KEGG   ENZYME: 5.1.3.18
Entry
EC 5.1.3.18                 Enzyme                                 
Name
GDP-mannose 3,5-epimerase;
GME (gene name);
GDP-D-mannose:GDP-L-galactose epimerase;
guanosine 5'-diphosphate D-mannose:guanosine 5'-diphosphate L-galactose epimerase
Class
Isomerases;
Racemases and epimerases;
Acting on carbohydrates and derivatives
Sysname
GDP-alpha-D-mannose 3,5-epimerase
Reaction(IUBMB)
(1) GDP-alpha-D-mannose = GDP-beta-L-galactose [RN:R00889];
(2) GDP-alpha-D-mannose = GDP-beta-L-gulose [RN:R07672]
Reaction(KEGG)
R00889 R07672
Substrate
GDP-alpha-D-mannose [CPD:C00096]
Product
GDP-beta-L-galactose [CPD:C02280];
GDP-beta-L-gulose
Comment
The enzyme catalyses the formation of the stable intermediate GDP-beta-L-gulose as well as GDP-beta-L-galactose. The reaction proceeds by C4' oxidation of GDP-alpha-D-mannose followed by epimerization of the C5' position to give GDP-beta-L-4-dehydro-gulose. This intermediate is either reduced to give GDP-beta-L-gulose or the C3' position is epimerized to give GDP-beta-L-4-dehydro-galactose, followed by C4' reduction to yield GDP-beta-L-galactose. Both products serve as intermediates in two different variants of plant L-ascorbate biosynthesis pathways.
History
EC 5.1.3.18 created 1986, modified 2020
Pathway
ec00053  Ascorbate and aldarate metabolism
ec00520  Amino sugar and nucleotide sugar metabolism
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K10046  GDP-D-mannose 3', 5'-epimerase
Genes
SGRE: 126316922
ATH: AT5G28840(GME)
ALY: 9308399
CRB: 17883756
CSAT: 104707129 104736843 104771306
EUS: EUTSA_v10004408mg
BRP: 103854620 103874594(GME)
BNA: 106348783 106348855 106367760 106382501
BOE: 106305965 106322505
RSZ: 108809026 108836738 108855455
THJ: 104818631 104821677
CPAP: 110809701
CIT: 102614415
CIC: CICLE_v10001524mg CICLE_v10006605mg
PVY: 116127273 116131114
MINC: 123209084 123221942
TCC: 18600196
GRA: 105783228 105792573
GHI: 107894853 107899156 107936906 121212442
GAB: 108464468 108470172
HSYR: 120113854 120150411 120154233 120183126
DZI: 111277180 111296990
EGR: 104415433 104423523 104432512
GMX: 100527798(GME1) 100780764 100794772 100797618 100806498
GSJ: 114371997 114398160 114400533 114403164 114407699
PVU: PHAVU_006G101600g PHAVU_007G187300g
VRA: 106772513 106776083
VAR: 108343687 108345806
VUN: 114186728 114191903
VUM: 124819469 124845500 124845501
CCAJ: 109791853 109797468
APRC: 113861202 113871018
MTR: 11429807 25484645
TPRA: 123889674 123903116
CAM: 101497510 101501356
PSAT: 127091812 127132236
VVO: 131610662 131644143 131644144
LJA: Lj0g3v0283729.1(Lj0g3v0283729.1) Lj0g3v0283729.2(Lj0g3v0283729.2) Lj0g3v0283729.3(Lj0g3v0283729.3) Lj0g3v0283729.4(Lj0g3v0283729.4) Lj0g3v0283729.5(Lj0g3v0283729.5) Lj0g3v0283729.6(Lj0g3v0283729.6) Lj1g3v4979970.1(Lj1g3v4979970.1)
ADU: 107492040
AIP: 107645815
AHF: 112695425 112758272
LANG: 109336358 109354284
PCIN: 129284651 129307171
QSA: O6P43_007627 O6P43_011209
FVE: 101304010
RCN: 112193348 112197732
PPER: 18772650 18792175
PMUM: 103318635 103324176
PAVI: 110754286 110760949
PDUL: 117613821 117630761
MDM: 103408656 103430505 103434162
MSYL: 126593036 126618813 126618814
PXB: 103954400
ZJU: 107412204 107413123
MNT: 112092678 21385667 21396531
CSAV: 115719031 115724084
CSV: 101222554
CMO: 103495988
BHJ: 120078609 120079949
MCHA: 111013089
CMAX: 111465572 111493789
CMOS: 111444302 111450536
CPEP: 111784760 111798673 111805991
RCU: 8269339
JCU: 105632068
HBR: 110648686 110662568 110671312
MESC: 110621205 110623092
POP: 112325814 18098964
PEU: 105131235 105135414
PALZ: 118044041 118051352
JRE: 108995811 108998187
CILL: 122274241 122274536 122277832 122282505 122316821
CAVE: 132171353 132171363
QSU: 111987477 112000362
QLO: 115980065
TWL: 120008492 120010204
VVI: 100233034 100245900
VRI: 117914766 117931000
SLY: 100316874(GME2) 100316902(GME1)
SPEN: 107006921 107031214
SOT: 102577923 102582256
SSTN: 125869350 125870680
SDUL: 129883066 129886329
CANN: 107839422 107864663
LBB: 132609320 132645292
NTA: 107797479(GME1) 107812799 107817046 107826294
NSY: 104215275 104217072
NTO: 104088944 104104128
NAU: 109210224 109220842
INI: 109153793 109158190
ITR: 115999714 116030730
SIND: 105158417 105171617
OEU: 111376426 111383576 111393710
EGT: 105953279 105973513
SSPL: 121773719 121777196 121777197 121806859
SMIL: 130991312
SHIS: 125197419 125200081 125200143 125202055
APAN: 127250639 127266620
HAN: 110900140 110930994
ECAD: 122599549
LSV: 111916487
CCAV: 112529231
DCR: 108193672 108200025
CSIN: 114298671 114323341
RVL: 131316810 131333403
AEW: 130763643 130775020
BVG: 104890910
SOE: 110783785
CQI: 110708427 110737093
ATRI: 130796845 130817781
MOF: 131152649
NNU: 104602849 104609581 104613267
MING: 122090027 122092035
TSS: 122643955 122661601
PSOM: 113318033 113350016 113360896
OSA: 4348636 4350816
DOSA: Os10t0417600-01(Os10g0417600) Os11t0591100-01(Os11g0591100)
OBR: 102714961 102718679
OGL: 127753356 127755036
BDI: 100824332 100826361
ATS: 109766532 109777428
TDC: 119292229 119302474 119311151 119349586
TAES: 123068544 123104418 123112716 123122194 123146299 123183154
TUA: 125510022 125529293
LPER: 127295215 127319608
LRD: 124652610 124655088 124702932 124702941
SBI: 110435745 8059467
ZMA: 100192102 100280325
SITA: 101752979 101772247 101778042
SVS: 117833479 117839953 117860607
PVIR: 120644778 120651043 120678581 120685784 120690158 120711419
PHAI: 112876237 112897224 112902534
PDA: 103695731 103716162 103718012
EGU: 105046574 105053413 105055709
MUS: 103975282 103978838 103990359 103993866
ZOF: 121972179 121977197 121982095 121985972 122051284 122055803
DCT: 110110035
PEQ: 110024305
AOF: 109833016 109848237
MSIN: 131232682 131248929
NCOL: 116256868 116258167
ATR: 18429544
SMO: SELMODRAFT_110416 SELMODRAFT_128181 SELMODRAFT_157784 SELMODRAFT_178232 SELMODRAFT_272082 SELMODRAFT_406366 SELMODRAFT_76013 SELMODRAFT_76257 SELMODRAFT_79000 SELMODRAFT_83391
PPP: 112276157 112281831 112294838
CRE: CHLRE_01g019250v5
VCN: VOLCADRAFT_77112
MNG: MNEG_2814 MNEG_5494
CSL: COCSUDRAFT_52441
CVR: CHLNCDRAFT_140350
APRO: F751_1084
OLU: OSTLU_18701
OTA: OT_ostta18g01060
BPG: Bathy09g00960
MIS: MICPUN_80077 MICPUN_92683
MPP: MICPUCDRAFT_46037(JGI:MicpuC2_46037)
CME: CYME_CMS308C
GSL: Gasu_54810
CCP: CHC_T00009453001
ACAN: ACA1_183570
PTI: PHATRDRAFT_45434
FCY: FRACYDRAFT_268332(RMLB2_UXS2_1)
TPS: THAPSDRAFT_41548(GALE3)
AAF: AURANDRAFT_69812
EHX: EMIHUDRAFT_433869
GTT: GUITHDRAFT_157063
TVA: TVAG_2v0240090 TVAG_2v0728360
BLEP: AL038_05740
OME: OLMES_0399
REV: HUE57_00880
MBAT: BN1208_0912
RGR: FZ934_11625
ROY: G3A56_24825
BARH: WN72_29130
RPE: RPE_3503
BVV: BHK69_18500
BVES: QO058_29005
MEA: Mex_1p4519(gme)
MDI: METDI5125(gme)
MEX: Mext_4131
MCH: Mchl_4499
MPO: Mpop_4613
MZA: B2G69_02565
MNO: Mnod_5604
META: Y590_20590
METI: DK427_22800
RVA: Rvan_0027
DEA: FPZ08_08065
DEVO: H4N61_02790
TSV: DSM104635_00202(gerKI)
SLAN: GV829_10155
CNA: AB433_17005
AZZ: DEW08_20665
MGRY: MSR1_39200(chmD)
HJO: AY555_03345
MAGQ: MGMAQ_2298
PEL: SAR11G3_00062
APC: HIMB59_00002780
GUR: Gura_1677
PPD: Ppro_3571
DPI: BN4_12059
DAX: FDQ92_00695
PALB: EJC50_01565
MDR: MDOR_35300
SHY: SHJG_0631
SHO: SHJGH_0464
SCI: B446_06205
SRW: TUE45_01255(chmD)
SPHW: NFX46_21885
SCYA: EJ357_27645
SFEU: IM697_40745
NBE: Back2_14110
NARO: CFH99_20725
NPC: KUV85_16615
PSIM: KR76_22870
AER: AERYTH_14005
AEB: C6I20_14180
SACG: FDZ84_37040
AMI: Amir_3678
MCAB: HXZ27_13465
NAV: JQS30_10440
PVS: A1sIA79_00250
TTR: Tter_1172
STI: Sthe_3442
SNG: SNE_A01440(gME-2)
MIN: Minf_2227(wcaG)
MKC: kam1_2033
MEAP: MTHMO_1586
VBS: EGM51_07930
PIR: VN12_07765(chmD)
LPAV: PLANPX_0978
AMUC: Pan181_47390(chmD)
PND: Pla175_49290(chmD)
TSPH: KIH39_07675
HBS: IPV69_06935
VBL: L21SP4_02283(gerKI)
ABA: Acid345_0895
ACA: ACP_0749
ACM: AciX9_1790
GMA: AciX8_2666
GRW: FTO74_17745
TSA: AciPR4_2599
TALB: FTW19_24155
ABAS: ACPOL_1917 ACPOL_5967
ADIN: H7849_07845
SUS: Acid_7544
PFER: IRI77_14855
DUN: FDZ78_05715
PGIN: FRZ67_06970
SLI: Slin_4358
SRD: SD10_05100
SPIR: CWM47_12600
STAE: HNV11_03470
SOQ: LQ777_19060
RUP: DTQ70_00595
EOL: Emtol_0426
EMZ: MB380_12450
FSN: GS03_00615(chmD)
FCU: NOX80_03490
PTQ: P700755_001605
FBA: FIC_01935
CPIP: CJF12_19095
CCAB: PFY12_05265
SRU: SRU_0618
SRM: SRM_00247(wcaG) SRM_00716(wcaG)
CPRV: CYPRO_2424
MFO: Metfor_0428
HWA: HQ_3510A
SRUB: C2R22_15490
HALN: B4589_016495
 » show all
Reference
1  [PMID:443816]
  Authors
Hebda PA, Behrman EJ, Barber GA.
  Title
The guanosine 5'-diphosphate D-mannose: guanosine 5'-diphosphate L-galactose epimerase of Chlorella pyrenoidosa. Chemical synthesis of guanosine 5'-diphosphate L-galactose and further studies of the enzyme and the reaction it catalyzes.
  Journal
Arch Biochem Biophys 194:496-502 (1979)
DOI:10.1016/0003-9861(79)90644-1
Reference
2  [PMID:7098948]
  Authors
Barber GA, Hebda PA.
  Title
GDP-D-mannose: GDP-L-galactose epimerase from Chlorella pyrenoidosa.
  Journal
Methods Enzymol 83:522-5 (1982)
DOI:10.1016/0076-6879(82)83046-2
Reference
3  [PMID:11752432]
  Authors
Wolucka BA, Persiau G, Van Doorsselaere J, Davey MW, Demol H, Vandekerckhove J, Van Montagu M, Zabeau M, Boerjan W
  Title
Partial purification and identification of GDP-mannose 3",5"-epimerase of Arabidopsis thaliana, a key enzyme of the plant vitamin C pathway.
  Journal
Proc Natl Acad Sci U S A 98:14843-8 (2001)
DOI:10.1073/pnas.011578198
Reference
4  [PMID:16366586]
  Authors
Major LL, Wolucka BA, Naismith JH
  Title
Structure and function of GDP-mannose-3',5'-epimerase: an enzyme which performs three chemical reactions at the same active site.
  Journal
J Am Chem Soc 127:18309-20 (2005)
DOI:10.1021/ja056490i
Reference
5  [PMID:16413588]
  Authors
Watanabe K, Suzuki K, Kitamura S
  Title
Characterization of a GDP-D-mannose 3'',5''-epimerase from rice.
  Journal
Phytochemistry 67:338-46 (2006)
DOI:10.1016/j.phytochem.2005.12.003
Other DBs
ExplorEnz - The Enzyme Database: 5.1.3.18
IUBMB Enzyme Nomenclature: 5.1.3.18
ExPASy - ENZYME nomenclature database: 5.1.3.18
BRENDA, the Enzyme Database: 5.1.3.18
CAS: 72162-82-4
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