| Entry |
|
|---|
| 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
 |
|---|
| Sysname |
tropine:NADP+ 3alpha-oxidoreductase |
|---|
| Reaction(IUBMB) |
tropine + NADP+ = tropinone + NADPH + H+ [RN:R02832] |
|---|
| Reaction(KEGG) |
R02832
 |
|---|
| 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]. |
|---|
| Pathway |
PATH: ec00960 Tropane, piperidine and pyridine alkaloid
biosynthesis
PATH: ec01064 Biosynthesis of alkaloids derived from ornithine,
lysine and nicotinic acid
PATH: ec01100 Metabolic pathways |
|---|
| Orthology |
KO: K08081 tropine dehydrogenase |
|---|
| Genes |
ATH: AT1G07450 AT2G29150 AT2G29260 AT2G29290 AT2G29300 AT2G29310
AT2G29320 AT2G29330(TRI) AT2G29340 AT2G29360 AT2G29370
AT2G30670 AT5G06060
OSA: 4332375(Os03g0268900) 4332377(Os03g0269100)
OLU: OSTLU_34089
XFA: XF0913
XFT: PD1772
XCC: XCC3760(trn2)
XCB: XC_3830
XCV: XCV3936(trn2)
XAC: XAC3811(trn2)
XOO: XOO0575(trn2)
XOM: XOO_0536
SML: Smlt4188
ANA: alr4456
AVA: Ava_3338
 |
|---|
Reference
Authors
Title
Journal
|
1
Koelen, K.J. and Gross, G.G.
Partial purification and properties of tropine dehydrogenase from
root cultures of Datura stramonium.
Planta Med. 44 (1982) 227-230. |
|---|
Reference
Authors
Title
Journal
|
2
Couladis, M.M, Friesen, J.B., Landgrebe, M.E. and Leete, E.
Enzymes catalysing the reduction of tropinone to tropine and
ψ-tropine isolated from the roots of Datura innoxia.
Pytochemistry 30 (1991) 801-805. |
|---|
Reference
Authors
Title
Journal
Organism
|
3 [PMID:8415746]
Nakajima K, Hashimoto T, Yamada Y.
Two tropinone reductases with different stereospecificities are
short-chain dehydrogenases evolved from a common ancestor.
Proc. Natl. Acad. Sci. U. S. A. 90 (1993) 9591-5.
Datura stramonium |
|---|
Reference
Authors
Title
Journal
Organism
|
4 [PMID:16426652]
Drager B.
Tropinone reductases, enzymes at the branch point of tropane
alkaloid metabolism.
Phytochemistry. 67 (2006) 327-37.
Datura stramonium, Hyoscyamus niger |
|---|
| Other DBs |
ExplorEnz - The Enzyme Database: 1.1.1.206
IUBMB Enzyme Nomenclature: 1.1.1.206
ExPASy - ENZYME nomenclature database: 1.1.1.206
BRENDA, the Enzyme Database: 1.1.1.206
CAS: 118390-87-7 |
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