If an enzyme name is shown in bold, there is experimental evidence for this enzymatic activity.
Synonyms: GGPP biosynthesis II (plastidic)
|Superclasses:||Biosynthesis → Cofactors, Prosthetic Groups, Electron Carriers Biosynthesis → Polyprenyl Biosynthesis → Geranylgeranyl Diphosphate Biosynthesis|
|Biosynthesis → Secondary Metabolites Biosynthesis → Terpenoids Biosynthesis → Diterpenoids Biosynthesis|
geranylgeranyl diphosphate (also known as geranylgeranyl pyrophosphate, or GGPP) is a crucial compound involved in the biosynthesis of a variety of terpenes and terpenoids, including central compounds such as ubiquinones and menaquinones.
In plants, geranylgeranyl diphosphate is an intermediate in the biosynthesis of essentail compounds such as chlorophylls, carotenoids, tocopherols, plastoquinones, and gibberellins [RodriguezConcep02], as well as a variety of secondary metabolites.
In addition, GGPP is also used in posttranslational modifications of proteins (geranylgeranylation) which is important for membrane adhesion as well as the function of some proteins [Caldelari01, Johnson05a].
GGPP is synthesized from (2E,6E)-farnesyl diphosphate either by dedicated enzymes, such as the farnesyltranstransferase of Saccharomyces cerevisiae, or by the action of polyprenyl transferases such as the solanesyl diphosphate synthase from Rhodobacter capsulatus or octaprenyl diphosphate synthase from Escherichia coli K-12. It should be noted that the building blocks for (2E,6E)-farnesyl diphosphate are synthesized in different organisms by different pathways. While most eukaryotes and some bacteria use the mevalonate pathway I, most bacteria, as well as green algae utilize the methylerythritol phosphate pathway I (as described in the two superpathways superpathway of geranylgeranyldiphosphate biosynthesis I (via mevalonate) and superpathway of geranylgeranyl diphosphate biosynthesis II (via MEP)).
This superpathway describes the production of GGPP via the methylerythritol phosphate pathway I.
In plants, plastidic GGPP is a central metabolite, involved in the biosythesis of a variety of compounds (see list given above).
Unification Links: AraCyc:PWY-5121
Caldelari01: Caldelari D, Sternberg H, Rodriguez-Concepcion M, Gruissem W, Yalovsky S (2001). "Efficient prenylation by a plant geranylgeranyltransferase-I requires a functional CaaL box motif and a proximal polybasic domain." Plant Physiol 126(4);1416-29. PMID: 11500541
Johnson05a: Johnson CD, Chary SN, Chernoff EA, Zeng Q, Running MP, Crowell DN (2005). "Protein geranylgeranyltransferase I is involved in specific aspects of abscisic acid and auxin signaling in Arabidopsis." Plant Physiol 139(2);722-33. PMID: 16183844
RodriguezConcep02: Rodriguez-Concepcion M, Boronat A (2002). "Elucidation of the methylerythritol phosphate pathway for isoprenoid biosynthesis in bacteria and plastids. A metabolic milestone achieved through genomics." Plant Physiol 130(3);1079-89. PMID: 12427975
Adam02: Adam P, Hecht S, Eisenreich W, Kaiser J, Grawert T, Arigoni D, Bacher A, Rohdich F (2002). "Biosynthesis of terpenes: studies on 1-hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase." Proc Natl Acad Sci U S A 99(19);12108-13. PMID: 12198182
Aharoni03: Aharoni A, Giri AP, Deuerlein S, Griepink F, de Kogel WJ, Verstappen FW, Verhoeven HA, Jongsma MA, Schwab W, Bouwmeester HJ (2003). "Terpenoid metabolism in wild-type and transgenic Arabidopsis plants." Plant Cell 15(12);2866-84. PMID: 14630967
Altincicek01: Altincicek B, Kollas AK, Sanderbrand S, Wiesner J, Hintz M, Beck E, Jomaa H (2001). "GcpE is involved in the 2-C-methyl-D-erythritol 4-phosphate pathway of isoprenoid biosynthesis in Escherichia coli." J Bacteriol 183(8);2411-6. PMID: 11274098
Altincicek01a: Altincicek B, Moll J, Campos N, Foerster G, Beck E, Hoeffler JF, Grosdemange-Billiard C, Rodriguez-Concepcion M, Rohmer M, Boronat A, Eberl M, Jomaa H (2001). "Cutting edge: human gamma delta T cells are activated by intermediates of the 2-C-methyl-D-erythritol 4-phosphate pathway of isoprenoid biosynthesis." J Immunol 166(6);3655-8. PMID: 11238603
Altincicek01b: Altincicek B, Kollas A, Eberl M, Wiesner J, Sanderbrand S, Hintz M, Beck E, Jomaa H (2001). "LytB, a novel gene of the 2-C-methyl-D-erythritol 4-phosphate pathway of isoprenoid biosynthesis in Escherichia coli." FEBS Lett 499(1-2);37-40. PMID: 11418107
Amslinger02: Amslinger S, Kis K, Hecht S, Adam P, Rohdich F, Arigoni D, Bacher A, Eisenreich W (2002). "Biosynthesis of terpenes. Preparation of (E)-1-hydroxy-2-methyl-but-2-enyl 4-diphosphate, an intermediate of the deoxyxylulose phosphate pathway." J Org Chem 67(13);4590-4. PMID: 12076162
Anderson89: Anderson MS, Muehlbacher M, Street IP, Proffitt J, Poulter CD (1989). "Isopentenyl diphosphate:dimethylallyl diphosphate isomerase. An improved purification of the enzyme and isolation of the gene from Saccharomyces cerevisiae." J Biol Chem 1989;264(32);19169-75. PMID: 2681212
Anderson89a: Anderson MS, Yarger JG, Burck CL, Poulter CD (1989). "Farnesyl diphosphate synthetase. Molecular cloning, sequence, and expression of an essential gene from Saccharomyces cerevisiae." J Biol Chem 1989;264(32);19176-84. PMID: 2681213
Arifuzzaman06: Arifuzzaman M, Maeda M, Itoh A, Nishikata K, Takita C, Saito R, Ara T, Nakahigashi K, Huang HC, Hirai A, Tsuzuki K, Nakamura S, Altaf-Ul-Amin M, Oshima T, Baba T, Yamamoto N, Kawamura T, Ioka-Nakamichi T, Kitagawa M, Tomita M, Kanaya S, Wada C, Mori H (2006). "Large-scale identification of protein-protein interaction of Escherichia coli K-12." Genome Res 16(5);686-91. PMID: 16606699
Baba06: Baba T, Ara T, Hasegawa M, Takai Y, Okumura Y, Baba M, Datsenko KA, Tomita M, Wanner BL, Mori H (2006). "Construction of Escherichia coli K-12 in-frame, single-gene knockout mutants: the Keio collection." Mol Syst Biol 2;2006.0008. PMID: 16738554
Badger05: Badger J, Sauder JM, Adams JM, Antonysamy S, Bain K, Bergseid MG, Buchanan SG, Buchanan MD, Batiyenko Y, Christopher JA, Emtage S, Eroshkina A, Feil I, Furlong EB, Gajiwala KS, Gao X, He D, Hendle J, Huber A, Hoda K, Kearins P, Kissinger C, Laubert B, Lewis HA, Lin J, Loomis K, Lorimer D, Louie G, Maletic M, Marsh CD, Miller I, Molinari J, Muller-Dieckmann HJ, Newman JM, Noland BW, Pagarigan B, Park F, Peat TS, Post KW, Radojicic S, Ramos A, Romero R, Rutter ME, Sanderson WE, Schwinn KD, Tresser J, Winhoven J, Wright TA, Wu L, Xu J, Harris TJ (2005). "Structural analysis of a set of proteins resulting from a bacterial genomics project." Proteins 60(4);787-96. PMID: 16021622
Badillo95: Badillo A, Steppuhn J, Deruere J, Camara B, Kuntz M (1995). "Structure of a functional geranylgeranyl pyrophosphate synthase gene from Capsicum annuum." Plant Mol Biol 27(2);425-8. PMID: 7888631
Begley99: Begley TP, Downs DM, Ealick SE, McLafferty FW, Van Loon AP, Taylor S, Campobasso N, Chiu HJ, Kinsland C, Reddick JJ, Xi J (1999). "Thiamin biosynthesis in prokaryotes." Arch Microbiol 1999;171(5);293-300. PMID: 10382260
Behnen12: Behnen J, Koster H, Neudert G, Craan T, Heine A, Klebe G (2012). "Experimental and computational active site mapping as a starting point to fragment-based lead discovery." ChemMedChem 7(2);248-61. PMID: 22213702
Bernal05: Bernal C, Palacin C, Boronat A, Imperial S (2005). "A colorimetric assay for the determination of 4-diphosphocytidyl-2-C-methyl-D-erythritol 4-phosphate synthase activity." Anal Biochem 337(1);55-61. PMID: 15649375
Bonanno01: Bonanno JB, Edo C, Eswar N, Pieper U, Romanowski MJ, Ilyin V, Gerchman SE, Kycia H, Studier FW, Sali A, Burley SK (2001). "Structural genomics of enzymes involved in sterol/isoprenoid biosynthesis." Proc Natl Acad Sci U S A 98(23);12896-901. PMID: 11698677
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