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DNA sequence recognition by an imidazole-containing isopropyl-substituted thiazole polyamide (thiazotropsin B)

DNA sequence recognition by an imidazole-containing isopropyl-substituted thiazole polyamide (thiazotropsin B)
DNA sequence recognition by an imidazole-containing isopropyl-substituted thiazole polyamide (thiazotropsin B)
We have used DNA footprinting and fluorescence melting experiments to study the sequence specific binding of an imidazole-containing isopropyl-substituted thiazole polyamide (thiazotropsin B) to DNA. While the parent compound (thiazotropsin A) binds to the hexanucleotide sequence ACTAGT, changing one of the N-methylpyrrole groups to N-methylimidazole changes the preferred binding sequence to (A/T)CGCG(T/A). Experiments with DNA fragments that contain variants of this sequence suggest that the ligand can also bind, with lower affinity, to sequences which differ from this by I bp in any position.
dna recognition, footprinting, minor groove ligand, binding ligands, distamycin, molecules, netropsin
3469-3474
Hampshire, Andrew J.
68aac3b7-88b7-4417-8793-9c2a06b01abc
Khairallah, Hannah
8de8dfc6-a02b-42e7-8dca-36a9532cf992
Khalaf, Abedawn I.
2bb236fc-922c-4dc2-827f-888b3ea06d2d
Ebrahimabadi, Abdolrasoul H.
02b8a020-747d-445e-8059-46e4b0ded05c
Waigh, Roger D.
52a9f68f-1b63-4b33-b202-fe28f55520a3
Suckling, Colin J.
3835905c-04e8-4247-9208-44a4d44940b8
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
Fox, Keith R.
9da5debc-4e45-473e-ab8c-550d1104659f
Hampshire, Andrew J.
68aac3b7-88b7-4417-8793-9c2a06b01abc
Khairallah, Hannah
8de8dfc6-a02b-42e7-8dca-36a9532cf992
Khalaf, Abedawn I.
2bb236fc-922c-4dc2-827f-888b3ea06d2d
Ebrahimabadi, Abdolrasoul H.
02b8a020-747d-445e-8059-46e4b0ded05c
Waigh, Roger D.
52a9f68f-1b63-4b33-b202-fe28f55520a3
Suckling, Colin J.
3835905c-04e8-4247-9208-44a4d44940b8
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
Fox, Keith R.
9da5debc-4e45-473e-ab8c-550d1104659f

Hampshire, Andrew J., Khairallah, Hannah, Khalaf, Abedawn I., Ebrahimabadi, Abdolrasoul H., Waigh, Roger D., Suckling, Colin J., Brown, Tom and Fox, Keith R. (2006) DNA sequence recognition by an imidazole-containing isopropyl-substituted thiazole polyamide (thiazotropsin B). Bioorganic & Medicinal Chemistry Letters, 16 (13), 3469-3474. (doi:10.1016/j.bmcl.2006.04.007).

Record type: Article

Abstract

We have used DNA footprinting and fluorescence melting experiments to study the sequence specific binding of an imidazole-containing isopropyl-substituted thiazole polyamide (thiazotropsin B) to DNA. While the parent compound (thiazotropsin A) binds to the hexanucleotide sequence ACTAGT, changing one of the N-methylpyrrole groups to N-methylimidazole changes the preferred binding sequence to (A/T)CGCG(T/A). Experiments with DNA fragments that contain variants of this sequence suggest that the ligand can also bind, with lower affinity, to sequences which differ from this by I bp in any position.

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Published date: 2006
Keywords: dna recognition, footprinting, minor groove ligand, binding ligands, distamycin, molecules, netropsin

Identifiers

Local EPrints ID: 44457
URI: http://eprints.soton.ac.uk/id/eprint/44457
PURE UUID: 0779aef9-cbca-45b4-a0a8-e37bc4bb6c24
ORCID for Keith R. Fox: ORCID iD orcid.org/0000-0002-2925-7315

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Date deposited: 07 Mar 2007
Last modified: 05 Nov 2019 02:08

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Contributors

Author: Andrew J. Hampshire
Author: Hannah Khairallah
Author: Abedawn I. Khalaf
Author: Abdolrasoul H. Ebrahimabadi
Author: Roger D. Waigh
Author: Colin J. Suckling
Author: Tom Brown
Author: Keith R. Fox ORCID iD

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