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
ec00960  Tropane, piperidine and pyridine alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K08081  tropinone reductase I
Genes
ATH: AT1G07450 AT2G29150 AT2G29260 AT2G29290 AT2G29300 AT2G29310 AT2G29320 AT2G29330(TRI) AT2G29340 AT2G29360 AT2G29370 AT2G30670 AT5G06060
ALY: ARALYDRAFT_470766 ARALYDRAFT_470767 ARALYDRAFT_481835 ARALYDRAFT_481843 ARALYDRAFT_481846 ARALYDRAFT_481850 ARALYDRAFT_481852 ARALYDRAFT_481853 ARALYDRAFT_487407 ARALYDRAFT_497196 ARALYDRAFT_901887 ARALYDRAFT_902059
CRB: 111830976 111830982 111830983 111830989 111831007 17883737 17883985 17887703 17887796 17887808 17888285 17888287 17888681 17888687 17889299 17889558 17890107 17890281 17890317 17890335 17890478 17898162 17899740
CSAT: 104700567 104700568 104700569 104700571 104700572 104700573 104700574 104700575 104700578 104700588 104700589 104700590 104700592 104700593 104704397 104704402 104708507 104708509 104734608 104734609 104739313 104739314 104739315 104743175 104749816 104749821 104749945 104749946 104749948 104749949 104749950 104749951 104749954 104749955 104749956 104749957 104749968 104749969 104754911 104754912 104754913 104758948 104765451 104765462 104768796 104786577 104786578 104786580 104786582 104786748 104786749 104786753 104786755 104786756 104786757 104786758 104786759 104786763 104786764 104786765 104786773 104786776 104786777 104789221 109125023 109133091 109133092
EUS: EUTSA_v10008362mg EUTSA_v10009420mg EUTSA_v10009611mg EUTSA_v10014421mg EUTSA_v10016944mg EUTSA_v10017057mg EUTSA_v10017079mg EUTSA_v10017105mg EUTSA_v10017106mg EUTSA_v10017118mg EUTSA_v10017639mg EUTSA_v10017775mg EUTSA_v10017909mg EUTSA_v10017957mg EUTSA_v10019005mg EUTSA_v10019206mg
BRP: 103836442 103838721 103843456 103843945 103846950 103848451 103848452 103850607 103852316 103858273 103858274 103858275 103858277 103864953 103864954 103864955 103864957 103864959 103864961 103864962 103864964 103868038 103868040 103868044 103868045 103868046 103868050 103868256
BNA: 106346533 106353521 106362245 106368966 106368967 106368968 106368971 106372275 106380834 106384285 106386791 106391116 106401783 106420189 106422738 106432217 106436176 106436183 106436184 106436897 106438347 106438348 106438349 106438351 106438352 106438354 106445166 106445422 106446943 106446945 106446947 106446954 106446956 106446957 106446964 106446965 106446966 106447279 106447281 106447283 106449258 106449259 106450025 106450050 106450051 106450053 106451538 106454935 111208497 111208891 111215260
BOE: 106307443 106308099 106310261 106313820 106315332 106315654 106318354 106320374 106325798 106327730 106328233 106329181 106331418 106336602 106337116 106337546 106337563 106338160 106339327 106339444 106339839 106340040 106340066 106340107 106340216 106343523
THJ: 104800449 104800455 104800688 104800689 104800690 104800692 104800694 104800696 104800697 104800698 104815773 104815775 104815776 104815777 104815779 104816076 104816691 104826307 104826308 104826310 104826311 104827446
CPAP: 110812144 110819349
LJA: Lj3g3v2835380.1(Lj3g3v2835380.1) Lj3g3v3235460.1(Lj3g3v3235460.1) Lj3g3v3235460.2(Lj3g3v3235460.2) Lj6g3v0934790.1(Lj6g3v0934790.1) Lj6g3v0934810.1(Lj6g3v0934810.1)
DOSA: Os01t0930900-00(Os01g0930900) Os01t0931000-00(Os01g0931000) Os03t0268900-01(Os03g0268900) Os03t0269000-01(Os03g0269000) Os03t0269100-01(Os03g0269100) Os04t0269100-00(Os04g0269100) Os11t0438700-01(Os11g0438700) Os11t0443700-01(Os11g0443700) Os11t0652900-00(Os11g0652900) Os11t0654400-00(Os11g0654400)
ATS: 109742185(LOC109742185) 109743027(LOC109743027) 109745607(LOC109745607) 109746372(LOC109746372) 109748824(LOC109748824) 109752218(LOC109752218) 109757771(LOC109757771) 109763826(LOC109763826) 109763915(LOC109763915) 109763916(LOC109763916) 109767768(LOC109767768) 109770867(LOC109770867) 109774392(LOC109774392) 109777019(LOC109777019) 109780820(LOC109780820)
PPP: 112284958
MNG: MNEG_2690
APRO: F751_1390
SMIN: v1.2.009219.t1(symbB.v1.2.009219.t1)
XFA: XF_0913
XFT: PD_1772
XCC: XCC3760(trn2)
XCB: XC_3830
XCP: XCR_0545
XCV: XCV3936(trn2)
XAX: XACM_3711(trn2)
XAC: XAC3811(trn2)
XCI: XCAW_04571(fabG)
XOO: XOO0575(trn2)
XOM: XOO0536(XOO0536)
XOP: PXO_04045
XOR: XOC_4144
XAL: XALC_2868
XPH: XppCFBP6546_15330(XppCFBP6546P_15330)
SML: Smlt4188
SMT: Smal_3595
SMZ: SMD_3787(panE)
PSUW: WQ53_09545
PSD: DSC_04580
LEZ: GLE_4858
LEM: LEN_4501
DKO: I596_111
LLG: 44548918_00676(fabG_2)
ANA: alr4456
AVA: Ava_3338
BLQ: L21SP5_01525(fabG_2)
FAE: FAES_0553
HSW: Hsw_4006
GFO: GFO_2718
GFL: GRFL_0690
ZPR: ZPR_3764
 » show all
Taxonomy
Reference
1  [PMID:17402126]
  Authors
Koelen KJ, Gross GG
  Title
Partial purification and properties of tropine dehydrogenase from root cultures of Datura stramonium.
  Journal
Planta Med 44:227-30 (1982)
DOI:10.1055/s-2007-971454
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 30:801-805 (1991)
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 90:9591-5 (1993)
DOI:10.1073/pnas.90.20.9591
  Sequence
Reference
4  [PMID:16426652]
  Authors
Drager B.
  Title
Tropinone reductases, enzymes at the branch point of tropane alkaloid metabolism.
  Journal
Phytochemistry 67:327-37 (2006)
DOI:10.1016/j.phytochem.2005.12.001
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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