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PubMed1999

Changes in the free amino acid composition with maturity of the noble cultivar of Vitis rotundifolia Michx. grape.

The changes in amino acid composition that occur with maturity of the Noble cultivar of the Vitis rotundifolia Michx. (muscadine) grape were determined by HPLC. Eighteen amino acids were identified. Histidine was the most prominent amino acid followed by alanine. The concentrations of most of the major amino acids (alanine, glycine, histidine, valine, isoleucine, aspartic acid, and serine) were highest at verasion. Glutamine and threonine contents dropped sharply after fruit set, while those of arginine and proline increased gradually with maturity and ripening. Tyrosine content increased gradually with maturity and ripening following a slight drop after fruit set. In ripe grapes, seeds contained most of the amino acids in mature grapes (50%) followed by the pulp (23%), the juice (15%), and the skin (11%). Alanine, histidine, and arginine were the principal amino acids identified in the juice. Alanine, histidine, arginine, valine, glutamine, aspartic acid, proline, serine, and threonine accounted for about 90% of the amino acids in the pulp. In seeds, alanine, proline, asparagine, and histidine accounted for over 55% of the amino acids, while alanine and histidine were found to be the predominant free amino acids in the skin. The profile indicates some differences in the changes in amino acid composition with berry maturity and relative amounts of amino acids present in muscadine compared to those in nonmuscadine grape species.

Amino Acids↗

PubMed2000

Thaumatin-like proteins and chitinases, the haze-forming proteins of wine, accumulate during ripening of grape (Vitis vinifera) berries and drought stress does not affect the final levels per berry at maturity.

Thaumatin-like proteins and chitinases, which are pathogenesis-related (PR) proteins, were the major soluble protein components of grapes from five cultivars of Vitis vinifera. This dominance of PR proteins was apparent at berry softening (véraison) and then throughout berry development for the Muscat of Alexandria, Sultana, and Shiraz cultivars and in the berries of the Sauvignon Blanc and Pinot Noir cultivars examined at commercial maturity. The M(r) of the major thaumatin-like protein from Muscat of Alexandria grapes was 21 272, and those of the three major chitinases from this cultivar, ChitB, ChitC, and ChitD, were 25 588, 25 410, and 25 457, respectively. The vines in the study were irrigated and showed no obvious signs of disease. Shiraz vines that had not been irrigated throughout the season were clearly water stressed, but had levels of PR proteins in the berry similar to vines that had been fully irrigated. It appears that the production of PR proteins that cause protein instability in wines by grapes may be little influenced by environmental conditions.

Chitinases↗

PubMed2000

Antioxidant activity and radioprotective effects against chromosomal damage induced in vivo by X-rays of flavan-3-ols (Procyanidins) from grape seeds (Vitis vinifera): comparative study versus other phenolic and organic compounds.

The quantitative distribution of several flavan-3-ols was determined using HPLC in a grape (Vitis vinifera) seed extract (GSE) of four cultivars grown in the region of Murcia. Polymer >/= C(4) units made up the largest group of procyanidins in the GSE (90.92%, expressed as HPLC % area). The antioxidant activity of GSE and other reference compounds was investigated by measuring their ability to scavenge the ABTS(*)(+) radical cation (TEAC). The most effective compounds were, in order: GSE > rutin > (+)-catechin > diosmin >/= ascorbic acid. The radioprotective effects of GSE and other reference compounds were determined by using the micronucleus test for anticlastogenic activity, any reduction of the frequency of micronucleated polychromatic erythrocytes (MnPCEs) being evaluated in the bone marrow of mouse exposed to X-rays. The most effective compounds were, in order: GSE > rutin > dimethyl sulfoxide (DMSO) > ascorbic acid > 6-n-propyl-2-thiouracil-6c (PTU) > diosmin. The higher ABTS(*)(+) scavenging capacity and anticlastogenic activity of GSE can be explained, structurally, by the high number of conjugated structures between the catechol groups in the B-rings and the 3-OH free groups of the polymeric polyphenolic skeleton and, in addition, by the stability of the aroxyl flavonoid radical generated in the above processes.

Animals↗

PubMed2000

Vitis vinifera must varietal authentication using microsatellite DNA analysis (SSR).

A microsatellite DNA-based method for Vitis vinifera grape must authentication is presented. Five of the most important port wine producing grape cultivars (Tinta Roriz, Tinto Cão, Touriga Francesa, Touriga Nacional, and Tinta Barroca) were typed at four microsatellite loci described by Bowers et al. (Genome 1996, 39, 628-633) and Thomas and Scott (Theor. Appl. Genet. 1993, 86, 985-990). The corresponding 5 varietal musts and 26 must mixtures that result from the combination of the five varieties were also typed at the four loci. There were no differences between the corresponding leaf and varietal must profiles. All must combinations showed the expected band profiles corresponding to the sum of the varietal band profile components. Among the 26 must mixtures, 8 could be discriminated using the four loci.

DNA, Plant↗

PubMed2001

Two new stilbene dimer glucosides from grape (Vitis vinifera) cell cultures.

Two new stilbene dimer glucosides, resveratrol (E)-dehydrodimer 11-O-beta-D-glucopyranoside (1) and resveratrol (E)-dehydrodimer 11'-O-beta-D-glucopyranoside (2), were isolated together with the known resveratrol (E)-dehydrodimer (3) and pallidol (4) from Vitis vinifera cell cultures. The structures and stereochemistry of the new compounds were determined on the basis of spectroscopic data analysis. Compounds 1 and 2 are dimers that belong to a new type of oligostilbene formed from a resveratrol unit and a resveratrol glucoside unit. Compounds 1 and 3 exhibited nonspecific inhibitory activity against cyclooxygenase-1 and -2, with IC(50) values in the range of 5 microM, whereas compound 4 was approximately 10-fold less active.

Cells, Cultured↗

PubMed1998

Structure of a hemicellulose A fraction in dietary fiber from the seed of grape variety Palomino (Vitis vinifera cv. palomino).

The structure of one of the hemicellulose A fractions (HA-1) extracted from the seeds of the grape variety Palomino (Vitis vinifera cv. Palomino) has been studied by means of methylation, 1H NMR, 13C NMR, and partial hydrolysis. This hemicellulose seems to be a homogeneous polysaccharide with an apparent molecular weight of 68 500. Its structure is that of an acidic xylan, a linear chain of beta-D-xylopyranosyl units, bonded together by (1-->4) glycosidic links, containing single alpha-D-xylopyranosyl and 4-O-methyl-alpha-D-glucopyranuronosyl residues joined by glycosidic links to position 2 of the xylose units of the main chain, in proportions of one residue to every 25 units of xylose.

Carbohydrate Sequence↗

PubMed1998

Flexuosol A, a new tetrastilbene from vitis flexuosa

A novel tetrastilbenoid, flexuosol A (1), was isolated from the stems of Vitis flexuosa together with the known gnetin A, (+)-epsilon-viniferin, vitisin A, and hopeaphenol. The structure of 1 was elucidated using spectral methods.

Journal Article↗

PubMed1998

Structure of a hemicellulose B fraction in dietary fiber from the seed of grape variety Palomino (Vitis vinifera cv. palomino).

The structure of one of the hemicellulose B fractions (HB-1) extracted from the seeds of the grape variety Palomino (Vitis vinifera cv. Palomino) has been studied by means of methylation analysis, 1H NMR, 13C NMR, and partial acid hydrolysis. This hemicellulose seems to be a homogeneous polysaccharide with an apparent molecular weight of 35 000. Its structure is that of an acidic arabinoxylan, a linear chain of beta-D-xylopyranosyl units, bonded together by (1-->4) glycosidic links, containing a single L-arabinofuranosyl, alpha-D-xylopyranosyl and 4-O-methyl-alpha-D-glucopyranuronosyl residues joined by glycosidic links to position 2 of the xylose units of the main chain, in proportions of one branch to every seven units of xylose.

Carbohydrate Sequence↗

PubMed2001

Genetic transformation of major wine grape cultivars of Vitis vinifera L.

We have developed an Agrobacterium-mediated transformation system for a number of important grapevine cultivars used in wine production. Transgenic plants were obtained for the seven cultivars: Cabernet Sauvignon, Shiraz, Chardonnay, Riesling, Sauvignon Blanc, Chenin Blanc and Muscat Gordo Blanco. Embryogenic callus was initiated from anther filaments and genotypic differences were observed for initiation and subsequent proliferation with Chardonnay responding most favourably to culture conditions. The transformation system allowed the recovery of germinating transgenic embryos 10-12 weeks after Agrobacterium inoculation and plants within 18 weeks. Examination of the expression patterns of the green fluorescent protein gene under the control of the CAMV35S promoter in leaf tissue of transgenic plants showed that for up to 35% of plants the pattern was not uniform. The successful transformation of a genetically diverse group of wine grape cultivars indicates that the transformation system may have general application to an even wider range of Vitis vinifera cultivars.

Blotting, Southern↗

PubMed2003

Action of UV and visible radiation on chlorophyll fluorescence from dark-adapted grape leaves (Vitis vinifera L.).

Grapevine plants (Vitis vinifera L. cv. Silvaner) were cultivated under shaded conditions in the absence of UV radiation in a greenhouse, and subsequently placed outdoors under filters transmitting natural radiation, or screening out the UV-B (280 to 315 nm), or screening out the UV-A (315 to 400 nm) and the UV-B spectral range. All conditions decreased maximum chlorophyll fluorescence (F(M)) and increased minimum chlorophyll fluorescence (F(0)) from dark-adapted leaves; however, with increasing UV, F(M) quenching was stimulated but increases in F(0) were reduced. The F(V)/F(M) ratio (where F(V)=F(M)-F(0)) was clearly reduced by visible radiation (VIS): UV-B caused a moderate extra-reduction in F(V)/F(M). Exposure of leaves (V. vinifera L. cv. Bacchus) to UV or VIS lamps quenched the F(M) to similar extents; further, UV-B doses comparable to the field, quenched F(0). A model was developed to describe how natural radiation intensities affect PS II and thereby change leaf fluorescence. Fitting theory to experiment was successful when the same F(M) yield for UV- and VIS-inactivated PS II was assumed, and for lower F(0) yields of UV- than for VIS-inactivated PS II. It is deduced, that natural UV can produce inactivated PS II exhibiting relatively high F(V)/F(M). The presence of UV-inactivated PS II is difficult to detect by measuring F(V)/F(M) in leaves. Hence, relative concentrations of intact PS II during outdoor exposure were derived from F(M). These concentrations, but not F(V)/F(M), correlated reasonably well with CO(2) gas exchange measurements. Consequently, PS II inhibition by natural UV could be a main factor for UV inhibition of photosynthesis.

Journal Article↗

PubMed1996

Establishment of an Agrobacterium-mediated transformation system for grape (Vitis vinifera L.): the role of antioxidants during grape-Agrobacterium interactions.

Very short exposures of embryogenic calli of Vitis vinifera cv. Superior Seedless grape plants to diluted cultures of Agrobacterium resulted in plant tissue necrosis and subsequent cell death. Antibiotics used for Agrobacterium elimination or as plant selectable markers were not responsible for this necrotic response. Rather, cell death seemed to be oxygen-dependent and correlated with elevated levels of peroxides. Therefore, we studied the effects on necrosis of various combinations of antioxidants during and after grape-Agrobacterium cocultivation. The combination of polyvinylpolypyrrolidone and dithiothreitol was found to improve plant viability. Tissue necrosis was completely inhibited by these antioxidants while Agrobacterium virulence was not effected. These treatments enabled the recovery of stable transgenic grape plants resistant to hygromycin.

Antioxidants↗

PubMed2001

The extent of clonality and genetic diversity in lingonberry (Vaccinium vitis-idaea L.) revealed by RAPDs and leaf-shape analysis.

Numerous plant species reproduce mainly by clonal growth, implying that levels of genetic variation may be comparatively low. In this study we describe the genetic and genotypic diversity within and between four Swedish populations of the clonal shrub lingonberry, Vaccinium vitis-idaea L. Two approaches were used to assess the amount and partitioning of variation: automated image analysis of leaf shape and random amplified polymorphic DNA (RAPD) analysis. Morphometric analyses, using moment invariants and elliptic Fourier coefficients, revealed that most of the variation could be attributed to within-population variation. With the use of 43 polymorphic RAPD markers, we were able to identify 29 different genotypes (i.e. putative clones) among 129 plants from two populations. The genotypic diversity (D: mean 0.84) and evenness (E: mean 0.81) were higher than the average for clonal plant species. Within-population gene diversity was similar to values reported in nonclonal plants, suggesting that sexual reproduction has played a significant role in these populations despite low levels of seedling recruitment in present-day populations. An analysis of molecular variance revealed that most of the variation (89.2%) resided within populations. Comparisons between the different suites of characters indicated a congruent pattern of partitions of diversity, particularly when comparing moment invariants and RAPDs. When comparing the ability of the two descriptor suites to assign the plants to the RAPD-defined clones, elliptic Fourier coefficients yielded the best result; a classification test correctly reassigned 96.9% and 98.1% of the plant material in the two respective populations.

Genetic Variation↗

PubMed1999

Shoot orientation affects vessel size, shoot hydraulic conductivity and shoot growth rate in Vitis vinifera L.

Vitis vinifera L. plants were grown in containers and each plant's single shoot was orientated upwards or downwards. Some plants were trained first upwards, then downwards, then again upwards (N-shaped plants). Vegetative growth was reduced in plants trained downwards compared to that in upward and N-shaped plants. Shoot growth rate slowed in downward shoot portions, but only after the apex had grown downwards for at least 10 internodes. Shoot hydraulic conductivity kh, measured after elimination of xylem embolisms, was lower in downward than in upward plants. In N-shaped plants kh was higher in the upward-growing shoot portions, and lower in the central, downward-growing portion. Shoot- and leaf-specific conductivities were also lower in downward than in upward shoot portions. Xylem cross-sectional area and xylem structure (number of wedges, number of vessels per unit xylem area) differed little in the three orientations. In contrast, vessel diameter and the sum of vessel cross-sectional areas were significantly smaller in downward than in upward shoot portions. These differences could explain the reduction in conductivity observed in the downward-orientated shoot portions. The measurements taken on N-shaped plants showed that the decreases in kh and in vessel size were a result of shoot orientation, not shoot bending.

Biological Transport↗

PubMed1998

Sparing effect of procyanidins from Vitis vinifera on vitamin E: in vitro studies.

The sparing/recycling effect of a highly purified, high molecular weight fraction of catechin oligomers (procyanidins) from Vitis vinifera seeds on alpha-tocopherol was studied in both homogeneous solution and in heterogeneous phase (phosphatidylcholine liposomes and red blood cells). By HPLC and electron spin resonance (ESR) spectroscopy we evidenced that tocopheroxyl radical, induced by reaction of alpha-tocopherol with the stable radical DPPH (2,2-diphenyl-1-picrylhydrazyl) is recycled by procyanidins. In addition procyanidins significantly and dose-dependently spare vitamin E from consumption (HPLC monitoring) during the autooxidation phase of the HO-induced peroxidation of phosphatidylcholine, by 23% at the lowest concentration (0.5 microM) and by 65.5% at 3 microM. In this membrane model the combination of 0.5 microM procyanidins and 2 microM alpha-tocopherol results in a marked delay in the appearance of conjugated dienes in respect to the single antioxidants (synergistic interaction), while catechin showed to be active only at 5 microM. In red blood cells oxidatively stressed by UVB exposure, procyanidins at 0.1-1.0 microM prevent vitamin E loss, markedly decrease membrane lipid peroxidation, linearly related to the concentration of vitamin E in the membranes, and significantly delay the onset of hemolysis (catechin protects between 5 and 10 microM).

Animals↗

PubMed1996

Procyanidines from Vitis vinifera seeds protect rabbit heart from ischemia/reperfusion injury: antioxidant intervention and/or iron and copper sequestering ability.

An isolated rabbit heart Langendorff preparation paced electrically was used to evaluate the effects of a highly purified, high molecular weight fraction of oligomeric procyanidines isolated from Vitis vinifera seeds on myocardial reperfusion injury after 40 minutes of low flow (1 ml/min) ischemia. Infusion of the heart with 100 or 200 micrograms/ml procyanidines dose-dependently reduced ventricular contracture during ischemia (LVEDP values decreased by 28% and 51%), decreased coronary perfusion pressure (CPP), improved cardiac mechanical performance upon reperfusion, increased the release of 6-keto-PGF1 alpha into the perfusate in both the pre-ischemic and the reperfusion periods (by 68% at 200 micrograms/ml), and suppressed rhythm irregularity. This antiarrhythmogenic action was confirmed in a more severe model of ischemia (flow rate 0.2 ml/ min). The cardioprotective agent allopurinol infused at 20 micrograms/ml had effects on the contractility and on the release of 6-keto-PGF1 alpha comparable to those of 200 micrograms/ml procyanidines. The results of the second part of this study show that procyanidines are potent scavengers of several reactive oxygen species involved in the ischemia/reperfusion damage: the superoxide anion (IC50 = 5.64 microM: rate constant K = 7.55 x 10(5) M-1 s-1, determined by the phenazine methosulfate/NADH method); the hydroxyl radical (IC50 = 28 microM; rate constant K = 1.2 x 10(12) M-1 s-1, determined by the electron spin resonance spectroscopy); peroxyl radicals (IC50 = 0.025 microM and 0.35 microM, determined using two different lipid substrates, phosphatidylcholine liposomes and methyl linoleate micelles by UV spectroscopy at 233 nm). Finally, procyanidines interact with Fe2+ and Cu2+ ions (the catalysts of HO. radicals production) giving rise to strong complexes, with stability constants (log K) ranging from 9.35 to approximately 9.

Animals↗

PubMed1998

Cloning and characterization of Vitis vinifera UDP-glucose:flavonoid 3-O-glucosyltransferase, a homologue of the enzyme encoded by the maize Bronze-1 locus that may primarily serve to glucosylate anthocyanidins in vivo.

We report here the cloning and optimized expression at 16 degrees C and the characterization of a Vitis vinifera UDP-glucose:flavonoid 3-O-glucosyltransferase, an enzyme responsible for a late step in grapevine anthocyanin biosynthesis. The properties of this and other UDP-glucose:flavonoid 3-O-glucosyltransferases, homologues of the product encoded by the maize Bronze-1 locus, are a matter of conjecture. The availability of a purified recombinant enzyme allowed for the unambiguous determination of the characteristics of a flavonoid 3-O-glucosyltransferase. Kinetic analyses showed that kcat for glucosylation of cyanidin, an anthocyanidin substrate, is 48 times higher than for glucosylation of the flavonol quercetin, whereas Km values are similar for both substrates. Activity toward other classes of substrates is absent. Cu2+ ions strongly inhibit the action of this and other glucosyltransferases; however, we suggest that this phenomenon in large part is due to Cu2+-mediated substrate degradation rather than inhibition of the enzyme. Additional lines of complementary biochemical data also indicated that in the case of V. vinifera, the principal, if not only, role of UDP-glucose:flavonoid 3-O-glucosyltransferases is to glucosylate anthocyanidins in red fruit during ripening. Other glucosyltransferases with a much higher relative activity toward quercetin are suggested to glucosylate flavonols in a distinct spatial and temporal pattern. It should be considered whether gene products homologous to Bronze-1 in some cases more accurately should be referred to as UDP-glucose:anthocyanidin 3-O-glucosyltransferases.

Amino Acid Sequence↗

PubMed1999

Oligostilbenes from the roots of Vitis amurensis.

Two new oligostilbenes, amurensin A (1) and amurensin B (2), were isolated from the roots of Vitis amurensis Rupr. together with five known oligostilbenes. Their structures were elucidated by means of spectroscopic evidence, and amurensin B was the first naturally occurring stilbene trimer with a cis dihydrobenzofuran moiety.

Magnoliopsida↗

PubMed2000

Twinned Raphides of Calcium Oxalate in Grape (Vitis): Implications for Crystal Stability and Function.

Among the higher plants that accumulate crystalline calcium oxalate, many taxa characteristically produce raphides, or needle-shaped crystals. Substantial evidence has accumulated indicating that raphides function in plant defenses against herbivory and that their acicular shape is a critical component in proposed mechanisms for these defenses. Previous observations have shown that raphides in members of the Vitaceae are twinned crystals. In this study, the fine structure of raphides in Vitis was examined in order to determine the nature of twinning. Rotation of isolated raphides under cross-polarized light revealed extinction patterns that indicated that raphides are twinned along their length. In cross sections of raphides, the twin plane extends across the raphides, parallel to their surfaces. The dissolution patterns observed in etched crystals indicate that the type of twinning is rotational. Parallels in other biomineralization systems indicate that the rotational nature of the twinning may increase mechanical strength. In addition, because twinning may affect crystal growth or enhance stability and persistence of crystals, it could be an important factor in allowing plant cells to produce the raphide morphology.

Journal Article↗