P-67 クワカルスにおける二つのp-クマロイルCoA生合成経路(ポスター発表の部)

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Morus alba callus and cell suspension cultures produce prenylchalcones such as chalcomoracin (1) and kuwanon J (2) derived from cinnamoylpolyketide intermediate. Intact incorporation of both [3-^<13>C]-L-phenylalanine and [3-^<13>C]-L-tyrosine into the shikimate-derived moieties of 1 and 2 led to the assumption that the cell cultures operate two independent pathways leading to p-coumaroyl CoA, one of which is the pathway (a) L-phenylalanine→cinnamoyol CoA→p-coumaroyl CoA and the other is the pathway (b) L-tyrosine→p-coumaroyl CoA. In order to confirm the assumption, simultaneous administration of [1-^<13>C]-L-phenylalanine and [3-^<13>C]-L-tyrosine to the M. alba cell cultures was carried out. The ^<13>C NMR spectrum of 1 resulting from the experiment disclosed the incorporation of each amino acid into the specified positions in the molecule, supporting the assumption obtained from the previous experiments. Further administration experiment with [2-^<13>C]cinnamic acid N-acetylcysteamine thioester was undertaken in order to obtain a conclusive evidence for the pathway (a) in the cell cultures. The ^<13>C NMR spectra of 1 and 2 resulting from the experiment revealed intact incorporation of the precursor into the expected positions of 1 and 2. Thus, the simultaneous administration of [1-^<13>C]-L-phenylalanine and [3-^<13>C]-L-tyrosine as well as the administration of [2-^<13>C]cinnamic acid N-acetylcysteamine thioester confirmed the two independent pathways leading to p-coumaroyl CoA in M. alba cell cultures.
天然有機化合物討論会の論文
1995-09-01

P-67 クワカルスにおける二つのp-クマロイルCoA生合成経路(ポスター発表の部)

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