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Information on EC 4.2.3.72 - alpha-gurjunene synthase

for references in articles please use BRENDA:EC4.2.3.72

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The expected taxonomic range for this enzyme is: Solidago canadensis

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4.2.3.72

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alpha-gurjunene synthase

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(2E,6E)-farnesyl diphosphate = (-)-alpha-gurjunene + diphosphate

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(2E,6E)-farnesyl-diphosphate diphosphate-lyase [(-)-alpha-gurjunene-forming]

Initial cyclization probably gives biyclogermacrene in an enzyme bound form which is not released to the medium. The enzyme from Solidago canadensis also forms a small amount of (+)-gamma-gurjunene [1].

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Solidago canadensis

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Manually annotated by BRENDA team

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(2E,6E)-farnesyl diphosphate

(-)-alpha-gurjunene + diphosphate

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Solidago canadensis

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initial step is the formation of a germacrenyl cation after abstraction of the diphosphate group. Internal shifts of electron pairs lead to the patchoulenyl cation, which then undergoes a double 1,2-hydride shift. Rearrangement leads to the aromadendrenyl cation, which then undergoes a 1,2-hydride shift. Abstraction of a proton by the enzyme yields isoledene, which is reprotonated at the active site of the enzyme. At this junction two proton abstractions are possible, one leading to (-)-alpha-gurjunene and the other to (+)-gamma-gurjunene

product ratio 91% (-)-alpha-gurjunene and 9% (+)-gamma-gurjunene

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Mg2+

Solidago canadensis

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required

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0.0055

(2E,6E)-farnesyl diphosphate

Solidago canadensis

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pH 7.0, 30°C

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49.9

Solidago canadensis

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pH 7.0, 30°C

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7.8

Solidago canadensis

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presence of Mg2+

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48000

Solidago canadensis

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gel filtration

60000

Solidago canadensis

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1 * 60000, SDS-PAGE

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monomer

Solidago canadensis

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1 * 60000, SDS-PAGE

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Solidago canadensis

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Show References (1 entry)

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NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM

IUBMB Enzyme Nomenclature

PROSITE Database of protein families and domains

InterPro (database of protein families, domains and functional sites)