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
Aquilegia coerulea
Species name
Rocky mountain columbine (Aquilegia coerulea) is a species of flowering plant in the family Ranunculaceae (buttercup family).
Species info

Gene sequence info
Aquilegia_coerulea.IFS2.fa
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>Aqcoe6G102100.1.p
MEVIIILNNFLNILLDAMEDENAKTPVTIENIKADFLNAGTDTSATVVEWSLSELIKHPTIMAKARQEIDHRLVQESDLPNLPYLQAIFKESLRLHPPVTLFGSESIQDCKIGGYDIPAKTRPKVPNYWKTPLEFRPERFMPHLIVIKRRVMIMNICLNIEAGQHFNYLPFGAGRRGCPRMSLAALNFLSNIPLSHII*
>Aqcoe4G289700.1.p
MIIYRKICTSELLNGRTLDQLYSIRREEILRFLRVMLHKSSDAEGTVNVSSELLKLMTNIISRMMMSKSWSSEYEIQTEEIIILLHEVEELTTMLDLSDCIWLCRHLDLQGIMKRSKNVDQKLDANEKVEGGRLKHLLDILLDVAENNNAEFKLTRENIKAVILDLFVAGTDTSAKTMEWALTELINHPHIFQKAREEIDSVVGKNRLVEESDIPNLPYLQAIVKETLRLHPAGPLLARRASEDCKVGEYDIPKNTRLLVNVWAIGRDAKHWENPLEFCPNRFLTEEGSVKSQLDVRGHYYHLLPFGSGKRGCPGISLALRIVQTTLAIIIQCFDLRVVDEKESTVDMIEAPGLLLTRAHPLRCVPVARLNVLPLM*
>Aqcoe4G274500.1.p
MIMESDLLNFTLCSIIVIITTSVAILMSSRGTGRLPPSPVKLPIIGHLHLLGPIPHQAFYKLSNKYGPLIYLLLGSVPCVVASTAETAKEFLKTHELSFSGRPFLTAVDKLTYGSADFTFAQYGPYWRFMKKLCMSELLGGRTIDKLLPVRREEIKRFLKLILQRSDSEETVNVSAELTTLMNNIISRMMLSKRCSESENDAEEVKTLVQEVAELGGKFNLSDFIWFLRNIDLQGCKKRSEDVHVRYDAMIEKIIKEHEEVKSKQKESSEDGVKDLLHILLDAAEDDKAEIKLTRENIKAFILDLFVAGTDTSASTTEWALSELINHPDIFENAREEIDNVVGKNRLVEESDIQNLPYLQAIMKETLRLHPTGPLVVRKSSEDCRVGEYDIPKNTRLFVNVWAIGRDPKHWEDPLEFRPTRFTTGEKIDVRGQHFHLLPFGSGRRGCPGATLALQVVQTTLASIIQCFEFRMEDGKSATVDMTEGPGLTLPRANPLLCVPNARFNLLPLV*
>Aqcoe4G286000.1.p
MPDYLLLDIFAAGTDTSAITIEWALAELINHPDIFDKAREEIDSVVGKSRLVEESDIQNLPYLQAIVKETLRLHPTGPLIVRESTEDCKIGEYNIPKKTRLFVNVWAIGRDPKHWDNPLEFRPNRFLTEGSGKSQLDVRGQHFYLLPFGSGRRGCPGTTLALQVVQTTLASMIQCFKFKLGDGKGTTVDMTEAPGLTLPRAHPLVCVPFARFNLLPLI*
>Aqcoe4G138400.1.p
PTVWSSKTQKRLTGLPPSPKEIPFIGHLHLLNNTPHQTFHNLCSHYGPLIHLRLGSVLCIIASTPELAKELLITNGITFASRPVNIAISLLTYNSAGFGFAPYGPYWKFMKKIVTSNLLGDQTLTKLKDIRFEETSQLIHFLLDKARNETTVNLSQEVTKVSNNIISRMMWNIKCSGEDDQAKEIRTLIRDSTEILAQFNLSDFIGFLWYIDLQGIRKRAKNIHLRYDVLLENIMKKREEVRNENKEKINDFLNILLDTMEDDESKIRLTRENIKAFMFDFLTAGTDTSGIVVEWAMSELINHPTILEKAIEEIDSVVGKNRLVKESDIQNLPYLLAIFKETLRLHPPIPIFERESTENCNIAGYDIPAKTILFINNWSICRDPKNWKNPLQFQPERFMSGCESGNDDLNLVDVRGQHFNFLPFGTGRRGCPGMQLAVRLVPTIMGLLIQCFDWKLACRDSDSRVTPKLVDMTERPGLTVPKAHPLMVVPCTRLNPFPISL*
>Aqcoe4G288700.1.p
MVGSDFLNFTVYGIIFAISAVAVIIWRSRRRVRLPPSPLALPIIGHLHLLGPILHQNFYKLSNQYGPLIYLLLGSVPCVIASTAETAKEFLKTHELAFSGRPFLDAVDYITYGTADFTFAQYGPYWRFMRKLCTSELLNGRTLDQLYYVRREEIRRFLAVMLQKSDAEETVSVSGELLTLMNNIISRMMMSKRSSESENETAEIRILVNEVAEISGTLNLSDCIWFCRYFDLQGIKKRTEDVHVRLDAIIEKIIKDQRELRNQNSEGGRVKHLLDILLDVAEDDNAEFQLTCENIKSFILDVFVAGSDTSAKTTEWALAELINHPDIFEKAREEIDSVIGKNRLVEESDIQNLPYLQAIVKETLRLHSTGPLLVRRASEDCKVGEYDIPKNTRLFVNVWAIGRDAEHWENPLEFRPNRFITEEGSLKSQLDVRGHQYQLLPFGSGRRGCPGISLALRSVQTTLASIIQCFEFKVGDGKGATLDMTEGPGLTLPRAHPLVCVPVARLNILPLL*
>Aqcoe4G289800.1.p
MDIFTVSEIHLCIELTLFLIFFTMVESDLLNFTVYGIIFVISAVAIIIWTSRRGARLPPSPLALPIIGHLHLIAPIPHQQLHKLSNKYGPLIHVLIGSIPCVVAGTAETAKKEFLKNHELTFSDRPFIAASDYITYGSAVLTFASYGPLYRFRRKICTSELLNGRTLDQLYSVRHEEIRRFLRMMLHKSDTEVTVNVSSELLKLMTNLISRMMMSKSWSSESEIETEEIIILLHEVEELSAMLDLSDCIWFCRHLDLQGVMKRSKNVHLKLDAFLEKIIKEQEEIRTKRNDKIEGGHVKHLLDILLDVAENNSAEFKLTRENIKAVILDLFLASTDTSSKTMEWAFAELINHPHIFQKAREEIDSVVGKNRLVEESDIPNLPYLQAIVKETLRLHPPGPLLARRASEDCKVGEYDIPKNTTLLVNVWAIGRDAKHWENPLEFCPNRFLTEEGSVQSQLDVRGHHYHLLSFGSGKRGCPGISLALRSVQTTLAIIIQCFDLTVAGGNGATVDMSEAPGILLTRAHPLRCVPVVRLNVLPLM*
>Aqcoe4G274400.1.p
MIMESDLLSFTLCSIIVVISTLVVIILSSRRTGRLPPSPVKLPIIGHLHLLGPIPHQAFYKLSNQYGPLIYLLLGSVPCVVASTAETAKEFLKTHELSFSGRPFLTAVDKLTYGSADFTFAQYGPYWRFMKKLCMSELLGGRTIDKLLPVRREEIKLFLKMMSHKSDSAETVNVSAELTMLMNNILTRMMLSKRCSESENDAEEVKSLVNEVTELGGKFNLSDYIWFLRNIDLQGYKKRSEDVHIRYDAMIEKIIKEHEEVKSKQIEKGERDDVVKDLLDILLDLAEDDELEFKLTRENIKAFILDLFAGTDTSASTTEWALSELINHPDIFEKARAEIDYVVGKNRLVEESDIQNLPYLQAIVKETLRLHPTGPLVVRKSSEDCRVGEYDIPKNTRLFVNVWAIGRDPKHWENPLEFRPTRFTTGDKIDVRGQQFQFLPFGSGKRGCPGVTLALQVVQTTLASLIQCFEFRMEDGKSATLDMTEGPGLTLPRANPLLCVPNARFNLVPLHIVD*
>Aqcoe7G282400.1.p
DIFAAGTDTSAITIEWAVAELINHPDIFDKAREEIDSVVGKSRLVEESDIQNLPYLQAIVKETLRLHPTGPLIVRESTEDCKIGEYNIPKKTRLFVNVWAIGRDPKHWDNPLEFRPNRFLTEGSGKSQLDVRGQHFYLLPFGSGRRGCPGTTLALQVVQTTLASMIQCFKFKLGDGKGTTVDMTEAPGLTLPRAHPLVCVPFARFNLLPLI*
>Aqcoe1G022100.1.p
MIESDLLKFTMCGILLLISATIAIIWRSQGGNRLPPSPLALPIIGHLHLLSPIPHQAFHKLSTKYGPLIYLLLGSVPCVLASTAETAKEFLKTHELSFSDRPFSAAVDYLTYGSADFSFAPYGPYWKFMKKICMSELLGGRTLDQLLPVRREEIRRLLMKMIRKSDSEDTVDVGGELITLANNIISRMMMNKRCSESEKEAEDVRSLVHEVAELTGTFNLSDYIWFCRNIDLQGLRKRFEDLHVRFDAMAEKIMKEHEEVRGEKNERGNEGDRVKDLLDILLDVAEDDKAELKLTRENIKAFILDIFAAGTDTTAITIEWALAELINQPDIFDKAREEIDSVVGKSRLVEESDIQNLPYLQAIVKETLRLHPTAPLIVRESTEDCKIGEYNIPKKTRLFVNVWAIGRDPKHWDNPLEFRPNRFLTEGSGKSQLDVRGQHFHLLPFGSGRRGCPATTLALQVVQTTLASMIQCFKFKLGDGKGTTVDMTEAPGLTLPRAHPLVCVPVARFNLLPLI*
>Aqcoe5G145200.1.p
MILKILFYISIFVLTTLLGRKFWSPKTQKCVTRLPPSPKELPIIGHLHLLNNTPHQTFHNLCARYGPLIHLRLGSVICIIASTPELAKELLITNGHTFASRPVNIAINLLTYNSVDFVFAPYGSYWKFMKKIVASELLGDQTLAQLKDIRFDEASQLIHFLLNKARTGTIVNLSQEVTKVSNNIITRMMWNIRCSGEDEQAKEIRNLVRDSMEILAQFNLSDFIGILRNIDLQGIRKRAKNIHLRSDALLEAIMKKREEVRNEKKEKTNMSFVGGDHKINDFLNILLDTLEDEESKIRLTRENIKAFMFDILTAGTDTSGIVVEWAMSELINHPTILQKAIEEIDSVVGKNRLVKESDIQDLPYLQAIFKETLRLHPPIPIFDRESTEDCNIAGYDIPAKTILFINNCSICRDPKNWKNPLEFQPERFMSGSEGDDNQNLVDVKGQHFILLPFGTGRRGCPGMSLVVHLVPTIMALLIQCFDWKPACNDNGVTPKVVDMTERPGFTVPKAYPLMVMPSTRLNPFPISP*
>Aqcoe3G139600.1.p
MFSAGTDTSSVVLEWAVSELIRHPKIMEEVQKEVRGIARGKLMITETDLDEMHYLKSVIKETLRLHPPVPLLVPRESMEKVQIQGYDIPAKTTVLINAFVIGRDPKLWDEPEKFWPKRFLNGGSVSVDFKGQDFQLIPFGSGRRGCPGILFATSIIELTLANLLNRFDWAAPEGMDGKDLNMEEESGITVHRKNDLVLSSKQHYRVV*
MEVIIILNNFLNILLDAMEDENAKTPVTIENIKADFLNAGTDTSATVVEWSLSELIKHPTIMAKARQEIDHRLVQESDLPNLPYLQAIFKESLRLHPPVTLFGSESIQDCKIGGYDIPAKTRPKVPNYWKTPLEFRPERFMPHLIVIKRRVMIMNICLNIEAGQHFNYLPFGAGRRGCPRMSLAALNFLSNIPLSHII*
>Aqcoe4G289700.1.p
MIIYRKICTSELLNGRTLDQLYSIRREEILRFLRVMLHKSSDAEGTVNVSSELLKLMTNIISRMMMSKSWSSEYEIQTEEIIILLHEVEELTTMLDLSDCIWLCRHLDLQGIMKRSKNVDQKLDANEKVEGGRLKHLLDILLDVAENNNAEFKLTRENIKAVILDLFVAGTDTSAKTMEWALTELINHPHIFQKAREEIDSVVGKNRLVEESDIPNLPYLQAIVKETLRLHPAGPLLARRASEDCKVGEYDIPKNTRLLVNVWAIGRDAKHWENPLEFCPNRFLTEEGSVKSQLDVRGHYYHLLPFGSGKRGCPGISLALRIVQTTLAIIIQCFDLRVVDEKESTVDMIEAPGLLLTRAHPLRCVPVARLNVLPLM*
>Aqcoe4G274500.1.p
MIMESDLLNFTLCSIIVIITTSVAILMSSRGTGRLPPSPVKLPIIGHLHLLGPIPHQAFYKLSNKYGPLIYLLLGSVPCVVASTAETAKEFLKTHELSFSGRPFLTAVDKLTYGSADFTFAQYGPYWRFMKKLCMSELLGGRTIDKLLPVRREEIKRFLKLILQRSDSEETVNVSAELTTLMNNIISRMMLSKRCSESENDAEEVKTLVQEVAELGGKFNLSDFIWFLRNIDLQGCKKRSEDVHVRYDAMIEKIIKEHEEVKSKQKESSEDGVKDLLHILLDAAEDDKAEIKLTRENIKAFILDLFVAGTDTSASTTEWALSELINHPDIFENAREEIDNVVGKNRLVEESDIQNLPYLQAIMKETLRLHPTGPLVVRKSSEDCRVGEYDIPKNTRLFVNVWAIGRDPKHWEDPLEFRPTRFTTGEKIDVRGQHFHLLPFGSGRRGCPGATLALQVVQTTLASIIQCFEFRMEDGKSATVDMTEGPGLTLPRANPLLCVPNARFNLLPLV*
>Aqcoe4G286000.1.p
MPDYLLLDIFAAGTDTSAITIEWALAELINHPDIFDKAREEIDSVVGKSRLVEESDIQNLPYLQAIVKETLRLHPTGPLIVRESTEDCKIGEYNIPKKTRLFVNVWAIGRDPKHWDNPLEFRPNRFLTEGSGKSQLDVRGQHFYLLPFGSGRRGCPGTTLALQVVQTTLASMIQCFKFKLGDGKGTTVDMTEAPGLTLPRAHPLVCVPFARFNLLPLI*
>Aqcoe4G138400.1.p
PTVWSSKTQKRLTGLPPSPKEIPFIGHLHLLNNTPHQTFHNLCSHYGPLIHLRLGSVLCIIASTPELAKELLITNGITFASRPVNIAISLLTYNSAGFGFAPYGPYWKFMKKIVTSNLLGDQTLTKLKDIRFEETSQLIHFLLDKARNETTVNLSQEVTKVSNNIISRMMWNIKCSGEDDQAKEIRTLIRDSTEILAQFNLSDFIGFLWYIDLQGIRKRAKNIHLRYDVLLENIMKKREEVRNENKEKINDFLNILLDTMEDDESKIRLTRENIKAFMFDFLTAGTDTSGIVVEWAMSELINHPTILEKAIEEIDSVVGKNRLVKESDIQNLPYLLAIFKETLRLHPPIPIFERESTENCNIAGYDIPAKTILFINNWSICRDPKNWKNPLQFQPERFMSGCESGNDDLNLVDVRGQHFNFLPFGTGRRGCPGMQLAVRLVPTIMGLLIQCFDWKLACRDSDSRVTPKLVDMTERPGLTVPKAHPLMVVPCTRLNPFPISL*
>Aqcoe4G288700.1.p
MVGSDFLNFTVYGIIFAISAVAVIIWRSRRRVRLPPSPLALPIIGHLHLLGPILHQNFYKLSNQYGPLIYLLLGSVPCVIASTAETAKEFLKTHELAFSGRPFLDAVDYITYGTADFTFAQYGPYWRFMRKLCTSELLNGRTLDQLYYVRREEIRRFLAVMLQKSDAEETVSVSGELLTLMNNIISRMMMSKRSSESENETAEIRILVNEVAEISGTLNLSDCIWFCRYFDLQGIKKRTEDVHVRLDAIIEKIIKDQRELRNQNSEGGRVKHLLDILLDVAEDDNAEFQLTCENIKSFILDVFVAGSDTSAKTTEWALAELINHPDIFEKAREEIDSVIGKNRLVEESDIQNLPYLQAIVKETLRLHSTGPLLVRRASEDCKVGEYDIPKNTRLFVNVWAIGRDAEHWENPLEFRPNRFITEEGSLKSQLDVRGHQYQLLPFGSGRRGCPGISLALRSVQTTLASIIQCFEFKVGDGKGATLDMTEGPGLTLPRAHPLVCVPVARLNILPLL*
>Aqcoe4G289800.1.p
MDIFTVSEIHLCIELTLFLIFFTMVESDLLNFTVYGIIFVISAVAIIIWTSRRGARLPPSPLALPIIGHLHLIAPIPHQQLHKLSNKYGPLIHVLIGSIPCVVAGTAETAKKEFLKNHELTFSDRPFIAASDYITYGSAVLTFASYGPLYRFRRKICTSELLNGRTLDQLYSVRHEEIRRFLRMMLHKSDTEVTVNVSSELLKLMTNLISRMMMSKSWSSESEIETEEIIILLHEVEELSAMLDLSDCIWFCRHLDLQGVMKRSKNVHLKLDAFLEKIIKEQEEIRTKRNDKIEGGHVKHLLDILLDVAENNSAEFKLTRENIKAVILDLFLASTDTSSKTMEWAFAELINHPHIFQKAREEIDSVVGKNRLVEESDIPNLPYLQAIVKETLRLHPPGPLLARRASEDCKVGEYDIPKNTTLLVNVWAIGRDAKHWENPLEFCPNRFLTEEGSVQSQLDVRGHHYHLLSFGSGKRGCPGISLALRSVQTTLAIIIQCFDLTVAGGNGATVDMSEAPGILLTRAHPLRCVPVVRLNVLPLM*
>Aqcoe4G274400.1.p
MIMESDLLSFTLCSIIVVISTLVVIILSSRRTGRLPPSPVKLPIIGHLHLLGPIPHQAFYKLSNQYGPLIYLLLGSVPCVVASTAETAKEFLKTHELSFSGRPFLTAVDKLTYGSADFTFAQYGPYWRFMKKLCMSELLGGRTIDKLLPVRREEIKLFLKMMSHKSDSAETVNVSAELTMLMNNILTRMMLSKRCSESENDAEEVKSLVNEVTELGGKFNLSDYIWFLRNIDLQGYKKRSEDVHIRYDAMIEKIIKEHEEVKSKQIEKGERDDVVKDLLDILLDLAEDDELEFKLTRENIKAFILDLFAGTDTSASTTEWALSELINHPDIFEKARAEIDYVVGKNRLVEESDIQNLPYLQAIVKETLRLHPTGPLVVRKSSEDCRVGEYDIPKNTRLFVNVWAIGRDPKHWENPLEFRPTRFTTGDKIDVRGQQFQFLPFGSGKRGCPGVTLALQVVQTTLASLIQCFEFRMEDGKSATLDMTEGPGLTLPRANPLLCVPNARFNLVPLHIVD*
>Aqcoe7G282400.1.p
DIFAAGTDTSAITIEWAVAELINHPDIFDKAREEIDSVVGKSRLVEESDIQNLPYLQAIVKETLRLHPTGPLIVRESTEDCKIGEYNIPKKTRLFVNVWAIGRDPKHWDNPLEFRPNRFLTEGSGKSQLDVRGQHFYLLPFGSGRRGCPGTTLALQVVQTTLASMIQCFKFKLGDGKGTTVDMTEAPGLTLPRAHPLVCVPFARFNLLPLI*
>Aqcoe1G022100.1.p
MIESDLLKFTMCGILLLISATIAIIWRSQGGNRLPPSPLALPIIGHLHLLSPIPHQAFHKLSTKYGPLIYLLLGSVPCVLASTAETAKEFLKTHELSFSDRPFSAAVDYLTYGSADFSFAPYGPYWKFMKKICMSELLGGRTLDQLLPVRREEIRRLLMKMIRKSDSEDTVDVGGELITLANNIISRMMMNKRCSESEKEAEDVRSLVHEVAELTGTFNLSDYIWFCRNIDLQGLRKRFEDLHVRFDAMAEKIMKEHEEVRGEKNERGNEGDRVKDLLDILLDVAEDDKAELKLTRENIKAFILDIFAAGTDTTAITIEWALAELINQPDIFDKAREEIDSVVGKSRLVEESDIQNLPYLQAIVKETLRLHPTAPLIVRESTEDCKIGEYNIPKKTRLFVNVWAIGRDPKHWDNPLEFRPNRFLTEGSGKSQLDVRGQHFHLLPFGSGRRGCPATTLALQVVQTTLASMIQCFKFKLGDGKGTTVDMTEAPGLTLPRAHPLVCVPVARFNLLPLI*
>Aqcoe5G145200.1.p
MILKILFYISIFVLTTLLGRKFWSPKTQKCVTRLPPSPKELPIIGHLHLLNNTPHQTFHNLCARYGPLIHLRLGSVICIIASTPELAKELLITNGHTFASRPVNIAINLLTYNSVDFVFAPYGSYWKFMKKIVASELLGDQTLAQLKDIRFDEASQLIHFLLNKARTGTIVNLSQEVTKVSNNIITRMMWNIRCSGEDEQAKEIRNLVRDSMEILAQFNLSDFIGILRNIDLQGIRKRAKNIHLRSDALLEAIMKKREEVRNEKKEKTNMSFVGGDHKINDFLNILLDTLEDEESKIRLTRENIKAFMFDILTAGTDTSGIVVEWAMSELINHPTILQKAIEEIDSVVGKNRLVKESDIQDLPYLQAIFKETLRLHPPIPIFDRESTEDCNIAGYDIPAKTILFINNCSICRDPKNWKNPLEFQPERFMSGSEGDDNQNLVDVKGQHFILLPFGTGRRGCPGMSLVVHLVPTIMALLIQCFDWKPACNDNGVTPKVVDMTERPGFTVPKAYPLMVMPSTRLNPFPISP*
>Aqcoe3G139600.1.p
MFSAGTDTSSVVLEWAVSELIRHPKIMEEVQKEVRGIARGKLMITETDLDEMHYLKSVIKETLRLHPPVPLLVPRESMEKVQIQGYDIPAKTTVLINAFVIGRDPKLWDEPEKFWPKRFLNGGSVSVDFKGQDFQLIPFGSGRRGCPGILFATSIIELTLANLLNRFDWAAPEGMDGKDLNMEEESGITVHRKNDLVLSSKQHYRVV*
Gene tree
Gene tree

Sheng jun & Dong yang Teams, Yunnan agriculture University