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EntityQ906309· pop 10· linked from 18 articles

acetosyringone

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Also known as 4-hydroxy-3,5-dimethoxyacetophenone, 4'-Hydroxy-3',5'-dimethoxyacetophenone, 1-(4-hydroxy-3,5-dimethoxy-phenyl)ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)ethanone

Acetosyringone is a phenolic natural product and a chemical compound related to acetophenone and 2,6-dimethoxyphenol. It was first described in relation to lignan/phenylpropanoid-type phytochemicals, with isolation from a variety of plant sources, in particular, in relation to wounding and other physiologic changes.

Wikidata facts

Mass
196.074
Show 4 more facts
chemical formula
C₁₀H₁₂O₄
canonical SMILES
CC(=O)C1=CC(=C(C(=C1)OC)O)OC
melting point
119
Commons category
Acetosyringone
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4 sections
Contents
  • Occurrence and biological role
  • Chemical characteristics
  • See also
  • References

Acetosyringone is a phenolic natural product and a chemical compound related to acetophenone and 2,6-dimethoxyphenol. It was first described in relation to lignan/phenylpropanoid-type phytochemicals, with isolation from a variety of plant sources, in particular, in relation to wounding and other physiologic changes.

== Occurrence and biological role == Historically, this substance has been best known for its involvement in plant-pathogen recognition, especially its role as a signal attracting and transforming unique, oncogenic bacteria in genus Agrobacterium. The virA gene on the Ti plasmid of Agrobacterium tumefaciens and the Ri plasmid of Agrobacterium rhizogenes is used by these soil bacteria to infect plants, via its encoding for a receptor for acetosyringone and other phenolic phytochemicals exuded by plant wounds. This compound also allows higher transformation efficiency in plants, as shown in A. tumefaciens-mediated transformation procedures, and so is of importance in plant biotechnology.

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