secologanin and strictosidine biosynthesis

Miettinen K, Dong L, Navrot N, Schneider T, Burlat V, Pollier J, Woittiez L, van der Krol S, Lugan R, Ilc T, Verpoorte R, Oksman-Caldentey K, Martinoia E, Bouwmeester H, Goossens A, Memelink J, Werck-Reichhart D. Erratum: Corrigendum: The seco-iridoid pathway from Catharanthus roseus. Nature Communications. 2014 Jun 24;5(1):4175. doi: 10.1038/ncomms5175.; Geu-Flores F, Sherden NH, Courdavault V, Burlat V, Glenn WS, Wu C, Nims E, Cui Y, O’Connor SE. An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis. Nature. 2012 Nov 21;492(7427):138–42. doi: 10.1038/nature11692.

Metabolites

(6E)-8-Hydroxygeraniol

Formula: C10H18O2 (170.1306728)

CAS ID: 26488-97-1

CO2

Formula: CO2 (43.98983)

CAS ID: 124-38-9

Diphosphate

Formula: H4P2O7 (177.9432294)

CAS ID: 2466-09-3

Geraniol

Formula: C10H18O (154.1357578)

CAS ID: 106-24-1

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Loganin

Formula: C17H26O10 (390.1525896)

CAS ID: 18524-94-2

Magnesium cation

Formula: Mg (23.98505)

CAS ID: 22537-22-0

Manganese(2+)

Formula: Mn (54.938046)

CAS ID: 7439-96-5

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

Secologanin

Formula: C17H24O10 (388.13694039999996)

CAS ID: 19351-63-4

iodoacetamide

Formula: C2H4INO (184.9337644)

CAS ID: 144-48-9

potassium cyanide

Formula: CKN (64.966782)

CAS ID: 151-50-8

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

UDP(3-)

Formula: C9H11N2O12P2 (400.9787246)

CAS ID: 86527-70-0

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8

N-Methylmaleimide

Formula: C5H5NO2 (111.032027)

CAS ID: 930-88-1



Enzyme

EC Number name full name note
1.14.14.83 geraniol 8-hydroxylase geraniol,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
1.14.14.85 7-deoxyloganate 7-hydroxylase 7-deoxyloganate,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (7alpha-hydroxylating)
1.3.1.122 (S)-8-oxocitronellyl enol synthase (S)-8-oxocitronellyl enol:NAD(P)+ oxidoreductase
2.1.1.50 loganate O-methyltransferase S-adenosyl-L-methionine:loganate 11-O-methyltransferase
2.4.1.323 7-deoxyloganetic acid glucosyltransferase UDP-alpha-D-glucose:7-deoxyloganetate O-D-glucosyltransferase
3.5.99.13 strictosidine synthase 3-alpha(S)-strictosidine tryptamine-hydrolase (secologanin-forming)
4.1.1.105 L-tryptophan decarboxylase L-tryptophan carboxy-lyase
4.1.1.28 aromatic-L-amino-acid decarboxylase Aromatic-L-amino-acid carboxy-lyase


Proteins

Protein ID name full name