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Aggregational behavior of N-butyloxycarbonyl-L-glutamic acid oligomeric benzyl esters (exact residue numbers 4, 6 and 8) in benzene. SAXS studies
Authors:Makoto Ishida  Haruhiko Tamaoki  Hideki Masuda  Hirofumi Okabayashi  Charmian J O'Connor
Institution:Department of Applied Chemistry, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan,
Department of Biochemistry, School of Medicine, Kumamoto University, 2-2-1 Honjo, Kumamoto 860-0811, Japan,
Department of Chemistry, The University of Auckland, Private Bag 92019, Auckland, New Zealand,
Abstract:N-Butyloxycarbonyl(BOC)-L-glutamic acid oligomeric benzyl esters with exact residue numbers (BOCNpZ, Np=4, 6 and 8) have been synthesized by a stepwise procedure in a liquid phase. The SAXS intensity spectra of the BOCNpZ-benzene systems have been analyzed on the basis of the rod-like aggregate model, in which the #-sheet monomers are one-dimensionally stacked antiparallel to each other. The extracted parameters (the number-averaged aggregation number, the monomer-monomer bond energies corresponding to hydrogen bonding energies, and the number-averaged molecular weights) for these aggregates have been compared with those for the aggregates formed by N-acetyl-L-glutamic acid oligomeric benzyl esters (ANpZ, Np=4, 6 and 8) in benzene (PCCP, 2001, 3, 3140-3149). The results indicate that it is more difficult to form aggregates in the BOCNpZ systems than in the ANpZ systems. This difference is due to the bulky BOC group, which hinders the formation of aggregates.
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