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  • 1
    Electronic Resource
    Electronic Resource
    An ultrastructural search for lectin-binding sites on surfaces of spinach leaf organelles (1981)
    Springer
    Planta 152 (1981), S. 145-152 
    Details
    ISSN: 1432-2048
    Keywords: Lectin binding ; Membranes (surfaces) ; Nicotiana ; Organelles (leaf) ; Protoplasts ; Spinacia
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology
    Notes: Abstract Organelles isolated from leaves of spinach (Spinacia oleracea L.) were prefixed in glutaraldehyde and then incubated with ferritin conjugates of four lectins — Concanavalin A (Con A), Ricinus communis L. agglutinin, MW 120,000 (RCA), soybean agglutinin (SBA), and wheat germ agglutinin (WGA) — in order to probe their cytoplasmic surfaces for saccharide residues. In each case the major leaf organelles, including microbodies, mitochondria and chloroplast derivatives, failed to exhibit labeling when examined with the electron microscope. Tobacco (Nicotiana tabacum L.) leaf protoplasts, incubated simultaneously with and under identical conditions to the spinach organelles, showed specific labeling of their plasma membranes with all four lectin conjugates, thus establishing the efficacy of the procedure for demonstrating the presence of binding sites when they exist. Further attempts to show binding of one of the lectins, Con A, by labeling with fluorescein-Con A and by organelle agglutination, yielded results consistent with the absence of ultrastructural labeling. It is concluded that no saccharide residues recognized by the four lectins are present on the cytoplasmic surfaces of organelles and that those residues reported to be constituents of intracellular membranes, therefore, are most likely exposed on the luminal (extracytoplasmic) surfaces.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00391186
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  • 2
    Electronic Resource
    Electronic Resource
    Nitril-Ylide aus Oxazolinonen-(5); Nachweis durch Abfangreaktionen und Umlagerung in 2-Aza-butadiene-(1.3) (1971)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 104 (1971), S. 3816-3830 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Nitrile Ylides from Oxazolin-5-ones; Detection by Adduct Formation and Rearrangement into 2-Azabuta-1.3-dienesOxazolin-5-ones undergo thermal cycloelimination of carbon dioxide to yield nitrile ylides 11 which are detected by means of adduct formation with activated dipolarophiles. In absence of dipolarophiles rearrangement to 2-azabuta-1.3-dienes (15, 16) may occur which react intramolecularly with suitable functional groups to bisenamines 18, N-alkenylpyrroles 22 and Δ1-pyrrolines 24. The 1.5-dipolar cyclisation of nitrile ylides to pyrroles is described.
    Notes: Oxazolinone-(5) zerfallen beim Erhitzen unter Cycloeliminierung von Kohlendioxid in Nitril-Ylide 11, die durch Adduktbildung mit aktivierten Dipolarophilen nachgewiesen werden. Bei Abwesenheit von Dipolarophilen kann Umlagerung in 2-Aza-butadiene-(1.3) (15, 16) eintreten, die intramolekular mit geeigneten funktionellen Gruppen zu Bis-enaminen 18, N-Alkenyl-pyrrolen 22 und Δ-Pyrrolinen 24 weiterreagieren. Die 1.5-dipolare Cyclisierung von Nitril-Yliden zu Pyrrolen wird beschrieben.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19711041212
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  • 3
    Electronic Resource
    Electronic Resource
    Thermolyse von Oxazolin-5-onen, III. Unterschiedliches Thermolyseverhalten von 2- und 4-Arylthio-2-(trifluormethyl)oxazolin-5-onen: Cycloeliminierung von CO2 zu 2H-1,3-Benzothiazinen und CO-Abspaltung zu Alken-Derivaten (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 2863-2869 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Thermolysis of Oxazolin-5-ones, III. Different Behaviour of 2- and 4-Arylthio-2-(trifluoromethyl)oxazolin-5-ones on Thermolysis: Formation of 2H-1,3-Benzothiazines and Alkene Derivatives by Cycloelimination of CO2 and loss of CO respectively4-Isopropyl-2-(trifluoromethyl)-3-oxazolin-5-one (1) reacts with arylsulfonic acid thioarylesters and triethylamine to give 2-arylthio-3-oxazolinones 2, which on heating to 150°C decompose with formation of CO2 and 2H-1,3-benzothiazines 7. Arylsulfenyl chlorides, however, give the isomeric 4-arylthio derivatives 3, which on thermolysis afford CO and 1-arylthio-2-methyl-1-(trifluoroacetamido)-1-propenes 9, a reaction without precedent in oxazolinone chemistry. Possible causes for the different thermal behaviour of 2 and 3 are discussed.
    Notes: 4-Isopropyl-2-(trifluormethyl)-3-oxazolin-5-on (1) setzt sich mit Arylsulfonsäure-thioarylestern und Triäthylamin zu 2-Arylthio-3-oxazolinonen 2 um, die beim Erhitzen auf 150°C in CO2 und 2H-1,3-Benzothiazine 7 zerfallen. Arylsulfenylchloride liefern dagegen isomere 4-Arylthio-Derivate 3, deren thermische Spaltung in CO und 1-Arylthio-2-methyl-1-(trifluoracetamido)-1-propene 9 in der Oxazolinon-Reihe bisher ohne Beispiel ist. Mögliche Gründe für das unterschiedliche thermische Verhalten von 2 und 3 werden diskutiert.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731060914
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  • 4
    Electronic Resource
    Electronic Resource
    Thermolyse von Oxazolin-5-onen, IV. Überführung o-nitrophenyl-substituierter 3-Oxazolin-5-one in 1-Acyloxyindazole und (o-Nitrophenyl)ketone (1973)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 106 (1973), S. 2870-2876 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Thermolysis of Oxazolin-5-ones, IV. Conversion of o-Nitrophenyl Substituted 3-Oxazolin-5-ones into 1-Acyloxyindazoles and (o-Nitrophenyl) KetonesThe preparation of 2-(2,4-dinitrophenyl)-3-oxazolin-5-ones 2 via reaction of 2-(trifluoromethyl)-3-oxazolin-5-ones or 2-aryl-2-oxazolin-5-ones with 1-fluoro-2,4-dinitrobenzene/triethylamine is described. Compounds 2 on thermolysis lose CO2 and yield 1-acyloxyindazoles 5, which are readily hydrolyzed to 1-hydroxyindazoles 6. Hydrolysis of 2 leads to (2,4-dinitrophenyl) ketones 11 some of which are obtained otherwise only with difficulty.
    Notes: Die Darstellung von 2-(2,4-Dinitrophenyl)-3-oxazolin-5-onen 2 durch Umsetzung von 2-(Trifluormethyl)-3-oxazolin-5-onen oder 2-Aryl-2-oxazolin-5-onen mit 1-Fluor-2,4-dinitrobenzol/Triäthylamin wird beschrieben. Die Verbindungen 2 liefern bei der Thermolyse unter CO2-Abspaltung 1-Acyloxyindazole 5, die leicht zu 1-Hydroxyindazolen 6 verseift werden. Die Hydrolyse von 2 ergibt (2,4-Dinitrophenyl)ketone 11, die auf andere Weise z. T. schwer zugänglich sind.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19731060915
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  • 5
    Electronic Resource
    Electronic Resource
    Kettenverlängerung von Carbonsäuren um drei Kohlenstoff-Atome über Oxazol-5-on-Anionen (1971)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 83 (1971), S. 727-728 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19710831713
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  • 6
    Electronic Resource
    Electronic Resource
    Basenkatalysierte Addition von Oxazol-5-onen an aktivierte Mehrfachbindungen (1971)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 83 (1971), S. 725-726 
    Details
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19710831712
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  • 7
    Electronic Resource
    Electronic Resource
    α-Aminosäuren als nucleophile Acyläquivalente, II. Synthese von γ-Diketonen unter Verwendung von Oxazolin-5-onen (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 3221-3236 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: α-Amino Acids as Nucleophilic Acyl Equivalents, II. Synthesis of γ-Diketones by means of Oxazolin-5-onesOxazolin-5-ones 1, easily obtainable from α-amino acids, undergo base catalyzed addition of acylacetylenes to give 4-(3-oxopropenyl)-derivatives 2, which are cleaved on warming with oxalic acid dihydrate in acetic acid to yield γ-diketones 3. Starting from 4-alkylideneoxazolin-5-ones 7 4 1-branched oxazolinones 8 may be obtained via addition of lithium phenylthio(alkyl)cuprates. Despite of their high sterical hindrance the oxazolinones 8 are converted into α,α-disubstituted γ-diketones 10 as described for 1. The stereochemistry of the base catalyzed addition of benzoylacetylene to 1b has been investigated.
    Notes: Die aus α-Aminosäuren leicht Oxazolin-5-one, 1. addieren basenkatalysiert Acylacetylene zu 4-(3-Oxopropenyl)-Derivaten 2, die sich durch Erwärmen mit Oxalsäure-dihydrat in Essigsäure zu den γ-Diketonen 3 spalten lassen. Ausgehend von 4-Alkylidenoxazolin-5-onen 7 können durch 1,4-Addition von Lithium-phenylthio(alkyl)cupraten 4 1 -verzweigte Oxazolinone 8 erhalten werden, die trotz großer sterischer Hinderung auf analoge Weise in α, α-dialkylverzweigte γ-Diketone 10 überführbar sind. Die Stereochemie der basenkatalysierten Addition von Benzoyllacetylen an 1b wird untersucht.
    Additional Material: 9 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120919
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  • 8
    Electronic Resource
    Electronic Resource
    Reaktionen von Oxazolin-5-on-Anionen, VIII. α-Substituierte α-Aminosauren durch Alkylierung von Oxazolin-5-onen (1979)
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 112 (1979), S. 128-137 
    Details
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Reactions of Oxazolin-5-one Anions, VIII. α-Substituted α-Amino Acids via Alkylation of Oxazolin-5-onesAlkylation of oxazolin-5-ones 1 with alkyl halides/ethyldiisopropylamine in dipolar aprotic solvents yields 4,4-disubstituted oxazolin-5-ones 2. which are cleaved with HCl/acetic acid to give α-amino acids 3. The introduction of cycloheptatrienyl residues with tropylium perchlorate/triethylamine in benzene is described. Oxazolin-5-ones may be considered as nucleophilic acyl equivalents. This is demonstrated by alkylation of 4-isopropyl-2-phenyl-2-oxazolin-5-one (lb) to give 4-isopropyl-4-(2-nitrobenzyl)-2-phenyl-2-oxazolin-5-one (2f) which may be transformed into isopropyl 2-nitrobenzyl ketone (12).
    Notes: Die Alkylierung von Oxazolin-5-onen 1 mit Alkylhalogeniden/Ethyldiisopropylamin in dipolar aprotischen Lösungsmitteln ergibt 4,4-disubstituierte Oxazolin-5-one 2, die mit HCl/Eisessig zu α-substituierten α-Aminosäuren 3 gespalten werden. Die Einführung von Cycloheptatrienyl Resten gelingt mit Tropylium-perchlorat/Triethylamin in Benzol. Die Möglichkeit, Oxazolin, 5-one als nucleophile Acyläquivalente einzusetzen, wird an der Alkylierung von 4-Isopropyl 2-phenyl-2-oxazolin-5-on (1b) zum 4-(2-Nitrobenzyl)-Derivat 2f und dessen Abbau zum Isopropyl-(2-nitrobenzyl)-keton (12) aufgezeigt.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/cber.19791120113
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  • 9
    Electronic Resource
    Electronic Resource
    Chain Lengthening of Carboxylic Acids by Three Carbon Atoms via Oxazol-5-one AnionsReactions of oxazol-5-one anions, Part 7.-Part 6: W. Steglich. P. Gruber, G. Höfle, and W. König, Angew. Chem. 83, 725 (1971); Angew. Chem. internat. Edit. 10, 653 (1971). (1971)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 10 (1971), S. 655-656 
    Details
    ISSN: 0570-0833
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.197106551
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  • 10
    Electronic Resource
    Electronic Resource
    Base-Catalyzed Addition of Oxazol-5-ones to Activated Multiple BondsReactions of oxazol-5-one anions, Part. 6.-Part 5: W. Steglich, and G. Höfle, Chem. Ber. 102, 1129 (1969). (1971)
    Weinheim : Wiley-Blackwell
    Angewandte Chemie International Edition in English 10 (1971), S. 653-654 
    Details
    ISSN: 0570-0833
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/anie.197106532
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