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swnH2

Gene
swnH2
Protein
Dioxygenase swnH2
Organism
Metarhizium robertsii (strain ARSEF 23 / ATCC MYA-3075)
Length
331 amino acids
Function
Dioxygenase; part of the gene cluster that mediates the biosynthesis of swainsonine, a cytotoxic fungal alkaloid and a potential cancer therapy drug (PubMed:28381497). The first step of swainsonine biosynthesis is the condensation of one malonyl-CoA unit with one activated pipecolic acid residue by swnK (PubMed:28381497). The presence and positions in swnK of 2 reductase domains suggests that the intermediate released from this enzyme has a hydroxyl group (PubMed:28381497). This intermediate should cyclize to generate a C3=N(+) iminium ion that may be reduced by the action of one of the oxidoreductases swnR or swnN, leading to 1-hydroxyindolizidine (PubMed:28381497). Subsequent oxygenations must occur at carbons 2 and 8, probably via the activities of the dioxygenases swnH1 and swnH2 (PubMed:28381497). Furthermore, a second iminium ion intermediate, C9=N(+), generated during this step is also reduced by one of the oxidoreductases swnH1 or swnH2 to generate swainsonine (PubMed:28381497).
Similarity
Belongs to the PhyH family.
Mass
37.049 kDa
Sequence
MINSDAQSAQKQVEVEKPDEKYSAPRLLPPIPDSYQPAKAITKIPATSSLEDILAILERDGGVILTDFVSLQELDKIDEELEPYTKSSIADDDSYNNFIGKKTLVIPGLVGKSDTIANILDTNETIDKLLKVILEERYPAVFEQHTEELVVDPLLSICMGFHVGHGSPRQALHRDDMIFSSKHRPDMKINEVDGFSCFLAGTRITRENGGTMVILGSHKWEHDRRGRPDEVSFLEMERGSAFIFLSTLAHGAGYNTIPGEVRKITNLVFCRGTLRTEENQFLCVPRSKVLKMSPKMQTLLGFKKPAGSWLGMVENEDPAKDLEAIYEKMLK

Gene
swnH2
Protein
Dioxygenase swnH2
Organism
Arthroderma benhamiae (strain ATCC MYA-4681 / CBS 112371)
Length
313 amino acids
Function
Dioxygenase; part of the gene cluster that mediates the biosynthesis of swainsonine, a cytotoxic fungal alkaloid and a potential cancer therapy drug (PubMed:28381497). The first step of swainsonine biosynthesis is the condensation of one malonyl-CoA unit with one activated pipecolic acid residue by swnK (PubMed:28381497). The presence and positions in swnK of 2 reductase domains suggests that the intermediate released from this enzyme has a hydroxyl group (PubMed:28381497). This intermediate should cyclize to generate a C3=N(+) iminium ion that may be reduced by the action of one of the oxidoreductases swnR or swnN, leading to 1-hydroxyindolizidine (PubMed:28381497). Subsequent oxygenations must occur at carbons 2 and 8, probably via the activities of the dioxygenases swnH1 and swnH2 (PubMed:28381497). Furthermore, a second iminium ion intermediate, C9=N(+), generated during this step is also reduced by one of the oxidoreductases swnH1 or swnH2 to generate swainsonine (PubMed:28381497).
Similarity
Belongs to the PhyH family.
Mass
35.076 kDa
Sequence
MDKKYAAARLLPPIDASYQPARSVTKIPATSSLEEILEVLERDGGVILTDFVPKETMDKIDEELEPYTKTIPDSDSYDDFIGKKTLVIAGLISKSDTLANILDTNETIDKLLKIILEERYPAVFEGHTEELVIDPLLSISMAFHVGQGSPRQALHRDDMVFSSKHHPNMKINEVDGFSCFIAGSNVTRENGGTMVILGSHKWEHDRRGRPDEVSFLEMERGSAFIFLSTMAHGAGYNTIPGEIRKIMNLVFCRGTLRQEENQFLCNPRSKVLKMSPKMQTLLGFKKPAGTWLGMVDNDDPAKDLPAIYEKIMQ