Up- and down-regulation of Fragaria x ananassa O-methyltransferase: impacts on furanone and phenylpropanoid metabolism.

A complex mixture of hundreds of substances determines strawberry (Fragaria x ananassa) aroma, but only approximately 15 volatiles are considered as key flavour compounds. Of these, 4-hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF) is regarded as the most important, but it is methylated further by FaOMT (Fragaria x ananassa O-methyltransferase) to 2,5-dimethyl-4-methoxy-3(2H)-furanone (DMMF) during the ripening process. It is shown here that transformation of strawberry with the FaOMT sequence in sense and antisense orientation, under the control of the cauliflower mosaic virus 35S promoter, resulted in a near total loss of DMMF, whereas the levels of the other volatiles remained unchanged. FaOMT repression also affected the ratio of feruloyl 1-O-beta-D-glucose and caffeoyl 1-O-beta-D-glucose, indicating a dual function of the enzyme in planta. Thus, FaOMT is involved in at least two different biochemical pathways in ripe strawberry fruit.

[1]  A. Aharoni,et al.  Cinnamate Metabolism in Ripening Fruit. Characterization of a UDP-Glucose:Cinnamate Glucosyltransferase from Strawberry1 , 2006, Plant Physiology.

[2]  A. Nath,et al.  STUDIES ON SOMACLONAL VARIATION IN STRAWBERRY (FRAGARIA X ANANASSA DUCH.) CULTIVARS , 2004 .

[3]  A. Aharoni,et al.  Gain and Loss of Fruit Flavor Compounds Produced by Wild and Cultivated Strawberry Species , 2004, The Plant Cell Online.

[4]  A. Törrönen,et al.  Identification and quantification of phenolic compounds in berries of Fragaria and Rubus species (family Rosaceae). , 2004, Journal of agricultural and food chemistry.

[5]  F. Sala,et al.  Genomic stability in Arabidopsis thaliana transgenic plants obtained by floral dip , 2004, Theoretical and Applied Genetics.

[6]  Rex L. Smith,et al.  Improvement of Forage Quality by Downregulation of Maize O‐Methyltransferase , 2003 .

[7]  F. Krens,et al.  Tissue-specific expression of the β-glucuronidase reporter gene in transgenic strawberry (Fragaria × ananassa) plants , 2002, Plant Cell Reports.

[8]  R. Linforth,et al.  Influence of harvest date and light integral on the development of strawberry flavour compounds. , 2002, Journal of experimental botany.

[9]  S. Srinivasan,et al.  Molecular and genetic analyses of transgenic plants: Considerations and approaches , 2002 .

[10]  W. Schwab,et al.  Isolation, cloning and expression of a multifunctional O-methyltransferase capable of forming 2,5-dimethyl-4-methoxy-3(2H)-furanone, one of the key aroma compounds in strawberry fruits. , 2002, The Plant journal : for cell and molecular biology.

[11]  E. Shafrir,et al.  Molecular and Genetic , 2002 .

[12]  C. Chapple,et al.  Rewriting the lignin roadmap. , 2002, Current opinion in plant biology.

[13]  V. Valpuesta,et al.  Manipulation of Strawberry Fruit Softening by Antisense Expression of a Pectate Lyase Gene1 , 2002, Plant Physiology.

[14]  G. Tucker,et al.  Developmental Abnormalities and Reduced Fruit Softening in Tomato Plants Expressing an Antisense Rab11 GTPase Gene , 2001, The Plant Cell Online.

[15]  T. Davis,et al.  Molecular identification of the yellow fruit color (c) locus in diploid strawberry: a candidate gene approach , 2001, Theoretical and Applied Genetics.

[16]  J. Giovannoni,et al.  MOLECULAR BIOLOGY OF FRUIT MATURATION AND RIPENING. , 2001, Annual review of plant physiology and plant molecular biology.

[17]  W. Schwab,et al.  Metabolic fate of isotopes during the biological transformation of carbohydrates to 2,5-dimethyl-4-hydroxy-3(2h)-furanone in strawberry fruits. , 2001, Journal of agricultural and food chemistry.

[18]  R. Dixon,et al.  Downregulation of Caffeic Acid 3-O-Methyltransferase and Caffeoyl CoA 3-O-Methyltransferase in Transgenic Alfalfa: Impacts on Lignin Structure and Implications for the Biosynthesis of G and S Lignin , 2001, Plant Cell.

[19]  H. Davies,et al.  Profiling of changes in gene expression during raspberry (Rubus idaeus) fruit ripening by application of RNA fingerprinting techniques , 2000, Planta.

[20]  A. Itai,et al.  Isolation of cDNA clones corresponding to genes expressed during fruit ripening in Japanese pear (Pyrus pyrifolia Nakai): involvement of the ethylene signal transduction pathway in their expression. , 2000, Journal of experimental botany.

[21]  Hilko van der Voet,et al.  Identification of the SAAT Gene Involved in Strawberry Flavor Biogenesis by Use of DNA Microarrays , 2000, Plant Cell.

[22]  S. Robinson,et al.  Differential screening indicates a dramatic change in mRNA profiles during grape berry ripening. Cloning and characterization of cDNAs encoding putative cell wall and stress response proteins. , 2000, Plant physiology.

[23]  J. Pech,et al.  Characterization of ripening-regulated cDNAs and their expression in ethylene-suppressed charentais melon fruit. , 2000, Plant physiology.

[24]  Marc‐André D'Aoust,et al.  Antisense Inhibition of Tomato Fruit Sucrose Synthase Decreases Fruit Setting and the Sucrose Unloading Capacity of Young Fruit , 1999, Plant Cell.

[25]  A. Bennett,et al.  Modification of Expansin Protein Abundance in Tomato Fruit Alters Softening and Cell Wall Polymer Metabolism during Ripening , 1999, Plant Cell.

[26]  M. Carmell,et al.  Posttranscriptional Gene Silencing in Plants , 2006 .

[27]  Y. Nam,et al.  Isolation and characterization of mRNAs differentially expressed during ripening of wild strawberry (Fragaria vesca L.) fruits , 1999, Plant Molecular Biology.

[28]  C. Joshi,et al.  Conserved sequence motifs in plant S-adenosyl-L-methionine-dependent methyltransferases , 1998, Plant Molecular Biology.

[29]  Lee,et al.  Genetic manipulation of alcohol dehydrogenase levels in ripening tomato fruit affects the balance of some flavor aldehydes and alcohols , 1998, Plant physiology.

[30]  K. Manning.  Isolation of a set of ripening-related genes from strawberry: their identification and possible relationship to fruit quality traits , 1998, Planta.

[31]  V. Valpuesta,et al.  A fruit-specific putative dihydroflavonol 4-reductase gene is differentially expressed in strawberry during the ripening process. , 1998, Plant physiology.

[32]  Tsai,et al.  Suppression of O-methyltransferase gene by homologous sense transgene in quaking aspen causes red-brown wood phenotypes , 1998, Plant physiology.

[33]  H. Mathews,et al.  Molecular and cellular evidence of chimaeric tissues in primary transgenics and elimination of chimaerism through improved selection protocols , 1998, Transgenic Research.

[34]  G. May,et al.  Differential Gene Expression in Ripening Banana Fruit , 1997, Plant physiology.

[35]  P. Schreier,et al.  Metabolism of 2,5-Dimethyl-4-hydroxy-3(2H)-furanone in Detached Ripening Strawberry Fruits , 1997 .

[36]  P. Schieberle,et al.  Evaluation of the character impact odorants in fresh strawberry juice by quantitative measurements and sensory studies on model mixtures , 1997 .

[37]  C. Sanz,et al.  Furanones in Strawberries: Evolution during Ripening and Postharvest Shelf Life , 1996 .

[38]  R. Berger,et al.  Identification and accumulation of 1-O-trans-Cinnamoyl-β-D-glucopyranose in developing strawberry fruit (Fragaria ananassa Duch. Cv. Kent) , 1996 .

[39]  J. Alonso,et al.  A Putative Vacuolar Processing Protease Is Regulated by Ethylene and also during Fruit Ripening in Citrus Fruit , 1995, Plant physiology.

[40]  A. Mosandl,et al.  Stereoisomeric flavour compounds LXXI: determination of the origin of aroma-active dihydrofuranones , 1995 .

[41]  H. Klee,et al.  Identification of mRNAs with enhanced expression in ripening strawberry fruit using polymerase chain reaction differential display , 1995, Plant Molecular Biology.

[42]  Carl Erik Olsen,et al.  Evaluation of the aroma composition of some strawberry (Fragaria ananassa Duch) cultivars by use of odour threshold values , 1992 .

[43]  Patrick J. Breen,et al.  Activity of phenylalanine ammonia-lyase (PAL) and concentrations of anthocyanins and phenolics in developing strawberry fruit , 1991 .

[44]  J. Mol,et al.  Flavonoid genes in petunia: addition of a limited number of gene copies may lead to a suppression of gene expression. , 1990, The Plant cell.

[45]  D. Plusquellec,et al.  Chemistry of Sugars Without Protecting Groups. Part 1. Regioselective Esterification of the Anomeric Hydroxyl Group of Lactose, Maltose and Glucose. , 1986 .

[46]  D. M. Coulson,et al.  Volatile Flavor and Aroma Components of Pineapple Ill. The Sulfur‐Containing Components , 1966 .

[47]  R. Silverstein,et al.  Volatile Flavor and Aroma Components of Pineapple. l. Isolation and Tentative Identification of 2,5‐Dimethyl‐4‐Hydroxy‐3(2H)‐Furanone , 1965 .

[48]  T. Greiner,et al.  Strawberries , 2011, And She Was.

[49]  A. Aharoni,et al.  DNA microarrays for functional plant genomics , 2004, Plant Molecular Biology.

[50]  U. Holzgrabe,et al.  Tautomerism of 4-hydroxy-2,5-dimethyl-3(2H)-furanone: evidence for its enantioselective biosynthesis. , 2003, Chirality.

[51]  I. Zabetakis,et al.  The Biosynthesis of Strawberry Flavor (II): Biosynthetic and Molecular Biology Studies , 2002 .

[52]  Journal of agricultural and food chemistry-2000 , 2000, Journal of agricultural and food chemistry.

[53]  Catherine Douillard,et al.  The aroma of strawberry (Fragaria ananassa): characterisation of some cultivars and influence of freezing. , 1990 .

[54]  H Maarse,et al.  Volatile compounds in food : qualitative and quantitative data , 1990 .

[55]  F. Mayerl,et al.  2,5-Dimethyl-4-hydroxy-3(2H)-furanone glucoside: Isolation from strawberries and synthesis , 1989 .

[56]  C. Douillard,et al.  Comparison by multidimensional analysis of concentrations of volatile compounds in fourteen frozen strawberry varieties [aroma, furaneol, mesifurane] , 1989 .

[57]  M. Rothe.  Volatile compounds in food – qualitative data. Herausgegeben von S. van Straten und H. Maarse. Division for Nutrition and Food Research TNO, Institute CIVO – Analysis TNO, Zeist/Niederlande 1983 , 1985 .

[58]  G. Ohloff.  Chemie der Geruchs- und Geschmacksstoffe , 1969 .