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  • 1
    Electronic Resource
    Electronic Resource
    Relationship between gliadin peptide structure and their effect on the fetal chick duodenum (1991)
    Springer
    European food research and technology 192 (1991), S. 116-119 
    Details
    ISSN: 1438-2385
    Source: Springer Online Journal Archives 1860-2000
    Topics: Process Engineering, Biotechnology, Nutrition Technology
    Description / Table of Contents: Summary The tendency to form aβ-turn inα-gliadin was estimated using the B-cell determinant prediction program based on the Chou and Fasman probability ofβ-turn formation. Six sequences possessing a high probability ofβ-turn formation were found. A statistically high agreement was found between these six sequences and three areas inα-gliadin with the occurrence of Pro-Ser-Gln-Gln sequence which has recently been considered responsible for toxicity in coeliac disease. By means of solid-phase synthesis seven peptides were obtained covering the above-mentioned regions. Their toxicity was tested using the fetal chick duodenum. The results support the suggestion that peptides containing the sequences Pro-Ser-Gln-Gln and Gln-Gln-Gln-Pro may be involved in the pathogenesis of coeliac disease.
    Notes: Zusammenfassung Die Tendenz zur Bildung einerβ-Umwandlung imα-Gliadin wurde bei Anwendung eines mathematischen Programms zur Vorhersage von B-Zelldeterminanten bestimmt, welches auf der Wahrscheinlichkeit derβ-Umwandlung nach Chou und Fasman basiert. Es wurden 6 Sequenzen gefunden, die eine hohe Wahrscheinlichkeit für die Bildung vonβ-Umwandlungen aufwiesen. Zwischen diesen 6 Sequenzen und 3 Regionen imα-Gliadin mit der Sequenz Pro-Ser-Gln-Gln, die kürzlich als verantwortlich für die Toxizität bei Cöliakie angesehen wurden, konnte eine statistisch gesicherte Beziehung gefunden werden. Mittels Festphasensynthese wurden 7 Peptide erhalten, die die oben genannten Regionen überdeckten. Ihre Toxizität wurde im fetalen Kückendarm getestet. Die Ergebnisse weisen darauf hin, daß Peptide, welche die Sequenz Pro-Ser-Gln-Gln und Gln-Gln-Gln-Pro enthalten, an der Pathogenese der Cöliakie beteiligt sein könnten.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01202623
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  • 2
    Electronic Resource
    Electronic Resource
    New approach for preparation of 2,3,7-trisubstituted 3,4-dihydroisoquinolinone libraries on solid phase (2000)
    Springer
    Molecular diversity 5 (2000), S. 153-161 
    Details
    ISSN: 1573-501X
    Keywords: decarboxylation ; dihydroisoquinoline ; solid phase
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Abstract In an attempt to prepare 7-substituted 3,4-dihydroisoquinolinone family of compounds, we observed an unexpected decarboxylation. The reaction of 4-nitrohomophthalic anhydride with a Schiff base formed on solid support leads to the formation of core structure. LC-MS and 1H NMR analysis confirmed the structure of unexpected intermediate. A library of 38,400 compounds was produced using this new synthetic approach.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1023/A:1016205515959
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  • 3
    Electronic Resource
    Electronic Resource
    Structurally homogeneous and heterogeneous synthetic combinatorial libraries (1996)
    Springer
    Molecular diversity 1 (1996), S. 149-164 
    Details
    ISSN: 1573-501X
    Keywords: Combinatorial chemistry ; Library ; Scaffold ; Solid-phase synthesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary We have designed and synthesized structurally homogeneous and heterogeneous nonpeptide libraries. Structurally homogeneous libraries are characterized by the presence of one common structural unit, a scaffold, in all library compounds (e.g. cyclopentane, cyclohexane, diketopiperazine, thiazolidine). In structurally heterogeneous libraries different organic reactions (acylation, etherification, reductive amination, nucleophilic displacement) were applied to connect bifunctional building blocks unrelated in structure (aromatic hydroxy acids, aromatic hydroxy aldehydes, amino alcohols, diamines, and amino acids). The focus of this communication is to document the use of bifunctional building blocks for the design and synthesis of structurally heterogeneous libraries ofN-(alkoxy acyl)amino acids, N,N′-bis-(alkoxy acyl)diamino acids,N-acylamino ethers,N-(alkoxy acyl)amino alcohols,N-alkylamino ethers, andN-(alkoxy aryl)diamines.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01544953
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  • 4
    Electronic Resource
    Electronic Resource
    Bifunctional scaffolds as templates for synthetic combinatorial libraries (1996)
    Springer
    Molecular diversity 1 (1996), S. 177-182 
    Details
    ISSN: 1573-501X
    Keywords: Combinatorial chemistry ; Library ; Scaffold ; Solid-phase synthesis ; Streptavidin
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary A small-molecule synthetic combinatorial library was designed and synthesized that features potential pharmacophores attached to a variety of small cyclic scaffolds. The synthesis of the library involved randomization of three types of building blocks: 20 amino acids, 10 aromatic hydroxy acids and 21 alcohols, totaling a library complexity of 4200 compounds. Mitsunobu polymer-supported etherification was used in the last randomization. The library compounds were attached to beads via an ester-bond linkage enabling both on-bead as well as in-solution screening. When the library was tested against a model target, streptavidin, specific binders were found. The structures of the most active compounds were determined from the fragmentation pattern in MS/MS experiments.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01544955
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  • 5
    Electronic Resource
    Electronic Resource
    Synthetic library techniques: Subjective (biased and generic) thoughts and views (1996)
    Springer
    Molecular diversity 1 (1996), S. 193-216 
    Details
    ISSN: 1573-501X
    Keywords: Synthetic libraries ; Peptide libraries ; One-bead-one-compound libraries ; Deconvolution ; Diversity ; Screening approaches
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary Various aspects of synthetic diversity generation and screening are discussed. Controversial issues are raised and different points of view are presented. We hope the article will stimulate thinking about the utilization of library techniques and start a discussion about questions concerning their application.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01544958
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  • 6
    Electronic Resource
    Electronic Resource
    High-volume cellular screening for anticancer agents with combinatorial chemical libraries: A new methodology (1996)
    Springer
    Molecular diversity 2 (1996), S. 57-63 
    Details
    ISSN: 1573-501X
    Keywords: Combinatorial chemical libraries ; Anticancer drugs ; Tumor cell line screening
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary A single-step cancer cell cytotoxic assay system for anticancer drug discovery has been developed which facilitates rapid screening of large combinatorial chemical libraries synthesized using the ‘one-bead-one-compound’ (OBOC) methodology. Each OBOC library bead incorporates two orthogonally cleavable linkers that release the bead-bound compound at a different pH. The assay utilizes high concentrations of tumor cells mixed directly with OBOC beads and plated in soft agarose containing tissue culture medium. One of the orthogonal linkers is cleaved at neutral pH in tissue culture releasing an aliquot of compound to diffuse at a relatively high local concentration into the soft agarose immediately surrounding the bead. Active compounds are identified visually from a clear ring of tumor cell lysis which forms within 48 h around just the rare bead releasing a cytotoxic compound. The bead releasing a cytotoxin is then plucked from the agar and the remaining compound still linked to the bead can be released for structural analysis, followed by compound resynthesis and confirmatory testing. This assay system has been successfully applied to identification of lead cytotoxic compounds from model peptidic and non-peptidic combinatorial chemical libraries. Use of this methodology may facilitate anticancer drug discovery.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF01718701
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  • 7
    Electronic Resource
    Electronic Resource
    One-bead-one-structure combinatorial libraries (1995)
    New York : Wiley-Blackwell
    Biopolymers 37 (1995), S. 177-198 
    Details
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Combinatorial libraries employing the one-bead-one-compound technique are reviewed. Two distinguishing features characterize this technique. First, each compound is identified with a unique solid support, enabling facile segregation of active compounds. Second, the identity of a compound on a positively reacting bead is elucidated only after its biological relevance is established. Direct methods of structure identification (Edman degradation and mass spectroscopy) as well as indirect “coding” methods facilitating the synthesis and screening of nonpeptide libraries are discussed. Nonpeptide and “scaffold” libraries, together with a new approach for the discovery of a pentide binding motif using a “library of libraries,” are also discussed. In addition, the ability to use combinatorial libraries to optimize initially discovered leads is illustrated with examples using peptide libraries. © 1994 John Wiley & Sons, Inc.
    Additional Material: 20 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bip.360370303
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  • 8
    Electronic Resource
    Electronic Resource
    Synthetic combinatorial libraries: Views on techniques and their application (1995)
    Springer
    Perspectives in drug discovery and design 2 (1995), S. 269-285 
    Details
    ISSN: 1573-9023
    Keywords: Molecular diversity ; Library techniques ; One-bead-one-compound technique ; Screening ; Structure elucidation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary This paper reviews synthetic combinatorial libraries. Particular emphasis is placed on one-bead-one-compound libraries, although issues relating to all synthetic techniques are touched upon. The discussion is focused on questions relating to synthetic diversity, drug discovery assays and structure determination techniques.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF02172067
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    Paper (German National Licenses)
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  • 9
    Electronic Resource
    Electronic Resource
    Esterification of polymer-supported hydroxyl groups using the Mitsunobu reaction (1995)
    Springer
    International journal of peptide research and therapeutics 1 (1995), S. 277-282 
    Details
    ISSN: 1573-3904
    Keywords: Solid-phase synthesis ; Resin ; Azodicarboxylate ; Triphenyl phosphine
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Notes: Summary Resin-bound hydroxyl groups were esterified by N-protected amino acids using triphenylphosphine and diethyl azodicarboxylate (Mitsunobu reaction) in tetrahydrofuran or dimethylformamide. The typical reaction time was 1 h and the yield for different amino acids varied from 65 to 100%. No racemization was detected in model peptides.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1007/BF00119768
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