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  • 1
    Electronic Resource
    Electronic Resource
    Synthesis and activity of dimeric bradykinin antagonists containing diaminodicarboxylic acid bridge residues (1998)
    New York, NY [u.a.] : Wiley-Blackwell
    Journal of Peptide Science 4 (1998), S. 289-293 
    Details
    ISSN: 1075-2617
    Keywords: Bradykinin antagonist ; dimer ; diaminodicarboxylic acid ; bridge residue ; Chemistry ; Biochemistry and Biotechnology
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Enhancement of a ligand's interaction with a receptor through presenting the ligand in multimeric form is a topic of general interest. Thus dimerization of single-chain bradykinin antagonist peptides has previously been shown to be beneficial in terms of potency and duration of action. While crosslinking polypeptides at terminal positions using suitable dicarboxylic acids and diamines is comparatively straightforward synthetically, internal dimerizations are usually achieved through oxidation or double S-alkylations of cysteine residues, resulting in metabolically unfavourable disulphide and thioether cross-links. Using suitably modified standard solid-phase peptide synthesis protocols, dimeric bradykinin antagonist peptides [H-(d-Arg)-Arg-Pro-Hyp-Gly-Phe]2-X-[(d-Phe)-Leu-Arg-OH]2 were synthesized where X corresponds to a l,l-2,7-diaminosuberic or l,l-2,9-diaminosebacic acid residue, respectively. The biological activity of these peptides was comparable to that of conventional dimeric bradykinin antagonists cross-linked through cystine or bis(succinimido)alkyl bridges. © 1998 European Peptide Society and John Wiley & Sons, Ltd.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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    Paper (German National Licenses)
  • 2
    Electronic Resource
    Electronic Resource
    13C, 1H long-range coupling constants in configuration assignment of some trisubstituted alkenes (1994)
    Chichester : Wiley-Blackwell
    Organic Magnetic Resonance 32 (1994), S. 567-568 
    Details
    ISSN: 0749-1581
    Keywords: 13C ; NMR ; 13C,1H ; coupling constants ; 2-Acyloxy-2-alkenoates ; E/Z differentiation ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Chemical shifts and long-range 13C, 1H coupling constants to the two carbonyl C atoms were determined for a series of ethyl 2-acyloxy-2-alkenoates. The 3J(C,H) coupling constant across the double bond is 9.5-10.1 Hz for the E- and 2.9-3.8 Hz for the Z-isomer. 3J(C,H) values, therefore, may be used as a criterion for E/Z differentiation even if only one isomer is available. 13C chemical shift data, in contrast, cannot be employed for a straightforward differentiation.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/mrc.1260320918
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