Enzyme

A cytochrome P-450 (heme thiolate) protein found in plants. The reaction involves the migration of the 2-phenyl group of the flavanone to the 3-position of the isoflavanone. The 2-hydroxyl group is derived from the oxygen molecule. EC 4.2.1.105, 2-hydroxyisoflavanone dehydratase, acts on the products with loss of water and formation of genistein and daidzein, respectively.

IFS2

Enzyme

2-hydroxyisoflavanone synthase

Enzyme name

EC:1.14.14.87

Entry

Oxidoreductases;Acting on paired donors, with incorporation or reduction of molecular oxygen;With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor

Class

liquiritigenin, [reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (hydroxylating, aryl migration)

Sysname

(1) liquiritigenin + O2 + [reduced NADPH---hemoprotein reductase] = 2,4',7-trihydroxyisoflavanone + H2O + [oxidized NADPH---hemoprotein reductase] [RN:R07777];(2) (2S)-naringenin + O2 + [reduced NADPH---hemoprotein reductase] = 2,4',5,7-tetrahydroxyisoflavanone + H2O + [oxidized NADPH---hemoprotein reductase] [RN:R07778]

Reaction

2,4',7-trihydroxyisoflavanone [CPD:C15567];H2O [CPD:C00001];[oxidized NADPH---hemoprotein reductase] [CPD:C03161];2,4',5,7-tetrahydroxyisoflavanone [CPD:C12631]

Product

Species information

Alnus glutinosa

Species name

Alnus glutinosa is a species of eudicot in the family Betulaceae (birch family).

Species info

Gene sequence info

Alnus_glutinosa.IFS2.fa

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>Alngl2961S40206
MSLTIYGFSSGFGKRIEDIHRRFDALVEKIITEREELRKKKENGERERDGREHQVKDFMDILLDFSEDENSEIKLTRAHIKALIVIPNNT
>Alngl5802S11379
MARECLKTQETCFLNRPKMTNIDYLTYGSADFVLAPYGQYWKFMKKLCMTELLGGRTLEQNISVRGEEIKQFLQLLLDKANANEAVDVGAELIRLTNNIISRMALRTRCSEKEDEAEEVGKLVKEMCELAGKANVSEMIWFCKNLDLQGFGKRLKDVRGRYDALMERIMKEHEEARKKKKEMGDGGDGIKDVLDILLDIYEDESSEIRMTRENIKGFIMNMFGAGTDTSAVTTEWAISELINHPHVMAKARKEIDIVIGKKRVVEESDIANLPYIQAIVKETLRLHPTGPLVVRECTEDCMVAGYEILAKTRLFVNVWAIGRDPNHWENPLEFWPERFLDKEGDGKSQLDVRGQHFHLLPFGSGRRSCPGATLAMQVVQTTLASMVQCFEWKVGDGDQYSVDMEEGPGISLPRAHPLVCIPVARLTAFPSIN
>Alngl5802S11380
MAHDLQGYIIPFLIWLVSVILVRAIFQRTKSKVRLPPSPMALPIIGHLHHLASLPHQALYKLSNRHGPLIHIFLGSVPCVVASSPEMAKEFLKTHEASFSNRPHIAALDYLTYGSANFAFVPYGPYWKFMKKICMSELLSGRKLDQLLPARREEIKRFVQFILQKAEAGEAVDVGGQLMRVTNNVISRMVMSVRCSETEHEADEVAKVVKATAELSGKFNLSDFIWFCKNLDLQGFGKRLQEVRGNFDSMMERIMKEHEEARKKEKDMDGGYAVKDLLHILLDIYEDKSSEMRLTRENIKAFILHSLFHDQIFLAHLLTLLRSLWMNIAAIVMGSDIFVAGTDTSAITTEWALAELINHPSGMNRARQEIDSVVGKSRLVEESDITNLPYLQAIVKETLRLHPPGPIIVRESSEHCTVGGYEIPAKTRLFVNVWAIGRDPKHWEDPLEFRPERFIISESEDSVKSQLDVRGQHFHLLPFGSGRRGCPGASLALQVVPTTLATMIQCFEWKVVGEDGAVNMEEGPGLTLPRAHPLICVPAARLQPFPSIS
>Alngl5802S11381
MARECLKTQETCFLNRPKMTNIDYLTYGSADFVLAPYGQYWKFMKKLCMTELLGGRTLEQNISVRGEEIKQFLQLLLDKANANEAVDVGAELIRLTNNIISRMALRTRCSEKEDEAEEVGKLVKEMCELAGKANVSEMIWFCKNLDLQGFGKRLKDVRGRYDALMERIMKEHEEARKKKKEMGDGGDGIKDVLDILLDIYEDESSEIRMTRENIKGFIMNMFGAGTDTSAVTTEWAISELINHPHVMAKARKEIDIVIGKKRVVEESDIANLPYIQAIVKETLRLHPTGPLVVRECTEDCMVAGYEILAKTRLFVNVWAIGRDPNHWENPLEFWPERFLDKEGDGKSQLDVRGQHFHLLPFGSGRRSCPGATLAMQVVQTTLASMVQCFEWKVGDGDQYSVDMEEGPGISLPRAHPLVCIPVARLTAFPSIN
>Alngl5802S11382
MAHDLQGYIIPFLIWLVSVILVRAIFQRTKSKVRLPPSPMALPIIGHLHHLASLPHQALYKLSNRHGPLIHIFLGSVPCVVASSPEMAKEFLKTHEASFSNRPHIAALDYLTYGSANFAFVPYGPYWKFMKKICMSELLSGRKLDQLLPARREEIKRFVQFILQKAEAGEAVDVGGQLMRVTNNVISRMVMSVRCSETEHEADEVAKVVKATAELSGKFNLSDFIWFCKNLDLQGFGKRLQEVRGNFDSMMERIMKEHEEARKKEKDMDGGYAVKDLLHILLDIYEDKSSEMRLTRENIKAFILHSLFHDQIFLAHLLTLLRSLWMNIAAIVMGSDIFVAGTDTSAITTEWALAELINHPSGMNRARQEIDSVVGKSRLVEESDITNLPYLQAIVKETLRLHPPGPIIVRESSEHCTVGGYEIPAKTRLFVNVWAIGRDPKHWEDPLEFRPERFIISESEDSVKSQLDVRGQHFHLLPFGSGRRGCPGASLALQVVPTTLATMIQCFEWKVVGEDGAVNMEEGPGLTLPRAHPLICVPAARLQPFPSIS
>Alngl5802S32739
MADLQGYIILFLIWLVSTILVRAIFHITKTKVRLPPSPMALPIIGHLHHLAPLPHQALHKLSNRHGPLIHIFLGSVPCVVASSPEMAKEFLKTHETSFSNRPHTAAVDYLTYGYADFSFAPYGPYWKFMKKLCMSELLGGRTLDQLLPVRREEINKFMQFILQKAEAGEAVDVGGQLMRVTNNVISRMVMSVRCSKNEHEADEMAKLVKAMAELSGKFNLSDFIWFCKNLDLQGFGKRVKEVRGNFDRMIERIIKEHEEARKKEKDMDGGYAVKDLLHILLDIYEDKSSEMRLTRENIKAFILDIFAAGTDTSAITTEWALAELINHPRVMNRARQEIDSVVGKSRLVEESDITNLPYLQAIVKETLRLHPTGPIIVRESSEHCTVGGYEIPAKTRLFVNVWAIGRDPKHWENPLEFRPERFIISESEESGKSQLDVRGQHFHLLPFGSGRRGCPGTSLALQVVQTTLATMIQCFEWNVVGEDGAVDMEEGPGLTLPRAHPLICVPAARLHPFPSIS
>Alngl5802S32754
MADLQGYIILFLIWLVSTILVRAIFHITKTKVRLPPSPMALPIIGHLHHLAPLPHQALHKLSNRHGPLIHIFLGSVPCVVASSPEMAKEFLKTHETSFSNRPHTAAVDYLTYGYADFSFAPYGPYWKFMKKLCMSELLGGRTLDQLLPVRREEINKFMQFILQKAEAGEAVDVGGQLMRVTNNVISRMVMSVRCSKNEHEADEMAKLVKAMAELSGKFNLSDFIWFCKNLDLQGFGKRVKEVRGNFDRMIERIIKEHEEARKKEKDMDGGYAVKDLLHILLDIYEDKSSEMRLTRENIKAFILDIFAAGTDTSAITTEWALAELINHPRVMNRARQEIDSVVGKSRLVEESDITNLPYLQAIVKETLRLHPTGPIIVRESSEHCTVGGYEIPAKTRLFVNVWAIGRDPKHWENPLEFRPERFIISESEESGKSQLDVRGQHFHLLPFGSGRRGCPGTSLALQVVQTTLATMIQCFEWNVVGEDGAVDMEEGPGLTLPRAHPLICVPAARLHPFPSIS
>Alngl5802S42008
MPHDLQGYIILFLIWLVSIILVRAIFHRIKTKVRLPPSPVALPIIGHLHHLTSLPHQALHKLANRHGPLIHIFLGSVPCVVASSPEMAKEFLKTHEVSFSNRPHIAAFDYLTYGSANFSFAPYGPYWKFMKKLCMSELLSGRKLDQLLPVRREEINRFVQFILQKAEAGEAVDVGGQLMRVTNNVISRMVMSVRCSENEHEADEVAKVVKATAELSGKFNLSDFIWFCKNLDLQGFGKRLKEVRGNFDSMMERIIKEHEEARKKEKDMDGGYAVKDLLHILLDIYEDKSSEMRLTRENIKAFILDIFGAGTDTSAITTEWALAELINHPIVMNRARQEIDSVVGKSRLVEESDITNLPYLQAIVKETLRLHPTGPIIVRESSEQYCTVGGYEIPAKTRLFVNVWAIGRDPKHWENPLEFRPERFNISESEGSEKSQLDVTGQHFHLLPFGSGRRGCPGASLALQVVPTTLATMIQSFEWKVVGEDGAVNMEEGPGLTLPRAHPLICVPAARLHPFPSIS
>Alngl5802S42010
MPHDLQGYIILFLIWLVSIILVRAIFHRIKTKVRLPPSPVALPIIGHLHHLTSLPHQALHKLANRHGPLIHIFLGSVPCVVASSPEMAKEFLKTHEVSFSNRPHIAAFDYLTYGSANFSFAPYGPYWKFMKKLCMSELLSGRKLDQLLPVRREEINRFVQFILQKAEAGEAVDVGGQLMRVTNNVISRMVMSVRCSENEHEADEVAKVVKATAELSGKFNLSDFIWFCKNLDLQGFGKRLKEVRGNFDSMMERIIKEHEEARKKEKDMDGGYAVKDLLHILLDIYEDKSSEMRLTRENIKAFILDIFGAGTDTSAITTEWALAELINHPIVMNRARQEIDSVVGKSRLVEESDITNLPYLQAIVKETLRLHPTGPIIVRESSEQYCTVGGYEIPAKTRLFVNVWAIGRDPKHWENPLEFRPERFNISESEGSEKSQLDVTGQHFHLLPFGSGRRGCPGASLALQVVPTTLATMIQSFEWKVVGEDGAVNMEEGPGLTLPRAHPLICVPAARLHPFPSIS
>Alngl8873S42904
MSSEKKAIRLQSNYLPYPSNHMKLIIVGKTRLVEESDIPNLPYLRAVVKEILRECRQNCRIKGFDIPEKTAVAINLYAIMRDKDS
>Alngl13530S15792
MTLQDDQLININNIPQDTVINKLPGKIVSSDHETYLNSILEKAYKLSYLHYPLVVTAFLLFLSLVWLLKECKRFKVQKLPPGPWKLPLIGNLHNLIGSLPHHALRKLARKHGPLMHL
>Alngl42569S28967
MLKSNIFAYVHPFKDFYAAGTDTTSIATEWALAELINHPTVLEKARKEIDNVIKNSRLVQESNVPNLPYIHAIIKETLRLHPPLPMVARKCIEDRRIGSYVIPANTIGRDSNYWKNPLDFEPKRFLPKDGMGIIDVRGQHFQFFSFGSGRRSCPGINLAMQEFPALLAAMIQCFDFKLVGQRGGIMEGENVVVNMDEGPGLTAPRVHDLVCVPIARLSSLDILHP
>Alngl42569S28968
MMLGRAEEARAVIREVVQIFGEFNVSDYIWFFKRLDLQGFGKRIEDIHRRFDALVEKIITEREELRKKKENGERERDGREHQVKDFMDILLDFSEDENSEIKLTRAHIKALIVDFFAAGTDTTAIATEWALAELINHPMVLEKARKEIDNVVKNSRLVQESDVPNLPYINAIIKETLRLHPPLPMVARKCIEDRRIGSYVIPANSLLFVNVWAIGRDSNYWKNPLDFEPERFLPKEGMGMIDVRGQQFQYLPFGSGRRSCPGINLAMQELPALLSAMIQCFDFKLVGQRGEIMDGKNVVVNMDEGPGLTAPRAHDLVCVPIARLSSLDILHP
>Alngl42569S41283
MAIELLLVLTLLLVLLVSTILFSAFHSKLPPSPIALPIIGHFHLLGPIIHQSLHKVSVCYGPIFSLRLGSVPCIVASTPEYAKELLKTNELSFTSRKHTIAIDRLTYNSSFAFASSGPYWIFMKKLSANEHLGSRTVNALISLREKAYRWLLRVLADKSEAEFSCWGRLVGTSLPVSGPPSYLGGKPS
>Alngl69971S34766
MVLQYSLALTTFILFLSLVCKRSKLQKLPPGPWKLPLIGNLHNLVGSLPHHALRQLARKHXLFSKIKNEWTDTCEV
>Alngl425108S28440
MSLTIYGFASIWICRDLGRELKTFIGGLMLWWRKIITEREELRKKKENGERERDGQEHQVRDFMDILLDFLEDENSEIKLTRARIKALIVVQAMAIELLLVLTLLLVLVVSTMLFSAFHSNLPPSPIALPIIGHFHLLGPIIHQSLHKLSLRYGPLFSLCLGSVPCIVASTPEYAKELLKTNELSFTSRKHTIAIDRLTYNSSFAFAPNGPYWIFMKKLSVNELLGSRTVNAFISLREKEYRRLLRVFADKSEAGEAVNVTEELLKLTNNIISQMMLGRAEEARAVIREVVQIFGEFNVSDYIWFCKRLDLQGFGKRIEDIHRRFDALVEKIITEREDLRKKKGNGERERDSREHQVKDFMEILLDFSEDENSEIKLTRAHIKALIVDFFAAGTDTIAIATEWALAELINHPMVLEKARKEINNVVKNSRLVQESDVPNLPYINAIIKETLRLHPPLPMVARKCIEDRRIGNYVIPANSLLFVNVWAIGRDSNYWKNPLDFEPERFLPKEGMGMIDVRGQQFQYLPFGSGRRSCPGINLAMQELPALLSAMIQCFDFKLVGQRGGIMDGENVVVNMDEGPGLTAPRAHDLVCVPIARLSSLDILHP

Gene tree

Gene tree

Sheng jun & Dong yang Teams, Yunnan agriculture University