Abstract
The prenyllipids found in higher plants are either completely terpenoid in origin (simple), e.g., the carotenoids, or consist of a terpenoid and a non-terpenoid part (mixed), as is the case with ubiquinone. Terpenoids are biosynthesized from a basic branched five carbon unit, If we formally designate this unit ip, then two units join head to tail to give a monoterpene, ipip; further sequential head-to-tail additions lead to sesquiterpenes (ipipip), diterpenes (ipipipip), and polyprenols (8 or more ip units). If, however two sesquiterpene units join tail-to-tail, the result is a triterpene (ipipippipipi) and if two diterpenes join in this way a tetraterpene is formed. Typical examples of simple prenyllipids are given in Table 1. The mixed terpenoids with which we are mainly concerned are listed in Table 2. A diterpene phytol, or a closely related compound, is a constituent of all these compounds except the ubiquinones and plastoquinones, which contain a polyprenol side chain. The ubiquinone (Q) isoprenologue usually present is Q-9 or Q-10; i.e., the quinone residue with a side chain of nine (45C) or ten (50C) isoprene residues [38].
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References
Beale, S.I., Castelfranco, P.A.: Biosynthesis of δ-aminolevulinic acid in higher plants. II. Formation of 14C-δ-aminolevulinic acid from labelled precursors in greening plant tissues. Plant Physiol. 53, 297–303 (1974)
Britton, G.: Biosynthesis of carotenoids. In: Chemistry and Biochemistry of Plant Pigments. Goodwin, T.W. (ed.) London: Academic Press, 1976, 2nd ed., Vol. 1., pp. 262–327
Brooker, J.D., Russell, D.W.: Subcellular localization of 3-hydroxy-3-methyl glutaryl coenzyme A reductase in Pisum sativum seedlings. Arch. Biochem. Biophys. 167, 730–737 (1975)
Brooks, J.L., Stumpf, P.K.: Fat metabolism in higher plants XXXIX. Properties of a soluble fatty acid biosynthesizing system from lettuce chloroplasts. Arch. Biochem. Biophys. 116, 108–116 (1966)
Buggy, M.J., Britton, G., Goodwin, T.W.: Stereochemistry of phytoene biosynthesis by isolated chloroplasts. Biochem. J. 114, 641–643 (1969)
Cohen, R.Z., Goodwin, T.W.: The effect of red and far-red light on carotenoid synthesis by etiolated maize seedlings. Phytochemistry 1, 67–72 (1962)
Douce, R., Holtz, R.B., Benson, A.A.: Isolation and properties of the envelope of spinach chloroplasts. J. Biol. Chem. 248, 7215–7222 (1975)
Ellis, R.J., Blair, E.E., Hartley, M.R.: The nature and function of chloroplast protein synthesis. In: Nitrogen Metabolism in Plants. Goodwin, T.W., Smellie, R.M.S. (eds.) Biochem. Soc. Symp. 38, 137–162 (1973)
Goodwin, T.W.: Biosynthesis of Vitamins. London: Academic Press 1964
Goodwin, T.W.: Terpenoids and chloroplast development. In: Biochemistry of Chloroplasts. Goodwin, T.W. (ed.) London: Academic Press, 1967, Vol. 2, pp. 721–733
Goodwin, T.W.: Biosynthesis by chloroplasts. In: Structure and Function of Chloroplasts. Gibbs, M. (ed.) Berlin: Springer, 1971a, pp. 215–276
Goodwin, T.W.: Biosynthesis of carotenoids. In: Carotenoids. Isler, O. (ed.) Basel: Birkhäuser, 1971b, pp. 577–636
Goodwin, T.W.: Comparative Biochemistry of the Carotenoids. London: Chapman and Hall, in press, 1978, 2nd ed.
Goodwin, T.W., Mercer, E.I.: Introduction to Plant Biochemistry. London: Pergamon Press, 1972, 359 pp.
Grumbach, K.H., Lichtenthaler, H.K.: Photo-oxidation of the plastohydroquinone pool during onset of photosynthesis. Proc. 3rd Int. Cong. Photosynthesis, 1974, p. 516
Janiszowska, W., Michalski, W., Kasprzyk, S.: Polyprenol quinones and α-tocopherol in Calendula officinalis. Phytochemistry 15, 125–127 (1976)
Kemp, R.J., Mercer, E.I.: The sterol esters of maize seedlings. Biochem. J. 110, 111–118 (1968)
Kirk, J.T.O., Tilney-Bassett, R.A.E.: The Plastids. London: W.H. Freeman, 1967, 608 pp.
Kleudgen, H.K., Lichtenthaler, H.K.: Induction and reversion of prenyl-lipid synthesis in etiolated barley seedlings by red and far-red light. Proc. 3rd Int. Cong. Photosynthesis, 1974, pp. 2017–2020
Knapp, F.F., Aexel, R.T., Nicholas, H.J.: Sterol biosynthesis in subcellular particles of higher plants. Plant Physiol. 44, 442–446 (1969)
Lichtenthaler, H.K.: Plastoglobuli und Piastidenstruktur. Ber. Dtsch. Bot. Ges. 79, 82–88 (1966)
Lichtenthaler, H.K.: Localization and functional concentrations of lipoquinones in chloroplasts. In: Progress in Photosynthetic Research. Metzner, H. (ed.) 1969, Vol. 1, pp. 304–314
Lichtenthaler, H.K.: Control of light induced carotenoid synthesis in Raphanus seedlings by phytochrome. Physiol. Plantarum 34, 357–358 (1975)
Lichtenthaler, H.K., Sprey, B.: Über die osmiophilen globularen Lipideinschlüsse der Chloro-plasten. Z. Naturforsch. 21, 690–697 (1966)
Lichtenthaler, H.K., Straub, V., Grumbach, K.H.: Unequal formation of prenyl-lipids in a plant tissue culture and in leaves of Nicotiana Tabacum L. Plant Sci. Lett. 4, 61–65 (1975)
Liljenberg, C.: The effect of light on the phytolization of chlorophyllide a and the spectral dependence of the process. Physiol. Plantarum 19, 848–853 (1966)
Mercer, E.I., Treharne, K.J.: Occurrence of sterols in chloroplasts. In: Biochemistry of Chloroplasts. Goodwin, T.W. (ed.) London: Academic Press 1966, Vol. 1, pp. 181–186
Ogawa, T., Obata, F., Shibata, K.: The pigment proteins in spinach chloroplasts. Biochim. Biophys. Acta 112, 223–234 (1966)
Pennock, J.F., Janiszowska, W.: Biochemistry of vitamin E in plants. Vitamins and Hormones (in press) (1976)
Radunz, A., Schmid, G.H.: Reactions of antisera to lutein and plastoquinone with chloroplast preparations and their effects on photosynthetic electron transport. Z. Naturforsch. 28C, 36–44 (1973)
Schnarrenberger, L., Mohr, H.: Carotenoid synthesis in mustard seedlings as controlled by phytochrome and inhibitors. Planta 94, 296–307 (1970)
Sprey, B., Laetsch, W.M.: Chloroplast envelopes of Spinach oleracea L. II. Ultrastructure of chloroplast envelopes and lamellae. Z. Pflanzenphysiol. 78, 146–163 (1976a)
Sprey, B., Laetsch, W.M.: Chloroplast envelopes of Spinach oleracea L. III. Freeze-fracturing of chloroplast envelopes. Z. Pflanzenphysiol. 78, 360–371 (1976b)
Stumpf, P.K.: Lipid biosynthesis in higher plants. In: Biochemistry of Lipids. Goodwin, T.W. (ed.) London: Butterworth, 1976, in press
Subbarayan, C., Kushwaha, S.C., Suzu, G., Porter, J.W.: Enzymic conversion of isopentenyl pyrophosphate-4–14C and phytoene-14C to acyclic carotenes by an ammonium sulphate-precipitated spinach enzyme system. Arch. Biochem. Biophys. 137, 547–557 (1970)
Thomas, G., Threlfall, D.R.: Synthesis of polyprenyltoluquinols from homogentisate and poly-prenyl pyrophosphates in particulate fractions of Euglena and sugar beet. Biochem. J. 142, 437–440 (1974)
Thornber, J. P.: Chlorophyll-proteins: light-harvesting and reaction center components of plants. Ann. Rev. Plant Physiol. 26, 127–158 (1975)
Threlfall, D.R., Griffiths, W.T.: Biosynthesis of terpenoid quinones. In: Biochemistry of Chloroplasts. Goodwin, T.W. (ed.) London: Academic Press, 1966, Vol. 2, pp. 257–282
Threlfall, D.R., Whistance, G.R.: Biosynthesis of isoprenoid quinones and chromanols. In: Aspects of Terpenoid Chemistry and Biochemistry. Goodwin, T.W. (ed.) London: Academic Press, 1971, pp. 357–404
Treharne, K.J., Mercer, E.I., Goodwin, T.W.: Incorporation of [14C] carbon dioxide and [2–14C]mevalonic acid into terpenoids of higher plants during chloroplast development. Biochem. J. 99, 239–245 (1966)
Vernon, L.P., Ke, B., Mollenhauser, H., Shaw, E.R.: Composition and structure of spinach sub-chloroplast fragments obtained by the action of Triton X-100. In: Progress in Photosynthesis Research. Metzner, H. (ed.) Tübingen: IUBS, 1969, Vol. 1, 137–148
Wallwork, J.C., Crane, F.L.: The nature, distribution, function and biosynthesis of prenyl phytoquinones and related compounds. In: Progress in Phytochemistry. Reinhold, L., Liwschitz, Y. (eds.), New York: John Wiley, 1970, Vol. 2, pp. 267–341
Wellburn, A.R., Hemming, F.W.: Long chain polyisoprenoid alcohols in chloroplasts. In: The Biochemistry of Chloroplasts. Goodwin, T.W. (ed.). London: Academic Press, 1966, Vol. 1, pp. 173–188
Wellburn, A.R., Hemming, F.W.: The subcellular distribution and biosynthesis of castaprenols and plastoquinone in the leaves of Aesculus hippocastanum. Biochem. J. 104, 173–177 (1967)
Whittle, K.J., Dunphy, P.J., Pennock, J.F.: Plastochromanol in the leaves of Hevea brasiliensis. Biochem. J. 96, 17C-19C (1965)
Wild, A., Conrad, G., Zickler, H.-O.: Der Gehalt an Plastidenchinonen und Pigmenten von Zea mays und Atriplex rosea in Abhängigkeit von Lichtintensität und dem Alter der Pflanzen. Planta 103, 181–187 (1972)
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Goodwin, T.W. (1977). The Prenyllipids of the Membranes of Higher Plants. In: Tevini, M., Lichtenthaler, H.K. (eds) Lipids and Lipid Polymers in Higher Plants. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-66632-2_2
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DOI: https://doi.org/10.1007/978-3-642-66632-2_2
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