Isolation and NMR Characterization of Fumonisin B-2 and a New Fumonisin B-6 from Aspergillus niger

Maria Månsson, Marie Louise Klejnstrup, Richard Kerry Phipps, Kristian Fog Nielsen, Jens Christian Frisvad, Charlotte Held Gotfredsen, Thomas Ostenfeld Larsen

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract

A new fumonisin, fumonisin B-6 (1), has been isolated by cation-exchange and reverse-phase chromatography, together with fumonisin B-2 (2), from,stationary cultures of the fungus Aspergillus niger NRRL 326. Analysis of mass spectrometric and NMR data determined that FB6 is a positional isomer of FBI and iso-FB1, having hydroxyl functions at C3, C4, and C5. Analysis of the NMR data for FB2 showed very similar chemical shift values when compared to an authentic Fusarium FB2 standard, strongly indicating identical molecules despite that an absolute stereochemical assignment of FB2 from A. niger was not possible.
Original languageEnglish
JournalJournal of Agricultural and Food Chemistry
Volume58
Issue number2
Pages (from-to)949-953
ISSN0021-8561
DOIs
Publication statusPublished - 2010

Keywords

  • Fumonisins
  • food safety
  • NMR
  • Aspergillus niger
  • mycotoxins

Cite this

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title = "Isolation and NMR Characterization of Fumonisin B-2 and a New Fumonisin B-6 from Aspergillus niger",
abstract = "A new fumonisin, fumonisin B-6 (1), has been isolated by cation-exchange and reverse-phase chromatography, together with fumonisin B-2 (2), from,stationary cultures of the fungus Aspergillus niger NRRL 326. Analysis of mass spectrometric and NMR data determined that FB6 is a positional isomer of FBI and iso-FB1, having hydroxyl functions at C3, C4, and C5. Analysis of the NMR data for FB2 showed very similar chemical shift values when compared to an authentic Fusarium FB2 standard, strongly indicating identical molecules despite that an absolute stereochemical assignment of FB2 from A. niger was not possible.",
keywords = "Fumonisins, food safety, NMR, Aspergillus niger, mycotoxins",
author = "Maria M{\aa}nsson and Klejnstrup, {Marie Louise} and Phipps, {Richard Kerry} and Nielsen, {Kristian Fog} and Frisvad, {Jens Christian} and Gotfredsen, {Charlotte Held} and Larsen, {Thomas Ostenfeld}",
year = "2010",
doi = "10.1021/jf902834g",
language = "English",
volume = "58",
pages = "949--953",
journal = "Journal of Agricultural and Food Chemistry",
issn = "0021-8561",
publisher = "American Chemical Society",
number = "2",

}

Isolation and NMR Characterization of Fumonisin B-2 and a New Fumonisin B-6 from Aspergillus niger. / Månsson, Maria; Klejnstrup, Marie Louise; Phipps, Richard Kerry; Nielsen, Kristian Fog; Frisvad, Jens Christian; Gotfredsen, Charlotte Held; Larsen, Thomas Ostenfeld.

In: Journal of Agricultural and Food Chemistry, Vol. 58, No. 2, 2010, p. 949-953.

Research output: Contribution to journalJournal articleResearchpeer-review

TY - JOUR

T1 - Isolation and NMR Characterization of Fumonisin B-2 and a New Fumonisin B-6 from Aspergillus niger

AU - Månsson, Maria

AU - Klejnstrup, Marie Louise

AU - Phipps, Richard Kerry

AU - Nielsen, Kristian Fog

AU - Frisvad, Jens Christian

AU - Gotfredsen, Charlotte Held

AU - Larsen, Thomas Ostenfeld

PY - 2010

Y1 - 2010

N2 - A new fumonisin, fumonisin B-6 (1), has been isolated by cation-exchange and reverse-phase chromatography, together with fumonisin B-2 (2), from,stationary cultures of the fungus Aspergillus niger NRRL 326. Analysis of mass spectrometric and NMR data determined that FB6 is a positional isomer of FBI and iso-FB1, having hydroxyl functions at C3, C4, and C5. Analysis of the NMR data for FB2 showed very similar chemical shift values when compared to an authentic Fusarium FB2 standard, strongly indicating identical molecules despite that an absolute stereochemical assignment of FB2 from A. niger was not possible.

AB - A new fumonisin, fumonisin B-6 (1), has been isolated by cation-exchange and reverse-phase chromatography, together with fumonisin B-2 (2), from,stationary cultures of the fungus Aspergillus niger NRRL 326. Analysis of mass spectrometric and NMR data determined that FB6 is a positional isomer of FBI and iso-FB1, having hydroxyl functions at C3, C4, and C5. Analysis of the NMR data for FB2 showed very similar chemical shift values when compared to an authentic Fusarium FB2 standard, strongly indicating identical molecules despite that an absolute stereochemical assignment of FB2 from A. niger was not possible.

KW - Fumonisins

KW - food safety

KW - NMR

KW - Aspergillus niger

KW - mycotoxins

U2 - 10.1021/jf902834g

DO - 10.1021/jf902834g

M3 - Journal article

C2 - 20028011

VL - 58

SP - 949

EP - 953

JO - Journal of Agricultural and Food Chemistry

JF - Journal of Agricultural and Food Chemistry

SN - 0021-8561

IS - 2

ER -