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  • 1
    Electronic Resource
    Electronic Resource
    Boophiline, an Antimicrobial Sterol Amide from the cattle tick boophilus microplus (1997)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 80 (1997), S. 2066-2072 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Boophiline (1), a new sterol amide was isolated from the cattle tick Boophilus microplus (Ixodidae). The structure was assigned as N-[3-(sulfooxy)-25ξcholest-5-en-26-oyl]-L-isoleucine by detailed 2D NMR investigations in conjunction with FAB mass spectrometry and acidic hydrolyses. Complete assignment of the diastereotopic methylene protons of the ring system could be deduced from the NMR data. In agar dilution assays, 1 exhibited antifungal properties against Cladosporium cucumerinum and antibacterial activity against Bacillus subtilis and Escherichia coli.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19970800707
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  • 2
    Electronic Resource
    Electronic Resource
    The Structure of the Polycyclic Nonadecapeptide Ro 09-0198In memoriam Prof. Dr. Rolf Geiger (1988)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 71 (1988), S. 1924-1929 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The conventional determination of the amino-acid sequence of the peptide antibiotic Ro 09-0198 was prevented by four cyclizations via side chains. The joint application of NMR spectroscopy at highest field and automated Edman degradation yielded a complete determination of the connectivity pattern. The three-dimensional structure derived from NOE data exhibits an interesting separation of amino acids with hydrophilic and hydrophobic side chains.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19880710811
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  • 3
    Electronic Resource
    Electronic Resource
    Structure elucidation of yersiniabactin, a siderophore from highly virulent Yersinia strains (1995)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1995 (1995), S. 1727-1733 
    Details
    ISSN: 0947-3440
    Keywords: Yersiniabactin ; Yersinia ; Siderophores ; Iron complexes ; Gallium complexes ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: From cultures of Yersinia enterocolitica H1852, an iron-complexing and iron-transporting compound named yersiniabactin was isolated. The structure of the siderophore was determined by a variety of spectroscopic methods, including 2D NMR experiments on the metal-free ligand as well as its gallium complex. The metal-free ligand, derivatives, as well as iron and gallium complexes were examined by high-resolution FAB-MS, API-MS, API-MS/MS and GC-MS. The novel siderophore contains a benzene and a thiazolidine ring, as well as two thiazoline rings (Figure 1). Its stereochemistry is noteworthy for the presence of five chiral centers, one of which is considerably epimerized. The compound forms stable complexes with trivalent cations such as ferric iron and gallium.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1995199510243
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  • 4
    Electronic Resource
    Electronic Resource
    N-hydroxy-amide analogues of MHC-class I peptide ligands with nanomolar binding affinities (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Journal of Peptide Science 4 (1998), S. 471-478 
    Details
    ISSN: 1075-2617
    Keywords: N-hydroxy peptides ; peptides ; ligands ; MHC ; solid-phase synthesis ; MHC, major histocompatibility complex ; BSA, bovine serum albumin ; DMEM, Dulbecco s modified Eagle'rsquo;s medium ; FITC, fluorescein isothiocyanate ; TcR, T cell receptor, Alloc, allyloxycarbonyl ; Bzl, benzyl ; NMM, N-methyl morpholine ; DIC, diisopropylcarbodiimide ; TIS, triisopropylsilane ; DIPEA, diisopropylethylamine ; HOBt, 1-hydroxybenzotriazole ; DBU, 1,8-diazabicyclo[5.4.0]undecen-7-ene ; HATU, O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate ; HOAt, 7-aza-1-hydroxybenzotriazole ; CPY, carboxypeptidase Y ; APM, aminopeptidase M ; Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A novel class of major histocompatibility complex class I (MHC-I) ligands containing an N-hydroxy-amide bond was designed on the basis of the natural epitope SIINFEKL, and synthesized on solid phase. The capacity of these compounds to bind to the MHC-I molecule H-2Kb and to induce T cell responses was analysed in comparison with the corresponding glycine containing variant of SIINFEKL. Binding to the MHC molecule was diminished by the N-hydroxy group at positions 2 and 3 of the oligomer and improved in the case of positions 4, 5, 6 and 7. No change was seen for position 1. The efficacy of T cell stimulation was strongly reduced by the modification of all positions except for position 1. A complete loss of activity was found for the N-hydroxy variant in positions 4 and 6. N-Hydroxy amide-containing peptides displayed an enhanced stability to enzymatic degradation. This new class of MHC ligand can become instrumental as immunomodulatory reagent in various disease situations. © 1998 European Peptide Society and John Wiley & Sons, Ltd.
    Additional Material: 3 Ill.
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  • 5
    Electronic Resource
    Electronic Resource
    Die Kristallstruktur von α-(tert-Butyloxycarbonylamino)isobuttersäure (1980)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1980 (1980), S. 715-724 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: The Crystal Structure of α-(tert-Butyloxycarbonylamino)isobutyric AcidN-(tert-Butyloxycarbonyl)-2-methylalanine crystallizes from ethyl acetate/light petroleum in monoclinic crystals of the space group P21/c, with a = 1085; b = 1099; c = 1172 pm, β = 122.0° and Z = 4. Intermolecular hydrogen bonding between urethane carbonyl and carboxy groups is observed between two antiparallel molecules in the form of 14-membered rings. These rings are somewhat inclined to each other in the (010) plane, and they are linked again by intermolecular hydrogen bonds between the 2-methylalanine-CO and -NH groups in the [010] direction. The resulting layers are held together only via hydrophobia interaction between opposite tert-butyl groups.
    Notes: N-(tert-Butyloxycarbonyl)-2-methylalanin kristallisiert aus Essigester/Petrolether in monoklinen Kristallen der Raumgruppe P21/c, mit a = 1085; b = 1099; c = 1172 pm, β = 122.0° und Z = 4. Je zwei antiparallel angeordnete Moleküle bilden intermolekulare Wasserstoffbrückenbindungen zwischen der Urethancarbonyl- und der Carboxygruppe in Form von 14gliedrigen Ringen. Diese wechselseitig etwas gegeneinander geneigten, ungefähr in der Ebene (010) liegenden Ringe sind in Richtung [010] wiederum über intermolekulare Wasserstoffbrückenbindungen zwischen den 2-Methylalanin-CO- und -NH-Gruppen vernetzt. Die dadurch resultierenden Schichten werden untereinander durch hydrophobe Wechselwirkungen der sich jeweils gegenüberstehenden tert-Butylgruppen zusammengehalten.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198019800511
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  • 6
    Electronic Resource
    Electronic Resource
    Peptidsynthesen mit der 2-Nitro-1-phenylethyl-Thiolschutzgruppe (1979)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1979 (1979), S. 1173-1188 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Peptide Syntheses with the 2-Nitro-1-phenylethyl Thiol Protecting GroupThe addition of cysteine and its derivatives to β-nitrostyrene yields products useful for conventional peptide synthesis and for syntheses on solid or liquid polymeric supports. The resulting thiol bound 2-nitro-1-phenylethyl (Npe) residue remains stable under the conditions commonly used for the acidolytic cleavage of protecting groups. It can be splitt off under such mild basic conditions that ester bonds are not cleaved. The applicability of the S-(2-nitro-1-phenylethyl) protection is shown on the synthesis of the antibiotic tripeptide S-(2-nitro-1-phenylethyl)-L-cysteinyl-alanyl-alanin and on a synthesis of glutathione. Glutathione was also obtained by the liquid-phase method starting with polyoxyethylene bound glycine followed by stepwise coupling of tf-tert-butyloxycarbonyl-5-(2-nitro-1-phenylethyl)-L-cysteine and Nα-benzyloxycarbonyl-L-glutamic acid-α-ethyl ester. Furthermore the syntheses of polymer bound β-nitrostyrenes on the basis of polystyrene/divinylbenzene and on polyoxyethylene yielded products useful for addition reactions with the thiol groups of cysteine peptides or any other thiols in aqueous media. Thus cysteine peptides can be removed selectively by reversible addition from peptide mixtures.
    Notes: Die Addition von Cystein an β-Nitrostyrol und dessen Derivate führt zu Produkten, die in der konventionellen Peptidsynthese, sowie bei Synthesen am festen oder flüssigen polymeren Trägern eingesetzt werden können. Der dabei resultierende thiolgebundene 2-Nitro-1-phenylethyl-Rest (Npe) ist unter den acidolytischen Abspaltungsbedingungen für die üblicherweise verwendeten Schutzgruppen stabil. Er läßt sich mit Basen so selektiv wieder abspalten, daß Esterbindungen erhalten bleiben. Die Anwendung des S-(2-Nitro-1-phenylethyl)-Schutzes wird an Hand der Synthese des antibiotisch wirksamen Tripeptids S-(2-Nitro-1-phenylethyl)-L-cysteinyl-alanyl-alanin und einer Glutathion-Synthese aufgezeigt. Ferner wird, ausgehend von Polyoxyethylen-gebundenem Glycin, durch schrittweisen Anbau von Nα-tert-Butyloxycarbonyl-S-(2-nitro-1-phenylethyl)-L-cystein und Nα-Benzyloxycarbonyl-L-glutaminsäure-α-ethylester, Glutathion auch mit der Liquid-Phase-Methode erhalten. Die Synthese von polymergebundenen β-Nitrostyrolen auf Basis von Polystyrol/Divinylbenzol und an Polyoxyethylen führt zu Produkten, die es erlauben, Additionen der Thiolgruppe von Cysteinpeptiden oder anderer Thiole in wäßriger Lösung durchzuführen. Dies eröffnet z. B. die Möglichkeit aus einem Peptidgemisch cysteinhaltige Peptide einfach und spezifisch durch reversible Addition zu entfernen.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.197919790812
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  • 7
    Electronic Resource
    Electronic Resource
    Aufbau des Insulinsegments B 13-20 nach der Liquid-Phase-Methode und Synthesekontrolle der trägergebundenen Peptide durch 13C-NMR-Spektroskopie (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1514-1531 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthesis of the Insulin Segment B 13-20 with the Liquid-Phase Method and Control of the Synthesis by 13C NMR Spectroscopy of the Support-bound PeptidesThe protected partial sequence B 13-20 of the insulin B chain has been synthesized stepwise according to the liquid-phase method: Boc-Glu(Bzl)-Ala-Leu-Tyr(Bzl)-Leu-Val-Cys(Bzl)-Gly-OPOE (8) [POE = polyoxyethylene]. The partially protected octapeptide Boc-Glu-Ala-Leu-Tyr(Bzl)-Leu-Val-Cys(Bzl)-Gly-OH (9) was split off from the solubilizing polymeric support by alkaline saponification. Each synthetic step was controlled by 13C NMR spectroscopy of the polyoxyethylene-bound peptides 1-8. The 13C NMR spectra (20.63 MHz) of all polymer-bound intermediates 1-8 and of the cleaved octapeptide 9 were in agreement with the expected signal positions of the amino acid residues. However, the 100.62-MHz 13C NMR spectrum of the polymer-bound octapeptide 8 revealed a benzyl rearrangement at the tyrosine ring. Beginning with the hexapeptide 6 the onset of an α-helical secondary structure was found by circular dichroism measurements. This conformation also reflects in the 13C NMR spectra by typical shifts of the CO, Cα and side-chain signals.
    Notes: Die geschützte Partialsequenz B 13-20 der Insulin-B-Kette wurde schrittweise mit Hilfe der Liquid-Phase-Methode aufgebaut: Boc-Glu(Bzl)-Ala-Leu-Tyr(Bzl)-Leu-Val-Cys(Bzl)-Gly-OPOE (8) [POE = Polyoxyethylen]. Das partiell geschützte Octapeptid Boc-Glu-Ala-Leu-Tyr(Bzl)-Leu-Val-Cys(Bzl)-Gly-OH (9) wurde durch alkalische Verseifung vom solubilisierenden Polymerträger abgespalten. Jede Synthesestufe wurde durch 13C-NMR-Spektroskopie der polyoxyethylengebundenen Peptide 1-8 kontrolliert. Die 13C-NMR-Spektren (20.63 MHz) aller polymergebundenen Zwischenprodukte 1-8 und vom abgespaltenen Octapeptid 9 zeigten übereinstimmung mit den erwarteten Signallagen der Aminosäurebausteine. Im 100.62-MHz-13C-NMR-Spektrum des polymergebundenen Octapeptids 8 wurde jedoch eine Benzylumlagerung am Tyrosinring entdeckt. Ab dem Hexapeptid 6 ergeben sich anhand von Circulardichroismus-Messungen eindeutige Hinweise auf die Ausbildung einer α-helikalen Sekundärstruktur. Diese Konformation spiegelt sich auch in den 13C-NMR-Spektren durch typische Verschiebungen der CO-, Cα- und Seitenketten-Signale wider.
    Additional Material: 7 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820811
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  • 8
    Electronic Resource
    Electronic Resource
    Synthesis of L-Prolyl-leucyl-α-aminoisobutyryl-α-amino-isobutyryl-glutamyl-valinol and Proof of Identity with the Isolated C-Terminal Fragment of Trichotoxin A-40 (1982)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1982 (1982), S. 1677-1699 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthese von L-Prolyl-leucyl-α-aminoisobutyryl-α-aminoisobutyryl-glutamyl-valinol und Identitätsbeweis mit dem isolierten C-terminalen Fragment von Trichotoxin A-40Die beiden hexapeptide L-Prolyl-L-leucyl-α-aminoisobutyryl-α-aminoisobutyryl-L-glutamyl-[oder L-glutaminyl-]L-valinol (7 and 8) wurden mittels Fragmentkondensation aus Z-L-Pro-Leu-Aib-Aib-OH (5a) und L-Glu(But)- Vol (9b) bzw. L-Gln-Vol (10) synthetisiert. Das synthetische Segment 7 erwies sich mit folgenden Methoden als identisch mit einem C-terminalen Fragment aus selektiv gespaltenem Trichotoxin A-40: Dünnschichtchromatographie, Aminosäurenanalyse, GC an chiraler Phase, Felddesorptionsmassenspektrometrie, 13C-NMR-Spektroskopie und Circulardichroismus. Die α-Verknüpfung des C-terminalen Aminoalkohols konnte durch selektive Trifluoracetolyse des natürlichen Pro-Leu-Aib-Aib[Iva]-Glu-Vol (7a and 7b) und des synthetischen Pro-Leu-Aib-Aib-Glu-Vol (7) sowie Vergleich mit synthetischem Glu-Vol (9), Gln-Vol (10), Glu(Vol) (11) und Glu(Vol)-NH2 (12) gezeigt werden. Ferner gelang es, die Kinetik der Valinol-Abspaltung durch wäßriges 6 N HCI/Dioxan anhand von Aminosäurenanalysen für das natürliche und synthetische Hexapeptid (7) aufzunehmen. Einschließlich des Aminosäureaustausches aufgrund der biosynthetischen Mikroheterogenität lautet somit die Primärstruktur von Trichotoxin A-40: Ac-Aib-Gly[L-Ala]-Aib-L-Leu-Aib-L-Gln-Aib-Aib-Aib-[L-Ala]-L-Ala-Aib-Aib-L-Pro-L-Leu-Aib-D-Iva[Aib]-L-Glu-L-Vol (1).
    Notes: The two hexapeptides L-prolyl-L-leucyl-α-aminoisobutyryl-α-aminoisobutyryl-L-glutamyl-[or L-glutaminyl-, respectively]L-valinol (7 and 8) were synthesized via fragment condensation of Z-L-Pro-L-Leu-Aib-Aib-OH (5a) with L-Glu(But)-Vol (9b) [or L-Gln-Vol (10), respectively]. The synthetic segment 7 was found to be identical with a C-terminal fragment isolated from selectively cleaved trichotoxin A-40 using thin layer chromatography, amino acid analysis, chiral phase gas chromatography, field desorption mass spectrometry, 13C NMR spectroscopy, and circular dichroism. The α-linkage of the C-terminal amino alcohol was shown via selective trifluoroacetolyses of natural Pro-Leu-Aib-Aib[Iva]-Glu-Vol (7a and 7b) and synthetic Pro-Leu-Aib-Aib-Glu-Vol (7) and comparison with synthetic Glu-Vol (9), Gln-Vol (10), Glu(Vol) (11), and Glu(Vol)-NH2 (12). Furthermore, the kinetics of the cleavage of valinol from both natural and synthetic hexapeptide (7) using 6 N HCI/dioxane was determined by quantitative amino acid analysis. Therefore, including amino acid exchanges due to biosynthetic microheterogeneity, the primary structure of trichotoxin A-40 is Ac-Aib-Gly[L-Ala]-Aib-L-Leu-Aib-L-Gln-Aib-Aib-Aib-[L-Ala]-L-Ala-Aib-Aib-L-Pro-L-Leu-Aib-D-Iva[Aib]-L-Glu-L-Vol (1).
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198219820909
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  • 9
    Electronic Resource
    Electronic Resource
    The Mitogenic Principle of Escherichia coli Lipoprotein: Synthesis, Spectroscopic Characterization, and Mitogenicity of N-Palmitoyl-S-[(2R,)-2,3-dipalmitoyloxypropyl]-(R)-cysteine Methyl Ester (1983)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1983 (1983), S. 1608-1622 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Das mitogene Prinzip des escherichia-coli-Lipoproteins: Synthese, spektroskopische Charakterisierung und Mitogenität von N-Palmitoyl-S-[(2R,S)-2,3-dipalmitoyloxypropyl]-(R)-cystein-methylesterDer lipophile N-terminale Teil des Lipoproteins aus der äußeren Membran von Escherichia coli, N-Palmitoyl-S-[(2R,S)-2,3-dipalmitoyloxypropyl]-(R)-cystein, wurde durch Diacylierung von L-Cystin-dimethylester, Reduktion zum N-Palmitoyl-L-cystein-methylester (7) und Alkylierung mit (2R,S)-1-Brom-2,3-dipalmitoyloxypropan (8) synthetisiert. Alternative wurde 3-Brom-1,2-propandiol mit N-Palmitoyl-L-cystein-methylester (7) umgesetzt und anschließend verestert. Als Analogon wurde N-Palmitoyl-L-glutaminsäure-α-methylester (5) dargestellt. Alle Verbindungen wurden mittels 13C-NMR und Massenspektrometrie untersucht. N-Palmitoyl-S-[(2R,S)-2,3-dipalmitoyloxypropyl]-(R)-cystein-methylester (9) ist mitogen aktiv gegenüber Mäusemilzzellen, wie sich durch [3H]Thymidin-Einbau in DNA feststellen ließ. Damit wurde bestätigt, daß das mitogene Prinzip des Lipoproteinmoleküls seinem N-terminalen, Fettsäuren tragenden Teil zuzuordnen ist.
    Notes: The lipophilic N-terminal part of the lipoprotein from the outer membrane of Escherichia coli, N-palmitoyl-S-[(2R,S)-2,3-dipalmitoyloxypropyl]-(R)-cystine, was synthesized via diacylation of L-cystine dimethyl ester, reduction to N-palmitoyl-L-cysteine methyl ester (7), and alkylation with (2R,S)-1-bromo-2,3-dipalmitoyloxypropane (8). Alternatively, 3-bromo-1,2-propanediol was reacted with N-palmitoyl-L-cysteine methyl ester (7) and subsequently esterified. As an analogue N-palmitoyl-L-glutamic acid α-methyl ester (5) was prepared. All products were analyzed by 13C NMR and mass spectrometry. N-Palmitoyl-S-[(2R,S)-2,3-dipalmitoyloxypropyl]-(R)- cysteine methyl ester (9) exhibits mitogenic activity towards mouse spleen cells as measured by [3H]thymidine incorporation into DNA. Thus, former investigations having shown the mitogenic principle of the lipoprotein molecule residing in its N-terminal fatty acid-containing part are confirmed.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198319830916
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  • 10
    Electronic Resource
    Electronic Resource
    ω-Cycloheptyl-α-hydroxyundecanoic Acid, a New Fatty Acid from a Thermo-acidophilic Bacillus Species (1985)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1985 (1985), S. 378-382 
    Details
    ISSN: 0170-2041
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: ω-Cycloheptyl-α-hydroxyundecansäure, eine neue Fettsäure aus einer thermo-acidophilen Bacillus-Speciesω-Cycloheptyl-α-hydroxyundecansäure wurde in präparativen Mengen aus einer neuen thermoacidophilen Bacillus-Species isoliert. Die neue, ungewöhnliche Fettsäure und ihr Methylester sowie ihr α-Ketosäure-methylester wurden eindeutig durch 1H- und 13C-Kernresonanz, Massen-und Infrarot-Spektren sowie durch Gaschromatographie bestimmt. Gaschromatographie an chiraler Phase ergab die D-Konfiguration für ω-Cycloheptyl-α-hydroxyundecansäure.
    Notes: ω-Cycloheptyl-α-hydroxyundecanoic acid was isolated in preparative amounts from a new thermoacidophilic Bacillus strain. The new unusual fatty acid, its methyl ester and α-keto acid methyl ester derivatives were unequivocally determined by 1H and 13C nuclear magnetic resonance, mass and infrared spectra, and gas chromatography. Gas chromatography on a chiral phase revealed the D-configuration for ω-cycloheptyl-α-hydroxyundecanoic acid.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198519850213
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