KEGG   ENZYME: 1.1.1.206Help
Entry
EC 1.1.1.206                Enzyme                                 

Name
tropinone reductase I;
tropine dehydrogenase;
tropinone reductase (ambiguous);
TR-I
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
BRITE hierarchy
Sysname
tropine:NADP+ 3alpha-oxidoreductase
Reaction(IUBMB)
tropine + NADP+ = tropinone + NADPH + H+ [RN:R02832]
Reaction(KEGG)
Substrate
tropine [CPD:C00729];
NADP+ [CPD:C00006]
Product
tropinone [CPD:C00783];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
Also oxidizes other tropan-3alpha-ols, but not the corresponding beta-derivatives [1]. This enzyme along with EC 1.1.1.236, tropinone reductase II, represents a branch point in tropane alkaloid metabolism [4]. Tropine (the product of EC 1.1.1.206) is incorporated into hyoscyamine and scopolamine whereas pseudotropine (the product of EC 1.1.1.236) is the first specific metabolite on the pathway to the calystegines [4]. Both enzymes are always found together in any given tropane-alkaloid-producing species, have a common substrate, tropinone, and are strictly stereospecific [3].
History
EC 1.1.1.206 created 1984, modified 2007
Pathway
Tropane, piperidine and pyridine alkaloid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K08081  
tropinone reductase I
Genes
ATH: 
ALY: 
CRB: 
EUS: 
BRP: 
BNA: 
THJ: 
CIT: 
CIC: 
TCC: 
GRA: 
EGR: 
GMX: 
PVU: 
VRA: 
MTR: 
CAM: 
ADU: 
AIP: 
FVE: 
PPER: 
PMUM: 
MDM: 
PXB: 
CSV: 
CMO: 
RCU: 
JCU: 
POP: 
POPTR_0001s25170g(POPTRDRAFT_172537) POPTR_0001s25180g(POPTRDRAFT_706088) POPTR_0005s04150g POPTR_0006s09070g(POPTRDRAFT_560806) POPTR_0006s09080g(POPTRDRAFT_717182) POPTR_0008s05940g(POPTRDRAFT_832557) POPTR_0008s10650g POPTR_0010s15250g(POPTRDRAFT_833658) POPTR_0010s20730g POPTR_0013s02690g(POPTRDRAFT_570880) POPTR_0013s02710g(POPTRDRAFT_834497)
VVI: 
SLY: 
SPEN: 
SOT: 
SIND: 
BVG: 
NNU: 
OSA: 
DOSA: 
Os01t0930900-00(Os01g0930900) Os01t0931000-00(Os01g0931000) Os03t0268900-01(Os03g0268900) Os03t0269000-01(Os03g0269000) Os03t0269100-01(Os03g0269100) Os11t0443700-01(Os11g0443700) Os11t0652900-00(Os11g0652900) Os11t0654400-00(Os11g0654400)
OBR: 
BDI: 
SBI: 
SORBI_01g025590(SORBIDRAFT_01g025590) SORBI_01g039880(SORBIDRAFT_01g039880) SORBI_03g044825(SORBIDRAFT_03g044825) SORBI_05g004530(SORBIDRAFT_05g004530) SORBI_05g025820(SORBIDRAFT_05g025820) SORBI_05g025827(SORBIDRAFT_05g025827) SORBI_05g025830(SORBIDRAFT_05g025830) SORBI_05g025840(SORBIDRAFT_05g025840) SORBI_05g025860(SORBIDRAFT_05g025860) SORBI_05g027900(SORBIDRAFT_05g027900)
ZMA: 
SITA: 
PDA: 
EGU: 
MUS: 
ATR: 
PPP: 
CRE: 
VCN: 
OLU: 
OTA: 
BPG: 
MIS: 
MPP: 
CSL: 
CVR: 
APRO: 
PTI: 
TPS: 
AAF: 
EHX: 
GTT: 
XFA: 
XFT: 
XFM: 
XFN: 
XFF: 
XFL: 
XFS: 
XCC: 
XCC3760(trn2)
XCB: 
XCA: 
XCP: 
XCV: 
XCV3936(trn2)
XAC: 
XAC3811(trn2)
XCI: 
XCT: 
XCU: 
XCN: 
XCW: 
XCR: 
XCM: 
XCF: 
XCJ: 
XFU: 
XAX: 
XACM_3711(trn2)
XAO: 
XOO: 
XOO0575(trn2)
XOM: 
XOO0536(XOO0536)
XOP: 
XOY: 
XOR: 
XOZ: 
XAL: 
XSA: 
XTN: 
SML: 
SMT: 
BUJ: 
SMZ: 
SMD_3787(panE)
SACZ: 
PSU: 
PSUW: 
PSD: 
LAB: 
LCP: 
LGU: 
FAU: 
RHD: 
DJI: 
DJA: 
DTX: 
WMA: 
CMP: 
ANA: 
NPU: 
NOS: 
AVA: 
CAP: 
SRD: 
RSI: 
FAE: 
HSW: 
HYM: 
HYD: 
HYE: 
PKO: 
RUF: 
RTI: 
GFO: 
ZPR: 
BLQ: 
L21SP5_01525(fabG_2)
 » show all
Taxonomy
Reference
1
  Authors
Koelen, K.J. and Gross, G.G.
  Title
Partial purification and properties of tropine dehydrogenase from root cultures of Datura stramonium.
  Journal
Planta Med. 44 (1982) 227-230.
Reference
2
  Authors
Couladis, M.M, Friesen, J.B., Landgrebe, M.E. and Leete, E.
  Title
Enzymes catalysing the reduction of tropinone to tropine and psi-tropine isolated from the roots of Datura innoxia.
  Journal
Pytochemistry 30 (1991) 801-805.
Reference
3  [PMID:8415746]
  Authors
Nakajima K, Hashimoto T, Yamada Y.
  Title
Two tropinone reductases with different stereospecificities are short-chain dehydrogenases evolved from a common ancestor.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 90 (1993) 9591-5.
  Sequence
Reference
4  [PMID:16426652]
  Authors
Drager B.
  Title
Tropinone reductases, enzymes at the branch point of tropane alkaloid metabolism.
  Journal
Phytochemistry. 67 (2006) 327-37.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
118390-87-7

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