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  • 1
    Electronic Resource
    Electronic Resource
    Strategy for the synthesis of large peptides: An application to the total synthesis of human parathyroid hormone [hPTH(1-84)] (1981)
    New York : Wiley-Blackwell
    Biopolymers 20 (1981), S. 1823-1832 
    Details
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A strategy suitable for the synthesis of larger peptides is proposed. It involves the following four considerations: (1) all of the side-chain functional groups are protected by benzyl-type protective groups; (2) a water-soluble carbodiimide, 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide, is used for the fragment-condensation reactions together with 1-hydroxybenzotriazole as the additive; (3) all the protective groups are cleaved simultaneously by the HF method in the final stage of the synthesis; and (4) side products formed are detected and removed by an efficient high-performance liquid chromatography procedure. The usefulness of these procedures is demonstrated taking the synthesis of human parathyroid hormone [hPTH(1-84)] as an example.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bip.1981.360200907
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  • 2
    Electronic Resource
    Electronic Resource
    Synthesis and conformation of the cyclic octapeptides cyclo(Phe-Pro)4, cyclo(Leu-Pro)4, and cyclo[Lys(Z)-Pro]4 (1983)
    New York : Wiley-Blackwell
    Biopolymers 22 (1983), S. 2191-2206 
    Details
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Cyclic octapeptides, cyclo(X-Pro)4, where X represents Phe, Leu, or Lys(Z), were synthesized and their conformations investigated. A C2-symmetric conformer containing two cis peptide bonds was found in all of these cyclic octapeptides. The numbers of available conformations due to the cis-trans isomerization of Pro peptide bonds depended on the nature of the solvent and X residue: they decreased in the following order: cyclo[Lys(Z)-Pro]4 〉 cyclo(Leu-Pro)4 〉 cyclo(Phe-Pro)4 in CDCl3. 13C spin-lattice relaxation times (T1) of these cyclic octapeptides were measured, and the contribution of segmental mobility to T1 was found to vary with the nature of the X residue.
    Additional Material: 12 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bip.360221006
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  • 3
    Electronic Resource
    Electronic Resource
    Computer building of β-helical polypeptide models (1984)
    New York : Wiley-Blackwell
    Biopolymers 23 (1984), S. 23-38 
    Details
    ISSN: 0006-3525
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A general method is presented for computing the atomic coordinates of helices in which a dipeptide is the repeating unit. The method will generate both single- and double-stranded model helices having idealized bond lengths and angles, and any arbitrary, user-specified, pitch and number of residues per turn. The variation of inter- and intrastrand hydrogen bonds with pitch and number of residues per turn can thus be examined. An application of the method is the construction of a β-helix having pitch of 6.3 Å per turn and 4.85 residues per turn, a model which can pack nicely into the unit cell of crystals of cation-bound gramicidin A.
    Additional Material: 9 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/bip.360230104
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  • 4
    Electronic Resource
    Electronic Resource
    Intramolecular Transfer of Excitation Energy, Complexation with Metal Ions, and Interactions with Liposomes of Cyclo [tryptophyl-sarcosyl-sarcosyl-N∊-dansyllysyl-prolyl] (1982)
    New York, NY : Wiley-Blackwell
    Helvetica Chimica Acta 65 (1982), S. 2431-2442 
    Details
    ISSN: 0018-019X
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: A cyclic pentapeptide containing an energy donor group and an energy acceptor group within the molecule, cyclo [Trp-Sar-Sar-Lys (DNS)-Pro], was synthesized. Its conformation, complexation with metal ions, intramolecular energy transfer, and interaction with liposomes were investigated. The precursor, cyclo [Trp-Sar-Sar Lys (Z)-Pro], contained one cis-sarcosyl peptide bond and a β-turn in which the Pro-residue occupied the 3rd position. This cyclic pentapeptide formed a complex selectively with Ba2+ and its binding constant in 95% aqueous methanol solution was 2.0 × 103 1 · mol-1. The intramolecular energy-transfer efficiency of cyclo [Trp-Sar-Sar-Lys (DNS)-Pro] was almost constant between - 60° and 40° in ethanol, while it increased at temperatures lower than 34° in liposomes as a result of the pre-transition of the lipid assembly. On the other hand, the intramolecular energy transfer efficiency of cyclo [Trp-Sar-Sar-Lys (DNS)-Pro] decreased upon complexation with Ba2+.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/hlca.19820650808
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  • 5
    Electronic Resource
    Electronic Resource
    Small-Angle electron scattering and electron density in carbon dioxide (1982)
    New York, NY : Wiley-Blackwell
    International Journal of Quantum Chemistry 21 (1982), S. 475-485 
    Details
    ISSN: 0020-7608
    Keywords: Computational Chemistry and Molecular Modeling ; Atomic, Molecular and Optical Physics
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The total (elastic and inelastic) intensity of electrons scattered by CO2 was measured in the s range of 1 to 12 Å-1 and compared with the theoretical intensity calculated from the Hartree-Fock molecular wave function and those calculated for the independent-atom-model (IAM) molecule. In the range of s ≲ 4 Å-1 the electron correlation effect on the total scattered intensity was found to be represented by that for the IAM molecule.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/qua.560210211
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  • 6
    Electronic Resource
    Electronic Resource
    Potential-energy surfaces in the lower excited states of benzene⇌Dewar-benzene isomerization process (1980)
    New York, NY : Wiley-Blackwell
    International Journal of Quantum Chemistry 18 (1980), S. 157-164 
    Details
    ISSN: 0020-7608
    Keywords: Computational Chemistry and Molecular Modeling ; Atomic, Molecular and Optical Physics
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Adiabatic potential-energy surfaces in the lower excited states following the benzene⇌Dewar-benzene isomerization process were calculated by the INDO/S method postulating the concerted reaction mechanism which is proved to be valid in the ground state by the calculation of the intrinsic reaction coordinate. It was concluded that the benzene molecule in the 1B1u and 1E2u excited states readily isomerizes to Dewar-benzene in the condensed phase although the quantum yield may not be large. Bryce-Smith's proposal, that the isomerization to Dewar-benzene occurs only after the intersystem crossing to the 3B1u state in benzene molecule, will not be probable; for the 3B1u route is not favorable to the isomerization in comparison with these singlet routes. However, the rearomatization of Dewar-benzene in the ground state may produce the 3B1u benzene in small yield with higher yield of the ground-state benzene. The activation energy in the rearomatization is calculated to be 19.03 kcal/mol. These conclusions are consistent with the experimental facts. Molecular orbital correlations in the isomerization and the ionization potentials of Dewar-benzene were also discussed.
    Additional Material: 8 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/qua.560180122
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  • 7
    Electronic Resource
    Electronic Resource
    A peculiar temperature-dependent behavior of iodine species at the formation of chromophore between iodine and aqueous poly(vinyl alcohol) (1984)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 185 (1984), S. 749-755 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: The blue colored complex between poly(vinyl alcohol) (PVA) and iodine was prepared at 5°C by mixing an aqueous solution of PVA with an aqueous ethanolic solution of iodine containing boric acid. The absorption spectrum of the system shows bands at 226 nm (A), 290 nm (B), 355 nm (C), and 650 nm (D). Their relative absorbances change largely depending on temperature. When the system is gradually warmed, the chromophoric band D decays and the intensity of band A increases. By lowering the temperature again to 5°C the concentration of chromophore increases. It was found that the decay and the re-formation of the chromophore are reversible in the temperature range 5 to 15°C. Above 15°C, contrarily, hysteresis effects are encountered for the re-formation. Thus, when the chromophore is re-formed at 5°C, the spectra shows an isosbestic point at 420 nm, between bands C and D. The dependence on temperature of bands B and C is quite independent from each other, which strongly indicates that the latter band should be assigned to another iodide species than the I-3 ion (band B) and the I- ion (band A). Based on these experimental data a new mechanism is proposed involving the complex ion I-3 · I2 which is supposed to be a precursor of the chromophoric pentaiodide ion I5-.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1984.021850411
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  • 8
    Electronic Resource
    Electronic Resource
    Cation-binding ability of tactic poly(crown ether)s (1981)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 182 (1981), S. 1579-1586 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Cation-binding ability of tactic poly(crown ether)s was evaluated by solvent extraction of alkali metal picrates. It was found that isotactic poly(crown ether)s bind particular cations, which can be easily sandwiched by two neighboring crown ether units, a little more effectively than syndiotactic ones. No difference of cation-binding ability was, however, observed between the corresponding d,l- and meso-bis(crown ether)s. This suggests that the rigidity of the poly(crown ether)s, in combination with the tactic configurations, causes the difference in the cation-binding ability.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1981.021820528
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  • 9
    Electronic Resource
    Electronic Resource
    Synthesis of a polyvinyl-polyamino acid graft copolymer (1982)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 183 (1982), S. 1393-1400 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: A copolymer having reactive primary amino groups was synthesized by the copolymerization of styrene and N-methyl-N-(4-vinylphenethyl)ethylenediamine (1). Polymerization of N-carboxy amino acid anhydrides (NCA's) of L-alanine, γ-benzyl-L-glutamate, or β-benzyl-L-aspartate was initiated by the primary amino groups of this copolymer to give a novel polyvinyl-polyamino acid graft copolymer.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1982.021830604
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  • 10
    Electronic Resource
    Electronic Resource
    Syntheses of N-(4-substituted phenyl)isocitraconimides and reactivities in their radical copolymerizations with styrene (1984)
    New York : Wiley-Blackwell
    Die Makromolekulare Chemie 185 (1984), S. 479-488 
    Details
    ISSN: 0025-116X
    Keywords: Chemistry ; Polymer and Materials Science
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology , Physics
    Notes: Radical copolymerizations of isomeric N-(4-substituted phenyl)isocitraconimides 7a-f and 9a-f (M1) with styrene (ST) (M2) were performed at 60°C, using 2,2′-azoisobutyronitrile as initiator in tetrahydrofuran, in order to study the substitutent effect on the copolymerization parameters. From the results, the monomer reactivity rations were determined as r1 = 0,0,81 ≤ r2 = 1,76 in the 7/ST systems, and r1 = 0, 0,27 ≤ r2 ≤ 0,42 in the system 9/ST. It was found that the relative reactivities (1/r2) of 7 toward the polystyrly radical cannot be correlated by the polar-substituent constant (σ) but by the resonance-substituent constant (ER) in the modified Hammett equation: log(1/r2) = ρσ + γER. Furthermore, the monomer reactivity ratios considering the influence of the penultimate effect were also determined, and the substituent effect of 7 and 9 was studied according to the above equation.
    Additional Material: 5 Ill.
    Type of Medium: Electronic Resource
    URL: http://dx.doi.org/10.1002/macp.1984.021850306
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