α-Diaminobutyric acid-linked hairpin polyamides
نویسندگان
چکیده
منابع مشابه
Unanticipated differences between α- and γ-diaminobutyric acid-linked hairpin polyamide-alkylator conjugates
Hairpin polyamide-chlorambucil conjugates containing an alpha-diaminobutyric acid (alpha-DABA) turn moiety are compared to their constitutional isomers containing the well-characterized gamma-DABA turn. Although the DNA-binding properties of unconjugated polyamides are similar, the alpha-DABA conjugates display increased alkylation specificity and decreased rate of reaction. Treatment of a huma...
متن کاملNext generation hairpin polyamides with (R)-3,4-diaminobutyric acid turn unit.
The characterization of a new class of pyrrole-imidazole hairpin polyamides with beta-amino-gamma-turn units for recognition of the DNA minor groove is reported. A library of eight hairpins containing ( R)- and ( S)-3,4-diaminobutyric acid (beta-amino-gamma-turn) has been synthesized, and the impact of the molecules on DNA-duplex stabilization was studied for comparison with the parent gamma-am...
متن کاملStereochemical Control of the DNA Binding Affinity, Sequence Specificity, and Orientation Preference of Chiral Hairpin Polyamides in the Minor Groove
Three-ring polyamides containing pyrrole (Py) and imidazole (Im) amino acids covalently coupled by γ-aminobutyric acid (γ) form six-ring hairpins that recognize five-base-pair sequences in the minor groove of DNA. Selective chiral substitution of the “γ-turn” enhances the properties of polyamide hairpins with regard to DNA affinity and sequence specificity. Polyamides of core sequence compositi...
متن کاملDNA sequence selectivity of hairpin polyamide turn units.
A class of hairpin polyamides linked by 3,4-diaminobutyric acid, resulting in a beta-amine residue at the turn unit, showed improved binding affinities relative to their alpha-amino-gamma-turn analogs for particular sequences. We incorporated beta-amino-gamma-turns in six-ring polyamides and determined whether there are any sequence preferences under the turn unit by quantitative footprinting t...
متن کاملINTENSE CONCENTRATION OF (Y, r-DIAMINOBUTYRIC ACID BY CELLS*
The (Y , r-diaminobutyric acid and L-(Y) &diaminopropionic acid were synthesized for us by Miss Lillian Alonso, from L-glutamic acid (1) and L-asparagine (2). The diamino acids were included as their hydrochlorides in Krebs’ Ringer-bicarbonate medium, and this was added to the ascitic fluid suspension or to the separated cells or tissues at levels of 15 to 40 mM per liter. The methods of incuba...
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ژورنال
عنوان ژورنال: Bioorganic & Medicinal Chemistry
سال: 2007
ISSN: 0968-0896
DOI: 10.1016/j.bmc.2007.07.019