Rule bt0040
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1-Aldo/keto-2,4-diene-5-ol -> Carboxylate + 1-ene-4-one
| Aerobic Likelihood: | | Likely |
EAWAG-BBD Reaction(s):
5-Chloro-2-hydroxymuconic semialdehyde -----> 5-Chloro-2-oxopent-4-enoate (reacID# r0289)
(3E,1Z)-4,5-9,10-Diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate -----> (2E,4E)-2-Hydroxyhexa-2,4-dienoate + 9,17-Dioxo-1,2,3,4,10,19-hexanorandrostan-5-oate (reacID# r1152)
2-Hydroxy-5-methyl-cis,cis-muconic semialdehyde -----> Formate + 2-Oxohex-trans-4-enoate (reacID# r0181)
2-Hydroxy-6-keto-nona-2,4-dienedioate -----> cis-2-Hydroxypenta-2,4-dienoate + Succinate (reacID# r0438)
2-Hydroxy-6-ketononatrienedioate -----> cis-2-Hydroxypenta-2,4-dienoate + Fumarate (reacID# r1622)
2-Hydroxy-6-oxo-(2'-aminophenyl)-hexa-2E,4Z-dienoate -----> 2-Aminobenzoate + cis-2-Hydroxypenta-2,4-dienoate (reacID# r0458)
2-Hydroxy-6-oxo-6-(2-carboxyphenyl)-hexa-2,4-dienoate -----> cis-2-Hydroxypenta-2,4-dienoate + Phthalate (reacID# r1042)
2-Hydroxy-6-oxo-6-(2-hydroxyphenyl)-hexa-2,4-dienoate -----> 2-Oxopent-4-enoate + Salicylate (reacID# r0028)
2-Hydroxy-6-oxo-6-(4'-chlorophenyl)-hexa-2,4-dienoate -----> cis-2-Hydroxypenta-2,4-dienoate + 4-Chlorobenzoate (reacID# r0136)
2-Hydroxy-6-oxo-6-phenylhexa-2,4-dienoate -----> cis-2-Hydroxypenta-2,4-dienoate + Benzoate (reacID# r0391)
2-Hydroxy-6-oxo-7-methylocta-2,4-dienoate -----> cis-2-Hydroxypenta-2,4-dienoate + Isobutyrate (reacID# r0399)
cis,cis-2-Hydroxy-6-oxohept-2,4-dienoate -----> cis-2-Hydroxypenta-2,4-dienoate + Acetate (reacID# r0263)
(2E,4Z)-2-Hydroxy-6-oxoocta-2,4,7-trienoate -----> cis-2-Hydroxypenta-2,4-dienoate + Acrylate (reacID# r0259)
2-Hydroxy-6-oxoocta-2,4-dienoate -----> Propanoate + cis-2-Hydroxypenta-2,4-dienoate (reacID# r0311)
2-Hydroxy-cis,cis-muconate semialdehyde -----> cis-2-Hydroxypenta-2,4-dienoate + Formate (reacID# r1671)
6-Oxo-2-hydroxy-7-(4'-chlorophenyl)-3,8,8-trichloroocta-2Z,4Z,7-trienoate -----> 2-(4'-Chlorophenyl)-3,3-dichloropropenoate + cis-2-Hydroxy-3-chloropenta-2,4-dienone (reacID# r0444)
4-(2-Oxocyclohexyl)-2-hydroxy-buta-2,4-dienoate -----> 2-Hydroxydec-2,4-diene-1,10-dioate (reacID# r1172)
Comments:
Most of the reactions assigned to this rule produce an enol product. This quickly spontaneously tautomerizes to the keto form, thus the keto form is shown in this rule. This rule is part of the upper extradiol ring cleavage super rule.
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Page Author(s):
Bo Kyeng Hou, David Joseph De Grio and Michael Turnbull
April 13, 2008
This is the EAWAG-BBD biotransformation rule, ruleID# bt0040.
It was generated on April 19, 2024 9:05:34 PM CDT.
© 2024, EAWAG.
