geraniol and geranial biosynthesis

Hellín P, Manso A, Flores P, Fenoll J. Evolution of aroma and phenolic compounds during ripening of 'superior seedless' grapes. J Agric Food Chem. 2010 May 26;58(10):6334–40. doi: 10.1021/jf100448k. PMID: 20438135.; Coelho E, Rocha SM, Barros AS, Delgadillo I, Coimbra MA. Screening of variety- and pre-fermentation-related volatile compounds during ripening of white grapes to define their evolution profile. Anal Chim Acta. 2007 Aug 06;597(2):257–64. doi: 10.1016/j.aca.2007.07.010. PMID: 17683737.; Ito M, Honda G. Geraniol synthases from perilla and their taxonomical significance. Phytochemistry. 2007 Feb;68(4):446–53. doi: 10.1016/j.phytochem.2006.11.006. PMID: 17187833.; Luan F, Mosandl A, Münch A, Wüst M. Metabolism of geraniol in grape berry mesocarp of Vitis vinifera L. cv. Scheurebe: demonstration of stereoselective reduction, E/Z-isomerization, oxidation and glycosylation. Phytochemistry. 2005 Feb;66(3):295–303. doi: 10.1016/j.phytochem.2004.12.017. PMID: 15680986.; Martin DM, Bohlmann J. Identification of Vitis vinifera (-)-alpha-terpineol synthase by in silico screening of full-length cDNA ESTs and functional characterization of recombinant terpene synthase. Phytochemistry. 2004 May;65(9):1223–9. doi: 10.1016/j.phytochem.2004.03.018. PMID: 15184006.; Schnee C, Ko¨llner TG, Gershenzon J, Degenhardt J. The Maize Geneterpene synthase 1Encodes a Sesquiterpene Synthase Catalyzing the Formation of (E)-ß-Farnesene, (E)-Nerolidol, and (E,E)-Farnesol after Herbivore Damage. 2002 Dec 01;130(4):2049–60. doi: 10.1104/pp.008326.

Metabolites

cis-Citral

Formula: C10H16O (152.12010859999998)

CAS ID: 106-26-3

Geranial

Formula: C10H16O (152.12010859999998)

CAS ID: 141-27-5

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

Magnesium cation

Formula: Mg (23.98505)

CAS ID: 22537-22-0

Manganese(2+)

Formula: Mn (54.938046)

CAS ID: 7439-96-5

Zinc cation

Formula: Zn (63.929145)

CAS ID: 23713-49-7

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.1.1.183 geraniol dehydrogenase (NADP+) geraniol:NADP+ oxidoreductase
1.1.1.195 cinnamyl-alcohol dehydrogenase cinnamyl-alcohol:NADP+ oxidoreductase
3.1.7.11 geranyl diphosphate diphosphatase geranyl-diphosphate diphosphohydrolase
3.1.7.6 farnesyl diphosphatase (2E,6E)-farnesyl-diphosphate diphosphohydrolase
4.2.3.19 ent-kaurene synthase ent-copalyl-diphosphate diphosphate-lyase (cyclizing, ent-kaurene-forming)
4.2.3.26 R-linalool synthase geranyl-diphosphate diphosphate-lyase [(3R)-linalool-forming]
4.2.3.47 beta-farnesene synthase (2E,6E)-farnesyl-diphosphate diphosphate-lyase [(E)-beta-farnesene-forming]
4.2.3.49 (3R,6E)-nerolidol synthase (2E,6E)-farnesyl-diphosphate diphosphate-lyase [(3R,6E)-nerolidol-forming]


Proteins

Protein ID name full name