DNA duplexes stabilized by modified monomer residues: synthesis and stability

The synthesis of a series of 2′-deoxyuridine analogues modified at the 5-position and a series of 2′-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications....

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Main Authors: Graham, D, Parkinson, J, Brown, T
Format: Journal article
Jezik:English
Izdano: 1998
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author Graham, D
Parkinson, J
Brown, T
author_facet Graham, D
Parkinson, J
Brown, T
author_sort Graham, D
collection OXFORD
description The synthesis of a series of 2′-deoxyuridine analogues modified at the 5-position and a series of 2′-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications. Of those modified residues which have been incorporated into oligonucleotides, 5-(prop-1-ynyl)-2′-deoxyuridine is found to impart the greatest increase in stability on the DNA duplexes studied. Thermodynamic analyses show that the reason for this increase in stability arises from a decrease in enthalpy which is related to the DNA base stacking process. We suggest that the degree of stabilisation imparted by the propyne moiety may be sequence dependent.
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spelling oxford-uuid:4e675b2c-247f-48d6-8ff9-fc130d52a80c2022-03-26T16:01:01ZDNA duplexes stabilized by modified monomer residues: synthesis and stabilityJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:4e675b2c-247f-48d6-8ff9-fc130d52a80cEnglishSymplectic Elements at Oxford1998Graham, DParkinson, JBrown, TThe synthesis of a series of 2′-deoxyuridine analogues modified at the 5-position and a series of 2′-deoxypurines modified at the 8-position is described. Ultraviolet melting studies have been used to assess the stability of DNA duplexes 12- and 8-residues in length that contain these modifications. Of those modified residues which have been incorporated into oligonucleotides, 5-(prop-1-ynyl)-2′-deoxyuridine is found to impart the greatest increase in stability on the DNA duplexes studied. Thermodynamic analyses show that the reason for this increase in stability arises from a decrease in enthalpy which is related to the DNA base stacking process. We suggest that the degree of stabilisation imparted by the propyne moiety may be sequence dependent.
spellingShingle Graham, D
Parkinson, J
Brown, T
DNA duplexes stabilized by modified monomer residues: synthesis and stability
title DNA duplexes stabilized by modified monomer residues: synthesis and stability
title_full DNA duplexes stabilized by modified monomer residues: synthesis and stability
title_fullStr DNA duplexes stabilized by modified monomer residues: synthesis and stability
title_full_unstemmed DNA duplexes stabilized by modified monomer residues: synthesis and stability
title_short DNA duplexes stabilized by modified monomer residues: synthesis and stability
title_sort dna duplexes stabilized by modified monomer residues synthesis and stability
work_keys_str_mv AT grahamd dnaduplexesstabilizedbymodifiedmonomerresiduessynthesisandstability
AT parkinsonj dnaduplexesstabilizedbymodifiedmonomerresiduessynthesisandstability
AT brownt dnaduplexesstabilizedbymodifiedmonomerresiduessynthesisandstability