KEGG   ORTHOLOGY: K21568
Entry
K21568                      KO                                     

Name
PLR
Definition
pinoresinol/lariciresinol reductase [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
Pathway
ko00998  Biosynthesis of various secondary metabolites - part 2
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Module
M00902  Podophyllotoxin biosynthesis, coniferyl alcohol => podophyllotoxin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00998 Biosynthesis of various secondary metabolites - part 2
    K21568  PLR; pinoresinol/lariciresinol reductase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.23  Reducing C-O-C group as acceptor
   1.23.1  With NADH or NADPH as donor
    1.23.1.1  (+)-pinoresinol reductase
     K21568  PLR; pinoresinol/lariciresinol reductase
    1.23.1.2  (+)-lariciresinol reductase
     K21568  PLR; pinoresinol/lariciresinol reductase
    1.23.1.3  (-)-pinoresinol reductase
     K21568  PLR; pinoresinol/lariciresinol reductase
    1.23.1.4  (-)-lariciresinol reductase
     K21568  PLR; pinoresinol/lariciresinol reductase
Other DBs
RN: R10225 R10226 R10227 R10228
GO: 0010283 0010284
Genes
ATH: AT1G32100(PRR1) AT4G13660(PRR2)
ALY: 9306436 9329761
CRB: 17878264 17898640 17899710
CSAT: 104719089 104723827 104723828 104732343 104741806 104757581 104757582 104777243
EUS: EUTSA_v10008239mg EUTSA_v10009995mg EUTSA_v10026944mg
BRP: 103840191 103868905
BNA: 106362498 106441553 106443341 106451749 106451753 106453825 111203922
BOE: 106292815 106294294
RSZ: 108856438 108856439 108856515
THJ: 104798498 104814402 104814409
CPAP: 110826366
LJA: Lj0g3v0024519.1(Lj0g3v0024519.1) Lj0g3v0067389.1(Lj0g3v0067389.1) Lj0g3v0151959.1(Lj0g3v0151959.1) Lj2g3v1536370.1(Lj2g3v1536370.1)
PXB: 103928035
JCU: 105632658
NAU: 109227228
BVG: 104893088
SOE: 110801329
PSOM: 113322331
DOSA: Os12t0263200-01(Os12g0263200) Os12t0265100-01(Os12g0265100)
BDI: 100842184
ATS: 109737033(LOC109737033) 109785841(LOC109785841) 109785845(LOC109785845) 109785846(LOC109785846)
ZMA: 103650598
MUS: 103981518
PEQ: 110020110
SSE: Ssed_3603
AG: AAC49608(PLR) AAF63507(PLR_Tp1) AAF63508(PLR_Tp2) ABM68630(PLR_Lp1) ABW86959(PLR_Lc1) ABY75535(PLR)
 » show all
Reference
PMID:8910615 (EC:1.23.1.1 1.23.1.2)
  Authors
Dinkova-Kostova AT, Gang DR, Davin LB, Bedgar DL, Chu A, Lewis NG
  Title
(+)-Pinoresinol/(+)-lariciresinol reductase from Forsythia intermedia. Protein purification, cDNA cloning, heterologous expression and comparison to isoflavone reductase.
  Journal
J Biol Chem 271:29473-82 (1996)
DOI:10.1074/jbc.271.46.29473
  Sequence
Reference
PMID:9872995 (EC:1.23.1.3 1.23.1.4)
  Authors
Fujita M, Gang DR, Davin LB, Lewis NG
  Title
Recombinant pinoresinol-lariciresinol reductases from western red cedar (Thuja plicata) catalyze opposite enantiospecific conversions.
  Journal
J Biol Chem 274:618-27 (1999)
DOI:10.1074/jbc.274.2.618
  Sequence
Reference
PMID:17257599 (EC:1.23.1.1 1.23.1.4)
  Authors
Hemmati S, Schmidt TJ, Fuss E
  Title
(+)-Pinoresinol/(-)-lariciresinol reductase from Linum perenne Himmelszelt involved in the biosynthesis of justicidin B.
  Journal
FEBS Lett 581:603-10 (2007)
DOI:10.1016/j.febslet.2007.01.018
  Sequence

KEGG   ENZYME: 1.23.1.1
Entry
EC 1.23.1.1                 Enzyme                                 

Name
(+)-pinoresinol reductase;
pinoresinol/lariciresinol reductase;
pinoresinol-lariciresinol reductases;
(+)-pinoresinol/(+)-lariciresinol;
(+)-pinoresinol-(+)-lariciresinol reductase;
PLR
Class
Oxidoreductases;
Reducing C-O-C group as acceptor;
With NADH or NADPH as donor
Sysname
(+)-lariciresinol:NADP+ oxidoreductase
Reaction(IUBMB)
(+)-lariciresinol + NADP+ = (+)-pinoresinol + NADPH + H+ [RN:R10225]
Reaction(KEGG)
R10225
Substrate
(+)-lariciresinol [CPD:C10646];
NADP+ [CPD:C00006]
Product
(+)-pinoresinol [CPD:C05366];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The reaction is catalysed in vivo in the opposite direction to that shown. A multifunctional enzyme that further reduces the product to the lignan (-)-secoisolariciresinol [EC 1.23.1.2, (+)-lariciresinol reductase]. Isolated from the plants Forsythia intermedia [1,2], Thuja plicata (western red cedar) [3], Linum perenne (perennial flax) [5] and Linum corymbulosum [6]. The 4-pro-R hydrogen of NADH is transferred to the 7-pro-R position of lariciresinol [1].
History
EC 1.23.1.1 created 2013
Pathway
ec00998  Biosynthesis of various secondary metabolites - part 2
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K21568  pinoresinol/lariciresinol reductase
Genes
ATH: AT1G32100(PRR1) AT4G13660(PRR2)
ALY: 9306436 9329761
CRB: 17878264 17898640 17899710
CSAT: 104719089 104723827 104723828 104732343 104741806 104757581 104757582 104777243
EUS: EUTSA_v10008239mg EUTSA_v10009995mg EUTSA_v10026944mg
BRP: 103840191 103868905
BNA: 106362498 106441553 106443341 106451749 106451753 106453825 111203922
BOE: 106292815 106294294
RSZ: 108856438 108856439 108856515
THJ: 104798498 104814402 104814409
CPAP: 110826366
LJA: Lj0g3v0024519.1(Lj0g3v0024519.1) Lj0g3v0067389.1(Lj0g3v0067389.1) Lj0g3v0151959.1(Lj0g3v0151959.1) Lj2g3v1536370.1(Lj2g3v1536370.1)
PXB: 103928035
JCU: 105632658
NAU: 109227228
BVG: 104893088
SOE: 110801329
PSOM: 113322331
DOSA: Os12t0263200-01(Os12g0263200) Os12t0265100-01(Os12g0265100)
BDI: 100842184
ATS: 109737033(LOC109737033) 109785841(LOC109785841) 109785845(LOC109785845) 109785846(LOC109785846)
ZMA: 103650598
MUS: 103981518
PEQ: 110020110
SSE: Ssed_3603
 » show all
Reference
1  [PMID:8262939]
  Authors
Chu A, Dinkova A, Davin LB, Bedgar DL, Lewis NG
  Title
Stereospecificity of (+)-pinoresinol and (+)-lariciresinol reductases from Forsythia intermedia.
  Journal
J Biol Chem 268:27026-33 (1993)
Reference
2  [PMID:8910615]
  Authors
Dinkova-Kostova AT, Gang DR, Davin LB, Bedgar DL, Chu A, Lewis NG
  Title
(+)-Pinoresinol/(+)-lariciresinol reductase from Forsythia intermedia. Protein purification, cDNA cloning, heterologous expression and comparison to isoflavone  reductase.
  Journal
J Biol Chem 271:29473-82 (1996)
DOI:10.1074/jbc.271.46.29473
  Sequence
Reference
3  [PMID:9872995]
  Authors
Fujita M, Gang DR, Davin LB, Lewis NG
  Title
Recombinant pinoresinol-lariciresinol reductases from western red cedar (Thuja plicata) catalyze opposite enantiospecific conversions.
  Journal
J Biol Chem 274:618-27 (1999)
DOI:10.1074/jbc.274.2.618
  Sequence
Reference
4  [PMID:13129921]
  Authors
Min T, Kasahara H, Bedgar DL, Youn B, Lawrence PK, Gang DR, Halls SC, Park H, Hilsenbeck JL, Davin LB, Lewis NG, Kang C
  Title
Crystal structures of pinoresinol-lariciresinol and phenylcoumaran benzylic ether reductases and their relationship to isoflavone reductases.
  Journal
J Biol Chem 278:50714-23 (2003)
DOI:10.1074/jbc.M308493200
  Sequence
Reference
5  [PMID:17257599]
  Authors
Hemmati S, Schmidt TJ, Fuss E
  Title
(+)-Pinoresinol/(-)-lariciresinol reductase from Linum perenne Himmelszelt involved in the biosynthesis of justicidin B.
  Journal
FEBS Lett 581:603-10 (2007)
DOI:10.1016/j.febslet.2007.01.018
  Sequence
Reference
6  [PMID:18489708]
  Authors
Bayindir U, Alfermann AW, Fuss E
  Title
Hinokinin biosynthesis in Linum corymbulosum Reichenb.
  Journal
Plant J 55:810-20 (2008)
DOI:10.1111/j.1365-313X.2008.03558.x
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.23.1.1
IUBMB Enzyme Nomenclature: 1.23.1.1
ExPASy - ENZYME nomenclature database: 1.23.1.1
BRENDA, the Enzyme Database: 1.23.1.1

KEGG   REACTION: R10225
Entry
R10225                      Reaction                               

Name
(+)-lariciresinol:NADP+ oxidoreductase
Definition
Lariciresinol + NADP+ <=> (+)-Pinoresinol + NADPH + H+
Equation
Comment
possibly intermediate (quinone methide)
Reaction class
RC00001  C00005_C00006
RC03087  C05366_C10646
Enzyme
Pathway
rn00998  Biosynthesis of various secondary metabolites - part 2
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00902  Podophyllotoxin biosynthesis, coniferyl alcohol => podophyllotoxin
Orthology
K21568  pinoresinol/lariciresinol reductase [EC:1.23.1.1 1.23.1.2 1.23.1.3 1.23.1.4]
Other DBs
RHEA: 34422

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