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  • 1
    ISSN: 0749-1581
    Keywords: 13C NMR ; Friedelanes ; Triterpenoids ; D/E ring conformation ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The 13C chemical shifts in the spectra of friedelan-7-one (1), methyl 3-oxofriedelan-25-oate (2), methyl friedelan-25-oate (3), 7-oxofriedelan-3-α-yl acetate (4), friedelan-3-one (5), 2-hydroxy-3, 4-seco-friedelan-3-oic acid (6), methyl 2-oxo-3,4-seco-friedelan-3-oate (7), methyl 2-hydroxy-3,4-seco-friedelan-3-oate (8) and 3,4-seco-friedelan-2,3-diol (9) have been fully assigned using two-dimensional heteronuclear correlation NMR spectroscopy, BB proton decoupled, DEPT and selective heteronuclear spin decoupling methods. These assignments and the observation of substantial NOEs between 26-methyl and 28-methyl and between 28-methyl and 30-methyl support the boat to boat conformations for the D and E rings in 1. Corrections and correlations are made of some earlier literature assignments of friedelanones.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 0749-1581
    Keywords: Inverse experiments ; Long-range H,C correlations ; Delta opioid receptor agonist peptide ; Chemistry ; Analytical Chemistry and Spectroscopy
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Assignment of the 13C resonances of the highly delta opioid receptor selective cyclic peptide enkephalin (DPDPE) was accomplished by using single-quantum inverse proton detected 2D heteronuclear correlation spectroscopy. The pulse sequences described provided better sensitivity and resolution than the corresponding, commonly used, multiple-quantum evolution experiments, since during the SQ-evolution period there is no line broadening due to scalar and dipolar 1H-1H interactions. The proton detected C,H correlation spectrum, in combination with the H-TOCSY relay C,H correlation, gave the assignment of all protonated carbons. The C,H correlation optimized for long-range coupling gave the assignments of all non-protonated carbons, such as the carbonyl carbons of the peptide bonds. These spectra also allowed the sequential assignment of this molecule.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
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