Approach to the biosynthesis of atisine-type diterpenoid alkaloids.
To determine the biosynthesis pathway of the atisine-type diterpenoid alkaloids spiramines A/B and C/D, feeding experiments in in vitro cultured plantlets and enzymatic transformations in cell-free extracts were performed in combination with LCMS and tandem MS analyses. L-[2-(13)C,(15)N]Serine was used in the feeding experiments and enzymatic transformations, and the diterpene spiraminol was identified as a biosynthetic precursor of spiramine alkaloids. The LCMS and tandem MS spectra of the extracts from these experiments indicated that L-[2-(13)C,(15)N]serine was incorporated into spiramines A/B and C/D. The labeled reaction products show that l-serine is the one possible nitrogen source involved in the biosynthesis of atisine-type DAs.
Zhao
Pei-Ji
PJ
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, People's Republic of China.
Gao
Suo
S
Fan
Li-Ming
LM
Nie
Jing-Lei
JL
He
Hong-Ping
HP
Zeng
Ying
Y
Shen
Yue-Mao
YM
Hao
Xiao-Jiang
XJ
D000470:Alkaloids / Q000737:chemistry / Q000378:metabolism*; D004224:Diterpenes / Q000737:chemistry / Q000378:metabolism*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000378:metabolism*; D006576:Heterocyclic Compounds, 4 or More Rings / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D012694:Serine / Q000737:chemistry / Q000378:metabolism; D031992:Spiraea / Q000737:chemistry*
D000470:Alkaloids; D004224:Diterpenes; D004365:Drugs, Chinese Herbal; D006576:Heterocyclic Compounds, 4 or More Rings; D012694:Serine