New photoacids in microarray synthesis of oligonucleotides

New photoacids in microarray synthesis of oligonucleotides Full article

Journal

Journal of Saudi Chemical Society
ISSN: 1319-6103 , E-ISSN: 2212-4640

Output data

Year: 2023, Volume: 27, Number: 6, Pages: 101709 Pages count : 1 DOI: 10.1016/j.jscs.2023.101709

Tags

Microchip synthesizer of oligonu cleotides; Oxime sulfonate; Photoacid generator; Trityl cation; Oligonucleotide

Authors

Sinyakov A.N. ¹ , Kostina E.V. ¹ , Zaytsev D.E. ¹ , Chukanov N.V. ² , Kamaev G.N. ³ , Bessmeltsev V.P. ⁴ , Shelkovnikov V.V. ⁵ , Vasil'ev E.V. ⁵

Affiliations

1	Institute of Chemical Biology and Fundamental Medicine SB RAS
2	International Tomography Center SB RAS
3	Rzhanov Institute of Semiconductor Physics Siberian Branch of Russian Academy of Sciences
4	Institute of Automation and Electrometry SB RAS
5	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry of Siberian Branch of Russian Academy of Sciences

Photochemical activity of thiophene oxime esters and of sulfonium salt tris[4-(4-acetylphenyl)sulfanylphenyl]sulfonium tetrakis(2,3,4,5,6-pentafluorophenyl)boranuide (photoacid generator 290 [PAG 290]) was investigated in a reaction forming a trityl cation. Quantum yields of photoacid phototransformation reactions and of photodetritylation of 5′-O-(4,4′-dimethoxytrityl)thymidine were determined. Then, [(Z)-[(3Z)-3-[cyano(o-tolyl)methylene]-2-thienylidene]amino] 2,4,6-triisopropylbenzenesulfonate (H 365) and PAG 290 were used as detritylation photoactivators in a procedure of oligonucleotide synthesis on a microchip synthesizer prototype, and several oligonucleotides were synthesized. At the stage of oligonucleotide chain extension, the yield was 94–96%. The tested photoacids can be successfully applied to microchip synthesis of oligonucleotides.

Sinyakov A.N. , Kostina E.V. , Zaytsev D.E. , Chukanov N.V. , Kamaev G.N. , Bessmeltsev V.P. , Shelkovnikov V.V. , Vasil'ev E.V.
New photoacids in microarray synthesis of oligonucleotides
Journal of Saudi Chemical Society. 2023. V.27. N6. P.101709. DOI: 10.1016/j.jscs.2023.101709 WOS РИНЦ

Submitted:	May 24, 2023
Accepted:	Jul 13, 2023
Published print:	Jul 29, 2023
Published online:	Aug 5, 2023

Web of science	WOS:001082095100001
Elibrary	59429487
OpenAlex	W4385605197