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Diaminobutyric Acid (diaminobutyric + acid)
Selected AbstractsSynthesis, characterization and hybridization studies of new nucleo-,-peptides based on diaminobutyric acidJOURNAL OF PEPTIDE SCIENCE, Issue 12 2006G. N. Roviello Abstract In the present work, we report the synthesis and the characterization of a new chiral nucleoaminoacid, in which a diaminobutyric moiety is connected to the DNA nucleobase by an amidic bond, and its oligomerization to give the corresponding nucleo-,-peptide. The ability of this synthetic polymer to bind complementary DNA was studied in order to explore its possible use in antigene/antisense or diagnostic applications. Our interest in the presented DNA analogue was also supported by the importance of ,-aminoacid-containing compounds in natural products of biological activity and by the known stability of ,-peptides to enzymatic degradation. Furthermore, our work could contribute to the study of the role of nucleopeptides as prebiotic material in a PNA world that could successively lead to the actual DNA/RNA/protein world, as recently assumed. Copyright © 2006 European Peptide Society and John Wiley & Sons, Ltd. [source] Facile synthesis of N, -protected- l - ,,, -diaminobutyric acids mediated by polymer-supported hypervalent iodine reagent in waterCHEMICAL BIOLOGY & DRUG DESIGN, Issue 2 2004K. Yamada Abstract:, Hofmann rearrangement of N, -Boc- l -Gln-OH mediated by a polymer-supported hypervalent iodine reagent poly[(4-diacetoxyiodo)styrene] (PSDIB) in water afforded N, -Boc- l - ,,, -diaminobutyric acid (Boc-Dab-OH, 1) in 87% yield. N, -Z-derivative (Z-Dab-OH, 2) was prepared with PSDIB in 83% yield. Since the reaction of N, -Fmoc-Gln-OH by this procedure did not proceed because of the insolubility of Fmoc-Gln-OH in aqueous media, we synthesized Fmoc-Dab(Boc)-OH (5) from 2 in 54% yield. Polymyxin B heptapeptide (PMBH) which contains four Dab residues was successfully synthesized in a solution-phase synthesis. [source] Effects of Chain Length and N-Methylation on a Cation,, Interaction in a ,-Hairpin PeptideCHEMISTRY - A EUROPEAN JOURNAL, Issue 20 2007Robert Abstract The effects of N-methylation and chain length on a cation,, interaction have been investigated within the context of a ,-hairpin peptide. Significant enhancement of the interaction and structural stabilization of the hairpin have been observed upon Lys methylation. Thermodynamic analysis indicates an increased entropic driving force for folding upon methylation of Lys residues. Comparison of lysine to analogues ornithine (Orn) and diaminobutyric acid (Dab) indicates that lysine provides the strongest cation,, interaction and also provides the most stable ,-hairpin due to a combination of side chain,side chain interactions and ,-sheet propensities. These studies have significance for the recognition of methylated lysine in histone proteins. [source] Facile synthesis of N, -protected- l - ,,, -diaminobutyric acids mediated by polymer-supported hypervalent iodine reagent in waterCHEMICAL BIOLOGY & DRUG DESIGN, Issue 2 2004K. Yamada Abstract:, Hofmann rearrangement of N, -Boc- l -Gln-OH mediated by a polymer-supported hypervalent iodine reagent poly[(4-diacetoxyiodo)styrene] (PSDIB) in water afforded N, -Boc- l - ,,, -diaminobutyric acid (Boc-Dab-OH, 1) in 87% yield. N, -Z-derivative (Z-Dab-OH, 2) was prepared with PSDIB in 83% yield. Since the reaction of N, -Fmoc-Gln-OH by this procedure did not proceed because of the insolubility of Fmoc-Gln-OH in aqueous media, we synthesized Fmoc-Dab(Boc)-OH (5) from 2 in 54% yield. Polymyxin B heptapeptide (PMBH) which contains four Dab residues was successfully synthesized in a solution-phase synthesis. [source] | ||||||||||