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
ATHAT5G28840(GME)
ALY9308399
CRB17883756
CSAT104707129 104736843 104771306
EUSEUTSA_v10004408mg
BRP103854620 103874594(GME)
BNA106348783 106348790 106348855 106367760 106382501
BOE106305965 106322505
RSZ108809026 108836738 108855455
THJ104818631 104821677
CPAP110809701
CIT102614415
CICCICLE_v10001524mg CICLE_v10006605mg
PVY116127273 116131114
MINC123209084 123221942
TCC18600196
GRA105783228 105792573
GHI107894853 107899156 107936906 121212442
GAB108464468 108470172
DZI111277180 111296990
EGR104415433 104423523 104432512
GMX100527798(GME1) 100780764 100794772 100797618 100806498
GSJ114371997 114398160 114400533 114403164 114407699
PVUPHAVU_006G101600g PHAVU_007G187300g
VRA106772513 106776083
VAR108343687 108345806
VUN114186728 114191903
CCAJ109791853 109797468
APRC113861202 113871018
MTR11429807 25484645
CAM101497510 101501356
LJALj0g3v0283729.1(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)
ADU107492040
AIP107645815
AHF112695425 112758272
LANG109336358 109354284
FVE101304010
RCN112193348 112197732
PPER18772650 18792175
PMUM103318635 103324176
PAVI110754286 110760949
PDUL117613821 117630761
MDM103408656 103430505 103434162
PXB103954400
ZJU107412204 107413123
MNT112092678 21385667 21396531
CSV101222554
CMO103495988
BHJ120078609 120079949
MCHA111013089
CMAX111465572 111493789
CMOS111444302 111450536
CPEP111784760 111798673 111805991
RCU8269339
JCU105632068
HBR110648686 110662568 110671312
MESC110621205 110623092
POP112325814 18098964 7487668
PEU105131235 105135414
PALZ118044041 118051352
JRE108995811 108998187
QSU111987477 112000362
QLO115980065
TWL120008492 120010204
VVI100233034 100245900
VRI117914766 117931000
SLY100316874(GME2) 100316902(GME1)
SPEN107006921 107031214
SOT102577923 102582256
SSTN125869350 125870680
CANN107839422 107864663
NTA107797479(GME1) 107812799 107817046 107826294
NSY104215275 104217072
NTO104088944 104104128
NAU109210224 109220842
INI109153793 109158190
ITR115999714 116030730
SIND105158417 105171617
OEU111376426 111383576 111393710
EGT105953279 105973513
SSPL121773719 121777196 121777197 121806859
HAN110900140 110930994
ECAD122599549
LSV111916487
CCAV112529231
DCR108193672 108200025
CSIN114298671 114323341
BVG104890910
SOE110783785
CQI110708427 110737093
NNU104602849 104609581 104613267
MING122090027 122092035
TSS122643955 122661601
PSOM113318033 113350016 113360896
NCOL116256868 116258167
OSA4348636 4350816
DOSAOs10t0417600-01(Os10g0417600) Os11t0591100-01(Os11g0591100)
OBR102714961 102718679
BDI100824332 100826361
ATS109766532 109777428
TDC119292229 119302474 119311151 119349586
TAES123068544 123104418 123112716 123122194 123146299 123183154
TUA125510022 125529293
SBI110435745 8059467
ZMA100192102 100280325
SITA101752979 101772247 101778042
SVS117833479 117839953 117860607
PVIR120644778 120651043 120678581 120685784 120690158 120711419
PHAI112876237 112897224 112902534
PDA103695731 103716162 103718012
EGU105046574 105053413 105055709
MUS103975282 103978838 103990359 103993866
DCT110110035
PEQ110024305
AOF109833016 109848237
ATR18429544
SMOSELMODRAFT_110416 SELMODRAFT_128181 SELMODRAFT_157784 SELMODRAFT_178232 SELMODRAFT_272082 SELMODRAFT_406366 SELMODRAFT_76013 SELMODRAFT_76257 SELMODRAFT_79000 SELMODRAFT_83391
PPP112276157 112281831 112294838
CRECHLRE_01g019250v5
VCNVOLCADRAFT_77112
MNGMNEG_2814 MNEG_5494
CSLCOCSUDRAFT_52441
CVRCHLNCDRAFT_140350
APROF751_1084
OLUOSTLU_18701
OTAOT_ostta18g01060
BPGBathy09g00960
MISMICPUN_80077 MICPUN_92683
MPPMICPUCDRAFT_46037
CMECYME_CMS308C
GSLGasu_54810
CCPCHC_T00009453001
GTRGLOTRDRAFT_33820
MPRMPER_11760
ACANACA1_183570
PTIPHATRDRAFT_45434
FCYFRACYDRAFT_268332(RMLB2_UXS2_1)
TPSTHAPSDRAFT_41548(GALE3)
AAFAURANDRAFT_69812
EHXEMIHUDRAFT_433869
GTTGUITHDRAFT_157063
TVATVAG_2v0240090 TVAG_2v0728360
BLEPAL038_05740
OMEOLMES_0399
REVHUE57_00880
MBATBN1208_0912
GURGura_1677
PPDPpro_3571
DPIBN4_12059
DAXFDQ92_00695
RGRFZ934_11625
ROYG3A56_24825
BARHWN72_29130
RPERPE_3503
BVVBHK69_18500
MEAMex_1p4519(gme)
MDIMETDI5125(gme)
MEXMext_4131
MCHMchl_4499
MPOMpop_4613
MZAB2G69_02565
MNOMnod_5604
METAY590_20590
METIDK427_22800
RVARvan_0027
DEAFPZ08_08065
DEVOH4N61_02790
TSVDSM104635_00202(gerKI)
SLANGV829_10155
CNAAB433_17005
AZZDEW08_20665
MGRYMSR1_39200(chmD)
HJOAY555_03345
MAGQMGMAQ_2298
PELSAR11G3_00062
APCHIMB59_00002780
PALBEJC50_01565
MDRMDOR_35300
SHYSHJG_0631
SHOSHJGH_0464
SCIB446_06205
SRWTUE45_01255(chmD)
SCYAEJ357_27645
SFEUIM697_40745
NBEBack2_14110
NAROCFH99_20725
NPCKUV85_16615
PSIMKR76_22870
AERAERYTH_14005
AEBC6I20_14180
SACGFDZ84_37040
AMIAmir_3678
MCABHXZ27_13465
NAVJQS30_10440
PVSA1sIA79_00250
STISthe_3442
TTRTter_1172
SNGSNE_A01440(gME-2)
MINMinf_2227(wcaG)
MKCkam1_2033
MEAPMTHMO_1586
VBSEGM51_07930
PIRVN12_07765(chmD)
LPAVPLANPX_0978
AMUCPan181_47390(chmD)
PNDPla175_49290(chmD)
TSPHKIH39_07675
HBSIPV69_06935
VBLL21SP4_02283(gerKI)
ABAAcid345_0895
ACAACP_0749
ACMAciX9_1790
GMAAciX8_2666
GRWFTO74_17745
TSAAciPR4_2599
TALBFTW19_24155
ABASACPOL_1917 ACPOL_5967
ADINH7849_07845
SUSAcid_7544
PFERIRI77_14855
DUNFDZ78_05715
SRUSRU_0618
SRMSRM_00247(wcaG) SRM_00716(wcaG)
PGINFRZ67_06970
SLISlin_4358
SRDSD10_05100
SPIRCWM47_12600
STAEHNV11_03470
RUPDTQ70_00595
EOLEmtol_0426
FSNGS03_00615(chmD)
PTQP700755_001605
FBAFIC_01935
CPIPCJF12_19095
CPRVCYPRO_2424
MFOMetfor_0428
HWAHQ_3510A
SRUBC2R22_15490
HALNB4589_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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