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Showing papers on "Glucoside published in 1973"


Journal ArticleDOI
TL;DR: The methyl α-glucoside-transport system of Pseudomonas aeruginosa was repressed when the organism was grown in the absence of glucose; the induction of this transport system by glucose, and its activity once induced, were inhibited by products of citrate metabolism.
Abstract: The methyl α-glucoside-transport system of Pseudomonas aeruginosa has been characterized with respect to its specificity, energy-dependence, kinetics and regulation. The uptake of glucose involved two components, one of which transported glucose (Km=8μm) and methyl α-glucoside (Km=2.8mm) whereas the other was more complex, involving the extracellular activity of glucose dehydrogenase. Mutants defective in this enzyme have been isolated and characterized. The methyl α-glucoside–glucose-transport system was repressed when the organism was grown in the absence of glucose; the induction of this transport system by glucose, and its activity once induced, were inhibited by products of citrate metabolism.

115 citations


Journal ArticleDOI
TL;DR: Oleuropein and its aglycone had similar threshold levels for detection of bitterness, whereas elenolic acid and beta-3,4-dihydroxyphenylethyl alcohol were not judged to be bitter.
Abstract: Oleuropein, an intensely bitter glucoside, was isolated from green olives. Hydrolysis products obtained from oleuropein in sufficient quantity for further tests were: (i) β-3,4-dihydroxyphenylethyl alcohol prepared by acid hydrolysis of oleuropein; (ii) elenolic acid obtained by methanolysis of oleuropein, isolation of the intermediate acetal, and subsequent acid hydrolysis; and (iii) oleuropein aglycone formed by the action of β-glucosidase on the parent glucoside. Mass spectral verification of the isolated compounds and ultraviolet absorption data are given. Oleuropein and its aglycone had similar threshold levels for detection of bitterness, whereas elenolic acid and β-3,4-dihydroxyphenylethyl alcohol were not judged to be bitter.

112 citations


Journal ArticleDOI
TL;DR: In the presence of saturating concentrations of free d-glucose, total glucose uptake was enhanced beyond the theoretical V for free glucose uptake when disaccharides were incubated with intestinal rings and this could arise as a consequence of the association ofdisaccharidases with the brush border membrane.

102 citations


Journal ArticleDOI
TL;DR: The cytokinin, 6-benzylaminopurine, is converted to its 7-glucoside in intact seedlings, organ slices, and tissue cultures from several plants, and the general metabolic sequence seems to be nearly identical in the four plant species thus far studied.
Abstract: The cytokinin, 6-benzylaminopurine, is converted to its 7-glucoside in intact seedlings, organ slices, and tissue cultures from several plants. The ribonucleoside and 5′-ribonucleotide appear transiently, and the general metabolic sequence seems to be nearly identical in the four plant species thus far studied. The glucoside persists for long periods in plant tissues, while all other forms of the cytokinin are rapidly metabolized and disappear within a few hours. A procedure for the isolation in pure form of the glucoside is described.

58 citations


Journal ArticleDOI
TL;DR: The data indicate that the transport process in the newborn is rudimentary, failing also to display accelerated efflux phenomenon, and α-Methyl- d -glucoside is transported in rat kidney cortex by a mechanism similar in many ways to that of d -galactose.

53 citations


Journal ArticleDOI
TL;DR: The enzyme belongs to the previously defined group II of enzymes involved in the flavone glycoside pathway in parsley and catalyzes the 3-O- glucosylation of a number of flavonols with the exception of dihydroquercetin.

48 citations


Journal ArticleDOI
TL;DR: From the extract of the fruits of Solanum xanthocarpum, cycloartanol (I), cycloartenol (II), sitosterol (III), stigmasterol (IV), campesterol (V), cholesterol (VI), sitosteryl glucoside (VII), solamargine (IX), and β-solamargines (X) were identified and an isolated steroid (XI) was identical with 4α-methyl-(24 R )-ethylcholest-7-en-3β-ol synthesized

42 citations


Journal ArticleDOI
TL;DR: In this article, three new anthraquinone glucosides were identified from rhubarb by spectral analysis of permethylates and aglycones, and they were found to be a mixture of 1-and 8-O-β-D-glucopyranosyl-chrysophanols.
Abstract: Along with chrysophanol glucoside (I), mp 245-246°, C21H20O9·1/2H2O, and 8-O-β-D-glucopyranosides of physcion, emodin, aloe-emodin and rhein, three new anthraquinone glucosides, II : mp 187-189°, C21H20O10·2H2O, III : mp 239-241°, C21H20O10·1/2H2O and IV : mp 210-215°were isolated from the rhubarb, and II and III were respectively identified with 1, 8-dihydroxy-3 [-O-β-D-glucopyranosylmethyl]-aloe-emodin and 1-O-β-D-glucopyranosyl-emodin by spectral analyses of them, their permethylates and aglycones of permethylates. Although physical constants of I were quite the same with those of chrysophanein (1-O-β-D-glucopyranosyl-chrysophanol), I was found to be a mixture of 1-and 8-O-β-D-glucopyranosyl-chrysophanols by nuclear magnetic resonance spectral analysis of the aglycone of its permethylate.

37 citations


Journal ArticleDOI
TL;DR: The iridoid glucoside composition of Linaria japonica MIQ, a Japanese folk medicine known as a laxative and diuretic, has been clarified to comprise antirride (Ia), antirrhinoside (IIa), and linarioside (IIIa) as mentioned in this paper.
Abstract: The iridoid glucoside composition of Linaria japonica MIQ., a Japanese folk medicine known as a laxative and diuretic, has been clarified to comprise antirride (Ia), antirrhinoside (IIa) and linarioside (IIIa). Linarioside is a new iridoid glucoside possessing a chlorohydrin moiety and the structure has been established as IIIa on the basis of physicochemical evidences and conversion into the corresponding epoxide antirrhinoside (IIa). Antirrhinoside is the major component of the plant and has been revealed to possess a weak and slow laxative property. In addition, the detailed proton magnetic reronance examinations on these glucosides and their derivatives have been presented.

35 citations


Journal ArticleDOI
TL;DR: A scheme for the biotransformation of progesterone (I) has been proposed, and the reduction and glucosidation activities distinctly have been observed in these cultured cells.

34 citations



Journal ArticleDOI
TL;DR: C-glycosylation, for the biogenesis of C -glycosylflavones, has been demonstrated to occur at the flavanone level for axenically-cultured Spirodela polyrhiza clone 7003 and the data suggests that the enzyme which oxidizes Flavanone (chalcone) to flavone is irreversible under the described experimental conditions.

Journal ArticleDOI
TL;DR: Apparent isomerization of the glucuronides on hydrolysis (MeOH-HCl) proved to be due to methylation of the sugar carboxyl group.

Journal ArticleDOI
TL;DR: A new phenolic glucoside named aloearbonaside was isolated from the leaves of Aloe arborescens MILL. var. natalensis BERGER in addition to barbaloin this paper.
Abstract: A new phenolic glucoside named aloearbonaside was isolated from the leaves of Aloe arborescens MILL. var. natalensis BERGER in addition to barbaloin. The structure of aloearbonaside was established as I, methyl 2-(5-methyl-7-hydroxy-4-0-β-D-glucopyranosy1)-chromenylideneacetate, a glucoside of a new type naturally occurring chromene, on the basis of spectral and chemical evidences.

Journal ArticleDOI
TL;DR: The cyclic nucleotide causes an increase in the initial entry rate of α-methyl- d -glucoside into cells and an increasein the intracellular steady state concentration, which increases the maximum velocity of accumulation.

Journal ArticleDOI
TL;DR: The inhibitory effects of nicotine at various concentrations (0,02 to 8.00 mM) on carotenogenesis in Myxococcus fulvus were investigated and three further effects of Nicotine on cell growth are discussed.


Journal ArticleDOI
TL;DR: Alpha-methyl-D-glucoside has been shown to be a nonmetabolizable sugar accumulated against a concentration gradient by human renal cortical slices and appears to be transported by a mechanism shared to some extent with that of D- glucose.
Abstract: Alpha-methyl-D-glucoside has been shown to be a nonmetabolizable sugar accumulated against a concentration gradient by human renal cortical slices. The uptake process was substrate dependent and saturable with an apparent K m of 5.26 m M . The velocity of uptake was sodium dependent; low sodium increased the apparent K m without affecting the maximum velocity. A pH maximum of transport occurred between 7.0 and 7.4. D-glucose and D-galactose inhibited glucoside accumulation. The inhibition by D-glucose was competitive. D-glucose accelerated the efflux of α-methyl-D-glucoside from preloaded cells. The glucoside appears to be transported by a mechanism shared to some extent with that of D-glucose.

Journal ArticleDOI
01 Mar 1973-Planta
TL;DR: Tryptamine was converted by etiolated pea seedlings into IAA, tryptophol, and an appreciable amount of an unknown metabolite, which was characterised by TLC and electrophoresis and identified as tryPTophol glycoside: indole-3-ethyl-β-d-glycopyranoside.
Abstract: Tryptamine was converted by etiolated pea seedlings into IAA, tryptophol, and an appreciable amount of an unknown metabolite. This latter compound was characterised by TLC and electrophoresis and identified, by mass spectrometry and enzymatic cleavage, as tryptophol glycoside: indole-3-ethyl-β-d-glycopyranoside.

Journal ArticleDOI
TL;DR: In this article, the carotenoid composition of the myxobacterium Chondromyces apiculatus was reported, and a new acyclic carotensoid glucoside ester was isolated and its structure determined as 1′-glucosyloxy-3′,4′-didehydro-1′,2′ -dihydro-ψ,ψ-carotene monoester.

Journal ArticleDOI
TL;DR: One new benzoxazine glucoside has been found in corn and identified as 2-(2-hydroxy-7,8-dimethoxy-2H-1,4-benzoxazin-3[4H]-one)-β- D -glucopyranosid as mentioned in this paper.

Journal ArticleDOI
TL;DR: The structures have been established by spectroscopic methods, identification of hydrolysis products and comparison with synthetic material.

Journal ArticleDOI
TL;DR: Lacticolorin, from the leaves of Protea lacticolor Salisb.
Abstract: Lacticolorin, from the leaves of Protea lacticolor Salisb., is shown to be 2-hydroxy-4-hydroxymethylphenyl 6-O-benzoyl-β-D-glucopyranoside. It is accompanied in the plant by benzoic, p-hydroxybenzoic, vanillic, and protocatechuic acids, as well as by 3,4-dihydroxybenzyl alcohol.

Journal ArticleDOI
TL;DR: IR spectra, enzymatic hydrolysis with α- and β-amylase, and periodate oxidation followed by reduction, showed the presence of a β-(1→4) glucoside linkage in this glucomannan, and of hexose residues in a β-pyranose form.

Journal ArticleDOI
TL;DR: In this article, the N-protonated glucoside was shown to be susceptible to metal ion catalysis in the pH range 5·5−6·2 and 1·0−5·2.
Abstract: The hydrolysis of 8-quinolyl β-D-glucopyranoside has been studied over a wide range of acidity. In the pH region 1·0–5·2, hydrolysis of the free base from and of the N-protonated glucoside occurs. There is little evidence for intramolecular general-acid catalysis in the hydrolysis of the N-protonated glucoside. In more strongly acidic media (1·79–5·02M-HCl) at 70°C, only the specific-acid-catalysed hydrolysis of the N-protonated glucoside occurs. Application of various mechanistic criteria [ϕ=+0·49; k(D2O)/k(H2O)= 1·1; ΔS333‡=+3·0 cal k–1 mol–1] suggest that the reaction proceeds by a predominantly A-2, rather than the expected A-1 pathway. The hydrolysis of the glucoside is the glucoside is susceptible to metal ion catalysis in the pH range 5·5–6·2. Copper(II), nickel(II), and cobalt(II) catalysis has been studied. Copper(II) is a particularly effective catalyst and it is estimated that the CuII complex is hydrolysed ca. 105–106 times faster than the uncomplexed glycoside in the pH range 5·5–6·2.


Journal ArticleDOI
TL;DR: A new chromone glucoside lobodirin (I) has been isolated from the lichen Lobodirina cerebriformis and the structure was established by hydrolysis to glucose isoeugenitol by synthesis of acetyllobodirin from α-acetobromoglucose and isOEugenitol with subsequent acetylation.


Journal ArticleDOI
TL;DR: The data suggests that the product is dithiothreityl-2- O -β- D -glucoside, and the glucosidic linkage appears to occur through a hydroxyl group of dith iothreitol rather than through a sulfhydryl group.

Journal ArticleDOI
TL;DR: A new bitter principle named sugereoside, C26H42O8, has been isolated from the leaves of llex sugerokii Maxim. var. brevipedunculata.
Abstract: A new bitter principle named sugereoside[1], C26H42O8, has been isolated from the leaves of llex sugerokii Maxim. var. brevipedunculata. The structure of [1] has been confirmed as the glucoside of abbekutone [6] in terms of the hydrolysis with acid and emulsin.Another bitter principle named ilesugerin [18] C26H32O14 has been isolated from the leaves of llex sugerokii Maixim. var. longipedunceclata, a phenolic compound named sugeronin [24], which is a glycoside of p-hydroiysenzyl benzoate linking with glucose and xylose, has been isolated.