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PubMed1984

Incorporation of 35S-sulfate and 3H-glucosamine into heparan and chondroitin sulfates during the cell cycle of B16-F10 cells.

Changes in glycosaminoglycan composition occurring during the cell cycle were determined in B16-F10 cells sorted flow cytometrically with respect to DNA content. Incorporation of 35S-sulfate into heparan sulfate and chondroitin sulfate of unsorted and G1,S, and G2 +M sorted cells was determined following chondroitinase ABC or nitrous acid treatment; the incorporation into surface material was measured as the difference between the radioactivity of control and trypsin-treated cells. Incorporation of 35S-sulfate and 3H-glucosamine into cetyl pyridinium chloride (CPC)-precipitable material was characterized before and after chondroitinase or nitrous acid treatment by Sephadex G50 chromatography. Long-term (48 h) and short-term (1 h) labeling studies demonstrate that (a) the amount of total cellular chondroitin sulfate is greater than that of heparan sulfate, with larger amounts of unsulfated heparan than chondroitin being present; (b) the rate of turnover of heparan sulfate is greater than that of chondroitin sulfate; (c) greatest short-term incorporation of 3H-glucosamine into CPC-precipitable material occurs during S phase; and (d) the rate of turnover of both heparan sulfate and chondroitin sulfate is decreased in S phase relative to G1 and G2 + M.

Cell Cycle↗
PubMed1983

The biochemical and ultrastructural effects of tunicamycin and D-glucosamine in L1210 leukemic cells.

Tunicamycin was found to specifically inhibit the incorporation of a number of sugars into L1210 leukemia cell glycoproteins. This inhibition of glycoprotein biosynthesis led to a cessation of cell growth which was reversible in a dose-dependent and time-dependent manner. After removal of the antibiotic from L1210 cell cultures resumption of sugar incorporation preceded that of thymidine incorporation and the recovery of cell growth. The treatment of cells with tunicamycin resulted in a significant increase in the intracellular pool of UDP-N-acetylglucosamine which occurred concurrently with alterations in cell ultrastructure including distentions of the endoplasmic reticulum and nuclear membranes. Similar ultrastructural changes and increases in the intracellular pools of UDP-sugars were observed in L1210 cells exposed to 5 mM D-glucosamine, which suggested that the antiproliferative effects of tunicamycin may be related to the accumulation in the endoplasmic reticulum of one or more nucleotide sugar precursors of asparagine-linked glycoprotein biosynthesis. However, the biological effects of tunicamycin could be distinguished from those caused by D-glucosamine. Exposure of L1210 cells to tunicamycin resulted in specific alterations in the biochemical composition of the plasma membrane and in the inhibition of cellular agglutination by wheat germ agglutinin which were not apparent following exposure to equitoxic concentrations of the aminosugar. These studies, together with those which demonstrated that recovery of the cellular capacity to synthesize glycoproteins was obligatory for the recovery of cellular proliferation in tunicamycin-treated cells, suggested that inhibition of the synthesis of glycoproteins was the major factor limiting L1210 leukemic cell proliferation.

Agglutination↗
PubMed1982

Induction of mycelial type of development in Candida albicans by the antibiotic monorden and N-acetyl-D-glucosamine.

Two new effective methods for synchronous germ tube production in Candida albicans have been described. Both are based on the use of stationary grown cultures and their further incubation in an aerated simple mineral medium enriched with vitamins containing either high glucose concentration (100 mmol/1) and the antibiotic monorden being added, or N-acetyl-D-glucosamine (100 mmol/1) as the sole carbon source. On the other hand yeast morphology could be maintained in the medium with high glucose concentration. On the basis of the methods developed it was possible to compare respiration intensity, respiration quotients, and sensitivity against some metabolic inhibitors in both morphological forms. Labeling experiments showed slight differences in the time course of glycine incorporation. The mycelial cell walls contained more chitin than the yeastlike cells. Using light and electron microscopy the interrelationships between concentration of monorden, or N-acetyl-D-glucosamine, physiological state of inoculum and the germ tube frequency were determined. The results are discussed with regard to the induction of germ tubes by low glucose concentration in Candida albicans from the more general aspect of regulation of fungal morphogenesis.

Acetylglucosamine↗
PubMed1984

The inhibitory effect of D-glucosamine on thymidine kinase in chick embryo retinas and HeLa cells.

D-Glucosamine markedly inhibits thymidine incorporation into the TCA-insoluble fraction and thymidine kinase activity in HeLa cells. Both the inhibitory effects are also observed in isolated retinas of chick embryos. In this case the inhibitory effects are age-dependent and the magnitude of the responses decreases with embryonic development. In addition the time of exposure to D-glucosamine which is necessary to reveal the inhibitory effect on thymidine kinase increases with the age of the embryos.

Age Factors↗
PubMed1981

Effect of NaCl on kinetics of D-glucosamine uptake in yeasts differing in halotolerance.

The initial rate of D-glucosamine uptake by the non-halotolerant yeast Saccharomyces cerevisiae was approximately halved as the apparent half saturation constant (Km) and the apparent maximum velocity (Vmax) changed from 6.6 mM to 16.4 mM and from 22 mumol.g-1.min-1 to 16 mumol.g-1.min-1, respectively, when the salinity in the medium was increased from zero M to 0.68 M NaCl. Corresponding changes in a high affinity transport system in the halotolerant yeast Debaryomyces hansenii were from 1.1 mM to 4.6 mM and from 3.1 mumol.g-1.min-1 to 4.5 mumol.g-1.min-1, implying a practically unchanged transport capacity. In 2.7 M NaCl, Km and Vmax in this system were 24.5 mM and 1.1 mumol.g-1.min-1, respectively, representing a marked decrease in transport capability. Nevertheless, the degree of affinity in this extreme salinity must still be regarded as noteworthy. In addition to the high affinity transport system in D. hansenii, a low affinity system, presumably without relevance in D-glucosamine transport, was observed.

Ascomycota↗
PubMed1995

Decreased incorporation of D-glucosamine into glycosphingolipids of intact Familial Dysautonomia lymphoblasts.

Familial Dysautonomia (FD) is an autosomal recessive Ashkenazi Jewish genetic disease, of unknown etiology, involving deficits in both autonomic and sensory functions. Previously, we found statistically significant increases in globotriaosylceramide (Gb3) in FD fibroblasts and lymphoblasts, and a decrease in ganglioside levels. FD fibroblasts exhibited pleiomorphic changes at the light microscopy level, suggestive of changes in the plasma membrane. We described an increase in Gb3 on the surface of synchronized cells at the G1/S boundary of the cell cycle, based on Gb3-verotoxin (derived from E. coli) interactions. Using D-glucosamine-1-14C as an in vitro precursor, we herein report a marked decrease in the rate of incorporation of D-glucosamine into the sialic acid and the N-acetylgalacto/glucosamine moieties of gangliosides and neutral glycosphingolipids in intact FD compared to control lymphoblasts. The total ganglioside content of FD cells (primarily GM3, measured as incorporation of 3H from NaB3H4) was also decreased. These data indicate differences in the turnover of sialic acid and N-acetylated sugar constituents in FD vs normal cells.

Carbohydrate Conformation↗
PubMed2005

[Evidence-based evaluation of study results of symptomatic glucosamine therapy].

Meta-analyses can contribute to the field of evidence based medicine. In the systematic analyses so far published, the symptomatic efficacy of glucosamine was described to be moderate to large. The results of the individual clinical studies however do not support these findings unanimously. In the past couple of years, some new studies of high quality standard were published. This publication gives an overview and an evaluation of the current available studies for the symptomatic treatment of patients with gonarthrosis with glucosamine. It also compares the results of the individual studies with those of recent meta-analyses.

Analgesics, Non-Narcotic↗
PubMed1983

Lectin receptors in Trypanosoma cruzi. An N-acetyl-D-glucosamine-containing surface glycoprotein specific for the trypomastigote stage.

We have investigated the interaction of three lectins, differing in their sugar specificities, with the surface of the three differentiation stages of Trypanosoma cruzi. The Scatchard constants for each lectin and parasite stage imply that differentiation of T. cruzi is accompanied by changes in the cell surface saccharides. Trypomastigotes obtained from two different sources do not differ appreciably as to the number and affinity of binding sites for the three lectins employed, suggesting a similar cell-surface saccharide composition. These conclusions are reinforced by sodium dodecyl sulfate-polyacrylamide gel electrophoretic analysis of the 131I-labeled surface glycoproteins, following isolation by affinity chromatography. The surface membrane of trypomastigotes, the infective stage to T. cruzi for mammalian cells, possesses a specific glycoprotein of apparent Mr 85000 (Tc-85) which is absent from the other two stages and can be isolated by affinity chromatography on wheat germ agglutinin-Sepharose columns. This glycoprotein also binds to concanavalin A, but not to Lens culinaris lectin. The binding of Tc-85 to wheat germ agglutinin is unaffected by treatment of either the isolated glycoprotein or intact living trypomastigotes with neuraminidase. Since N-acetyl-D-glucosamine inhibits internalization of trypomastigotes by cultured mammalian cells, it is suggested that Tc-85 might be involved in adhesion and/or interiorization of T. cruzi into mammalian cells, possibly via recognition of an ubiquitous host-cell surface N-acetyl-D-glucosamine-specific receptor activity.

Acetylglucosamine↗
PubMed1984

Intraocular injection of tetrodotoxin in goldfish decreases fast axonal transport of [3H]glucosamine-labeled materials in optic axons.

When physiological activity in goldfish visual system was abolished by repeated intraocular injection of tetrodotoxin (TTX), the fast axonal transport of radioactive amino acid-labeled protein in the optic axons was unaltered. However, the TTX treatment reduced the amount of [3H]glucosamine-labeled glycolipids that were axonally transported to the optic tectum, and may have decreased their rate of turnover in the tectum. A similar though smaller effect was observed for glucosamine-containing glycoproteins. These alterations in axonal transport may be the basis for at least some of the deleterious effects of TTX on axonal regeneration in this system.

Animals↗
PubMed1983

Stereochemistry of an alpha, beta-elimination reaction by D-glucosaminate dehydratase.

The proton NMR analysis of D-glucosaminate dehydratase reaction in D2O revealed the incorporation of a deuterium atom at C-3 carbon of the product, 2-keto-3-deoxy-D-gluconate. Based on the chemical shift of C-3 proton of the product and the coupling constant characteristic for the C-3 and C-4 axial-axial coupling in the 2C5 pyranose conformation, the deuterium is in the pro-S position. Thus, the dehydration of D-glucosaminate by the enzyme proceeds in a retention mode at C-3 carbon. Kinetic parameters show that the rate-determining step is the abstraction of alpha-proton from the substrate.

Deuterium↗
PubMed1983

Novel cell-binding activity specific for N-acetyl-D-glucosamine in an Escherichia coli strain.

Escherichia coli strains isolated from patients with different levels of urinary tract infection and from healthy persons were tested for their ability to haemagglutinate endo-beta-galactosidase-treated human erythrocytes. Among the 104 strains studied one revealed a strong agglutination reaction with the enzyme-treated erythrocytes. From the monosaccharides tested N-acetyl-D-glucosamine inhibited agglutination most effectively. Orosomucoid and asialo-orosomucoid had no effect on the haemagglutination whereas beta-galactosidase treated asialo-orosomucoid was inhibitory. These findings indicate that the E. coli strain studied contains a novel cell-binding activity with specificity for terminal N-acetyl-D-glucosamine residues.

Acetylglucosamine↗
PubMed1986

Incorporation of [3H]glucosamine into keratin-related polypeptides in pig epidermis.

Metabolic labelling studies have provided evidence for glycosylated keratins in cultured pig epidermis. [3H]Glucosamine was incorporated into five major particulate polypeptides of Mr 68 000, 61 000, 57 000, 53,000 and 48,000. Radioactivity was present in protein-bound carbohydrate. Non-enzymic glycation was excluded. Labelling was largely unaffected by tunicamycin indicating that radioactivity was incorporated mainly into O-linked oligosaccharides. These [3H]glucosamine-labelled components were closely related to keratins since they had a similar electrophoretic mobility to polypeptides of purified pig prekeratin, they were immunoprecipitated by anti-prekeratin serum and they were incorporated into reconstituted, intermediate-sized, keratin filaments.

Animals↗
PubMed1990

Phosphorylation control by insulin in adipocytes is interfered with at a post-receptor step by phosphoinositol and glucosamine.

Inositol-phosphates, glucosamine and glucose-6-phosphate blocked the effects of insulin on target protein phosphorylation in adipocytes, but the unsubstituted or sulphated derivatives of inositol or of glucose, or N-acetyl-glucosamine were without effect. The insulin stimulated tyrosine phosphorylation of the insulin receptor was not affected. The sugar-phosphates inositol-phosphate and glucose-6-phosphate did not enter into the cells. They also blocked the insulin-like effects of a potential second messenger of insulin, a phospho-oligosaccharide (POS), which has previously been shown to mimic the effects of insulin on protein phosphorylation in intact cells.

Adipose Tissue↗
PubMed1985

Studies on N-acetylneuraminic acid biosynthesis in chicken liver and hepatoma Mc-29 by using [14C]N-acetylmannosamine and [14C]glucosamine.

The biosynthesis of free N-acetylneuraminic (sialic) acid (N-acetylneuraminic + CMP-N-acetylneuraminic acid) in chicken liver and hepatoma Mc-29 by using [14C]N-acetylmannosamine and [14C]glucosamine was studied in vivo. The specific activity (SA) of hepatoma N-acetylneuraminic acid labelled with [14C]glucosamine is lower than that of liver, showing that the rate of conversion of UDP-N-acetylglucosamine to N-acetylneuraminic acid is reduced in tumor cells. The biosynthesis rate of sialic acid in hepatoma cells is higher when [14C]N-acetylmannosamine was applied. The UDP-N-acetylglucosamine-2'-epimerase activity was nearly 3-fold lower in hepatoma compared to that in liver. The time course of [14C]N-acetylmannosamine incorporation into free and protein bound sialic acid in hepatoma and liver was also showed. The SA of hepatoma protein bound sialic acid remained lower in all time points investigated. The results agree with the assumption that the metabolic pathways leading to sialic acid synthesis and to sialylation of tumor glycoconjugates are altered after malignant transformation.

Animals↗
PubMed1986

Glucosamine 6-phosphate acetylase in rat ascites hepatomas.

The fetal type enzyme pattern of glucosamine 6-phosphate acetylase (glucosamine-phosphate acetyltransferase, EC 2.3.1.4) was present in rat ascites hepatomas. The levels of acid-soluble and protein-bound amino sugars in the hepatomas were determined.

Acetyltransferases↗
PubMed1990

Plasma glucosamine and galactosamine in ischemic heart disease.

Because of the importance of glycosaminoglycans and glycoproteins in the pathogenesis of atherosclerosis, the hexosamine concentrations of plasma were determined in 28 male survivors of acute myocardial infarction and in 50 healthy males aged 30-60 years. Glucosamine and galactosamine were determined by ion-exchange chromatography of hydrolyzed whole plasma and hydrolyzed deproteinized plasma. Considerably higher plasma levels of non-protein-bound hexosamine (500 nmol/ml) and lower levels of protein-bound hexosamines (3770 nmol/ml) were observed in the ischemic heart disease group, compared with the plasma levels of non-protein-bound hexosamine (320 nmol/ml) and protein-bound hexosamine (4260 nmol/ml) of the control group. This difference is due to changes in glucosamine concentration. The galactosamine concentration is similar in the two groups. The ratio of non-protein-bound to protein-bound hexosamines in patients is about twice as high as the ratio found in controls. The glucosamine/galactosamine ratio of protein-free plasma is significantly higher in patients (12.1) than in controls (8.3). These changes in plasma hexosamines correlate with increased plasma homocysteine, cholesterol, and triglycerides observed in the patient group. The findings show that characteristic quantitative and qualitative changes in plasma hexosamine levels accompany atherosclerosis. Determination of these substances may be helpful in diagnosis and management of patients with atherosclerosis.

Adult↗
PubMed1985

Altered synthesis of glucosamine-labeled glycopeptides during postimplantation embryogenesis of the mouse.

Dissected mouse embryos were examined for the ability to synthesize [3H]glucosamine-labeled embryoglycan, which is the glycoprotein-bound large carbohydrate eluted near the excluded volume of a Sephadex G-50 column. Although the ratio of glucosamine-label incorporated into embryoglycan decreased progressively during embryogenesis, 11- and 12-day-old embryos still synthesized significant amounts of the glycan. Severe inhibition of the glycan synthesis was noticed after the 15th day. Therefore, synthesis of the core portion of embryoglycan was suppressed later than when fucosylation of the glycan was known to be suppressed.

Animals↗