Journal article
A pinoresinol–lariciresinol reductase homologue from the creosote bush ( Larrea tridentata) catalyzes the efficient in vitro conversion of p-coumaryl/coniferyl alcohol esters into the allylphenols chavicol/eugenol, but not the propenylphenols p-anol/isoeugenol
Archives of biochemistry and biophysics, Vol.465(1), pp.209-218
2007
Handle:
https://hdl.handle.net/2376/105712
PMID: 17624297
Abstract
The creosote bush (
Larrea tridentata) accumulates a complex mixture of 8–8′ regiospecifically linked lignans, of which the potent antioxidant nordihydroguaiaretic acid (NDGA) is the most abundant. Its tetra-
O-methyl derivative (M4N) is showing considerable promise in the treatment of refractory (hard-to-treat) brain and central nervous system tumors. NDGA and related 9,9′-deoxygenated lignans are thought to be formed by dimerization of allyl/propenyl phenols, phenylpropanoid compounds that lack C-9 oxygenation, thus differentiating them from the more common monolignol-derived lignans. In our ongoing studies dedicated towards elucidating the biochemical pathway to NDGA and its congeners, a pinoresinol–lariciresinol reductase homologue was isolated from
L. tridentata, with the protein obtained in functional recombinant form. This protein efficiently catalyzes the conversion of
p-coumaryl and coniferyl alcohol esters into the corresponding allylphenols, chavicol and eugenol; neither of their propenylphenol regioisomers,
p-anol and isoeugenol, are formed during this enzyme reaction.
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- Title
- A pinoresinol–lariciresinol reductase homologue from the creosote bush ( Larrea tridentata) catalyzes the efficient in vitro conversion of p-coumaryl/coniferyl alcohol esters into the allylphenols chavicol/eugenol, but not the propenylphenols p-anol/isoeugenol
- Creators
- Daniel G VassãoSung-Jin KimJessica K MilhollanDietmar EichingerLaurence B DavinNorman G Lewis
- Publication Details
- Archives of biochemistry and biophysics, Vol.465(1), pp.209-218
- Academic Unit
- Biological Chemistry, Institute of
- Publisher
- Elsevier Inc
- Identifiers
- 99900547074101842
- Language
- English
- Resource Type
- Journal article