scholarly journals Molecular characterization of O-methyltransferases involved in isoquinoline alkaloid biosynthesis in Coptis japonica

2010 ◽  
Vol 86 (7) ◽  
pp. 757-768 ◽  
Author(s):  
Takashi MORISHIGE ◽  
Masanori TAMAKOSHI ◽  
Tomoya TAKEMURA ◽  
Fumihiko SATO
Keyword(s):  
Molecular Characterization ◽  
Isoquinoline Alkaloid ◽  
Alkaloid Biosynthesis ◽  
Coptis Japonica ◽  
Isoquinoline Alkaloid Biosynthesis

scholarly journals Isoquinoline Alkaloid Biosynthesis is Regulated by a Unique bHLH-Type Transcription Factor in Coptis japonica

2011 ◽  
Vol 52 (7) ◽  
pp. 1131-1141 ◽  
Author(s):  
Yasuyuki Yamada ◽  
Yasuhisa Kokabu ◽  
Kaori Chaki ◽  
Tadashi Yoshimoto ◽  
Mai Ohgaki ◽  
...  
Keyword(s):  
Transcription Factor ◽  
Isoquinoline Alkaloid ◽  
Alkaloid Biosynthesis ◽  
Coptis Japonica ◽  
Isoquinoline Alkaloid Biosynthesis

The biosynthesis of protoberberine and related isoquinoline alkaloids

1979 ◽  
Vol 57 (13) ◽  
pp. 1588-1597 ◽  
Author(s):  
Herbert L. Holland ◽  
Peter W. Jeffs ◽  
Thomas M. Capps ◽  
David B. MacLean
Keyword(s):  
Isoquinoline Alkaloid ◽  
Isoquinoline Alkaloids ◽  
Alkaloid Biosynthesis ◽  
Hydrastis Canadensis ◽  
Early Stages ◽  
Isoquinoline Alkaloid Biosynthesis

The biosynthesis of berberine and hydrastine (in Hydrastis canadensis), corydaline and protopine (in Corydalis solida), and ochotensimine and protopine (in C. ochotensis), has been investigated by the administration of [3-14C]-3′,4′-dihydroxyphenylalanine ([3-14C]DOPA). In all cases, incorporation of label was predominantly into the isoquinoline portion of the alkaloid. The role of DOPA in the early stages of isoquinoline alkaloid biosynthesis in these plants is discussed in the light of this and other relevant data. In addition, the later stages of corydaline biosynthesis have been studied by the administration of [9-methoxy-14C]palmatine and -tetrahydropalmatine to C. solida, and the origin of the exocyclic carbons of ochotensimine further verified by feeding [methyl-14C,3H]methionine to C. ochotensis.

scholarly journals Distant Precursors of Benzylisoquinoline Alkaloids and their Enzymatic Formation

1987 ◽  
Vol 42 (4) ◽  
pp. 319-332 ◽  
Author(s):  
Martina Rueffer ◽  
Meinhart H. Zenk
Keyword(s):  
Isoquinoline Alkaloid ◽  
Conclusive Evidence ◽  
Alkaloid Biosynthesis ◽  
Enzymatic Formation ◽  
Tyrosine Metabolism ◽  
Protoberberine Alkaloid ◽  
Phenylpyruvate Decarboxylase ◽  
Isoquinoline Alkaloid Biosynthesis ◽  
Methionine Adenosyl Transferase

The incorporation rates of labelled tyrosine, DOPA. tyramine. and dopamine have been inves­tigated during the in vivo formation of the protoberberine alkaloid, jatrorrhizine, in callus cul­tures of Berberis canadensis. While tyrosine was equally well incorporated into both the iso­quinoline (54%) and benzyl (46%) portions of the alkaloid, DOPA was almost exclusively (91%) transformed into the isoquinoline moiety. However, tyramine (25%) and to a lesser extent, dopamine (15%) were incorporated into the aldehyde-derived, benzylic half of the isoquinoline molecule as well. In order to investigate further the precursory roles of these compounds, select enzymes involved in tyrosine metabolism in alkaloid-producing cell cultures have been studied. The occurrence of tyrosine decarboxylase, phenolase, transaminase, p-hydroxyphenylpyruvate decarboxylase, amineoxidase and methionine adenosyl transferase was demonstrated in suspen­sion cells of Berberis. These enzymes were partially purified and a preliminary characterization was performed. In the light of these and previous data, the differential metabolism of tyrosine and DOPA in the early steps of isoquinoline alkaloid biosynthesis is discussed. Conclusive evidence as to the biosynthetic origin of the phenylacetaldehydes which furnish the benzylic moiety of the alkaloids is precluded by the presence of both amineoxidase and phenylpyruvate decarboxylase activities in these cultures.

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