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  • Organic Chemistry  (11)
  • General Chemistry  (6)
  • 1
    Electronic Resource
    Electronic Resource
    Synthesis of (-)-Biopterin (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 963-967 
    Details
    ISSN: 0170-2041
    Keywords: Biopterin ; Aldol-type reaction, stereoselective ; (S)-Lactate, ethyl ; 1-Propanol, (1S,2S)-1-(2-furyl)-2-(trityloxy)- ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Synthese von (-)-BiopterinFür die Synthese von (-)-Biopterin (1) dient das aus (S)-Milchsäure-ethylester gebildete (1S,2S)-1-(2-Furyl)-2-(trityloxy)-1-propanol (6) als Baustein für die Seitenkette.
    Notes: The synthesis of (-)-biopterin (1) was accomplished by employing (1S,2S)-1-(2-furyl)-2-(trityloxy)-1-propanol (6), derived from ethyl (S)-lactate, as building block for the side chain.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.198919890252
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  • 2
    Electronic Resource
    Electronic Resource
    Identification of arsenobetaine and a tetramethylarsonium salt in the clam Meretrix lusoria (1987)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 1 (1987), S. 177-183 
    Details
    ISSN: 0268-2605
    Keywords: Clam ; Arsenic ; Organorsenicals ; Arsenobetaine ; Tetramethylarsonium salt ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chemical forms of arsenic were examined in six tissues (gill, mid-gut gland, siphon, foot, mantle and adductor muscle) of the clam Meretrix lusoria. The gill was found to contain higher levels of arsenic than the other tissues. Regardless of the nature of the tissues, the presence of arsenobetaine was established by HPLC0ICP; it was a minor arsenic compound in gill but a major one in the other tissues. The major arsenic compound in gill, which was more cationic than arsenobetaine, was obtained in a relatively pure state by ion-exchange chromatography, gel filtration and HPLC. It was positive to the Dragendorff reagent and iodine vapor but negative to ninhydrin reagent. Its 1HNMR spectrum exhibited only one signal at δ 1.7 (singlet) and its FAB mass spectrum gave a base peak at m/e 135 [(CH3)4As+] and two significant peaks at m/e 120 [(CH3)3As] and 106 [(CH3)2AsH]. These results suggested that the major arsenic compound in gill exists as a tetramethylarsonium salt (CH3)4As+ · X-. The tetramethylarsonium salt was also found as a minor component in the tissues other than the gill.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590010209
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  • 3
    Electronic Resource
    Electronic Resource
    Foreword (1990)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 4 (1990), S. i 
    Details
    ISSN: 0268-2605
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590040302
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  • 4
    Electronic Resource
    Electronic Resource
    Metabolism in mice of arsenic compounds contained in the red alga Porphyra yezoensis (1990)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 4 (1990), S. 281-286 
    Details
    ISSN: 0268-2605
    Keywords: Arsenic ; arsenosugars ; red alga ; Porphyra yezoensis ; mice ; excretion ; feces ; urine ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Arsenic compounds in the red alga Porphyra yezoensis were purified by gel filtration on Bio-Gel P-2; chromatographic behavior suggested that they were arsenic-containing ribofuranosides (arsenosugars). When partially purified arsenosugars were orally administered to mice, 86% and 13% of the arsenic administered were excreted in feces and urine, respectively, within 48 h. Arsenic compounds excreted in feces were identified as arsenosugars by gel filtration and highperformance liquid chromatography, while those excreted in urine were identified as methylarsonic acid, dimethylarsinic acid and arsenobetaine. On the other hand, upon intravenous administration of arsenosugars, a large part of the arsenic administered was excreted rapidly in urine; after 72 h, 92% of the arsenic administered was recovered in urine and 6% in feces. Similarly to the case of oral administration, methylarsonic acid, dimethylarsinic acid and arsenobetaine were detected in urine.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590040317
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  • 5
    Electronic Resource
    Electronic Resource
    A New Synthesis of (-)-Biopterin Employing 5-Deoxy-L-ribose as a Key Intermediate (1989)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1989 (1989), S. 1267-1269 
    Details
    ISSN: 0170-2041
    Keywords: Biopterin ; D-Ribose ; Grignard reaction, stereoselective ; L-Ribose, 5-deoxy ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: (-)-Biopterin (1) was synthesized from 5-deoxy-L-ribose (6) which was derived from commercially available D-ribose (2) employing the highly stereoselective Grignard reaction of 2,3-O-cyclohexylidene-D-ribose (3) with methylmagnesium iodide.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/jlac.1989198902102
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  • 6
    Electronic Resource
    Electronic Resource
    Acute toxicity and metabolism of arsenocholine in mice (1992)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 6 (1992), S. 369-373 
    Details
    ISSN: 0268-2605
    Keywords: Arsenocholine ; arsenobetaine ; acutetoxicity ; LD50 ; excretion ; metabolism ; Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The acute toxicity of arsenocholine was examined in mice by oral administration and intravenous injection. The LD50 values of arsenocholine were 6.5 g kg-1 for oral administration and 187 mg kg-1 for oral administration and 187 mg kg-1 for intravenous injection. Decreases of respiration and spontaneous motility were observed in the mice dosed orally at 12 g kg-1. The animals exhibited ataxia and finally showed paralysis of the hind legs within 20 min of administration. When arsenocholine was administered orally to mice at 5 or 50 mg As kg-1, the greater part of the arsenic administered was recovered in urine within 96 h. The metabolite of arsenocholine in urine was identified as arsenobetaine by high-performance liquid chromatography-inductively coupled plasma emission spectrometry (HPLC ICP) and fast atom bombardment mass spectrometry (FAB MS). These results suggested that the major part of orally administered arsenocholine was absorbed from the gastrointestinal tract in mice and then rapidly excreted in urine with biotransformation.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590060410
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  • 7
    Electronic Resource
    Electronic Resource
    Foreward (1988)
    New York, NY [u.a.] : Wiley-Blackwell
    Applied Organometallic Chemistry 2 (1988), S. x 
    Details
    ISSN: 0268-2605
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/aoc.590020402
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  • 8
    Electronic Resource
    Electronic Resource
    Synthese der ersten Addukte der Dimetallofullerene La2@C80 und Sc2@C84 durch Addition eines DisiliransDiese Arbeit wurde von der Iketani Science and Technology Foundation sowie durch einen Grant-in-Aid for Scientific Research on Priority Area (Nr. 06224204) des japanischen Ministeriums für Erziehung, Wissenschaft und Kultur gefördert. (1995)
    Weinheim : Wiley-Blackwell
    Zeitschrift für die chemische Industrie 107 (1995), S. 2303-2304 
    Details
    ISSN: 0044-8249
    Keywords: Fullerene ; Lanthanverbindungen ; Scandiumverbindungen ; Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/ange.19951071915
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  • 9
    Electronic Resource
    Electronic Resource
    Multifunctional catalysis for transamination reaction of α-amino acids with glyoxylic acid in synthetic bilayer memberane (1989)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 2 (1989), S. 110-116 
    Details
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The transamination reaction of α-amino acids with glyoxylic acid as catalyzed by copper(II) ions was investigated kinetically in an aqueous medium at pH 5·0 and 30·0°C. L-Phenylalanine transferred its amino group to glyoxylic acid most readily among seven different amino acids used here in the single-walled bilayer vesicle formed with N,N-dihexadecyl-Nα-[6-(trimethylammonio)hexanoyl]-L-histidinamide bromide (N+C5His2C16). Such rate enhancement was found to originate from the cooperative trifunctional catalysis: a coordination effect exercised by copper(II) ions, a general acid-base catalysis by the imidazolyl group of the lipid, and a hydrophobic field effect provided by the bilayer vesicle. Lack of any of the three functions failed to give out significant rate enhancement. As regards correlation between the reactivity and the nature of α-amino acids, the copper(II)-catalyzed transamination was progressively enhanced as hydrophobicity of the α-amino acid was increased in the N+C5His2C16 vesicle.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/poc.610020204
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  • 10
    Electronic Resource
    Electronic Resource
    Molecular recognition by macrocyclic receptors having multiple hydrophobic branches in a synthetic bilayer membrane (1992)
    Chichester : Wiley-Blackwell
    Journal of Physical Organic Chemistry 5 (1992), S. 633-643 
    Details
    ISSN: 0894-3230
    Keywords: Organic Chemistry ; Physical Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Hybrid molecular assemblies were prepared in combinations of a synthetic peptide lipid, involving an L-alanine residue interposed between an anionic head group and a hydrophobic double-chain segment, with cationic macrocyclic hosts, a steroid cyclophane bearing four rigid steroid moieties and octopus cyclophanes having eight flexible hydrocarbon branches. On addition of the cyclophanes to multi-walled bilayer membranes composed of the anionic lipid, thermodynamic parameters (ΔH and ΔS) associated with the phase transition between the gel and liquidcrystalline states were subjected to changes that are consistent with the formation of the hybrid assemblies. Anionic fluorescent guests, 8-anilinonaphthalene-1-sulphonate and 6-p-toluidinonaphthalene-2-sulphonate, were effectively incorporated into the hydrophobic cavities provided by the cationic cyclophanes embedded in the bilayer membrane through hydrophobic and electrostatic interactions. The guest-binding modes of the hybrid assemblies are classified into two types; a guest is included in the proximity of the hydrogen-belt domain of the bilayer membrane in one mode, and a guest is incorporated into the hydrophobic bilayer domain composed of double hydrocarbon chains of the lipid in another.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/poc.610051004
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