Synthesis of Endcap Dimethoxytrityl Phosphoramidites for Endcapped Oligonucleotides
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Synthesis of Photolabile 5'-O-Phosphoramidites for the Photolithographic Production of Microarrays of Inversely Oriented Oligonucleotides
The photolabile 3'-O-{[2-(2-nitrophenyl)propoxy]carbonyl}-protected 5'-phosphoramidites (16 ± 18) were synthesized (see Scheme) for an alternative mode of light-directed production of oligonucleotide arrays. Because of the characteristics of these monomeric building blocks, photolithographic in situ DNA synthesis occurred in 5'! 3' direction, in agreement with the orientation of enzymatic synth...
متن کاملSynthesis of C8-arylamine-modified 2'-deoxyadenosine phosphoramidites and their site-specific incorporation into oligonucleotides.
Adducts of C8-(N-acetyl)-arylamines and 2'-deoxyadenosine were synthesised by palladium-catalysed C--N cross-coupling chemistry. These 2'-dA adducts were converted into the corresponding 3'-phosphoramidites and site-specifically incorporated into DNA oligonucleotides, which were characterised by mass spectrometry, UV thermal-stability assays and circular dichroism. These modified oligonucleotid...
متن کاملA general synthesis of C8-arylpurine phosphoramidites.
A general scheme for the synthesis of C8-arylpurine phosphoramidites has been developed. C8-Arylation of C8-bromo-2'-deoxyguanosine is the key step and has been achieved through the use of a Suzuki coupling. Since the coupling reaction is conducted under aqueous conditions, it is unnecessary to protect and then deprotect the hydroxyl groups, thus saving several steps and improving overall yield...
متن کاملTandem oligonucleotide synthesis using linker phosphoramidites
Multiple oligonucleotides of the same or different sequence, linked end-to-end in tandem can be synthesized in a single automated synthesis. A linker phosphoramidite [R. T. Pon and S. Yu (2004) Nucleic Acids Res., 32, 623-631] is added to the 5'-terminal OH end of a support-bound oligonucleotide to introduce a cleavable linkage (succinic acid plus sulfonyldiethanol) and the 3'-terminal base of ...
متن کاملScaleable and efficient synthesis of 2'-deoxy-2'-N-phthaloyl nucleoside phosphoramidites for oligonucleotide synthesis.
2'-Deoxy-2'-N-phthaloyl nucleosides were prepared from arabino nucleosides by triflate displacement with phthalimide in the presence of DBU. The corresponding phosphoramidites suitable for automated oligonucleotide synthesis were also synthesized. The scalability of described procedures was demonstrated on a 100-g scale preparation of 2'-deoxy-2'-amino-C phosphoramidite.
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ژورنال
عنوان ژورنال: Current Protocols in Nucleic Acid Chemistry
سال: 2003
ISSN: 1934-9270,1934-9289
DOI: 10.1002/0471142700.nc0506s12