Metabolome analysis using multiple data mining approaches suggests luteolin biosynthesis in Physcomitrella patens

The model land plant Physcomitrella patens synthesizes flavonoids which may act as protectant of ultraviolet-B radiation. We aimed to uncover its flavonoid profile, for which metabolome analysis using liquid chromatography coupled with Ion trap/Orbitrap mass spectrometry was performed. From the 80%...

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Published inPlant Biotechnology Vol. 37; no. 3; pp. 377 - 381
Main Authors Hiraga, Yasuhide, Ara, Takeshi, Nagashima, Yoshiki, Shimada, Norimoto, Sakurai, Nozomu, Suzuki, Hideyuki, Kera, Kota
Format Journal Article
LanguageEnglish
Published Tokyo Japanese Society for Plant Biotechnology 25.09.2020
Japan Science and Technology Agency
Japanese Society for Plant Cell and Molecular Biology
Subjects
Biosynthesis
Chemical composition
Data mining
Flavones
flavonoid
Flavonoids
Ions
Isomers
Isotopes
LC-MS
Liquid chromatography
Mass spectrometry
Mass spectroscopy
Metabolites
metabolome
Physcomitrella patens
Searching
Secondary metabolites
stable isotope
Stable isotopes
Ultraviolet radiation
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Abstract The model land plant Physcomitrella patens synthesizes flavonoids which may act as protectant of ultraviolet-B radiation. We aimed to uncover its flavonoid profile, for which metabolome analysis using liquid chromatography coupled with Ion trap/Orbitrap mass spectrometry was performed. From the 80% methanol extracts, 661 valid peaks were detected. Prediction of the elemental compositions within a mass accuracy of 2 ppm indicated that 217 peaks had single elemental composition. A compound database search revealed 47 peaks to be annotated as secondary metabolites based on the compound database search. Comprehensive substituent search by ShiftedIonsFinder showed there were 13 peaks of potential flavonoid derivatives. Interestingly, a peak having m/z 287.0551, corresponding to that of luteolin, was detected, even though flavone synthase has never been identified in P. patens. Using P. patens labeled with stable isotopes (13C-, 15N-, 18O-, and 34S), we confirmed the elemental composition of the peak as C15H10O6. By a comparison of MS/MS spectra with that of authentic standard, the peak was identified as luteolin or related flavone isomers. This is the first report of luteolin or related flavones synthesis and the possibility of the existence of an unknown enzyme with flavone synthase activity in P. patens.
AbstractList The model land plant Physcomitrella patens synthesizes flavonoids which may act as protectant of ultraviolet-B radiation. We aimed to uncover its flavonoid profile, for which metabolome analysis using liquid chromatography coupled with Ion trap/Orbitrap mass spectrometry was performed. From the 80% methanol extracts, 661 valid peaks were detected. Prediction of the elemental compositions within a mass accuracy of 2 ppm indicated that 217 peaks had single elemental composition. A compound database search revealed 47 peaks to be annotated as secondary metabolites based on the compound database search. Comprehensive substituent search by ShiftedIonsFinder showed there were 13 peaks of potential flavonoid derivatives. Interestingly, a peak having m/z 287.0551, corresponding to that of luteolin, was detected, even though flavone synthase has never been identified in P. patens. Using P. patens labeled with stable isotopes (13C-, 15N-, 18O-, and 34S), we confirmed the elemental composition of the peak as C15H10O6. By a comparison of MS/MS spectra with that of authentic standard, the peak was identified as luteolin or related flavone isomers. This is the first report of luteolin or related flavones synthesis and the possibility of the existence of an unknown enzyme with flavone synthase activity in P. patens.
The model land plant Physcomitrella patens synthesizes flavonoids which may act as protectant of ultraviolet-B radiation. We aimed to uncover its flavonoid profile, for which metabolome analysis using liquid chromatography coupled with Ion trap/Orbitrap mass spectrometry was performed. From the 80% methanol extracts, 661 valid peaks were detected. Prediction of the elemental compositions within a mass accuracy of 2 ppm indicated that 217 peaks had single elemental composition. A compound database search revealed 47 peaks to be annotated as secondary metabolites based on the compound database search. Comprehensive substituent search by ShiftedIonsFinder showed there were 13 peaks of potential flavonoid derivatives. Interestingly, a peak having m / z 287.0551, corresponding to that of luteolin, was detected, even though flavone synthase has never been identified in P. patens . Using P . patens labeled with stable isotopes ( 13 C-, 15 N-, 18 O-, and 34 S), we confirmed the elemental composition of the peak as C 15 H 10 O 6 . By a comparison of MS/MS spectra with that of authentic standard, the peak was identified as luteolin or related flavone isomers. This is the first report of luteolin or related flavones synthesis and the possibility of the existence of an unknown enzyme with flavone synthase activity in P. patens .
Author Hiraga, Yasuhide
Shimada, Norimoto
Suzuki, Hideyuki
Sakurai, Nozomu
Kera, Kota
Ara, Takeshi
Nagashima, Yoshiki
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10.1021/acs.jnatprod.7b00085
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Present address: Bioinformation and DDBJ Center, National Institute of Genetics, 1111 Yata, Mishima, Shizuoka 411-8540, Japan
These authors contributed equally to this work.
Present address: Research Institute for Sustainable Humanosphere, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan
Present address: Tokiwa Phytochemical Co. Ltd., 158 Kinoko, Sakura, Chiba 285-0801, Japan
Present address: Thermo Fisher Scientific, 3-9 Moriya-cho, Kanagawa, Yokohama, Kanagawa 221-0022, Japan
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Snippet The model land plant Physcomitrella patens synthesizes flavonoids which may act as protectant of ultraviolet-B radiation. We aimed to uncover its flavonoid...
The model land plant Physcomitrella patens synthesizes flavonoids which may act as protectant of ultraviolet-B radiation. We aimed to uncover its flavonoid...
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SubjectTerms Biosynthesis
Chemical composition
Data mining
Flavones
flavonoid
Flavonoids
Ions
Isomers
Isotopes
LC-MS
Liquid chromatography
Mass spectrometry
Mass spectroscopy
Metabolites
metabolome
Physcomitrella patens
Searching
Secondary metabolites
stable isotope
Stable isotopes
Ultraviolet radiation
Title Metabolome analysis using multiple data mining approaches suggests luteolin biosynthesis in Physcomitrella patens
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