Shikimic Acid Pathway
Shikimic acid pathway
most aromatic compounds in plants arise from this pathway
most aromatic compounds are derived from phe, tyr, tryptophan and anthranilic acid
aromatic compounds that originate by this pathway can usually be distinguished by their substitution patterns and a knowledge of the compounds with which they co-occur
shikimic acid ... was once thought to be a strange secondary compound; only later was it discovered to be a key intermediate
several derivatives are direct offshoots from the shikimic acid pathway occur in plants, e.g., shikimic acid, quinic acid etc.
plants and bacteria can make aromatic aa's, but most animals can't
chorismic acid is a more central intermediate ... some say that this should really be called the "chorismic acid" pathway
chorismate ----> phe, tyr, tryptophan, anthranilic acid
PHE and TYR synthesis
PHE and TYR synthesis differ in plants from bacteria and fungi. Arogenate derivatives play a major role
Tryptophan
anthranilic acid and tryptophan
IAA derived from tryptophan
Derivatives of iso-chorismic acid
naphthoquinones and anthraquinones in previous chapter
p-aminobenzoic acid
4-Hydroxy-1,4-benzoxazin-3-one glucosides
DIMBOA best known from cereal grains, but found in other plants as well. Provide insect resistance as well as serve as allelopathic agents.
this series of compounds consists of hydroxamic acids that can inhibit cyanide resistant respiration
Shikimic and Gallic Acid Biosynthesis
Lecture Slides
Plants with Shikimic Acid Derivatives
© David S. Seigler, Integrative Biology 425, Plant Secondary Metabolism, Department
of Plant Biology, 265 Morrill Hall, 505 S. Goodwin Ave., University of Illinois, Urbana,
Illinois 61801, USA. 217-333-7577. seigler@life.uiuc.edu.
