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  • 1
    Electronic Resource
    Electronic Resource
    Identification of 27-oxo-octacosanoic acid and heptacosane-1,27-dioic acid in Legionella pneumophila (1992)
    Oxford, UK : Blackwell Publishing Ltd
    FEMS microbiology letters 97 (1992), S. 0 
    Details
    ISSN: 1574-6968
    Source: Blackwell Publishing Journal Backfiles 1879-2005
    Topics: Biology
    Notes: Abstract Two long-chain fatty acids, 27-oxo-octacosanoic acid (28:0(27-oxo)) and heptacosane-1,27-dioic acid (27:0-dioic) were identified for the first time in phenol-chloroform-petroleum ether extracts of Legionella pneumophila, indicating that they are constituents of lipopolysaccharide. The fatty acids were characterised by combined gas-liquid chromatography/mass spectrometry and proton nuclear magnetic resonance spectroscopy. Moreover, minor amounts of 29-oxo-triacontanoic (30:0(29-oxo)) acid and nonacosane-1,29-dioic acid (29:0-dioic) as well as 27-hydroxy-octacosanoic acid (28:0(27-OH)) were present in the phenol-chloroform-petroleum ether extract.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1111/j.1574-6968.1992.tb05430.x
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  • 2
    Electronic Resource
    Electronic Resource
    Long-chain α-hydroxy-(ω-1)-oxo fatty acids and α-hydroxy-1,ω-dioic fatty acids are cell wall constituents of Legionella (L. jordanis, L. maceachernii and L. micdadei) (1993)
    Oxford, UK : Blackwell Publishing Ltd
    FEMS microbiology letters 106 (1993), S. 0 
    Details
    ISSN: 1574-6968
    Source: Blackwell Publishing Journal Backfiles 1879-2005
    Topics: Biology
    Notes: Abstract Four long-chain fatty acids, 2-hydroxy-27-oxo-octacosanoic acid (n28:0(2-OH,27-oxo)), 2-hydroxy-29-oxo-triacontanoic acid (n30:0(2-OH,29-oxo)), 2-hydroxy-heptacosane-1,27-dioic acid (27:0(2-OH)-dioic) and 2-hydroxy-nonacosane-1,29-dioic acid (29:0(2-OH)-dioic) were identified by GLC-MS analysis in the phenol-chloroform-petroleum ether (PCP) extracts of Legionella jordanis, L. maceachernii and L. micdadei indicating that they are constituents of lipopolysaccharide. Moreover, five long-chain fatty acids (28:0(27-OH), 28:0(27-oxo), 30:0(29-oxo), 27:0-dioic and 29:0-dioic) previously identified in L. pneumophila (Moll, H. et al., FEMS Microbiol. Lett., 97 (1992), 1–6) were also found in these species. This is to our knowledge the first report on the existence of long chain 2-hydroxylated (ω-1)-oxo fatty acids and 2-hydroxylated 1,ω-dioic fatty acids.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1111/j.1574-6968.1993.tb05982.x
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  • 3
    Electronic Resource
    Electronic Resource
    Chemical composition of lipopolysaccharides from Legionella bozemanii and Legionella longbeachae (1994)
    Springer
    Archives of microbiology 162 (1994), S. 215-221 
    Details
    ISSN: 1432-072X
    Keywords: Key words     Taxonomy ; Chemical analyses ; Long-chain fatty acids ; 2 ; 3-Diamino-2 ; 3-dideoxy-d-glucose
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract      Lipopolysaccharides (LPS) from Legionella bozemanii serogroup 1 and Legionella longbeachae serogroup 1 were subjected to chemical analyses. The lipid A part of both LPSs contained 2,3-dideoxy-2,3-diamino-d-glucose as major constituents and d-glucosamine and glycerol as minor constituents of the sugar backbone structure. Both LPSs exhibited a very complex fatty acid compositio n. Twenty amide-linked 3-hydroxy fatty acids were detected in LPS of L. longbeachae, whereas seventeen were encountered in LPS of L. bozemanii. Both LPSs contained nine ester-linked nonhydroxy fatty acids and the unique long-chain fatty acids 27-oxo-octacosanoic acid, 29-oxo-triacontanoic acid, heptacosane-1,27-dioic acid and nonacosane-1,29-dioic acid. SDS-PAGE showed that L. bozemanii produced smooth-form LPS, whereas L. longbeachae LPS was mainly of the R-type. Composi tion analyses were in accordance with these electrophoretic patterns. d-Quinovosamine and l-fucosamine constituted 80 mol% of the polysaccharide part of L. bozemanii LPS. Other sugars identified were d-glucosamine, d-mannose, d-glucose, l-rhamnose, d-glycero-d-manno-heptose, l-glycero-d-manno-heptose, 2-keto-3-deoxy-octonic acid and glycerol. The polysaccharide chain from LPS of L. longbeachae appeared to be shorter, but composed of the same sugars except l-fucosamine. Both LPSs contained glycerol phosphate and glucosamine phosphate and L. longbeachae LPS contained in addition glucose phosphate.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00301841
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  • 4
    Electronic Resource
    Electronic Resource
    Quantitative and structural characteristics of lipids in Chlorobium and Chloroflexus (1982)
    Springer
    Archives of microbiology 132 (1982), S. 149-154 
    Details
    ISSN: 1432-072X
    Keywords: Phototrophic bacteria ; Chlorobium ; Chloroflexus ; Lipids ; Taxonomy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The lipid compositions of Chlorobium limicola (4 strains) and Chloroflexus aurantiacus (2 strains) have been compared. Both species contained straight-chain, saturated and monosaturated fatty acids as their main fatty acid constituents but the patterns were distinctly different. Chlorobium contained acids of chain-length essentally in the range C12−C18 with n-tetradecanoate, hexadecenoate and n-hexadecanoate predominating. Chloroflexus was characterized by the presence of significant amounts of C17 and C18−C20 fatty acids not detected in Chlorobium. The latter, on the other hand, contained hydroxylated and cyclopropane-substituted acids not detected in Chloroflexus. Simple wax esters (C28−C38) were found solely in Chloroflexus and accounted for 2.5–3.0% of the cell dry weight. Their fatty acid constituents ranged from C12−C19 (both saturated and monounsaturated isomers) whereas the alcohols were generally saturated and of chain-length C16−C19. Waxes in the range C34−C36 accounted for more than 60% of the total. The polar lipid patterns of the two genera also showed marked differences. All strains contained phosphatidyl-glycerol, monogalactosyl diglyceride and sulfoquinovosyldiglyceride. Chlorobium contained in addition cardiolipin, phosphatidylethanolamine, the unidentified “glycolipid II” and several other unidentified glycolipids, whereas phosphatidyl inositol and a diglycosyl diglyceride were specific for Chloroflexus. The latter lipid contained equimolar amounts of glucose and galactose. Phenol-water extraction yielded material comprising 14% of the dry cell weight for Chlorobium but only 2.5% for Chloroflexus. The Chlorobium material contained two 3-hydroxy fatty acids and several uncommon sugars (not identified). The analytical results were inconclusive regarding occurrence of 2-keto-3-deoxyoctonate. No typical lipopoly-saccharide constituents were found in Chloroflexus.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00508721
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  • 5
    Electronic Resource
    Electronic Resource
    Chemical composition of a lipopolysaccharide from Legionella pneumophila (1989)
    Springer
    Archives of microbiology 153 (1989), S. 72-78 
    Details
    ISSN: 1432-072X
    Keywords: Legionella pneumophila ; Lipopolysaccharide ; Lipid A structure ; Quinovosamine ; 2,3-Dihydroxy-12-methyltridecanoic acid ; 3-Hydroxy-12-methyltridecanoic acid
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Lipopolysaccharide isolated from Legionella pneumophila (Phil. 1) was examined for chemical composition. The polysaccharide split off by mild acid hydrolysis contained rhamnose, mannose, glucose, quinovosamine, glucosamine and 2-keto-3-deoxyoctonate, in molar proportions 1.6:1.8:1.0:1.5:4.1:2.7. Heptoses were absent and glucose was probably mainly phosphorylated. The carbohydrate backbone of the lipid A part consisted of glucosamine, quinovosamine and glycerol, in the molar ratios 3.9:1.0:3.4, with glycerol as a phosphorylated moiety. A complex fatty acid substitution pattern comprising eight O-ester-linked, exclusively nonhydroxylated acids, and nineteen amide-linked, exclusively 3-hydroxylated acids was revealed. Both straight- and branched (iso and anteiso) carbon chains occurred. The major hydroxy fatty acid was 3-hydroxy-12-methyltridecanoic acid and six others were of a chain-length above 20 carbon atoms, with 3-hydroxy-20-methyldocosanoic acid as the longest. Two dihydroxy fatty acids, 2,3-dihydroxy-12-methyltridecanoic and 2,3-dihydroxytetradecanoic acids, were also detected. These results suggest that L. pneumophila contains a rather complex and unusual lipopolysaccharide structure of considerable biological and chemotaxonomic interest.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00277544
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  • 6
    Electronic Resource
    Electronic Resource
    Chemical composition of lipopolysaccharides from Legionella bozemanii and Legionella longbeachae (1994)
    Springer
    Archives of microbiology 162 (1994), S. 215-221 
    Details
    ISSN: 1432-072X
    Keywords: Taxonomy ; Chemical analyses ; Long-chain fatty acids ; 2,3-Diamino-2,3-dideoxy-d-glucose
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Lipopolysaccharides (LPS) from Legionella bozemanii serogroup 1 and Legionella longbeachae serogroup 1 were subjected to chemical analyses. The lipid A part of both LPSs contained 2,3-dideoxy-2,3-diamino-d-glucose as major constituents and d-glucosamine and glycerol as minor constituents of the sugar backbone structure. Both LPSs exhibited a very complex fatty acid composition. Twenty amide-linked 3-hydroxy fatty acids were detected in LPS of L. longbeachae, whereas seventeen were encountered in LPS of L. bozemanii. Both LPSs contained nine ester-linked nonhydroxy fatty acids and the unique long-chain fatty acids 27-oxo-octacosanoic acid, 29-oxotriacontanoic acid, heptacosane-1,27-dioic acid and nonacosane-1,29-dioic acid. SDS-PAGE showed that L. bozemanii produced smooth-form LPS, whereas L. longbeachae LPS was mainly of the R-type. Composition analyses were in accordance with these electrophoretic patterns. d-Quinovosamine and l-fucosamine constituted 80 mol% of the polysaccharide part of L. bozemanii LPS. Other sugars identified were d-glucosamine, d-mannose, d-glucose, l-rhamnose, d-glycero-d-manno-heptose, l-glycero-d-mannoheptose, 2-keto-3-deoxy-octonic acid and glycerol. The polysaccharide chain from LPS of L. longbeachae appeared to be shorter, but composed of the same sugars except l-fucosamine. Both LPSs contained glycerol phosphate and glucosamine phosphate and L. longbeachae LPS contained in addition glucose phosphate.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00301841
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  • 7
    Electronic Resource
    Electronic Resource
    Lipids of heliobacteria are characterised by a high proportion of monoenoic fatty acids with variable double bond positions (1994)
    Springer
    Photosynthesis research 41 (1994), S. 67-74 
    Details
    ISSN: 1573-5079
    Keywords: phototrophic bacteria ; taxonomy
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract The fatty acid composition and lipid pattern of six strains of heliobacteria have been analysed. The results were fairly uniform for all strains. Phosphatidyl ethanolamine and phosphatidyl glycerol were the dominating lipids found, with the former as the major one. No glycolipids were detected. The general fatty acid pattern was dominated by acids of chain length C16 to C18. An unusually large proportion of monoenoic acids was seen, with up to four positional isomers for each chain length. Methyl branched (iso) fatty acids were present, but not cyclopropyl or hydroxy fatty acids nor fatty alcohols.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02184146
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  • 8
    Electronic Resource
    Electronic Resource
    Über synthetische Zucker, I. Synthese der Formose und Bisanhydroformose des Butanons und der Formite des Capryl- und PalmitinaldehydsHerrn Prof. Georg Wittig zum 65. Geburtstag in Verehrung gewidmet (1962)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 654 (1962), S. 198-209 
    Details
    ISSN: 0075-4617
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Auf papierchromatographischem und präparativem Wege wird gezeigt, daß die bei der säurekatalysierten, gekreuzten Aldolreaktion zwischen Oxoverbindungen und überschüssigem Formaldehyd entstehenden zuckerähnlichen Formosen einer gekreuzten, säurekatalysierten Disproportionierung unter Entstehung der entsprechenden Polyalkohole (Formite) unterliegen können.  -  Aus Capryl- und Palmitinaldehyd gewann man die zugehörigen Formite (XVIII, XXI), aus Butanon die offenkettige Formose XXIV, die bicyclische Bisanhydroformose XXX und den monocyclischen Anhydroformit (XXXIII), einige ihrer Derivate sowie den offenkettigen Bismethylenäther XXII des α-Methyl-α.α.α'.α'-tetrakishydroxymethyl-acetons.  -  Die Formosen und ihre Anhydroformen repräsentieren eine neue Klasse synthetischer Zucker.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.19626540120
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