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1. (Article ID: 12767)
Trojanowska MR, Osbourn AE, Daniels MJ, Threlfall DR
Biosynthesis of avenacins and phytosterols in roots of Avena sativa cv. Image
Phytochemistry 54(2) (2000)
153-164
In keeping with the proposal that avenacin biosynthesis is restricted to the tips of primary roots of oat seedlings, the incorporation of radioactivity from R-[2-]mevalonic acid (MVA) into avenacins and β-amyrin by serial sections of primary roots was found to be more-or-less restricted to root tip sections. Squalene synthase (SQS) (EC 2.5.1.21) and 2,3-oxidosqualene:β-amyrin cyclase (OSβAC) (EC 5.4.99) were also most active in these sections. The incorporation of radiolabel from R-[2-]MVA into cycloartenol and 24-methylene cycloartanol by, and the 2,3-oxidosqualene:cycloartenol cyclase (OSCC) (EC 5.4.99) activity in, the various serial sections were consistent with phytosterol biosynthesis occurring in all the sections of the root with some tailing-off in the rate of synthesis in the more distal sections.
Avena sativa; Poaceae; biosynthesis; saponins; avenacins; phytosterols
NCBI PubMed ID: 10872206Publication DOI: 10.1016/s0031-9422(00)00062-5Journal NLM ID: 0151434Publisher: Elsevier
Correspondence: miranda.trojanowska
bbsrc.ac.uk
Institutions: Department of Biological Sciences, University of Hull, Hull, UK, The Sainsbury Laboratory, Norwich Research Park, Colney, UK
Methods: TLC, radiolabeling, radioactivity measurement, HPLC, extraction, CC
The publication contains the following compound(s):
- Compound ID: 33075
|
Subst1-(7-21)-+
|
b-D-Glcp-(1-4)-+ |
| |
b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst
Subst = avenacin A aglycon core = SMILES C[C@]12CC{3}[C@H](O)[C@@](C)({23}CO)[C@@H]1CC[C@]3(C)[C@@H]2C[C@@H]4[C@@]5(O4)[C@@]3(C)C{16}[C@H](O)[C@]6(C)[C@H]5C[C@@](C)(C=O){21}[C@@H](O)C6;
Subst1 = 2-methylaminobenzoic acid = SMILES O={7}C(O)C1=CC=CC=C1NC |
Show graphically |
Structure type: oligomer
Trivial name: avenacin A-1
Compound class: glycoside
- Compound ID: 33076
|
b-D-Glcp-(1-4)-+
|
b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst21Bz
Subst = avenacin A aglycon core = SMILES C[C@]12CC{3}[C@H](O)[C@@](C)({23}CO)[C@@H]1CC[C@]3(C)[C@@H]2C[C@@H]4[C@@]5(O4)[C@@]3(C)C{16}[C@H](O)[C@]6(C)[C@H]5C[C@@](C)(C=O){21}[C@@H](O)C6 |
Show graphically |
Structure type: oligomer
Trivial name: avenacin A-2
Compound class: glycoside
- Compound ID: 33077
|
Subst1-(7-21)-+
|
b-D-Glcp-(1-4)-+ |
| |
b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst
Subst = avenacin B aglycon core = SMILES C[C@]12CC{3}[C@H](O)C(C)(C)[C@@H]1CC[C@]3(C)[C@@H]2C[C@@H]4[C@@]5(O4)[C@@]3(C)C{16}[C@H](O)[C@]6(C)[C@H]5C[C@@](C)(C=O){21}[C@@H](O)C6;
Subst1 = 2-methylaminobenzoic acid = SMILES O={7}C(O)C1=CC=CC=C1NC |
Show graphically |
Structure type: oligomer
Trivial name: avenacin B-1
Compound class: glycoside
- Compound ID: 33078
|
b-D-Glcp-(1-4)-+
|
b-D-Glcp-(1-2)-a-L-Arap-(1-3)-Subst21Bz
Subst = avenacin B aglycon core = SMILES C[C@]12CC{3}[C@H](O)C(C)(C)[C@@H]1CC[C@]3(C)[C@@H]2C[C@@H]4[C@@]5(O4)[C@@]3(C)C{16}[C@H](O)[C@]6(C)[C@H]5C[C@@](C)(C=O){21}[C@@H](O)C6 |
Show graphically |
Structure type: oligomer
Trivial name: avenacin B-2
Compound class: glycoside
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