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Nakamura, Atsushi; Kobayashi, Kenichi; YAMAGUCHI, Jun; Itoh, Takeshi

doi:10.5795/jjscc.22.113

Cited by 1 publication

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“…LC separation of MAAs7 was achieved by reverse‐phase HPLC using a Brownlee cartridge system (Alltech Assoc.) with a reverse‐phase C‐8 column (220 × 2.1 mm i.d.)…”

Section: Methodsmentioning

confidence: 99%

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Electrospray ionization tandem mass spectrometric and electron impact mass spectrometric characterization of mycosporine‐like amino acids

Whitehead

Hedges

2003

Rapid Comm Mass Spectrometry

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Positive-ion mass spectral fragmentations of seven mycosporine-like amino acids (MAAs) are reported and discussed. The MAAs studied are small compounds composed of a cycloheximine ring substituted with amino acid or amino alcohol units. Techniques used include electron impact (EI) and electrospray ionization (ESI) with tandem mass spectrometry (MS/MS). ESI-MS/MS showed unusual small radical losses, generally resulting from the loss of a methyl group with the exception of shinorine and porphyra for which the initial losses were 30 and 44 Da, respectively. As expected from structural similarities, porphyra, shinorine and palythinol displayed similar fragmentation patterns, while palythenic acid and palythene fragmented in a similar manner. Overall, the ESI-MS/MS fragmentations at m/z <200 exhibited a distinctive pattern for all seven MAAs with characteristic ions at m/z 137, 168, 186, and 197 or 199. Several ions were observed for each of the MAAs analyzed, and together provide a useful and potentially diagnostic pattern for identification of MAAs and as an aid in structure elucidation of novel MAAs. For GC/EI-MS analysis, trimethylsilyl (TMS) derivatives were made. The EI-MS fragmentation patterns of TMS-MAAs showed many features typical of TMS-derivatized alpha-amines. The precursor TMS-MAA ion was not detected, but a [M-90](+ radical) ion was the highest-mass intense peak observed for palythine, palythinol and shinorine, while palythene gave a [M-116](+ radical) ion. Besides determining the number of acidic hydrogens, EI-MS of TMS-derivatized MAAs will aid in structure elucidation of novel MAAs.

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“…LC separation of MAAs7 was achieved by reverse‐phase HPLC using a Brownlee cartridge system (Alltech Assoc.) with a reverse‐phase C‐8 column (220 × 2.1 mm i.d.)…”

Section: Methodsmentioning

confidence: 99%

“…The usual analytical method for MAAs is based on separation by high‐performance liquid chromatography (HPLC) followed by detection with a UV diode‐array detector (DAD) 7. Identification is based on a combination of retention time and wavelength maximum.…”

mentioning

confidence: 99%

Electrospray ionization tandem mass spectrometric and electron impact mass spectrometric characterization of mycosporine‐like amino acids

Whitehead

Hedges

2003

Rapid Comm Mass Spectrometry

View full text Add to dashboard Cite

show abstract

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Cited by 1 publication

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Electrospray ionization tandem mass spectrometric and electron impact mass spectrometric characterization of mycosporine‐like amino acids

Electrospray ionization tandem mass spectrometric and electron impact mass spectrometric characterization of mycosporine‐like amino acids

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