Identification and accumulation of 1-O-trans-cinnamoyl-β-D-glucopyranose in developing strawberry fruit (Fragaria ananassa Duch. cv. Kent)

Journal of Agricultural and Food Chemistry

Volumn 44, Issue 6, 1996, Pages 1367-1370

  Latza, Stefan ^a   Gansser, Dietmar ^a   Berger, Ralf G ^a  

^a LEIBNIZ UNIVERSITY HANNOVER   (Germany)

Author keywords

1 O trans cinnamoyl D glucopyranose; Flavor; Fragaria ananassa; Glucoconjugate; HPLC; Phenylpropanoid metabolism; Strawberry

Indexed keywords

FRAGARIA X ANANASSA;

EID: 0000915652     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf950602f     Document Type: Article

References (19)

1. Achenbach, H.; Stöcker, M.; Constenla, M. A. Flavonoid and other constituents of Bauhinia manca. Phytochemistry 1988, 27, 1835-1841.
2. Barron, D.; Etiévant, P. X. The volatile constituents of strawberry jam. Z. Lebensm. Unters. Forsch. 1990, 191, 279-285.
3. Barz, W.; Köster, J.; Weltring, K.-M.; Strack, D. Recent advances in the metabolism and degradation of phenolic compounds in plants and animals. In The Biochemistry of Plant Phenolics; Van Sumere, C. F., Lea, P. J., Eds.; Clarendon Press: Oxford, England 1985; pp 307-347.
4. Berlin, J.; Witte, L. Metabolism of phenylalanine and cinnamic acid in tobacco cell lines with high and low yields of cinnamoyl putrescines. J. Nat. Prod. 1982, 45, 88-93.
5. Cheng, G. W.; Breen, P. J. Activity of phenylalanine ammonialyase (PAL) and concentrations of anthocyanins and phenolics in developing strawberry fruit. J. Am. Soc. Hortic. Sci. 1991, 116, 865-869.
6. Glässgen, W. E.; Seitz, H. U. Acylation of anthocyanins with hydroxycinnamic acids via 1-O-acylglucosides by protein preparations from cell cultures of Daucus carota L. Planta 1992, 186, 582-585.
7. Harborne, J. B.; Corner, J. J. Plant polyphenols. 4. Hydroxycinnamic acid-sugar derivatives. Biochem. J. 1961,81, 242-250.
8. Hirvi, T.; Honkanen, E. The volatiles of two new strawberry cultivars, "Annelie" and "Alaska Pioneer", obtained by backcrossing of cultivated strawberries with wild strawberries, Fragaria vesca, Rügen and Fragaria virginiana. Z. Lebensm. Unters. Forsch. 1982, 175, 113-116.
9. Kashiwada, Y.; Nonaka, G.-I.; Nishioka, I. Tannins and related compounds. XXIII. Rhubarb (4): isolation and structures of new classes of gallotannins. Chem. Pharm. Bull. 1984, 32, 3461-3470.
10. Kashiwada, Y.; Nonaka, G.-I.; Nishioka, I.; Yamagashi, T. Galloyl and hydroxycinnamoyl-glucoses from rhubarb. Phytochemistry 1987, 27, 1473-1477.
11. Kojima, M.; Uritani, I. Elucidation of the structure of a possible intermediate in chlorogenic acid biosynthesis in sweet potato root tissue. Plant Cell Physiol 1972, 13, 1075-1084.
12. Krings, U.; Berger, R. G. Porous polymers for fixed bed adsorption of aroma compounds in fermentation processes. Biotechnol. Tech. 1995, 9, 19-24.
13. Maarse, H.; Visscher, C. A.; Willemsens, L. C.; Nijssen, L. M.; Boelens, M. H. Volatile Compounds in Food. Qualitative and Quantitative Data, Supplement 5 to the 6th ed. and cumulative index; TNO-CiVO: Zeist, The Netherlands, 1994; pp 173-184, 956-957.
14. Mizuno, M.; Kato, M.; Iinuma, M.; Tanaka, T.; Kimura, A.; Ohashi, H.; Sakai, H.; Kajita, T. Two chemical races in Salix sachalinensis Fr. Schmidt (Salicaceae). Bot. Mag. Tokyo 1989, 102, 403-411.
15. Moriguchi, T.; Villegas, R. J. A.; Kondo T.; Kojima, M. Isolation of 1-O-trans-p-coumaroyl-β-D-glucopyranose from sweet potato roots and examination of its role in chlorogenic acid biosynthesis. Plant Cell Physiol. 1988, 29, 1221-1226.
16. Plusquellec, D.; Roulleau, F.; Bertho, F.; Lefeuvre, M. Chimie des Sucres sans Groupements Protecteurs-I-Esterification Regioselective de l'Hydroxyle Anomere du Lactose, du Maltose et du Glucose (Chemistry of sugars without protective groups. I. Regioselective esterification of the anomeric hydroxyl of lactose, maltose, and glucose). Tetrahedron 1986, 9, 2457-2467.
17. Schreier, P.; Drawert, F. Über die Aromastoffzusammensetzung von Fruchtweinen: I. Erdbeerwein (Aroma composition of fruit wines. I. Strawberry wine). Chem. Mikrobiol. Technol. Lebensm. 1981, 7, 23-27.
18. Schuster, B.; Herrmann, K. Hydroxybenzoic and hydroxycinnamic acid derivatives in soft fruits. Phytochemistry 1985, 24, 2761-2764.
19. Wintoch, H.; Krammer, G.; Schreier, P. Glycosidically bound aroma compounds from two strawberry fruit species, Fragaria vesca f. semperflorens and Fragaria × ananassa, cv. Korona. Flavour Fragrance J. 1991, 6, 209-215.