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PubMed1964

PHYSIOLOGY OF THE SPORULATION PROCESS IN CLOSTRIDIUM BOTULINUM. I. CORRELATION OF MORPHOLOGICAL CHANGES WITH CATABOLIC ACTIVITIES, SYNTHESIS OF DIPICOLINIC ACID, AND DEVELOPMENT OF HEAT RESISTANCE.

Day, Lawrence E. (Michigan State University, East Lansing), and Ralph N. Costilow. Physiology of the sporulation process in Clostridium botulinum. I. Correlation of morphological changes with catabolic activities, synthesis of dipicolinic acid, and development of heat resistance. J. Bacteriol. 88:690-694. 1964.-A reasonable degree of synchrony in the sporulation of Clostridium botulinum 62-A was attained by using a large inoculum of a young culture into a medium containing 4% Trypticase and 1 ppm of thiamine. Sporulation was complete within 24 to 36 hr. Cells harvested at various intervals were studied for their fermentative activity with l-alanine and l-proline as substrates. The Q values (microliters of gas per hour per milligram of dry cells) were maximal at the time a large percentage of the cells had initiated sporulation as indicated by swelling. They declined to a plateau at about the same level as found in vegetative cells by the time 10% of the cells had completed sporulation, and finally to a much lower level when sporulation was completed. The rates of accumulation of volatile acids (acetic, valeric, and propionic acids) corresponded closely with the catabolic potential observed. However, in the case of acetic acid, there was a significant decrease in the total acid present as the number of mature spores increased to over 50% of the final number. The total acetic acid then increased at a slow rate. The production of basic compounds during growth and sporulation more than balanced the rate of acid production, because the hydrogen ion concentration decreased exponentially throughout the period as indicated by the steady increase in pH. The synthesis of dipicolinic acid coincided closely with the development of heat resistance. Refractility developed 3 to 5 hr in advance of heat resistance.

Acetates↗
PubMed2007

An efficient new formulation of fusidic acid and betamethasone 17-valerate (fucicort lipid cream) for treatment of clinically infected atopic dermatitis.

To relieve the dryness of atopic dermatitis skin, a lipid formulation of fusidic acid and betamethasone 17-valerate (Fucicort Lipid cream) was developed as an additional treatment option to the established Fucicort cream. The two formulations were compared in patients with clinically infected atopic dermatitis. A total of 629 patients were randomized to twice daily double-blind treatment for 2 weeks with either Fucicort Lipid cream, Fucicort cream, or the new lipid cream vehicle. Clinical assessment was based on a Total Severity Score of the eczematous lesions. Bacteriological samples were taken at inclusion and at subsequent visit(s) if clinically infected lesions persisted. At the end of treatment, the mean reduction in Total Severity score was 82.9% in the lipid cream group, 82.7% in the cream group, and 33.0% in the vehicle group. The percentage of patients with a successful bacteriological response was 89.7%, 89.6% and 25.0%, respectively. Thus, the clinical and anti-bacterial effect of the lipid cream was found to be similar to that of the established cream formulation, and significantly better than that of the vehicle. The new lipid formulation, therefore, offers an efficient, safe and well-tolerated alternative for the short-term treatment of clinically infected atopic dermatitis.

Administration, Topical↗
PubMed1986

Effects of valerate and isobutyrate on fatty acid secretion by the isolated perfused mammary gland of the lactating goat.

The isolated mammary glands of six lactating goats were perfused with heparinized and oxygenated blood for 8 to 11 h. Adequate quantities of glucose, acetate and amino acids (including valine) were added to the perfusate. Either unlabelled valerate or unlabelled isobutyrate was added in excess to the perfusate of one gland, while the respective symmetrical gland was used as a control. After the administration of valerate, the proportions of the odd-numbered fatty acids (C11:0, C13:0, C15:0) in the milk fat, collected every hour during perfusion, rose progressively after 5 h until the end. The synthesis of milk fatty acids from valerate is discussed. After isobutyrate was added to the perfusate, isoC12:O, isoC14:0 and isoC16:0 in the milk fat increased as compared to the control. The effect of isobutyrate indicated that valine acted as a precursor of milk iso-branched fatty acids after its metabolisation to isobutyryl-CoA. During perfusion in the presence of the complete substrate mixture, the proportion of certain major milk fatty acids (C10:0, C12:0, C14:0 and C16:0) increased, whereas the proportion of C18:0 and C18:1 decreased. These effects have been ascribed to the presence of acetate and beta-hydroxybutyrate in the substrate mixture.

Animals↗
PubMed1992

Effects of birth asphyxia on urinary organic acid excretion.

Using capillary gas chromatography-mass spectrometry, the effects of birth asphyxia on the urinary organic acid profile of term babies was investigated. Random urine samples were collected on days 1 and 8 from 19 babies with fetal distress, 19 with moderate birth asphyxia and 12 with severe asphyxia causing encephalopathy. Controls were 27 well neonates. Statistically significant abnormalities were found only for the severely asphyxiated group: increased concentrations of lactic, pyruvic, 3-hydroxybutyric, 4-hydroxyphenyllactic and 4-hydroxy-3-methoxymandelic acids, and excretion of four abnormal metabolites, 2-hydroxybutyric, 2-oxoisocaproic, 2-hydroxyisovaleric and 2-oxo-3-methylvaleric acids. Six other babies had increased lactic acid excretion, associated in four with transient 'jitterness' or hypotonia. Organic acid studies may help to grade the severity of perinatal asphyxia in the outcome or intervention studies.

3-Hydroxybutyric Acid↗
PubMed1963

Incorporation of isobutyrate and valerate into cellular plasmalogen by Bacteroides succinogenes.

Wegner, G. H. (University of Wisconsin, Madison) and E. M. Foster. Incorporation of isobutyrate and valerate into cellular plasmalogen by Bacteroides succinogenes. J. Bacteriol. 85:53-61. 1963.-Bacteroides succinogenes was found to require both a branched-chain volatile fatty acid (e.g., isobutyric) and a straight-chain acid (e.g., valeric) for growth. The organism used the acids as precursors for the synthesis of long-chain fatty acids and fatty aldehydes, which in turn were employed in the synthesis of phospholipid, mainly ethanolamine plasmalogen. Isobutyric acid was incorporated primarily into branched-chain C(14) and C(16) acids (tentatively identified as 12-methyl tridecanoic and 14-methyl pentadecanoic acids, respectively), and into fatty aldehydes. Valeric acid was used mainly for the synthesis of n-C(13) and n-C(15) fatty acids and fatty aldehydes. Apparently the two short-chain fatty acids were built up by the addition of two-carbon units to form the long-chain acids and aldehydes of the plasmalogen.

Aldehydes↗
PubMed2002

Volatile fatty acids as electron donors for the reductive dechlorination of chloroethenes.

Uses of a mixture of six volatile fatty acids (VFAs) including acetic, propionic, butyric, isobutyric, valeric and isovaleric acids as electron donors for the reductive dechlorination of chloroethenes have been investigated by both microcosm and column studies. The fates of tetrachloroethene (PCE), cis-dichloroethene (cis-DCE) and vinyl chloride (VC) in the presence of VFAs and in the absence of VFAs were respectively documented. The results showed that VFAs stimulated complete reductive dechlorination of chloroethenes, either as direct substrates for the dechlorinating bacteria or via H2 formed during VFAs-degradation. There were sequential utilizations of different VFAs by fermenting bacteria. In the microcosm, propionic acid was the first to be used, followed by acetic, butyric, isobutyric, valeric, and isovaleric acids, and their mean first-order degradation rates obtained were 0.128, 0.048, 0.016, 0.027, 0.025 and 0.003 day(-1), respectively. In the column, propionic acid was the first to be used, followed by butyric and valeric acids, and their calculated first-order degradation rates were 0.833, 0.403 and 0.260 day(-1), respectively.

Carcinogens↗
PubMed1982

A cyclohexanecarboxylic acid utilizing yeast: isolation, identification, and nutritional characteristics.

A yeast capable of utilizing cyclohexanecarboxylic acid as sole carbon and energy source, strain KUY-6A, was isolated from soil by enrichment cultures. Taxonomical studies indicated that strain KUY-6A was Trichosporon cutaneum. Strain KUY-6A grew on a number of carboxylic acids. Among the cyclic compounds tested, cyclohexanecarboxylic acid was the best substrate. Cyclopentanecarboxylic acid, cycloheptanecarboxylic acid, cyclopentanone, cyclohexanone, and cyclopentanol also supported growth. In addition, the organism used the monocarboxylic acids, butyric, valeric, and caproic; the dicarboxylic acids succinic, glutaric, adipic, pimelic, and suberic; and the aromatic acids, benzoic and o-, m-, and p-hydroxybenzoic. The yeast did not require any vitamins for growth, although thiamine gave slight stimulation. The cell dry weight yield was 0.75 g from 1 g cyclohexanecarboxylic acid used.

Cyclohexanecarboxylic Acids↗
PubMed1978

[Chemical modification of epsilon-amino lysine groups in horseradish peroxidase. Its effect on catalytic properties and spatial structure of the enzyme].

Effect of chemical modification of horseradish peroxidase lysine epsilon-amino groups by propionic, butyric, valeric, succinic anhydrides and trinitrobenzolsulfonic acid (TNBS) on catalytic properties of the enzyme is investigated. All the preparations of modified peroxidase have 100% peroxidase activity for o-dianizidine at pH 7.0, which indicates the absence of lysine epsilon-amino group in the enzyme active site. pH-dependencies of modified peroxidase relative activity are studied; modification by anhydrides of monobasic acids is not found to result in changes of the relative activity pH-profile, while modification by succinic anhydride widens it. Absorption and circular dichoism spectra of native and modified peroxidase within 260--270 nm are obtained, some changes in the enzyme tertiary structure after its epsilon-amino groups modification are observed. Modification of four epsilon-amino groups by buturic and succinic anhydrides and of three epsilon-amino groups by TNBS is found to increase the regidity of protein surrounding of heme, and modification of six epsilon-amino groups by TNBS results in more unwrapped enzyme structure as compared with its native molecule.

Butyrates↗
PubMed1984

Comparison of topical treatment with desoxymethasone solution 0.25% with salicylic acid 1% and betamethasone valerate solution 0.1% in patients with psoriasis of the scalp.

A new preparation for treatment of psoriasis of the scalp, containing desoxymethasone 0.25%, salicylic acid 1% and polyol-fatty esters in ethanolic solution (Ibaril) was tested in patients with psoriasis of the scalp. In a double-blind study comprising forty patients there was a significant difference in favour of this solution in comparison with betamethasone valerate solution, 0.1% (Betnovat) after 2 weeks of treatment.

Administration, Topical↗
PubMed1996

Key role of alkanoic acids on the spectral properties, activity, and active-site stability of iron-containing nitrile hydratase from Brevibacterium R312.

Interaction of n-butyric acid with dialyzed nitrile hydratase from Brevibacterium R312, which is characterized by a charge-transfer band at 680 nm and EPR signals typical of a low-spin Fe(III) with delta g = 0.22, leads to a form displaying different spectral properties (lambda = 710 nm, delta g = 0.31). Butyric acid also acts as a competitive inhibitor of nitrile-hydratase-catalyzed hydration of acrylonitrile with a Ki value of 0.9 mM. Formation of the complex between the enzyme and butyric acid is highly dependent on the concentration of the latter and on pH. When stored with high levels of butyric acid, nitrile hydratase is completely inactive. The active uncomplexed enzyme is restored under the high dilution conditions used for the enzymatic assays, while the complexed form is favored at acidic pH and is not formed at pH above 8. Furthermore, the inhibitory potency of butyric acid decreases upon increasing pH (IC50 increases from 0.8 mM at pH 6.2 to 12 mM at pH 8.2). These data show that nitrile hydratase interacts with the acid form of butyric acid with a high affinity (Ki' approximately 4 microM at pH 7.2). At pH < 3, the visible spectrum of the enzyme disappears, presumably because of demetallation, whereas that of the complex exhibits a charge-transfer band shifted to 800 nm, the presence of butyric acid preventing nitrile hydratase from demetallation. Other linear carboxylic acids such as valeric and hexanoic acids behave similarly; they act as inhibitors of nitrile hydratase and protect the enzyme during storage. A structure of the nitrile hydratase active site interacting with butyric acid is tentatively proposed in which the latter is hydrogen-bonded to the Fe(III)-OH moiety. This interaction between butyric acid and nitrile hydratase should be considered when deducing the nature of nitrile hydratase active site and mechanisms, from spectral and enzymatic data, since most results published previously have been obtained on nitrile hydratase containing large amounts of butyric acid and interpreted without taking into account the presence of this acid in the active site.

Acrylonitrile↗
PubMed1995

Volatile fatty acids, metabolic by-products of periodontopathic bacteria, inhibit lymphocyte proliferation and cytokine production.

Short-chain fatty acids are a major by-product of anaerobic metabolism and can be detected in gingival fluid from periodontal pockets. Since most T cells are present subjacent to the pocket epithelium in conjunction with the plasma cells, it is important to know how these T cells are affected by short-chain fatty acids produced by subgingival plaque. The purpose of this study is to examine the effects of extracellular metabolites from periodontopathic bacteria on the proliferation and cytokine production of mouse splenic cells as a potential mechanism of imbalance among host-microbial interactions. A low-molecular-weight, heat-stable agent present in the two-day culture filtrate of Porphyromonas gingivalis, Prevotella loescheii, and Fusobacterium nucleatum significantly depressed Con A- and LPS- induced cell proliferation. To determine whether short-chain fatty acids present in the filtrate could account for the depression, we tested extracted volatile and non-volatile fatty acids for their effects on mitogenic activity. The volatile fatty acids extracted from immunosuppressive supernatants greatly inhibited T- and B- cell proliferation. Among these volatile fatty acids, butyric, propionic, valeric, and isovaleric acids impaired cell proliferation dose-dependently. From gas-liquid chromatographic analysis data, it is suggested that immuno-inhibitory activities in culture filtrates are mainly attributable to butyric and isovaleric acids in P. gingivalis, to propionic, butyric, and isovaleric acids in P. loescheii, and to butyric acid in F. nucleatum. Furthermore, these fatty acids significantly depressed interleukin 2 (IL-2), IL-4, IL-5, IL-6, and IL-10 production by Con A-stimulated splenic-T cells dose-dependently.(ABSTRACT TRUNCATED AT 250 WORDS)

Animals↗
PubMed1992

Production of short chain fatty acids by the intestinal microflora during the first 2 years of human life.

We have followed the establishment of one group of intestinal microflora-associated characteristics, namely, the production of short chain fatty acids (SCFAs), in 30 healthy children, by gas chromatography analysis of fecal samples taken at 0, 1, 3, 6, 9, 12, 15, 18, 21, and 24 months of age. Acetic and propionic acids were the principal SCFAs at 1 and 3 months. Successively, the production of iso- and n-butyric, valeric, and caproic acids was established. At 2 years, the absolute amounts of all SCFAs with the exception of n-valeric acid had reached adult values. However, not all children had achieved a typically adult range of stool SCFAs by the end of the study. Both absolute and relative amounts of SCFAs were influenced by exposure to foods other than breast milk and exposure to antibiotic therapy. After standardization for exposure to foods other than breast milk, a positive age factor could be seen between 0 and 1 month of age for total amounts produced of SCFAs, acetic, propionic, and n-butyric acids. After this time, however, no clear age factor could be distinguished.

Age Factors↗
PubMed1998

Influence of maturity of grass silage and flaked corn starch on the production and metabolism of volatile fatty acids in dairy cows.

An experiment employing a Latin square design was used to quantify the effects of two stages of maturity of grass silage (early cut and late cut) and three concentrations of flaked corn starch (0, 2, and 4 kg) on the molar proportion of rumen volatile fatty acids (VFA), the production of rumen VFA, and the net fluxes of VFA in the splanchnic tissue of cows. The molar proportions of VFA in rumen fluid were similar for cows fed both silages. When the silage diets were supplemented with starch, the proportion of propionic acid increased for cows fed diets containing early cut grass silage, but no effects were found for cows fed diets containing late cut grass silage. Estimated gastrointestinal production of acetate, propionate, butyrate, and branched-chain fatty acids plus valerate was related to intake of metabolizable energy and organic matter fermented into VFA. The portal release of acetate was approximately 14% lower than the estimated production of acetate by cows fed diets containing early cut grass silage, but cows fed diets containing late cut grass silage showed a variable difference between estimated production and portal release (31, 24, and 15%, respectively) as starch supplementation increased. The portal release of butyrate plus beta-hydroxybutyrate and the release of branched-chain fatty acids plus valerate were approximately 70 and 25%, respectively, of the estimated gastrointestinal production. Propionate production was similar to the portal release of propionate. Net flux measurements in splanchnic tissue in combination with gastrointestinal digestion and kinetics provide information that increases the knowledge of pathways and metabolism and quantifies the availability of individual nutrients for milk production in dairy cows.

Animals↗
PubMed1997

[Application of gas chromatography to identification of Clostridium difficile].

With chromatograph produced in our country, the gas chromatograms of fatty acid metabolites of five strains of Clostridium difficile isolated from stool of patients with tumor and one strain for control were compared and analysed by using stainless steel chromatographic column, 15% modified polyethylene glycol stationary phase nitrogen carriergas 140 degrees C column temperature and 190 degrees C detector temperature. The chromatograms of the isolated strains and the control strain were found to be extremely similar. All of them were peaks of acetic, propionic, isobutyric, butyric, isovaleric, valeric, and isocaproic acid. In comparison, the peaks of acetic, butyric, and isocaproic acid were higher, those of the isobutyric and isovaleric acid were medium and those of propionic and valeric acid were lower. Moreover, a low, flat peak appeared at 14th minute and was similar to that of p-cresol reported by Berg et al. The results of our experiment revealed that gas chromatography may be used as a simple, quick method for the identification of Clostridium difficile.

Chromatography, Gas↗
PubMed2000

Effect of structural analogues of propionate and butyrate on colon cancer cell growth.

The aim of this study was to evaluate the effects of natural short-chain fatty acids (butyrate, propionate, valerate, acetate) and structural analogues of butyrate and propionate on cell growth and apoptosis in three human colonic adenocarcinoma cell lines (HT-29, Colo-320, and SW-948). We have previously shown that mercapto- and bromo-analogues of butyrate and propionate compete with natural short-chain fatty acids for uptake in the colonocyte. Among naturally occurring short-chain fatty acids, butyrate was the most potent inhibitor of proliferation in all three cell lines. Propionate exhibited a weaker antiproliferative effect, while other short-chain fatty acids (valerate, acetate) were ineffective. Bromo-analogues of butyrate and propionate were more potent proapoptotic agents than butyrate. In contrast to butyrate, the analogues induced strand breaks on isolated supercoiled DNA, the effect being completely reversed by a DNA-protecting agent, spermine. We conclude that bromo-analogues of butyrate and propionate are more potent proapoptotic agents than butyrate in colon cancer cells in culture. Their effect may be a result of direct DNA damage.

Adenocarcinoma↗