KEGG   ORTHOLOGY: K08246
Entry
K08246                      KO                                     
Symbol
CPI1
Name
cycloeucalenol cycloisomerase [EC:5.5.1.9]
Pathway
map00100  Steroid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00917  Phytosterol biosynthesis, squalene 2,3-epoxide => campesterol/sitosterol
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09103 Lipid metabolism
   00100 Steroid biosynthesis
    K08246  CPI1; cycloeucalenol cycloisomerase
Enzymes [BR:ko01000]
 5. Isomerases
  5.5  Intramolecular lyases
   5.5.1  Intramolecular lyases (only sub-subclass identified to date)
    5.5.1.9  cycloeucalenol cycloisomerase
     K08246  CPI1; cycloeucalenol cycloisomerase
Other DBs
RN: R03775
GO: 0047793
Genes
ATH: AT5G50375(CPI1)
ALY: 9301866
CRB: 17875827
CSAT: 104725142 104725553 104761032
EUS: EUTSA_v10014300mg
BRP: 103842220 103858451
BNA: 106368587 106388428 106388465 106388470 106395079
BOE: 106311073 106334665
RSZ: 108807455 108809147 108844331
THJ: 104803145
CPAP: 110820324
CIT: 102630846
MINC: 123210580
TCC: 18605081
GRA: 105786328
GAB: 108469977
DZI: 111289822
EGR: 104426171
VRA: 106752757
VAR: 108322558
VUN: 114196069
CCAJ: 109797244
APRC: 113852402
MTR: 11427814
CAM: 101498621
LJA: Lj6g3v0984700.1(Lj6g3v0984700.1)
ADU: 107463495
LANG: 109326998
FVE: 101310407
RCN: 112175496
PPER: 18777316
PMUM: 103338046
PAVI: 110762938
PDUL: 117629408
ZJU: 107404400
MNT: 21385761
CSV: 101215719
CMO: 103484362
BHJ: 120082504
MCHA: 111008866
RCU: 8266323
JCU: 105640216
MESC: 110631103
POP: 7454702
PEU: 105125341
PALZ: 118057574
VVI: 100262783
VRI: 117905013
SLY: 100301930(CPI)
SPEN: 107007161
SOT: 102603067
SSTN: 125862621
CANN: 107851175
NSY: 104212751
NTO: 104106158
NAU: 109235692
INI: 109158212
ITR: 115998497
SIND: 105171061
OEU: 111382474
EGT: 105970513
HAN: 110879898
ECAD: 122588625
LSV: 111877353
CCAV: 112509434
CSIN: 114309622
BVG: 104894046
SOE: 110787305
NNU: 104591683
MING: 122071920
NCOL: 116260419
OSA: 9270960
DOSA: Os11t0302500-01(Os11g0302500)
OBR: 102700845
BDI: 100834141
ZMA: 100283632
SITA: 101757137
SVS: 117850911
PHAI: 112886950
PDA: 103708538
DCT: 110108578
AOF: 109844540
ATR: 18423006
PPP: 112291331
APRO: F751_6325
DFA: DFA_11434
 » show all
Reference
  Authors
Lovato MA, Hart EA, Segura MJ, Giner JL, Matsuda SP
  Title
Functional cloning of an Arabidopsis thaliana cDNA encoding cycloeucalenol cycloisomerase.
  Journal
J Biol Chem 275:13394-7 (2000)
DOI:10.1074/jbc.275.18.13394
  Sequence
[ath:AT5G50375]
Reference
  Authors
Rahier A, Karst F
  Title
Plant cyclopropylsterol-cycloisomerase: key amino acids affecting activity and substrate specificity.
  Journal
Biochem J 459:289-99 (2014)
DOI:10.1042/BJ20131239
  Sequence
[ath:AT5G50375]

KEGG   ENZYME: 5.5.1.9
Entry
EC 5.5.1.9                  Enzyme                                 
Name
cycloeucalenol cycloisomerase;
cycloeucalenol---obtusifoliol isomerase;
cycloeucalenol lyase (cyclopropane-decyclizing)
Class
Isomerases;
Intramolecular lyases;
Intramolecular lyases (only sub-subclass identified to date)
Sysname
cycloeucalenol lyase (cyclopropane-ring opening)
Reaction(IUBMB)
cycloeucalenol = obtusifoliol [RN:R03775]
Reaction(KEGG)
R03775
Substrate
cycloeucalenol [CPD:C02141]
Product
obtusifoliol [CPD:C01943]
Comment
Opens the cyclopropane ring of a number of related 4alpha-methyl-9beta-19-cyclosterols, but not those with a 4beta-methyl group, with formation of an 8(9) double bond. Involved in the synthesis of plant sterols.
History
EC 5.5.1.9 created 1986
Pathway
ec00100  Steroid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K08246  cycloeucalenol cycloisomerase
Genes
ATHAT5G50375(CPI1)
ALY9301866
CRB17875827
CSAT104725142 104725553 104761032
EUSEUTSA_v10014300mg
BRP103842220 103858451
BNA106368587 106388428 106388465 106388470 106395079
BOE106311073 106334665
RSZ108807455 108809147 108844331
THJ104803145
CPAP110820324
CIT102630846
CICCICLE_v10021465mg
PVY116116762 116120803
MINC123210580
TCC18605081
GRA105786328
GHI107941049 121232048
GAB108469977
DZI111289822
EGR104426171
GMX100777966 100780309
GSJ114409933 114416235
PVUPHAVU_009G167500g
VRA106752757
VAR108322558
VUN114196069
CCAJ109797244
APRC113852402
MTR11427814
CAM101498621
LJALj6g3v0984700.1(Lj6g3v0984700.1)
ADU107463495
AIP107612057 107623410
AHF112708166 112772166 112783263
LANG109326998
FVE101310407
RCN112175496
PPER18777316
PMUM103338046
PAVI110762938
PDUL117629408
MDM103437547 103455012
PXB103938239 103950025
ZJU107404400
MNT21385761
CSV101215719
CMO103484362
BHJ120082504
MCHA111008866
CMAX111490163 111495263
CMOS111431284 111456735
CPEP111782922 111802556
RCU8266323
JCU105640216
HBR110665271 110671892
MESC110631103
POP7454702
PEU105125341
PALZ118057574
JRE108993469 108994421
QSU112022579 112035543
QLO115962575 115964043
TWL119985894 120003718
VVI100262783
VRI117905013
SLY100301930(CPI)
SPEN107007161
SOT102603067
SSTN125862621
CANN107851175
NTA107797131 107802648
NSY104212751
NTO104106158
NAU109235692
INI109158212
ITR115998497
SIND105171061
OEU111382474
EGT105970513
SSPL121753221 121785358
HAN110879898
ECAD122588625
LSV111877353
CCAV112509434
DCR108220910 108226853
CSIN114309622
BVG104894046
SOE110787305
CQI110704787 110707516 110709473
NNU104591683
MING122071920
TSS122656929 122671169
PSOM113274262 113278392 113281490 113316791
NCOL116260419
OSA9270960
DOSAOs11t0302500-01(Os11g0302500)
OBR102700845
BDI100834141
ATS109737590 109737950 109767330 109785596
TDC119286681 119295069 119318216 119324494
TAES123086881 123091100 123096100 123123551 123128693 123134769 123145824
TUA125515008 125550622
SBI8071249 8071275
ZMA100283632
SITA101757137
SVS117850911
PVIR120664159 120697355
PHAI112886950
PDA103708538
EGU105038657 105043283 105051400
MUS103988675 103996747
DCT110108578
PEQ110028193 110039207
AOF109844540
ATR18423006
SMOSELMODRAFT_135190 SELMODRAFT_83343
PPP112291331
CRECHLRE_16g657300v5
VCNVOLCADRAFT_109265
CSLCOCSUDRAFT_65481
CVRCHLNCDRAFT_11379
APROF751_6325
OLUOSTLU_6401
OTAOT_ostta04g04690
BPGBathy08g04310
MISMICPUN_76248
MPPMICPUCDRAFT_60333
CMECYME_CMO369C
GSLGasu_41820
CCPCHC_T00002985001
SREPTSG_06238
DDIDDB_G0268970
DFADFA_11434
ACANACA1_220570
PTIPHATRDRAFT_49447
FCYFRACYDRAFT_189108
TPSTHAPSDRAFT_7708
AAFAURANDRAFT_23404
EHXEMIHUDRAFT_432676 EMIHUDRAFT_444727
GTTGUITHDRAFT_85507
NGRNAEGRDRAFT_81142
 » show all
Reference
1  [PMID:4369016]
  Authors
Heintz R, Benveniste P.
  Title
Plant sterol metabolism. Enzymatic cleavage of the 9beta, 19beta-cyclopropane ring of cyclopropyl sterols in bramble tissue cultures.
  Journal
J Biol Chem 249:4267-74 (1974)
Reference
2
  Authors
Rahier, A., Schmitt, P. and Benveniste, P.
  Title
7-oxo-24xi(28)-dihydrocycloeucalenol, a potent inhibitor of plant sterol biosynthesis.
  Journal
Phytochemistry 21:1969-1974 (1982)
Other DBs
ExplorEnz - The Enzyme Database: 5.5.1.9
IUBMB Enzyme Nomenclature: 5.5.1.9
ExPASy - ENZYME nomenclature database: 5.5.1.9
BRENDA, the Enzyme Database: 5.5.1.9
CAS: 60496-19-7

KEGG   REACTION: R03775
Entry
R03775                      Reaction                               
Name
Cycloeucalenol lyase (cyclopropane-decyclizing)
Definition
Cycloeucalenol <=> Obtusifoliol
Equation
Reaction class
RC00994  C01943_C02141
Enzyme
Pathway
rn00100  Steroid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00917  Phytosterol biosynthesis, squalene 2,3-epoxide => campesterol/sitosterol
Orthology
K08246  cycloeucalenol cycloisomerase [EC:5.5.1.9]
Other DBs
RHEA: 22803

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