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Synthesis and properties of triplex-forming oligonucleotides containing 2'-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine

Synthesis and properties of triplex-forming oligonucleotides containing 2'-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine
Synthesis and properties of triplex-forming oligonucleotides containing 2'-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine
2'-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from d-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases.

2?-methoxyethyluridine, stable triplex-forming oligonucleotide (tfo), serum nuclease resistance
0968-0896
6389-6397
Lou, Chenguang
bf8d79e9-a81a-4483-ab89-13244aac3eb6
Xiao, Qiang
abe7be8e-6131-403e-aa22-2fa5518fdc54
Brennan, Lavinia
bbf2c574-d0aa-469f-b7c2-04eac8ee660a
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Vergara-Irigaray, Nuria
757a4fcf-885d-4dd1-929b-9a741396aff0
Atkinson, Elizabeth M.
e86de7d1-c885-4b56-998e-c1da8eff9d76
Holden-Dye, Lindy M..
8032bf60-5db6-40cb-b71c-ddda9d212c8e
Fox, Keith R.
9da5debc-4e45-473e-ab8c-550d1104659f
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89
Lou, Chenguang
bf8d79e9-a81a-4483-ab89-13244aac3eb6
Xiao, Qiang
abe7be8e-6131-403e-aa22-2fa5518fdc54
Brennan, Lavinia
bbf2c574-d0aa-469f-b7c2-04eac8ee660a
Light, Mark E.
cf57314e-6856-491b-a8d2-2dffc452e161
Vergara-Irigaray, Nuria
757a4fcf-885d-4dd1-929b-9a741396aff0
Atkinson, Elizabeth M.
e86de7d1-c885-4b56-998e-c1da8eff9d76
Holden-Dye, Lindy M..
8032bf60-5db6-40cb-b71c-ddda9d212c8e
Fox, Keith R.
9da5debc-4e45-473e-ab8c-550d1104659f
Brown, Tom
a64aae36-bb30-42df-88a2-11be394e8c89

Lou, Chenguang, Xiao, Qiang, Brennan, Lavinia, Light, Mark E., Vergara-Irigaray, Nuria, Atkinson, Elizabeth M., Holden-Dye, Lindy M.., Fox, Keith R. and Brown, Tom (2010) Synthesis and properties of triplex-forming oligonucleotides containing 2'-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine. Bioorganic & Medicinal Chemistry, 18 (17), 6389-6397. (doi:10.1016/j.bmc.2010.07.005). (PMID:20674370)

Record type: Article

Abstract

2'-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from d-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases.

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More information

Published date: 1 September 2010
Keywords: 2?-methoxyethyluridine, stable triplex-forming oligonucleotide (tfo), serum nuclease resistance

Identifiers

Local EPrints ID: 179429
URI: http://eprints.soton.ac.uk/id/eprint/179429
ISSN: 0968-0896
PURE UUID: 0d8d7d8a-5e6b-489a-9403-579d8d570cb7
ORCID for Mark E. Light: ORCID iD orcid.org/0000-0002-0585-0843
ORCID for Lindy M.. Holden-Dye: ORCID iD orcid.org/0000-0002-9704-1217
ORCID for Keith R. Fox: ORCID iD orcid.org/0000-0002-2925-7315

Catalogue record

Date deposited: 04 Apr 2011 13:27
Last modified: 07 Oct 2020 07:25

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