This old version of Proteopedia is provided for student assignments while the new version is undergoing repairs. Content and edits done in this old version of Proteopedia after March 1, 2026 will eventually be lost when it is retired in about June of 2026.
Apply for new accounts at the new Proteopedia. Your logins will work in both the old and new versions.
1rn9
From Proteopedia
|
A SHORT LEXITROPSIN THAT RECOGNIZES THE DNA MINOR GROOVE AT 5'-ACTAGT-3': UNDERSTANDING THE ROLE OF ISOPROPYL-THIAZOLE
Overview
Isopropyl-thiazole ((iPr)Th) represents a new addition to the building, blocks of nucleic acid minor groove-binding molecules. The DNA decamer, duplex d(CGACTAGTCG)(2) is bound by a short lexitropsin of sequence, formyl-PyPy(iPr)Th-Dp (where Py represents N-methyl pyrrole, (iPr)Th, represents thiazole with an isopropyl group attached, and Dp represents, dimethylaminopropyl). NMR data indicate ligand binding in the minor groove, of DNA to the sequence 5'-ACT(5)AG(7)T-3' at a 2:1 ratio of ligand to DNA, duplex. Ligand binding, assisted by the enhanced hydrophobicity of the, (iPr)Th group, occurs in a head-to-tail fashion, the formyl headgroups, being located toward the 5'-ends of the DNA sequence. Sequence reading is, augmented through hydrogen bond formation between the exocyclic amine, protons of G(7) and the (iPr)Th nitrogen, which lies on the minor groove, floor. The B(I)/B(II) DNA backbone equilibrium is altered at the T(5), 3'-phosphate position to accommodate a B(II) configuration. The ligands, bind in a staggered mode with respect to one another creating a six base, pair DNA reading frame. The introduction of a new DNA sequence-reading, element into the recognition jigsaw, combined with an extended reading, frame for a small lexitropsin with enhanced hydrophobicity, holds great, promise in the development of new, potentially commercially viable drug, lead candidates for gene targeting.
About this Structure
1RN9 is a Protein complex structure of sequences from [1]. Full crystallographic information is available from OCA.
Reference
Short lexitropsin that recognizes the DNA minor groove at 5'-ACTAGT-3': understanding the role of isopropyl-thiazole., Anthony NG, Johnston BF, Khalaf AI, MacKay SP, Parkinson JA, Suckling CJ, Waigh RD, J Am Chem Soc. 2004 Sep 15;126(36):11338-49. PMID:15355117
Page seeded by OCA on Sat Nov 24 22:57:37 2007
