Flavonol 3-O-Glycosyltransferases Associated with Petunia Pollen Produce Gametophyte-Specific Flavonol Diglycosides

Vogt, Thomas; Taylor, Loverine P.

doi:10.1104/pp.108.3.903

Cited by 60 publications

(43 citation statements)

References 25 publications

(52 reference statements)

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“…conjugates of kaempferol and quercetin (7,9). The 1 3 2 interglycosidic linkage is common in pollen (10) but rare in sporophytic tissues such as petunia corollas which accumulate an entirely different flavonol conjugate, flavonol rhamnosyl 1 3 6 glucoside (11).…”

Section: -O-(2јј-o-␤-d-glucopyranosyl)-␤-d-galactopyranosidementioning

confidence: 99%

“…When a suspension of CMF pollen is treated with kaempferol or quercetin to induce germination, the added flavonals are rapidly converted to glycosyl conjugates identical to those that accumulate in wild-type pollen (7,12). Xu et al (12) detected radiolabeled kaempferide 3-O-galactoside and kaempferide 3-O-glucosylgalactoside within 1 min of adding [ 14 C]kaempferide, a flavonol that induces pollen germination as efficiently as kaempferol, to a suspension of CMF pollen.…”

Section: -O-(2јј-o-␤-d-glucopyranosyl)-␤-d-galactopyranosidementioning

confidence: 99%

“…Chalcone synthase mutants in maize and petunia produced viable pollen which lacked flavonols and was unable to germinate or produce a functional pollen tube. However, the mutant pollen was conditionally male fertile (CMF) 1 (6); it could be biochemically complemented by adding flavonols such as kaempferol or quercetin to the stigma at pollination or to a suspension of the mutant pollen in germination medium (5,7). The latter procedure was the basis of an in vitro bioassay that was used to demonstrate that the germination response was rapid (tube outgrowth was observed within 5 min), sensitive (0.4 M kaempferol elicits the maximum response), and specific for flavonols (5,8).…”

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confidence: 99%

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Purification, Cloning, and Heterologous Expression of a Catalytically Efficient Flavonol 3-O-Galactosyltransferase Expressed in the Male Gametophyte of Petunia hybrida

Miller¹,

Guyon²,

Evans³

et al. 1999

Journal of Biological Chemistry

123

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Flavonols are plant-specific molecules that are required for pollen germination in maize and petunia. They exist in planta as both the aglycone and glycosyl conjugates. We identified a flavonol 3-O-galactosyltransferase (F3GalTase) that is expressed exclusively in the male gametophyte and controls the formation of a pollen-specific class of glycosylated flavonols. Thus an essential step to understanding flavonol-induced germination is the characterization of F3GalTase. Amino acid sequences of three peptide fragments of F3GalTase purified from petunia pollen were used to isolate a fulllength cDNA clone. RNA gel blot analysis and enzyme assays confirmed that F3GalTase expression is restricted to pollen. Heterologous expression of the F3GalTase cDNA in Escherichia coli yielded active recombinant enzyme (rF3GalTase) which had the identical substrate specificity as the native enzyme. Unlike the relatively nonspecific substrate usage of flavonoid glycosyltransferases from sporophytic tissues, F3GalTase uses only UDP-galactose and flavonols to catalyze the formation of flavonol 3-O-galactosides. Kinetic analysis showed that the k cat /K m values of rF3GalTase, using kaempferol and quercetin as substrates, approaches that of a catalytically perfect enzyme. rF3GalTase catalyzes the reverse reaction, generation of flavonols from UDP and flavonol 3-Ogalactosides, almost as efficiently as the forward reaction. The biochemical characteristics of F3GalTase are discussed in the context of a role in flavonol-induced pollen germination.

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Section: -O-(2јј-o-␤-d-glucopyranosyl)-␤-d-galactopyranosidementioning

confidence: 99%

Section: -O-(2јј-o-␤-d-glucopyranosyl)-␤-d-galactopyranosidementioning

confidence: 99%

mentioning

confidence: 99%

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Purification, Cloning, and Heterologous Expression of a Catalytically Efficient Flavonol 3-O-Galactosyltransferase Expressed in the Male Gametophyte of Petunia hybrida

Miller¹,

Guyon²,

Evans³

et al. 1999

Journal of Biological Chemistry

123

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“…At a phospholipid content of approximately 6% on a DW basis in the pollen (Hoekstra et al, 1992c), the amphipaths would have to be present at a few percent of the DW (depending on their M r ). This is entirely feasible, considering the large quantities of amphipaths such as flavonoids that are present in pollens and seeds (Gorobets et al, 1982;Wiermann and Vieth, 1983;Ceska and Styles, 1984;Liao et al, 1989;Zerback et al, 1989;Rizk et al, 1992;Ylstra et al, 1992;Vogt and Taylor, 1995).…”

Section: Relevance Of Partitioning To the Transient Leakage From Anhymentioning

confidence: 99%

“…Quercetin, for example, a flavonol with strong antioxidant activity (Terao et al, 1994) that can be found in pollen as 0.2% to 1% of the dry matter (Ylstra et al, 1992;Vogt and Taylor, 1995), decreases the T m of dry palmitoyloleoyl PC liposomes by 30°C . This occurs at the low molar ratio of quercetin to phospholipid of 1:10.…”

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confidence: 99%

Drying Increases Intracellular Partitioning of Amphiphilic Substances into the Lipid Phase

1998

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Previously we proposed that endogenous amphiphilic substances may partition from the aqueous cytoplasm into the lipid phase during dehydration of desiccation-tolerant organ(ism)s and vice versa during rehydration. Their perturbing presence in membranes could thus explain the transient leakage from imbibing organisms. To study the mechanism of this phenomenon, amphiphilic nitroxide spin probes were introduced into the pollen of a model organism, Typha latifolia, and their partitioning behavior during dehydration and rehydration was analyzed by electron paramagnetic resonance spectroscopy. In hydrated pollen the spin probes mainly occurred in the aqueous phase; during dehydration, however, the amphiphilic spin probes partitioned into the lipid phase and had disappeared from the aqueous phase below 0.4 g water g ؊1 dry weight. During rehydration the probes reappeared in the aqueous phase above 0.4 g water g ؊1 dry weight. The partitioning back into the cytoplasm coincided with the decrease of the initially high plasma membrane permeability. A charged polar spin probe was trapped in the cytoplasm during drying. Liposome experiments showed that partitioning of an amphiphilic spin probe into the bilayer during dehydration caused transient leakage during rehydration. This was also observed with endogenous amphipaths that were extracted from pollen, implying similar partitioning behavior. In view of the fluidizing effect on membranes and the antioxidant properties of many endogenous amphipaths, we suggest that partitioning with drying may be pivotal to desiccation tolerance, despite the risk of imbibitional leakage.

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Biosynthesis of Phenylpropanoids and Related Compounds (FromAPRVolume 2)

Petersen

Strack

Matern

2018

Annual Plant Reviews Online

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Flavonol 3-O-Glycosyltransferases Associated with Petunia Pollen Produce Gametophyte-Specific Flavonol Diglycosides

Cited by 60 publications

References 25 publications

Purification, Cloning, and Heterologous Expression of a Catalytically Efficient Flavonol 3-O-Galactosyltransferase Expressed in the Male Gametophyte of Petunia hybrida

Purification, Cloning, and Heterologous Expression of a Catalytically Efficient Flavonol 3-O-Galactosyltransferase Expressed in the Male Gametophyte of Petunia hybrida

Drying Increases Intracellular Partitioning of Amphiphilic Substances into the Lipid Phase

Biosynthesis of Phenylpropanoids and Related Compounds (FromAPRVolume 2)

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