superpathway of hyoscyamine and scopolamine biosynthesis

Lanoue A, Boitel-Conti M, Portais J, Laberche J, Barbotin J, Christen P, Sangwan-Norreel B. Kinetic Study of Littorine Rearrangement inDaturainnoxiaHairy Roots by13C NMR Spectroscopy. J. Nat. Prod. 2002 Jul 11;65(8):1131–5. doi: 10.1021/np010612c.; Nakajima K, Hashimoto T. Two tropinone reductases, that catalyze opposite stereospecific reductions in tropane alkaloid biosynthesis, are localized in plant root with different cell-specific patterns. Plant Cell Physiol. 1999 Nov;40(11):1099–107. doi: 10.1093/oxfordjournals.pcp.a029494. PMID: 10635114.; 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. 1993 Oct 15;90(20):9591–5. doi: 10.1073/pnas.90.20.9591.; Hashimoto T, Nakajima K, Ongena G, Yamada Y. Two Tropinone Reductases with Distinct Stereospecificities from Cultured Roots of Hyoscyamus niger. Plant Physiol. 1992 Oct 01;100(2):836–45. doi: 10.1104/pp.100.2.836.; Matsuda J, Okabe S, Hashimoto T, Yamada Y. Molecular cloning of hyoscyamine 6 beta-hydroxylase, a 2-oxoglutarate-dependent dioxygenase, from cultured roots of Hyoscyamus niger. Journal of Biological Chemistry. 1991 May;266(15):9460–4. doi: 10.1016/s0021-9258(18)92843-7.

Metabolites

1-Methylpyrrolinium

Formula: C5H10N (84.08132)

CAS ID: 16032-02-3

Cadmium

Formula: Cd (113.903361)

CAS ID: 7440-43-9

CO2

Formula: CO2 (43.98983)

CAS ID: 124-38-9

Copper

Formula: Cu (62.929599)

CAS ID: 7440-50-8

Diethyl pyrocarbonate

Formula: C6H10O5 (162.052821)

CAS ID: 1609-47-8

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Hydrogen peroxide

Formula: H2O2 (34.0054792)

CAS ID: 7722-84-1

Manganese(2+)

Formula: Mn (54.938046)

CAS ID: 7439-96-5

Mercury(2+)

Formula: Hg (201.970632)

CAS ID: 14302-87-5

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Scopolamine

Formula: C17H21NO4 (303.1470506)

CAS ID: 51-34-3

Zinc cation

Formula: Zn (63.929145)

CAS ID: 23713-49-7

potassium cyanide

Formula: CKN (64.966782)

CAS ID: 151-50-8

2-oxoglutarate(2-)

Formula: C5H4O5 (144.00587339999998)

CAS ID: 64-15-3

succinate(2-)

Formula: C4H4O4 (116.01095839999999)

CAS ID: 56-14-4

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8

pseudotropinium

Formula: C8H16NO (142.1231826)

CAS ID: 120-29-6



Enzyme

EC Number name full name note
1.1.1.206 tropinone reductase I tropine:NADP+ 3alpha-oxidoreductase


Proteins

Protein ID name full name