1.17.2.2: lupanine 17-hydroxylase (cytochrome c)
This is an abbreviated version!
For detailed information about lupanine 17-hydroxylase (cytochrome c), go to the full flat file.
Word Map on EC 1.17.2.2
Reaction
Synonyms
lupanine dehydrogenase (cytochrome c), lupanine hydroxylase
ECTree
1.17.2.2 lupanine 17-hydroxylase (cytochrome c)Advanced search results
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Natural Substrates Products on EC 1.17.2.2 - lupanine 17-hydroxylase (cytochrome c)
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NATURAL SUBSTRATE 
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
lupanine + pyrroloquinoline quinone + H2O
17-hydroxylupanine + pyrroloquinoline quinol
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lupanine is a quinolizidine alkaloid and is particularly abundant in species of the genus Lupinus. It can be degraded by bacteria. The first step in its catabolism by a Pseudomonas sp. is hydroxylation to 17-hydroxylupanine
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lupanine + pyrroloquinoline quinone + H2O
17-hydroxylupanine + pyrroloquinoline quinol
lupanine is a quinolizidine alkaloid produced by plants of the genus Lupinus. It is metabolized by a Pseudomonas sp. with conversion into 17-hydroxylupanine as the first step. The enzyme involved is induced by growth of the organism on lupanine. cofactors. It catalyses the dehydrogenation of lupanine with the PQQ acting as electron acceptor and the electrons are transferred to the haem before being passed to an external acceptor. This acceptor has not yet been identified but the enzyme rapidly reduces horse heart cytochrome c. Addition of water to the dehydrogenated lupanine gives the hydroxylated product
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lupanine + pyrroloquinoline quinone + H2O
17-hydroxylupanine + pyrroloquinoline quinol
the quinohaemoprotein, contains one covalently bound haem per molecule, the C-terminal domain contains characteristics of a cytochrome c. The haem accepts only one electron, for the two-electron dehydrogenase reaction, a second electron acceptor must be present (pyrroloquinoline quinone)
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