OKA LABORATORY

2024

53. Carvacrol-conjugated 3-hydroxybenzoic acids: design, synthesis, cardioprotective potential against doxorubicin-induced cardiotoxicity, and ADMET study. Retnosari, R.; Oh-hashi, K.; Ugusman, A.; Zainalabidin, S.; Latip, J.; Oka, N. Bioorg. Med. Chem. Lett. 2024, 113, 129973.

52. ArcS from Thermococcus kodakarensis transfers L-lysine to preQ0 nucleoside derivatives as minimum substrate RNAs. Fujita, S.; Sugio, Y.; Kawamura, T.; Yamagami, R.; Oka, N.; Hirata, A.; Yokogawa, T.; Hori, H. J. Biol. Chem. 2024, 300, 107505.

51. Development of PCR primer enabling the design of flexible sticky ends for efficient concatenation of long DNA fragments. Nomura, K.; Onda, K.; Murase, H.; Hashiya, F.; Ono, Y.; Terai, G.; Oka, N.; Asai, K.; Suzuki, D.; Takahashi, N.; Hiraoka, H.; Inagaki, M.; Kimura, Y.; Shimizu, Y.; Abe N.; Abe, H. RSC Chem. Biol. 2024, 5, 360-371.

2023

50. The effect of γ phosphate modified deoxynucleotide substrates on PCR activity and fidelity. Hashiya, F.; Murase, H.; Chandela, A.; Hiraoka, H.; Inagaki, M.; Nakashima, Y.; Abe, N.; Nakamura, M.; Terai, G.; Kimura, Y.; Ando, K.; Oka, N.; Asai, K.; Abe, H. ChemBioChem 2023, 24, e202200572.

2021

49. Serendipitous one-step synthesis of cyclopentene derivatives from 5'-deoxy-5'-heteroarylsulfonylnucleosides as nucleoside-derived Julia-Kocienski reagents. Oka, N.; Kanda, M.; Furuzawa, M.; Arai, W.; Ando, K. J. Org. Chem. 2021, 86, 16684-16698.

48. Synthesis of xanthosine 2-phosphate diesters via phosphitylation of the carbonyl group. Oka, N.; Hirabayashi, H.; Kumada, K.; Ando, K. Bioorg. Med. Chem. Lett. 2021, 54, 128439.

47. Stereoselective synthesis of 1,2-cis-glycosyl sulfones and their application in one-pot Julia olefination for the synthesis of exo-glycals. Oka, N.; Suzuki, K.; Mori, A.; Ando, K. Eur. J. Org. Chem. 2021, 5922-5933. (Selected as VIP)

46. Stereoselective synthesis of ribofuranoid exo-glycals by one-pot Julia olefination using ribofuranosyl sulfones. Oka, N.; Mori, A.; Suzuki, K.; Ando, K. J. Org. Chem. 2021, 86, 657-673.

~2020

45. Regioselective O6-diphenylcarbamoylation of 7-deazaguanine derivatives via a stable intermediate 1-(diphenylcarbamoyl)-4-(dimethylamino)pyridinium chloride Oka, N.; Nakano, K.; Fukuta, A.; Ando, K. Tetrahedron Lett. 2020, 61, 152085.

44. Identification of a radical SAM enzyme involved in the synthesis of archaeosine. Yokogawa, T.; Nomura, Y.; Yasuda, A.; Ogino, H.; Hiura, K.; Nakada, S.; Oka, N.; Ando, K.; Kawamura, T.; Hirata, A.; Hori, H.; Ohno, S. Nat. Chem. Biol. 2019, 15, 1148-1155.

43. Hydrosilylation of aldehydes catalyzed by diethyl 2-pyridylphosphonate. Oka, N.; Ito, K.; Ando, K. Malaysian J. Anal. Sci. 2019, 23, 648-653.

42. Stereoselective synthesis of 1-thio-α-D-ribofuranosides using ribofuranosyl iodides as glycosyl donors. Oka, N.; Mori, A.; Ando, K. Eur. J. Org. Chem. 2018, 6355-6362.

41. A practical synthesis of archaeosine and its base. Oka, N.; Fukuta, A.; Ando, K. Tetrahedron 2018, 74, 5709–5714.

40. Synthesis of 2-pyridylthiophosphinic acids and 2-pyridylthiophosphonate monoesters via nucleophilic aromatic substitution. Oka, N.; Ori, K.; Ando, K. Phosphorus Sulfur Silicon Relat. Elem. 2017, 192, 454–463.

39. Stereocontrolled solid-phase synthesis of PO/PS chimeric oligodeoxyribonucleotides on an automated synthesizer using an oxazaphospholidine–phosphoramidite method. Nukaga, Y.; Oka, N.; Wada, T. J. Org. Chem. 2016, 81, 2753–2762.

38. Enhancement of affinity of 2'-O-Me-oligonucleotides for complementary RNA by incorporating a stereoregulated boranophosphate backbone. Nukaga, Y.; Takemura, T.; Iwamoto, N.; Oka, N.; Wada, T. RSC Adv. 2015, 5, 2392–2395.

37. α-Selective ribofuranosylation of alcohols with ribofuranosyl iodides and triphenylphosphine oxide. Oka, N.; Kajino, R.; Takeuchi, K.; Nagakawa, H.; Ando, K. J. Org. Chem. 2014, 79, 7656–7664.

36. Solid-phase synthesis of P-boronated oligonucleotides by the H-boranophosphonate method. Uehara, S.; Hiura, S.; Higashida, R.; Oka, N.; Wada, T. J. Org. Chem. 2014, 79, 3465–3472.

35. Synthesis of inosine 6-phosphate diesters via phosphitylation of carbonyl oxygen. Oka, N.; Morita, Y.; Itakura, Y.; Ando, K. Chem. Commun. 2013, 49, 11503–11505.

34. Glycosylation of alcohols using glycosyl boranophosphates as glycosyl donors. Tatsumi, S.; Matsumura, F.; Oka, N.; Wada, T. Tetrahedron Lett. 2013, 54, 3731–3734.

33. Stereocontrolled synthesis of dinucleoside phosphorothioates using a fluorous tag. Oka, N.; Murakami, R.; Kondo, T.; Wada, T. J. Fluorine Chem. 2013, 150, 85-91.

32. Purification and comparison of native and recombinant tRNA-guanine transglycosylases from Methanosarcina acetivorans. Nomura, Y.; Onda, Y.; Ohno, S.; Taniguchi, H.; Ando, K.; Oka, N.; Nishikawa, K.; Yokogawa, T. Protein Expr. Purif. 2013, 88, 13-19.

31. Synthesis of 2-pyridylphosphinate and thiophosphinate derivatives by nucleophilic aromatic substitution of N-methoxypyridinium tosylates. Oka, N.; Ito, K.; Tomita, F.; Ando, K. Chem. Lett. 2012, 41, 1630–1632.

30. Stereocontrolled solid-phase synthesis of phosphorothioate oligoribonucleotides using 2'-O-(2-cyanoethoxymethyl)nucleoside 3'-O-oxazaphospholidine monomers. Nukaga, Y.; Yamada, K.; Ogata, T.; Oka, N.; Wada, T. J. Org. Chem. 2012, 77, 7913–7922.

29. Stereocontrolled synthesis of oligodeoxyribonucleoside boranophosphates by an oxazaphospholidine approach using acid-labile N-protecting groups. Iwamoto, N.; Oka, N.; Wada, T. Tetrahedron Lett. 2012, 53, 4361–4364.

28. Synthesis of nucleoside 5'-boranophosphorothioate derivatives using an H-boranophosphonate monoester as a precursor. Oka, N.; Takayama, Y.; Ando, K.; Wada, T. Bioorg. Med. Chem. Lett. 2012, 22, 4571–4574.

27. Trimethylsilyl trifluoromethanesulfonate-promoted reductive 2′-O-arylmethylation of ribonucleoside derivatives. Uchiyama, N.; Ogata, T.; Oka, N.; Wada, T. Nucleosides Nucleotides Nucleic Acids 2011, 30, 446–456.

26. Synthesis of oligo(α-D-glycosyl phosphate) derivatives by a phosphoramidite method via boranophosphate intermediates. Fujita, S.; Oka, N.; Matsumura, F.; Wada, T. J. Org. Chem. 2011, 76, 2648–2659.
~2010
Reviews

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