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Endogenous hydrolysis of glucotropaeolin to benzyl isothiocyanate in hairy root cultures of Tropaeolum majus L.

100%

Wielanek M., Urbanek H., Majorowicz H.

Biotechnologia

2004

issue 1

210-220

The conditions of endogenous hydrolysis of glucotropaeolin to bioactive benzyl isothiocyanate for T. majus hairy root cultures giving high yields of glucotropaeolin and myrosinase were optimized. After in vitro glucotropaeolin hydrolysis at pH 5.5, optimal for myrosinase activity, 54% of glucotropaeolin were converted to benzyl isothiocyanate, 22% to benzyl cyanide, and 1.9% to benzyl thiocyanate. During endogenous glucotropaeolin hydrolysis, maximal benzyl isothiocyanate yield, 87% of tissue glucotropaeolin, was detected at pH 7.5, in the 60th min of incubation. In the presence of 100 M ascorbic acid, the rate of hydrolysis increased and in the 60th min 99% of glucotropaeolin was converted to benzyl isothiocyanate. The highest benzyl isothiocyanate yield, 0.746 mmol/10 g fresh weight, was obtained during endogenous hydrolysis at pH 7.5, in the presence of 100 M ascorbic acid from the hairy roots with glucotropaeolin content, enhanced by precursors (phenylalanine + cystein) and inhibitor of phenylalanine ammonia-lyase activity (l-1-amino-2-phenylethylphosphonic acid).

Induction of glucotropaeolin biosynthesis and myrosinase activity in hairy roots of nasturtium

75%

Wielanek M., Urbanek H.

Biotechnologia

2000

issue 4

123-127

Kinetin, BAP and NAA increased glucotropaeolin content in dry weight of nasturtium hairy roots but they inhibited biomass growth. Salicylates most strongly (by about 100-200% above control) and DL-?-aminobutyric acid and methyl jasmonate to a lesser degree increased glucotropaeolin yield. They also slightly increased myrosinase activity. Trans-cinnamic acid was a much stronger inducer of myrosinase activity than glucotropaeolin biosynthesis: it strongly inhibited biomass growth. L-1-amino-2-phenylethylphosphonic acid, inhibitor of L-phenylalanine ammonia-lyase (PAL), induced glucotropaeolin production and enhanced the effect of salicylates and jasmonate on glucotropaeoplin yield but it did not affect myrosinase activity.

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2 Biotechnologia

1 2004

1 2000

2 Urbanek H.

2 Wielanek M.

1 Majorowicz H.

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Endogenous hydrolysis of glucotropaeolin to benzyl isothiocyanate in hairy root cultures of Tropaeolum majus L.

Induction of glucotropaeolin biosynthesis and myrosinase activity in hairy roots of nasturtium