Literature DB >> 9278483

Hydroquinone-O,O'-diacetic acid ('Q-linker') as a replacement for succinyl and oxalyl linker arms in solid phase oligonucleotide synthesis.

R T Pon1, S Yu.   

Abstract

When hydroquinone-O,Ooffiacetic acid is used as a linker arm in solid phase oligonucleotide synthesis, the time for NH4OH cleavage of oligodeoxy- or oligoribonucleotides is reduced to only 2 min. This allows increased productivity on automated DNA synthesizers without requiring any other modifications to existing reagents or synthesis and deprotection methods. The Q-linker may also be rapidly cleaved by milder reagents such as 5% NH4OH, potassium carbonate, anhydrous ammonia, t-butylamine or fluoride ion. However, the Q-linker is sufficiently stable for long-term storage at room temperature without degradation and no loss of material occurs during synthesis. The linker is also reasonably resistant to 20% piperidine/DMF, 0.5 M DBU/pyridine and 1:1 triethylamine/ethanol. The Q-linker can therefore serve as a general replacement for both succinyl and oxalyl linker arms.

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Year:  1997        PMID: 9278483      PMCID: PMC146939          DOI: 10.1093/nar/25.18.3629

Source DB:  PubMed          Journal:  Nucleic Acids Res        ISSN: 0305-1048            Impact factor:   16.971


  21 in total

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Authors:  R T Pon
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Authors:  S M Gryaznov; R L Letsinger
Journal:  Nucleic Acids Res       Date:  1992-07-11       Impact factor: 16.971

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8.  Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facilitating N-deacylation, minimizing depurination and chain degradation.

Authors:  N D Sinha; P Davis; N Usman; J Pérez; R Hodge; J Kremsky; R Casale
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9.  On the rapid deprotection of synthetic oligonucleotides and analogs.

Authors:  N N Polushin; A M Morocho; B C Chen; J S Cohen
Journal:  Nucleic Acids Res       Date:  1994-02-25       Impact factor: 16.971

10.  DBU as an N alpha-deprotecting reagent for the fluorenylmethoxycarbonyl group in continuous flow solid-phase peptide synthesis.

Authors:  J D Wade; J Bedford; R C Sheppard; G W Tregear
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  9 in total

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3.  Synthesis of Oligodeoxynucleotides Containing Electrophilic Groups.

Authors:  Xi Lin; Jinsen Chen; Shahien Shahsavari; Nathanael Green; Deepti Goyal; Shiyue Fang
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Authors:  Richard T Pon; Shuyuan Yu
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Review 7.  Stimuli-responsive oligonucleotides in prodrug-based approaches for gene silencing.

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Journal:  Beilstein J Org Chem       Date:  2018-02-19       Impact factor: 2.883

8.  2'-Deoxyriboguanylurea, the primary breakdown product of 5-aza-2'-deoxyribocytidine, is a mutagen, an epimutagen, an inhibitor of DNA methyltransferases and an inducer of 5-azacytidine-type fragile sites.

Authors:  Katarzyna Lamparska; Jarrod Clark; Gail Babilonia; Victoria Bedell; Wesley Yip; Steven S Smith
Journal:  Nucleic Acids Res       Date:  2012-07-31       Impact factor: 16.971

9.  Solid-phase synthesis and hybrization behavior of partially 2'/3'-O-acetylated RNA oligonucleotides.

Authors:  Jianfeng Xu; Colm D Duffy; Christopher K W Chan; John D Sutherland
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  9 in total

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