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PubMed1977

Lectin purification on affinity columns containing reductively aminated disaccharides.

A method is described for isolating lectins in pure form and quantitative yield in a single step by affinity chromatography on aminoethyl polyacrylamide gels containing reductively aminated disaccharide residues. The affinity columns were prepared in two steps: (a) direct reductive amination of the disaccharide and aminoethyl gel with sodium cyanoborohydride in aqueous solution at pH 9; (b) N-acetylation of excess amino groups. Affinity columns prepared by reductive amination of lactose, melibiose, maltose, and di-N-acetylchitobiose were used to purify the following lectins: lactose, peanut, castor bean; melibiose, Bandeiraea simplicifolia; maltose, jack bean, common lentil; di-N-acetylchitobiose, wheat germ. These columns are extremely stable, have good flow rates, and high binding capacities.

Chromatography, Affinity↗
PubMed1975

[Trehalose, the principle disaccharide of wine].

By gas chromatography of trimethylsilylated derivatives of sugars, trehalose has been shown to be the main disaccharide in wines; its amount can reach 600 mg/l. Other disaccharides identified (sucrose, isomaltose, lactose and turanose) are present in small amounts, seldom above 50 mg/l, sometimes below 5 mg/l. Traces of melibiose and gentiobiose are possible. Conditions of trehalose formation by yeast during fermentation are described. Also technological applications of these results are discussed.

Anion Exchange Resins↗
PubMed1978

Synthetic disaccharide-protein antigen for production of specific O2 antiserum for immunofluorescence diagnosis of salmonella.

Antisera from rabbits immunized with the synthetic disaccharide paratose 1 leads to alpha 3 mannose, representive of Salmonella O-antigen 2, covalently linked to bovine serum albumin (BSA), were used in indirect immunofluorescence studies for the identification of Salmonella serogroup A (O-antigen 1,2,12) bacteria. Among 1311 enteric bacteria tested, 497 were Salmonella. The anti-paratose 1 leads to alpha 3 mannose-BSA serum identified correctly all the 63 serogroup A strains tested. No positive reactions were recorded among 1248 strains respresenting Salmonella other than serogroup A, E. coli, Shigella, Citrobacter, Klebsiella, Enterobacter, Serratia, Proteus, Pseudomonas, Acinetobacter, Vibrio, Yersinia and Bacteroides. The study illustrates the high specificity of the antiserum elicited by immunization with the synthetic disaccharide-protein immunogen.

Antigens, Bacterial↗
PubMed1978

Determination of disaccharides in feces by permethylation and gas chromatography: rapid screening for carbohydrate intolerance in children.

Disaccharides can be identified and determined quantitatively in fecal specimens by permethylation of the components in crude supernatants followed by isothermal gas chromatographic separation on OV-17 columns. The method provides a rapid screening procedure for detecting patients suspected of having a carbohydrate intolerance secondary to intestinal disaccharidase deficiency.

Carbohydrate Metabolism, Inborn Errors↗
PubMed1978

Analysis of mono- and disaccharides by high-performance liquid chromatography of the benzyloxime-perbenzoyl derivatives.

A group of biologically important mono- and disaccharides are separated by high-performance liquid chromatography of the benzyloxime-perbenzoyl derivatives on a normal-phase microparticulate column with a hexane-dioxane mixture as the eluting solvent. A single, quantifiable derivative of each sugar is formed easily. These derivatives are detected by UV absorption at either 230 or 254 nm, with a sensitivity in the picomole range at the former wavelength. The sugars in the residues from the evaporation of small aliquots of biologic fluids (10-100 microliter) are derivatized without prior isolation and are determined quantitatively by the use of appropriate internal standards. The analyses could be performed routinely with a simple, inexpensive instrument.

Benzoates↗
PubMed1979

Determination of sulphated disaccharides from chondroitin sulphates by high-performance liquid chromatography.

A sensitive method for the determination of chondroitin 4- and 6-sulphate is presented. After chondroitinase digestion of the chondroitin sulphate preparations, the obtained disaccharides are separated on a weak anion-exchange resin in a high-performance liquid chromatography system. The method was used to study 4-sulphate to 6-sulphate ratios in chondroitin sulphates prepared from bovine nasal cartilage and human nucleus pulposus. The results show clearly that these two preparations contain considerable amounts of both isomers.

Animals↗
PubMed1979

Estimation of disaccharides in plasma and urine by gas-liquid chromatography.

A technique for the estimation of disaccharides in plasma and urine using gas-liquid chromatography is described. The procedure involves the formation of trimethylsilyl derivatives followed by injection of the reaction mixture directly onto the column. The method is precise, linear over a wide range and gives recoveries of 93--99%. The limit of sensitivity is 80 micrograms per 100 ml, but with modification of the volumes used, levels of 40 micrograms per 100 ml may be quantitated.

Chromatography, Gas↗
PubMed1979

Excretion and synthesis of basement membrane disaccharide units in Masugi nephritis.

During nephrotoxic nephritis in the rat, an increased urinary excretion of glucosyl-galactosyl hydroxylysine and of galactosyl-hydroxylysine has been observed in the autologous phase of the disease. This due mainly to an elevation of the polypeptide-bound fraction of these hydroxylysyl glucosides with a molecular weight over 1,000 daltons. The levels of both urinary hydroxylysyl glucosides were correlated with proteinuria. Their increased excretion appears to originate in the lysed glomerular basement membrane. At the same stage of nephrotoxic nephritis, an increased glucosyl transferase activity could be demonstrated in the isolated glomeruli, correlated with albuminuria, attesting a higher turn-over of the disaccharide units of the glomerular basement membrane.

Albuminuria↗
PubMed1977

[Metabolic behavior of disaccharide alcohols and related substances].

The present study suggests that part of the digestion of disaccharide alcohols is due to microbic processes, primarily in the cecum. The utilization of sorbitol and palatinitol by endogenous metabolic systems seems to be restricted insofar as these substances become accessible to the intestinal flora. Interim products of the bacterial fermentation are likely to be utilized by the host organism.

Disaccharides↗
PubMed1979

High performance liquid chromatography of unsaturated disaccharides produced from chondroitin sulfates by chondroitinase.

High performance liquid chromatography was performed by the ion pair method on unsaturated disaccharides produced from chondroitin sulfates by the action of chondroitinase. Completely separated peaks corresponding to deltaDi-0S, deltaDi-4S, and deltaDi-6S were obtained on a column of mu-bondapak-C18 with 0.035 M tetra-butylammonium phosphate (pH 7.54) as a mobile phase. There was a linear relationship between the ratio of the peak area and the amount of each standard tested.

Chondroitin↗
PubMedDate not supplied

[Haptenic function and metabolism of the disaccharides of the glomerular basement membrane in heterologous nephrotoxic antibody-induced glomerulonephritis in rats].

The disaccharide unit Glc-gal-hyl represents 6% of dry weight of the rat glomerular basement membrane. It has been shown to be a haptenic determinant of this membrane. It appears to be one of the targets of the lesions induced by nephrotoxic antibodies in the rat: the urinary excretion of Glc-gal-hyl (as well as of Gal-hyl and Hyl which may derive from Glc-gal-hyl by degradation) during the autologous phase of the rat glomerulonephritis is significantly increased. Simultaneously the biosynthesis of Glc-gal-hyl, as measured by the glomerular glucosyltransferase activity, is elevated by 72%.

Animals↗
PubMed1978

Structure revision of disaccharidic conjugates of bilirubin-IX alpha in human bile and identification of phenylazo derivatives B4, B5, and B6 as 2-, 3- and 4-O-acylglucuronides.

Aniline azopigments B4, B5 and B6, derived from conjugates of bilirubin-IX alpha in human bile, and previously characterized as disaccharidic esters [Kuenzle (1970) Biochem. J. 119, 387-394 and 411-435], were analysed by using t.l.c. and mass spectrometry. The compounds were identified as partially separated mixtures of 2-, 3- and 4-O-acylglucuronide positional isomers. The 1-O-acylglucuronide was not detected in the mixtures and was the only compound hydrolysed with beta-glucuronidase. Further scrutiny of structural assignments made by Kuenzle [(1970) Biochem. J. 119, 411-435] led to identification of the lactone and hexuronic acid derivatives that were obtained from azopigment B5 along with glucuronolactone and glucuronic acid. A branched-chain structure, i.e. 3-C-hydroxy-methyl-D-riburonic acid, was assigned previously, but the derivatives have now been identified as various incompletely silylated forms of glucuronolactone and glucuronic acid. Several trimethylsilyl derivatives glucuronolactone were isolated and characterized by n.m.r. and mass spectrometry.

Azo Compounds↗
PubMed1978

Involvement of phosphoenolpyruvate in the catabolism of caries-conducive disaccharides by Streptococcus mutans: lactose transport.

The mechanisms for transport and hydrolysis of lactose were investigated in five cariogenic strains (HS6, AHT, FA1, NCTC 10449, and SL1) representing the four serogenetic groups of Streptococcus mutans. The systems for transport and hydrolysis of lactose had the characteristics of a phosphoenolpyruvate (PEP)-dependent lactose (Lac) phosphotransferase (PT) system and phospho-beta-galactosidase (P-beta-gal), respectively, in all strains tested, except strain HS6. Decryptified cells required PEP and Mg(2+) for transport of the non-metabolizable model beta-galactosides o-nitrophenyl-beta-d-galactopyranoside (ONPG) and thiomethyl-beta-d-galactopyranoside (TMG). Substitution of 2-phosphoglycerate (2-PG) for PEP also stimulated the Lac PT system. Other potential high-energy phosphate donors (adenosine tri-, di-, and monophosphates and guanosine triphosphate) did not stimulate the Lac PT system. Sodium fluoride had no effect upon the PEP-dependent Lac PT system in decryptified cells with PEP as the energy source; however, when 2-PG was used as the energy source, F(-) inhibited ONPG phosphorylation. With intact cells which must generate PEP endogenously, the presence of F(-) in concentration >/= 10 mM completely inhibited the Lac PT system, presumably through inhibition of 2-PG hydrolyase (EC 4.2.1.11; enolase). Both intact and decryptified cells accumulated a phosphorylated derivative of TMG that behaved chromatographically as TMG-phosphate. After alkaline phosphatase treatment, the derivative had an R(f) identical to that of TMG. No beta-galactosidase (beta-gal) activity was detected with ONPG as the substrate; hydrolysis occurred only when ONPG-6-phosphate was supplied as the substrate. Strain HS6 apparently transported lactose by an active transport-type system in which the accumulated intracellular product was the free disaccharide based on the following criteria: (i) ONPG transport and hydrolysis in decryptified cells was not stimulated by PEP; (ii) ONPG hydrolysis occurred in the absence of PEP; and (iii) ONPG-6-phosphate was not hydrolyzed. These data indicate that, in all strains tested except strain HS6, lactose transport was mediated by a PEP-dependent Lac PT system, resulting in accumulation of lactose-phosphate that was hydrolyzed by an enzyme similar to the P-beta-gal of group N streptococci and Staphylococcus aureus; conversely, strain HS6 transported and hydrolyzed lactose by a PEP-independent transport system and beta-gal, respectively.

Biological Transport↗
PubMed1977

The role of brush border enzymes in tubular reabsorption of disaccharides: a microperfusion study in rat kidney.

Renal tubular reabsorption of maltose, sucrose and lactose were studied in vivo et situ by continuous microperfusion of single proximal convolutions of rat kidney. The 14C-label of maltose (2.5 mmol/l) was removed from the lumen of the proximal tubule at about the same rate as found for glucose. Maltose reabsorption was completely inhibited in presence of 30 mmol/l glucose or of 0.1 mmol/l phlorizin. Chemical analysis of the samples showed a complete conversion of maltose into glucose within a perfusion distance of 2 mm. It is concluded from these results that within the tubular lumen maltose is split very rapidly by a brush border glucosidase. The short half time of this process permits the breakdown product glucose to be almost completely reabsorbed subsequently within the proximal tubule. In contrast, sucrose and lactose were neither split nor reabsorbed by the tubule brush border.

Animals↗