Aroma biosynthesis in strawberry:: S-adenosylmethionine:furaneol O-methyltransferase activity in ripening fruits

被引:45
作者
Lavid, N
Schwab, W
Kafkas, E
Koch-Dean, M
Bar, E
Larkov, O
Ravid, U
Lewinsohn, E
机构
[1] Agr Res Org, Dept Vegetable Crops, Newe Yaar Res Ctr, IL-30095 Ramat Yishay, Israel
[2] Univ Wurzburg, Lehrstuhl Lebensmittelchem, D-97074 Wurzburg, Germany
[3] Cukurova Univ, Fac Agr, Dept Hort, Adana 01330, Turkey
[4] Agr Res Org, Volcani Ctr, Dept Vegetable Crops, IL-50250 Bet Dagan, Israel
关键词
2,5-dimethyl-4-hydroxy-3(2H)-furanone (furaneol); methoxyfuraneol; O-methyltransferase; strawberry (Fragaria x ananassa);
D O I
10.1021/jf011409q
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Among the most important volatile compounds in the aroma of strawberries are 2,5-dimethyl-4-hydroxy3(2H)-furanone (Furaneol) and its methoxy derivative (methoxyfuraneol, mesifuran). Three strawberry varieties, Malach, Tamar, and Yael, were assessed for total volatiles, Furaneol, and methoxyfuraneol. The content of these compounds sharply increased during fruit ripening, with maximum values at the ripe stage. An enzymatic activity that transfers a methyl group from S-adenosylmethionine (SAM) to Furaneol sharply increases during ripening of strawberry fruits. The in vitro generated methoxyfuraneol was identified by radio-TLC and GC-MS. The partially purified enzyme had a native molecular mass of similar to80 kDa, with optimum activity at pH 8.5 and 37 degreesC. A high apparent K-m of 5 mM was calculated for Furaneol, whereas this enzyme preparation apparently accepted as substrates other o-dihydroxyphenol derivatives (such as catechol, caffeic acid, and protocatechuic aldehyde) with much higher affinities (K-m similar to 105, 130, and 20 muM, respectively). A K-m for SAM was found to be similar to5 muM, regardless of the acceptor used. Substrates that contained a phenolic group with only one OH group, such as p-coumaric and trans-ferulic acid, as well as trans-anol and coniferyl alcohol, were apparently not accepted by this activity. It is suggested that Furaneol methylation is mediated by an O-methyltransferase activity and that this activity increases during fruit ripening.
引用
收藏
页码:4025 / 4030
页数:6
相关论文
共 41 条
[1]   4-coumarate:coenzyme A ligase in hybrid poplar -: Properties of native enzymes, cDNA cloning, and analysis of recombinant enzymes [J].
Allina, SM ;
Pri-Hadash, A ;
Theilmann, DA ;
Ellis, BE ;
Douglas, CJ .
PLANT PHYSIOLOGY, 1998, 116 (02) :743-754
[2]  
BRADFORD MM, 1976, ANAL BIOCHEM, V72, P248, DOI 10.1016/0003-2697(76)90527-3
[3]   FURANEOL - ODOR THRESHOLD AND IMPORTANCE TO TOMATO AROMA [J].
BUTTERY, RG ;
TAKEOKA, GR ;
LING, LC .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1995, 43 (06) :1638-1640
[4]   Control of Colletotrichum acutatum in strawberry under laboratory, greenhouse, and field conditions [J].
Freeman, S ;
Nizani, Y ;
Dotan, S ;
Even, S ;
Sando, T .
PLANT DISEASE, 1997, 81 (07) :749-752
[5]   Molecular cloning and functional expression of O-methyltransferases common to isoquinoline alkaloid and phenylpropanoid biosynthesis [J].
Frick, S ;
Kutchan, TM .
PLANT JOURNAL, 1999, 17 (04) :329-339
[6]   Characterization of phenylpropene O-methyltransferases from sweet basil:: Facile change of substrate specificity and convergent evolution within a plant O-methyltransferase family [J].
Gang, DR ;
Lavid, N ;
Zubieta, C ;
Chen, F ;
Beuerle, T ;
Lewinsohn, E ;
Noel, JP ;
Pichersky, E .
PLANT CELL, 2002, 14 (02) :505-519
[7]   An investigation of the storage and biosynthesis of phenylpropenes in sweet basil [J].
Gang, DR ;
Wang, JH ;
Dudareva, N ;
Nam, KH ;
Simon, JE ;
Lewinsohn, E ;
Pichersky, E .
PLANT PHYSIOLOGY, 2001, 125 (02) :539-555
[8]   Characterization of two cDNA clones which encode O-methyltransferases for the methylation of both flavonoid and phenylpropanoid compounds [J].
Gauthier, A ;
Gulick, PJ ;
Ibrahim, RK .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1998, 351 (02) :243-249
[9]   THE AROMA OF FINNISH WILD RASPBERRIES, RUBUS-IDAEUS, L [J].
HONKANEN, E ;
PYYSALO, T ;
HIRVI, T .
ZEITSCHRIFT FUR LEBENSMITTEL-UNTERSUCHUNG UND-FORSCHUNG, 1980, 171 (03) :180-182
[10]  
HONKANEN E, 1990, FOOD FLAVOURS C, P125