KEGG   ENZYME: 1.1.1.283Help
Entry
EC 1.1.1.283                Enzyme                                 

Name
methylglyoxal reductase (NADPH);
lactaldehyde dehydrogenase (NADP+);
GRE2 (gene name);
methylglyoxal reductase (NADPH-dependent);
lactaldehyde:NADP+ oxidoreductase
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
BRITE hierarchy
Sysname
(S)-lactaldehyde:NADP+ oxidoreductase
Reaction(IUBMB)
(S)-lactaldehyde + NADP+ = 2-oxopropanal + NADPH + H+ [RN:R02260]
Reaction(KEGG)
Substrate
(S)-lactaldehyde [CPD:C00424];
NADP+ [CPD:C00006]
Product
2-oxopropanal [CPD:C00546];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme from the yeast Saccharomyces cerevisiae catalyses the reduction of a keto group in a number of compounds, forming enantiopure products. Among the substrates are methylglyoxal (which is reduced to (S)-lactaldehyde) [1,2], 3-methylbutanal [3], hexane-2,5-dione [4] and 3-chloro-1-phenylpropan-1-one [5]. The enzyme differs from EC 1.1.1.78, methylglyoxal reductase (NADH), which is found in mammals, by its coenzyme requirement, reaction direction, and enantiomeric preference.
History
EC 1.1.1.283 created 2005, modified 2013
Pathway
ec00620  Pyruvate metabolism
ec00640  Propanoate metabolism
ec01100  Metabolic pathways
Orthology
K17741  NADPH-dependent methylglyoxal reductase
K23257  methylglyoxal/glyoxal reductase
Genes
SCE: YOL151W(GRE2)
LTH: KLTH0E09680g KLTH0F04026g
VPO: Kpol_1057p21 Kpol_416p7
ZRO: ZYRO0A13574g ZYRO0B00330g ZYRO0B16742g ZYRO0C18546g ZYRO0E10362g ZYRO0F05214g ZYRO0F18656g ZYRO0G00242g ZYRO0G15400g ZYRO0G22506g
CGR: CAGL0E05170g
NCS: NCAS_0A03090(NCAS0A03090) NCAS_0A07210(NCAS0A07210) NCAS_0C05270(NCAS0C05270) NCAS_0C05980(NCAS0C05980) NCAS_0D02420(NCAS0D02420) NCAS_0D04850(NCAS0D04850) NCAS_0G03820(NCAS0G03820) NCAS_0H00790(NCAS0H00790)
NDI: NDAI_0D00910(NDAI0D00910) NDAI_0D05090(NDAI0D05090) NDAI_0F01560(NDAI0F01560) NDAI_0I02450(NDAI0I02450)
TPF: TPHA_0A00590(TPHA0A00590) TPHA_0F03690(TPHA0F03690) TPHA_0M01160(TPHA0M01160) TPHA_0N01940(TPHA0N01940) TPHA_0O00640(TPHA0O00640)
TBL: TBLA_0A01590(TBLA0A01590) TBLA_0C00270(TBLA0C00270) TBLA_0C00280(TBLA0C00280) TBLA_0C03420(TBLA0C03420) TBLA_0C03430(TBLA0C03430) TBLA_0D00750(TBLA0D00750)
TDL: TDEL_0C00230(TDEL0C00230) TDEL_0C02800(TDEL0C02800) TDEL_0D00270(TDEL0D00270)
KAF: KAFR_0A08710(KAFR0A08710) KAFR_0A08720(KAFR0A08720) KAFR_0C00150(KAFR0C00150)
PIC: PICST_72153(GRE2)
CAL: CAALFM_C206720WA(GRE2) CAALFM_C502860CA(GRP2) CAALFM_C603240WA(CaO19.5611)
GPS: C427_2672
AMIM: MIM_c17820
BSU: BSU33400(yvgN)
BSR: I33_3458
BSL: A7A1_2557
BSH: BSU6051_33400(yvgN)
BSUT: BSUB_03568(yvgN)
BSUL: BSUA_03568(yvgN)
BSUS: Q433_18325
BSS: BSUW23_16365(yvgN)
BST: GYO_3651
BSO: BSNT_09856(yvgN)
BSQ: B657_33400(yvgN)
BSX: C663_3209(yvgN)
BLI: BL00701(yvgN)
BLD: BLi03528(yvgN)
BLH: BaLi_c35910(yvgN)
BAQ: BACAU_3082(yvgN)
BYA: BANAU_3247(yvgN)
BAMP: B938_15650
BAML: BAM5036_2970(yvgN)
BAMA: RBAU_3189(yvgN)
BAMN: BASU_2975(yvgN)
BAMB: BAPNAU_3254(yvgN)
BAMT: AJ82_17285
BAMY: V529_33190
BMP: NG74_03226(yvgN)
BAO: BAMF_3187(yvgN)
BAZ: BAMTA208_16930(yvgN)
BQL: LL3_03470(yvgN)
BXH: BAXH7_03457(yvgN)
BQY: MUS_3654(yvgN)
BAMI: KSO_003870
BAMC: U471_31720
BAMF: U722_16425
BANV: DJ46_3009 DJ46_4605(yvgN)
BCQ: BCQ_0219
BTG: BTB_c02190(yvgN1) BTB_c42340(yvgN2)
BTW: BF38_1446(yvgN) BF38_5271
BWW: bwei_0852(yvgN) bwei_5541
BMYC: DJ92_1192
BPF: BpOF4_13125(ytbE)
BMQ: BMQ_0912
BMD: BMD_0912
BAG: Bcoa_2323
BCOA: BF29_1246
BJS: MY9_3386
BACP: SB24_13455
BACB: OY17_18605
BACO: OXB_0365
BACY: QF06_15040
BACL: BS34A_36460(yvgN)
BALM: BsLM_3349
BGY: BGLY_3917(yvgN)
OIH: OB2664
GKA: GK0562
GTN: GTNG_0505
GGH: GHH_c05420(ytbE)
GEA: GARCT_00563(yvgN)
AFL: Aflv_1208
AAMY: GFC30_947
AXL: AXY_22620
HLI: HLI_12560
VPN: A21D_02538(yvgN)
BSE: Bsel_1577
LMO: lmo0823
LMOE: BN418_0968
LMOB: BN419_0972
LMOD: LMON_0827
LMOW: AX10_12655
LMOQ: LM6179_1137(yvgN)
LMR: LMR479A_0841(yvgN)
LMOM: IJ09_06215
LMOG: BN389_08530(yvgN)
LMP: MUO_04385
LMOX: AX24_01430
LMQ: LMM7_0854(dkgA)
LMS: LMLG_2493
LMOK: CQ02_04305
LIN: lin0819
LWE: lwe0817
LSG: lse_0721
LIV: LIV_0760
PPY: PPE_00785
PPM: PPSC2_04330(yvgN)
PPO: PPM_0809(yvgN)
PPOL: X809_03880
PPOY: RE92_07655
PMS: KNP414_03688(yvgN)
PMW: B2K_05520
PRI: PRIO_2517(yvgN1) PRIO_5501(ytbE1)
PSWU: SY83_16510
ASOC: CB4_02589(yvgN)
AAC: Aaci_0848
AAD: TC41_0849
BTS: Btus_0334
JEO: JMA_31940
KUR: ASO14_516(yvgN)
KZO: NCTC404_01393(yvgN_1) NCTC404_02341(yvgN_2)
LLA: L132617(yddB)
LLK: LLKF_0388(yddB)
LLT: CVCAS_0318(yddB)
LLS: lilo_0300(yddB)
LLC: LACR_0378
LLM: llmg_0352
LLR: llh_1960
LLW: kw2_0336
LLJ: LG36_0336(yddB)
LSL: LSL_1681
LSI: HN6_01406
LSJ: LSJ_1722c
LFF: LBFF_1001
LBH: Lbuc_2097
LSN: LSA_12130(yvgN)
PPE: PEPE_0025
PPEN: T256_00125
EFA: EF0629
EFL: EF62_0999
EFI: OG1RF_10362(morA)
EFS: EFS1_0478
EFQ: DR75_2579
ENE: ENT_24880
EHR: EHR_10290
ECAS: ECBG_03152
MPS: MPTP_1009
MPX: MPD5_0938
WCE: WS08_1257
WCT: WS74_1328
CML: BN424_1113(yvgN)
CAC: CA_C1958
CAE: SMB_G1990(yvgN)
CAY: CEA_G1975
CBO: CBO0984(dkgA)
CBA: CLB_1023
CBH: CLC_1037
CBY: CLM_1138
CBL: CLK_0430
CBK: CLL_A1844
CBB: CLD_3583
CBI: CLJ_B1026
CBT: CLH_1658
CBF: CLI_1068
CBM: CBF_1038
CBZ: Cbs_3512
CLT: CM240_2814(yvgN)
CSQ: CSCA_0059
ASF: SFBM_0648
HSC: HVS_10975(yvgN)
CSD: Clst_0450
BFI: CIY_22850
RTO: RTO_32480
BPRO: PMF13cell1_04292(yvgN)
BPRL: CL2_28640
MHF: MHF_1171(ytbE)
ABRA: BN85308370
APAL: BN85405070
AAXA: NCTC10138_01144(yvgN_2)
ACTN: L083_3151
ABAT: CFX1CAM_2214(yvgN)
LIE: LIF_A2553(ara1)
LIS: LIL_12686(ara1)
LST: LSS_06340(dkgA)
BIP: Bint_0852
PBT: ING2E5B_0018(yvgN)
PMUC: ING2E5A_0516(yvgN)
DORI: FH5T_09590
FAE: FAES_2917
PSEZ: HME7025_00393(dkgA)
GFO: GFO_0840
GFL: GRFL_2730
ZPR: ZPR_1260
MARM: YQ22_08605
MLT: VC82_1415
MPW: MPR_1868
SPON: HME9304_01592(dkgA)
IAL: IALB_2363
PMO: Pmob_1501
DTN: DTL3_1551(yvgN1)
TAA: NMY3_01636(ytbE)
 » show all
Taxonomy
Reference
1  [PMID:3896793]
  Authors
Murata K, Fukuda Y, Simosaka M, Watanabe K, Saikusa T, Kimura A.
  Title
Metabolism of 2-oxoaldehyde in yeasts. Purification and characterization of NADPH-dependent methylglyoxal-reducing enzyme from Saccharomyces cerevisiae.
  Journal
Eur J Biochem 151:631-6 (1985)
DOI:10.1111/j.1432-1033.1985.tb09151.x
  Sequence
[sce:YOL151W]
Reference
2  [PMID:12722185]
  Authors
Chen CN, Porubleva L, Shearer G, Svrakic M, Holden LG, Dover JL, Johnston M, Chitnis PR, Kohl DH.
  Title
Associating protein activities with their genes: rapid identification of a gene encoding a methylglyoxal reductase in the yeast Saccharomyces cerevisiae.
  Journal
Yeast 20:545-54 (2003)
DOI:10.1002/yea.979
  Sequence
[sce:YOL151W]
Reference
3  [PMID:16999827]
  Authors
Hauser M, Horn P, Tournu H, Hauser NC, Hoheisel JD, Brown AJ, Dickinson JR
  Title
A transcriptome analysis of isoamyl alcohol-induced filamentation in yeast reveals a novel role for Gre2p as isovaleraldehyde reductase.
  Journal
FEMS Yeast Res 7:84-92 (2007)
DOI:10.1111/j.1567-1364.2006.00151.x
  Sequence
[sce:YOL151W]
Reference
4  [PMID:20237665]
  Authors
Muller M, Katzberg M, Bertau M, Hummel W
  Title
Highly efficient and stereoselective biosynthesis of (2S,5S)-hexanediol with a dehydrogenase from Saccharomyces cerevisiae.
  Journal
Org Biomol Chem 8:1540-50 (2010)
DOI:10.1039/b920869k
  Sequence
[sce:YOL151W]
Reference
5  [PMID:20111861]
  Authors
Choi YH, Choi HJ, Kim D, Uhm KN, Kim HK
  Title
Asymmetric synthesis of (S)-3-chloro-1-phenyl-1-propanol using Saccharomyces cerevisiae reductase with high enantioselectivity.
  Journal
Appl Microbiol Biotechnol 87:185-93 (2010)
DOI:10.1007/s00253-010-2442-5
  Sequence
[sce:YOL151W]
Reference
6  [PMID:20606287]
  Authors
Breicha K, Muller M, Hummel W, Niefind K
  Title
Crystallization and preliminary crystallographic analysis of Gre2p, an NADP(+)-dependent alcohol dehydrogenase from Saccharomyces cerevisiae.
  Journal
Acta Crystallogr Sect F Struct Biol Cryst Commun 66:838-41 (2010)
DOI:10.1107/S1744309110018889
  Sequence
[sce:YOL151W]
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.283
IUBMB Enzyme Nomenclature: 1.1.1.283
ExPASy - ENZYME nomenclature database: 1.1.1.283
BRENDA, the Enzyme Database: 1.1.1.283
CAS: 78310-66-4

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