Carotenoid isomerase

ISAACSON T, RONEN G, ZAMIR D and HIRSCHBERG J (2002) Cloning of tangerine from tomato reveals a carotenoid isomerase essential for production of 3-carotene and xanthophyUs in plants . Plant Cell, 14, 333-42. 

PARK H, KREUNEN s s, cuTTRiss A J, DELLAPENNA D and POGSON B (2002) Identification of the carotenoid isomerase provides insight into carotenoid biosynthesis, prolamellar body formation and photomorphogenesis . Plant Cell, 14, 321-32. 

The carotenoid isomerase (CRTISO) was the first isomerase associated with the desaturation steps and named at a time when Z-ISO was unknown to exist ise.ws.ieo.iei (and reviewed in references ). In vitro analysis of substrate conversion " and transcript profiling in planta associated CRTISO with the desaturation steps. Isaacson demonstrated that CRTISO is specific for the 7,9 or 7,9- cis bond configuration and is not involved in the isomerization of the l5-l5-cis double bond to the trans conformation. As recently shown, Z-ISO is required for isomerization of the 15-15 cis double bond of phytoene produced in dark-grown tissues as well as in stressed photosynthetic tissues. Therefore, desaturation of phytoene to lycopene involves a two-step desaturation by PDS, followed l5-cis isomerization by Z-ISO, and then each pair of double bonds introduced by ZDS is followed by CRT-ISO-mediated isomerization of the resulting conjugated double bond pair. 

Eckardt, N., Tangerine dreams cloning of carotenoid isomerase from Arabidopsis... 

Giuliano, G., Giliberto, L. and Rosati, C., Carotenoid isomerase a tale of light and... 

Fig. 56.2 Carotenoid biosynthesis pathway in plants. Enzymes (with abbreviations) indicated are isopentenyl pyrophosphate isomerase (IPI), geranylgeranyl pyrophosphate synthase (GGPS), phytoene synthase (PSY), phytoene desaturase (PDS), zeta-carotene desaturase (ZDS), carotenoid isomerase (CRTISO), lycopene beta-cyclase (LCYB), lycopene epsilon-cyclase (LCYE), beta-ring carotene hydroxylase (CHXB), epsilon-ring carotene hydroxylase (CHXE), zeaxanthin epoxidase (ZEP), violaxanthin de-epoxidase (VDE), capsorubin-capsanthin synthase (CCS), neoxanthin synthase (NXS), 9-cis epoxycarotenoid dioxygenase (NCED), and carotenoid cleavage dioxygenase (CCD). (Source [101], drawn using KeGG pathway)...

Figure 73. The carotenoid biosynthetic pathway. Enzymes are named according to the designation of their genes Ccs, capsanthin-capsorubin synthase CrtL-b, lycopene-b-cyclase CrtL-e, lycopene-e-cyclase CrtR-b, b-ring hydroxylase, CrtR-e, e-ring hydroxylase DMADP, dimethylallyl diphosphate GGDP, geranylgeranyl diphosphate Ggps, geranylgeranyl-diphosphate synthase IDP, isopentenyl diphosphate Ipi, IDP isomerase Pds, phytoene desaturase Psy, phytoene synthase Vde, violaxanthin de-epoxidase Zds, z-carotene desaturase Zep, zeaxanthin epoxidase. (From van den Berg and others 2000.)...

OGURA, K., Isomerase and prenyl transferases. In Comprehensive Natural Products Chemistry, Vol 2 Isoprenoids Including Carotenoids and Steroids (D.E. Cane, ed.) Pergamon Press, Oxford, 1999, pp. 69-96. 

Fig. 11.3 Simplified diagram of isoprenoid metabolic pathway relative to the conversions among carotenoids that have been genetically manipulated. Enzymes catalysing some key reactions are indicated by the following abbreviations IPI, isopentenyl pyrophosphate isomerase PSY, phytoene synthase PDS, phytoene desaturase (crti, gene from Erwinia uredovora) ZDS, -carotene desaturase LCYB, lycopene / -cyclase CRTR-b, /3-carotene 3,3 -hydroxylase CCS, capsanthin-capsombin synthase CRTO, /3-carotene ketolase.

DMAPP is a precursor of many isoprenoid compounds including carotenoids, sterols, and ubiquinones. IPP isomerase is an essential enzyme in organisms that use the mevalonate pathway to synthesize isoprenoid units, making the enzymes from S. pneumoniae and S. aureus interesting drug targets. 

Fig. 5.3 Carotenoid biosynthesis in maize endosperm. Compounds IPP, isopentenyl pyrophosphate FPP, famesyl pyrophosphate GGPP, geranylgeranyl pyrophosphate DMAPP, dimethallyl pyrophosphate. Carotenoid biosynthetic pathway enzymes PSY, phytoene synthase PDS, phytoene desaturase ZDS, zetacarotene desaturase ISO, carotene isomerase LCY-B, lycopene beta cyclase LCY-E, lycopene epsilon cyclase HYD-B, beta-carotene hydroxylase HYD-E, alpha-carotene hydroxylase Isonrenoid biosynthetic pathway enzymes IPPI (IPP isomerase) GGPPS (GGPP synthase). Structures are not representative of the geometrical isomer substrates (e.g. Z-phytoene is a bent structure).

ALBRECHT, M., SANDMANN, G., Light-stimulated carotenoid biosynthesis during transformation of maize etioplasts is regulated by increased activity of isopentenyl pyrophosphate isomerase.. Plant Physiol. 1994,105,529-534. 

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