Effect of phenolic glycosides on Agrobacterium tumefaciens virH gene induction and plant transformation.
O-Aryl-d-glucoside (4-7) and d-xyloside (8-10) derivatives were synthesized and tested on Agrobacterium virH gene induction and plant transformation. alpha- or beta-Glycosides enhanced vir activity at concentrations above 250 micromicro. The highest vir activity was observed with beta-glucoside derivative 4 at 10 mM. A marked difference between phenol glucoside derivative 4 and the corresponding free phenol on the growth of transformants was observed. The regenerated transgenic tissues, after transformation on medium containing acetosyringyl beta-glucoside 4, grew at twice the rate of those on medium containing only free acetosyringone (AS). Compound 4 was less toxic for tobacco explants compared to the corresponding free phenol. However, the xyloside derivatives tested (8-10) were less effective for gene induction compared with corresponding free phenols.
Joubert
Philippe
P
Laboratoire Androgenèse et Biotechnologie, Université de Picardie Jules Verne, 33 Rue Saint-Leu, 80039 Amiens Cedex, France.
Beaupère
Daniel
D
Wadouachi
Anne
A
Chateau
Sophie
S
Sangwan
Rajbir S
RS
Sangwan-Norreel
Brigitte S
BS
D016960:Agrobacterium tumefaciens / Q000235:genetics*; D001426:Bacterial Proteins / Q000187:drug effects* / Q000235:genetics*; D015870:Gene Expression / Q000187:drug effects*; D006027:Glycosides / Q000138:chemical synthesis / Q000494:pharmacology*; D008031:Lignin; D015394:Molecular Structure; D010636:Phenols / Q000494:pharmacology*; D014026:Nicotiana / Q000187:drug effects; D037521:Virulence Factors / Q000235:genetics*
D001426:Bacterial Proteins; D006027:Glycosides; D010636:Phenols; D037521:Virulence Factors; C483986:acetosyringyl-beta-glycoside; C010807:xylosides; D008031:Lignin