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Literature summary for 5.4.99.B40 extracted from

  • Jin, J.; Moore, M.K.; Wilson, W.K.; Matsuda, S.P.T.
    Astertarone A synthase from chinese cabbage does not produce the C4-epimer mechanistic insights (2018), Org. Lett., 20, 1802-1805 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
gene bra032185, DNA and amino acid sequence analysis, sequence comparisons, and phylogenetic analysis Brassica rapa subsp. pekinensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(3S)-2,3-epoxy-2,3-dihydrosqualene Brassica rapa subsp. pekinensis
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astertarone A
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?
additional information Brassica rapa subsp. pekinensis the Brassica rapa oxidosqualene cyclase Bra032185 produces 60% astertarone A and 20 minor triterpenes (0.1-11%), i.e. butyrospermol (11.4%), euphol (8.6%), dammar-21-ene-3beta,18(S)-diol (6.7%), boeticol (4.2%), dammar-21-ene-3beta,18(R)-diol (1.8%), isoeuphol (1.4%), dammar-18(28)-21-dien-3-beta-ol (1.2%), camelliol C (1.0%), and below 1% of isohelianol, 9alphaH-polypoda-7,13E,17E,21-tetraenol, isotirucallol, (20R)--dammara-12,21-dien-3beta-ol, 9alphaH-polypoda-8(26),13E,17E,21-tetraenol, 14-epiarabindiol, (18S)-dammara-12,21-dien-3beta-ol, dammara-18(19)Z-21-dien-3beta-ol, and dammara-18(19)E,21-dien-3-beta-ol ?
-
?

Organism

Organism UniProt Comment Textmining
Brassica rapa subsp. pekinensis M4ETQ3
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-

Reaction

Reaction Comment Organism Reaction ID
(3S)-2,3-epoxy-2,3-dihydrosqualene = astertarone A reaction mechanism via intermediate forms dammarenyl cation, C-4 cation, and enol form, overview Brassica rapa subsp. pekinensis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(3S)-2,3-epoxy-2,3-dihydrosqualene
-
Brassica rapa subsp. pekinensis astertarone A
-
?
additional information the Brassica rapa oxidosqualene cyclase Bra032185 produces 60% astertarone A and 20 minor triterpenes (0.1-11%), i.e. butyrospermol (11.4%), euphol (8.6%), dammar-21-ene-3beta,18(S)-diol (6.7%), boeticol (4.2%), dammar-21-ene-3beta,18(R)-diol (1.8%), isoeuphol (1.4%), dammar-18(28)-21-dien-3-beta-ol (1.2%), camelliol C (1.0%), and below 1% of isohelianol, 9alphaH-polypoda-7,13E,17E,21-tetraenol, isotirucallol, (20R)--dammara-12,21-dien-3beta-ol, 9alphaH-polypoda-8(26),13E,17E,21-tetraenol, 14-epiarabindiol, (18S)-dammara-12,21-dien-3beta-ol, dammara-18(19)Z-21-dien-3beta-ol, and dammara-18(19)E,21-dien-3-beta-ol Brassica rapa subsp. pekinensis ?
-
?

Synonyms

Synonyms Comment Organism
Bra032185
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Brassica rapa subsp. pekinensis

General Information

General Information Comment Organism
evolution the enzyme is a terpene cyclase/mutase family member, phylogenetic tree Brassica rapa subsp. pekinensis
additional information comparison of active-site residues Brassica rapa subsp. pekinensis