Benzoic acid biosynthesis in cell cultures of Hypericum androsaemum

Planta

Volumn 214, Issue 5, 2002, Pages 727-733

  Abd El Mawla, Ahmed M A ^a   Beerhues, Ludger ^a,b  

^a TECHNICAL UNIVERSITY OF BRAUNSCHWEIG   (Germany)

^b Assiut University   (Egypt)

Author keywords

Benzaldehyde dehydrogenase; Benzoic acid biosynthesis; Cinnamate:CoA ligase; Cinnamoyl CoA hydratase lyase; Hypericum (cell culture); Xanthone biosynthesis

Indexed keywords

BIOSYNTHESIS; CATALYSIS; CHEMICAL BONDS; ENZYMES; HYDRATION; METABOLISM; ORGANIC ACIDS;

BIOSYNTHETIC ENZYMES;

PLANT CELL CULTURE;

ACETIC ACIDS; ALDEHYDE OXIDOREDUCTASES; BENZOIC ACID; CARBON-CARBON LIGASES; CELLS, CULTURED; CINNAMATES; COENZYME A LIGASES; COUMARIC ACIDS; CYCLOPENTANES; HYDRO-LYASES; HYPERICUM; XANTHENES; XANTHONES;

HYPERICUM; HYPERICUM ANDROSAEMUM;

EID: 0036934797     PISSN: 00320935     EISSN: None     Source Type: Journal    
DOI: 10.1007/s004250100657     Document Type: Article

References (25)

1. Abd El-Mawla AMA, Schmidt W, Beerhues L (2001) Cinnamic acid is a precursor of benzoic acids in cell cultures of Hypericum androsaemum L. but not in cell cultures of Centaurium erythraea RAFN. Planta 212:288-293
2. Barillas W, Beerhues L (1997) 3-Hydroxybenzoate:coenzyme A ligase and 4-coumarate:coenzyme A ligase from cultured cells of Centaurium erythraea. Planta 202:112-116
3. Barillas W, Beerhues L (2000) 3-Hydroxybenzoate:coenzyme A ligase from cell cultures of Centaurium erythraea: Isolation and characterization. Biol Chem 381:155-160
4. Beerhues L (1996) Benzophenone synthase from cultured cells of Centaurium erythraea. FEBS Lett 383:264-266
5. Beerhues L, Berger U (1995) Differential accumulation of xanthones in methyl-jasmonate- and yeast-extract-treated cell cultures of Centaurium erythraea and Centaurium littorale. Planta 197:608-612
6. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248-254
7. French CJ, Vance CP, Towers GHN (1976) Conversion of p-coumaric acid to p-hydroxybenzoic acid by cell free extracts of potato tubers and Polyporus hispidus. Phytochemistry 15:564-566
8. Funk C, Brodelius PE (1992) Phenylpropanoid metabolism in suspension cultures of Vanilla planifolia Andr. IV. Induction of vanillic acid formation. Plant Physiol 99:256-262
9. Gasson MJ, Kitamura Y, McLauchlan WR, Narbad A, Parr AJ, Parsons ELH, Payne J, Rhodes MJC, Walton NJ (1998) Metabolism of ferulic acid to vanillin. A bacterial gene of the enoyl-SCoA hydratase/isomerase superfamily encodes an enzyme for the hydration and cleavage of a hydroxycinnamic acid SCoA thioester. J Biol Chem 273:4163-4170
10. Gundlach H, Müller MJ, Kutchan TM, Zenk MH (1992) Jasmonic acid is a signal transducer in elicitor-induced plant cell cultures. Proc Natl Acad Sci USA 89:2389-2393
11. Hahlbrock K, Scheel D (1989) Physiology and molecular biology of phenylpropanoid metabolism. Annu Rev Plant Physiol Plant Mol Biol 40:347-369
12. Hertweck C, Moore BS (2000) A plant-like biosynthesis of benzoyl-CoA in the marine bacterium 'Streptomyces maritimus'. Tetrahedron 56:9115-9120
13. Jarvis AP, Schaaf O, Oldham NJ (2000) 3-Hydroxy-3-phenyl-propanoic acid is an intermediate in the biosynthesis of benzoic acid and salicylic acid but benzaldehyde is not. Planta 212:119-126
14. Klessig DF, Malamy J (1994) The salicylic acid signal in plants. Plant Mol Biol 26:1439-1458
15. Léon J, Shulaev V, Yalpani N, Lawton MA, Raskin I (1995) Benzoic acid 2-hydroxylase, a soluble oxygenase from tobacco, catalyzes salicylic acid biosynthesis. Proc Natl Acad Sci USA 92:10413-10417
16. Löscher R, Heide L (1994) Biosynthesis of p-hydroxybenzoate from p-coumarate and p-coumaroyl-coenzyme A in cell-free extracts of Lithospermum erythrorhizon cell cultures. Plant Physiol 106:271-279
17. Moreno PRH, van der Heijden R, Verpoorte R (1994) Elicitor-mediated induction of isochorismate synthase and accumulation of 2,3-dihydroxybenzoic acid in Catharanthus roseus cell suspension and shoot cultures. Plant Cell Rep 14:188-191
18. Peters S, Schmidt W, Beerhues L (1998) Regioselective oxidative phenol couplings of 2,3′,4,6-tetrahydroxybenzophenone in cell cultures of Centaurium erythraea RAFN and Hypericum androsaemum L. Planta 204:64-69
19. Ribnicky DM, Shulaev V, Raskin I (1998) Intermediates of salicylic acid biosynthesis in tobacco. Plant Physiol 118:565-572
20. Schmidt W, Beerhues L (1997) Alternative pathways of xanthone biosynthesis in cell cultures of Hypericum androsaemum L. FEBS Lett 420:143-146
21. Schnitzler JP, Madlung J, Rose A, Seitz HU (1992) Biosynthesis of p-hydroxybenzoic acid in elicitor-treated carrot cell cultures. Planta 188:594-600
22. Shulaev V, Silverman P, Raskin I (1997) Airborne signalling by methyl salicylate in plant pathogen resistance. Nature 385:718-721
23. Stöckigt J, Zenk MH (1975) Chemical syntheses and properties of hydroxycinnamoyl-coenzyme A derivatives. Z Naturforsch Teil C 30:352-358
24. 13C-labeled glucose. Formation of gallic acid in plants and fungi. J Biol Chem 272:25474-25482
25. Yazaki K, Heide L, Tabata M (1991) Formation of p-hydroxy-benzoic acid from p-coumaric acid by cell free extract of Lithospermum erythrorhizon cell cultures. Phytochemistry 30:2233-2236