KEGG   ENZYME: 1.3.1.105Help
Entry
EC 1.3.1.105                Enzyme                                 

Name
2-methylene-furan-3-one reductase;
FaEO;
SIEO;
enone oxidoreductase;
4-hydroxy-2,5-dimethylfuran-3(2H)-one:NAD(P)+ oxidoreductase
Class
Oxidoreductases;
Acting on the CH-CH group of donors;
With NAD+ or NADP+ as acceptor
BRITE hierarchy
Sysname
4-hydroxy-2,5-dimethylfuran-3(2H)-one:NADP+ oxidoreductase
Reaction(IUBMB)
4-hydroxy-2,5-dimethylfuran-3(2H)-one + NADP+ = 4-hydroxy-5-methyl-2-methylenefuran-3(2H)-one + NADPH + H+ [RN:R10593]
Reaction(KEGG)
Substrate
4-hydroxy-2,5-dimethylfuran-3(2H)-one [CPD:C20717];
NADP+ [CPD:C00006]
Product
4-hydroxy-5-methyl-2-methylenefuran-3(2H)-one [CPD:C20718];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme was dicovered in strawberry (Fragaria x ananassa), where it produces furaneol, one of the major aroma compounds in the fruits. It has also been detected in tomato (Solanum lycopersicum) and pineapple (Ananas comosus). The enzyme can also act on derivatives substituted at the methylene functional group. The enzyme from the yeast Saccharomyces cerevisiae acts on (2E)-2-ethylidene-4-hydroxy-5-methylfuran-3(2H)-one and produces homofuraneol, an important aroma compound in soy sauce and miso. NADPH is the preferred cofactor.
History
EC 1.3.1.105 created 2013
Orthology
K18980  2-methylene-furan-3-one reductase
Genes
ATH: AT1G23740(AOR)
ALY: ARALYDRAFT_472635
CRB: 17898612
CSAT: 104741071 104756736 104776495
EUS: EUTSA_v10007901mg
BRP: 103840740
BNA: 106363376 106400799 106400800 106401195
BOE: 106295912
THJ: 104807125 104808981
CPAP: 110813092
LJA: Lj0g3v0339299.1(Lj0g3v0339299.1) Lj1g3v3641800.1(Lj1g3v3641800.1) Lj1g3v3641820.1(Lj1g3v3641820.1) Lj1g3v3641840.1(Lj1g3v3641840.1) Lj2g3v1014110.1(Lj2g3v1014110.1) Lj3g3v2722620.1(Lj3g3v2722620.1) Lj5g3v0642790.1(Lj5g3v0642790.1) Lj5g3v0642800.1(Lj5g3v0642800.1)
CSV: 101210358(CsCytAOR) 101215501(CsChlAOR)
SLY: 101250690(EO)
SPEN: 107020506
SOT: 102604604
CANN: 107847897
BVG: 104897388
OSA: 4345439
DOSA: Os08t0379400-01(Os08g0379400)
OBR: 102720069
BDI: 100825430
ATS: 109767179(LOC109767179)
SBI: 110436955
ZMA: 100284837
SITA: 101786500
MUS: 103980885
AOF: 109832753
SMIN: v1.2.022707.t1(symbB.v1.2.022707.t1)
 » show all
Taxonomy
Reference
1  [PMID:16517758]
  Authors
Raab T, Lopez-Raez JA, Klein D, Caballero JL, Moyano E, Schwab W, Munoz-Blanco J
  Title
FaQR, required for the biosynthesis of the strawberry flavor compound 4-hydroxy-2,5-dimethyl-3(2H)-furanone, encodes an enone oxidoreductase.
  Journal
Plant Cell 18:1023-37 (2006)
DOI:10.1105/tpc.105.039784
  Sequence
[fve:101294385]
Reference
2  [PMID:17636940]
  Authors
Klein D, Fink B, Arold B, Eisenreich W, Schwab W
  Title
Functional characterization of enone oxidoreductases from strawberry and tomato fruit.
  Journal
J Agric Food Chem 55:6705-11 (2007)
DOI:10.1021/jf071055o
Reference
3  [PMID:23589283]
  Authors
Schiefner A, Sinz Q, Neumaier I, Schwab W, Skerra A
  Title
Structural basis for the enzymatic formation of the key strawberry flavor compound 4-hydroxy-2,5-dimethyl-3(2H)-furanone.
  Journal
J Biol Chem 288:16815-26 (2013)
DOI:10.1074/jbc.M113.453852
Reference
4  [PMID:27865643]
  Authors
Uehara K, Watanabe J, Mogi Y, Tsukioka Y
  Title
Identification and characterization of an enzyme involved in the biosynthesis of  the 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone in yeast.
  Journal
J Biosci Bioeng 123:333-341 (2017)
DOI:10.1016/j.jbiosc.2016.10.004
Other DBs
ExplorEnz - The Enzyme Database: 1.3.1.105
IUBMB Enzyme Nomenclature: 1.3.1.105
ExPASy - ENZYME nomenclature database: 1.3.1.105
BRENDA, the Enzyme Database: 1.3.1.105

DBGET integrated database retrieval system