiro; Matsuo, Yukiko; Tsuchikawa, Hiroshi; Matsumori, Nobuaki; Murata, Michio; Oishi, Tohru.

In: Chemistry Letters, Vol. 38, No. 2, 2009, p. 114-115.

Research output: Contribution to journalArticle

Matsushita, Naohiro ; Matsuo, Yukiko ; Tsuchikawa, Hiroshi ; Matsumori, Nobuaki ; Murata, Michio ; Oishi, Tohru. / Synthesis of 25- 13c-amphotericin B methyl ester : A molecular probe for solid-state NMR measurements. In: Chemistry Letters. 2009 ; Vol. 38, No. 2. pp. 114-115.
@article{45bda1b5ce774bbd8ae48451d9ad781d,
title = "Synthesis of 25- 13c-amphotericin B methyl ester: A molecular probe for solid-state NMR measurements",
abstract = "A 13C-labeled amphotericin B (AmB) derivative was synthesized based on a hybrid strategy combining chemical synthesis with degradation of a natural product through successive cross-coupling reactions and macrolactonization. The specimen regiospecifically 13C-labeled (99{\%} enrichment) at C25 position corresponding to the polyene moiety would be a powerful tool for structural analysis of the molecular assembly formed by AmB based on solid-state NMR measurements.",
author = "Naohiro Matsushita and Yukiko Matsuo and Hiroshi Tsuchikawa and Nobuaki Matsumori and Michio Murata and Tohru Oishi",
year = "2009",
doi = "10.1246/cl.2009.114",
language = "English",
volume = "38",
pages = "114--115",
journal = "Chemistry Letters",
issn = "0366-7022",
publisher = "The Chemical Society of Japan",
number = "2",

}

TY - JOUR

T1 - Synthesis of 25- 13c-amphotericin B methyl ester

T2 - A molecular probe for solid-state NMR measurements

AU - Matsushita, Naohiro

AU - Matsuo, Yukiko

AU - Tsuchikawa, Hiroshi

AU - Matsumori, Nobuaki

AU - Murata, Michio

AU - Oishi, Tohru

PY - 2009

Y1 - 2009

N2 - A 13C-labeled amphotericin B (AmB) derivative was synthesized based on a hybrid strategy combining chemical synthesis with degradation of a natural product through successive cross-coupling reactions and macrolactonization. The specimen regiospecifically 13C-labeled (99% enrichment) at C25 position corresponding to the polyene moiety would be a powerful tool for structural analysis of the molecular assembly formed by AmB based on solid-state NMR measurements.

AB - A 13C-labeled amphotericin B (AmB) derivative was synthesized based on a hybrid strategy combining chemical synthesis with degradation of a natural product through successive cross-coupling reactions and macrolactonization. The specimen regiospecifically 13C-labeled (99% enrichment) at C25 position corresponding to the polyene moiety would be a powerful tool for structural analysis of the molecular assembly formed by AmB based on solid-state NMR measurements.

UR - http://www.scopus.com/inward/record.url?scp=67650501483&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=67650501483&partnerID=8YFLogxK

U2 - 10.1246/cl.2009.114

DO - 10.1246/cl.2009.114

M3 - Article

VL - 38

SP - 114

EP - 115

JO - Chemistry Letters

JF - Chemistry Letters

SN - 0366-7022

IS - 2

ER -