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2-hydroxyisoflavanone dehydratase (EC 3.1.1.1) (EC 4.2.1.105) (Carboxylesterase HIDH)

 HIDH_SOYBN              Reviewed;         319 AA.
Q5NUF3;
16-OCT-2013, integrated into UniProtKB/Swiss-Prot.
01-FEB-2005, sequence version 1.
25-APR-2018, entry version 71.
RecName: Full=2-hydroxyisoflavanone dehydratase;
EC=3.1.1.1;
EC=4.2.1.105;
AltName: Full=Carboxylesterase HIDH;
Name=HIDH; OrderedLocusNames=Glyma01g45020;
Glycine max (Soybean) (Glycine hispida).
Eukaryota; Viridiplantae; Streptophyta; Embryophyta; Tracheophyta;
Spermatophyta; Magnoliophyta; eudicotyledons; Gunneridae;
Pentapetalae; rosids; fabids; Fabales; Fabaceae; Papilionoideae;
Phaseoleae; Glycine; Soja.
NCBI_TaxID=3847;
[1]
NUCLEOTIDE SEQUENCE [MRNA], FUNCTION, CATALYTIC ACTIVITY, MOTIF,
MUTAGENESIS OF GLY-78; GLY-79; THR-164; ASP-263 AND HIS-295, AND
BIOPHYSICOCHEMICAL PROPERTIES.
TISSUE=Seedling;
PubMed=15734910; DOI=10.1104/pp.104.056747;
Akashi T., Aoki T., Ayabe S.;
"Molecular and biochemical characterization of 2-hydroxyisoflavanone
dehydratase. Involvement of carboxylesterase-like proteins in
leguminous isoflavone biosynthesis.";
Plant Physiol. 137:882-891(2005).
[2]
NUCLEOTIDE SEQUENCE [MRNA].
Cheung F., Xiao Y., Chan A., Moskal W., Town C.D.;
Submitted (AUG-2009) to the EMBL/GenBank/DDBJ databases.
[3]
NUCLEOTIDE SEQUENCE [LARGE SCALE GENOMIC DNA].
STRAIN=cv. Williams 82;
PubMed=20075913; DOI=10.1038/nature08670;
Schmutz J., Cannon S.B., Schlueter J., Ma J., Mitros T., Nelson W.,
Hyten D.L., Song Q., Thelen J.J., Cheng J., Xu D., Hellsten U.,
May G.D., Yu Y., Sakurai T., Umezawa T., Bhattacharyya M.K.,
Sandhu D., Valliyodan B., Lindquist E., Peto M., Grant D., Shu S.,
Goodstein D., Barry K., Futrell-Griggs M., Abernathy B., Du J.,
Tian Z., Zhu L., Gill N., Joshi T., Libault M., Sethuraman A.,
Zhang X.-C., Shinozaki K., Nguyen H.T., Wing R.A., Cregan P.,
Specht J., Grimwood J., Rokhsar D., Stacey G., Shoemaker R.C.,
Jackson S.A.;
"Genome sequence of the palaeopolyploid soybean.";
Nature 463:178-183(2010).
-!- FUNCTION: Dehydratase that mediates the biosynthesis of
isoflavonoids. Can use both 4'-hydroxylated and 4'-methoxylated 2-
hydroxyisoflavanones as substrates. Has also a slight
carboxylesterase activity toward p-nitrophenyl butyrate.
{ECO:0000269|PubMed:15734910}.
-!- CATALYTIC ACTIVITY: 2,7,4'-trihydroxyisoflavanone = daidzein +
H(2)O. {ECO:0000269|PubMed:15734910}.
-!- CATALYTIC ACTIVITY: 2,4',5,7-tetrahydroxyisoflavanone = genistein
+ H(2)O. {ECO:0000269|PubMed:15734910}.
-!- CATALYTIC ACTIVITY: A carboxylic ester + H(2)O = an alcohol + a
carboxylate. {ECO:0000269|PubMed:15734910}.
-!- BIOPHYSICOCHEMICAL PROPERTIES:
Kinetic parameters:
KM=29 uM for 2,7-dihydroxy-4'-methoxyisoflavanone (at pH 7.5 and
30 degrees Celsius) {ECO:0000269|PubMed:15734910};
KM=114 uM for 2,7,4'-trihydroxyisoflavanone (at pH 7.5 and 30
degrees Celsius) {ECO:0000269|PubMed:15734910};
KM=170 uM for 2,5,7,4'-tetrahydroxyisoflavanone (at pH 7.5 and
30 degrees Celsius) {ECO:0000269|PubMed:15734910};
Note=kcat is 1.6 sec(-1) with 2,7-dihydroxy-4'-
methoxyisoflavanone, 5.3 sec(-1) with 2,7,4'-
trihydroxyisoflavanone and 18.1 sec(-1) with 2,5,7,4'-
tetrahydroxyisoflavanone as substrates, respectively (at pH 7.5
and 30 degrees Celsius).;
-!- PATHWAY: Secondary metabolite biosynthesis; flavonoid
biosynthesis.
-!- SIMILARITY: Belongs to the 'GDXG' lipolytic enzyme family.
{ECO:0000305}.
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EMBL; AB154415; BAD80840.1; -; mRNA.
EMBL; BT097440; ACU22699.1; -; mRNA.
EMBL; CM000834; -; NOT_ANNOTATED_CDS; Genomic_DNA.
RefSeq; NP_001237228.1; NM_001250299.2.
UniGene; Gma.19376; -.
ProteinModelPortal; Q5NUF3; -.
SMR; Q5NUF3; -.
STRING; 3847.GLYMA01G45020.1; -.
ESTHER; soybn-q5nuf3; Plant_carboxylesterase.
EnsemblPlants; KRH77876; KRH77876; GLYMA_01G239600.
GeneID; 547489; -.
Gramene; KRH77876; KRH77876; GLYMA_01G239600.
KEGG; gmx:547489; -.
eggNOG; KOG1515; Eukaryota.
eggNOG; COG0657; LUCA.
InParanoid; Q5NUF3; -.
KO; K13258; -.
OMA; EPWLSTY; -.
OrthoDB; EOG09360JK5; -.
BRENDA; 4.2.1.105; 2483.
SABIO-RK; Q5NUF3; -.
UniPathway; UPA00154; -.
Proteomes; UP000008827; Chromosome 1.
Genevisible; Q5NUF3; GM.
GO; GO:0033987; F:2-hydroxyisoflavanone dehydratase activity; IDA:UniProtKB.
GO; GO:0052689; F:carboxylic ester hydrolase activity; IDA:UniProtKB.
GO; GO:0009056; P:catabolic process; IBA:GO_Central.
GO; GO:0009813; P:flavonoid biosynthetic process; IEA:UniProtKB-UniPathway.
GO; GO:0009717; P:isoflavonoid biosynthetic process; IDA:UniProtKB.
GO; GO:0046287; P:isoflavonoid metabolic process; IDA:UniProtKB.
Gene3D; 3.40.50.1820; -; 1.
InterPro; IPR029058; AB_hydrolase.
InterPro; IPR013094; AB_hydrolase_3.
InterPro; IPR002168; Lipase_GDXG_HIS_AS.
Pfam; PF07859; Abhydrolase_3; 1.
SUPFAM; SSF53474; SSF53474; 1.
PROSITE; PS01173; LIPASE_GDXG_HIS; 1.
1: Evidence at protein level;
Complete proteome; Flavonoid biosynthesis; Hydrolase; Lyase;
Reference proteome.
CHAIN 1 319 2-hydroxyisoflavanone dehydratase.
/FTId=PRO_0000424101.
MOTIF 77 79 Involved in the stabilization of the
negatively charged intermediate by the
formation of the oxyanion hole.
{ECO:0000305|PubMed:15734910}.
ACT_SITE 164 164 {ECO:0000305|PubMed:15734910}.
ACT_SITE 263 263 {ECO:0000305|PubMed:15734910}.
ACT_SITE 295 295 {ECO:0000305|PubMed:15734910}.
MUTAGEN 78 78 G->A: Reduction of both dehydratase and
carboxylesterase activities.
{ECO:0000269|PubMed:15734910}.
MUTAGEN 79 79 G->A: Reduction of both dehydratase and
carboxylesterase activities.
{ECO:0000269|PubMed:15734910}.
MUTAGEN 164 164 T->A,S: Reduction of both dehydratase and
carboxylesterase activities.
{ECO:0000269|PubMed:15734910}.
MUTAGEN 263 263 D->N: Complete loss of both dehydratase
and carboxylesterase activities.
{ECO:0000269|PubMed:15734910}.
MUTAGEN 295 295 H->A: Complete loss of both dehydratase
and carboxylesterase activities.
{ECO:0000269|PubMed:15734910}.
SEQUENCE 319 AA; 35138 MW; E8333CF425FBA4A3 CRC64;
MAKEIVKELL PLIRVYKDGS VERLLSSENV AASPEDPQTG VSSKDIVIAD NPYVSARIFL
PKSHHTNNKL PIFLYFHGGA FCVESAFSFF VHRYLNILAS EANIIAISVD FRLLPHHPIP
AAYEDGWTTL KWIASHANNT NTTNPEPWLL NHADFTKVYV GGETSGANIA HNLLLRAGNE
SLPGDLKILG GLLCCPFFWG SKPIGSEAVE GHEQSLAMKV WNFACPDAPG GIDNPWINPC
VPGAPSLATL ACSKLLVTIT GKDEFRDRDI LYHHTVEQSG WQGELQLFDA GDEEHAFQLF
KPETHLAKAM IKRLASFLV


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