In:
Journal of Phycology, Wiley, Vol. 49, No. 4 ( 2013-08), p. 680-688
Abstract:
Several unknown mycosporine‐like amino acids ( MAA s) have been previously isolated from some cultured species of toxic dinoflagellates of the A lexandrium genus (Dinophyceae). One of them, originally called M‐333, was tentatively identified as a shinorine methyl ester, but the precise nature of this compound is still unknown. Using a high‐resolution reversed‐phase liquid chromatography mass spectrometry analyses ( HPLC / MS ), we found that natural populations of the red tide dinoflagellate Prorocentrum micans Ehrenberg showed a net dominance of M‐333 together with lesser amounts of other MAA s. We also documented the isolation and characterization of this MAA from natural dinoflagellate populations and from A lexandrium tamarense (Lebour) Balech cultures. Using a comparative fragmentation study in electrospray mass spectrometry between deuterated and non‐deuterated M‐333 compounds and synthesized mono and dimethyl esters of shinorine, this novel compound was characterized as mycosporine‐serine‐glycine methyl ester, a structure confirmed by nuclear magnetic resonance. These isobaric compounds can be differentiated by their fragmentation patterns in MS 3 experiments because the extension and the specific site of the methylation changed the fragmentation pathway.
Type of Medium:
Online Resource
ISSN:
0022-3646
,
1529-8817
DOI:
10.1111/jpy.2013.49.issue-4
Language:
English
Publisher:
Wiley
Publication Date:
2013
detail.hit.zdb_id:
281226-5
detail.hit.zdb_id:
1478748-9
SSG:
12
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