161324-22-7Relevant academic research and scientific papers
Nucleosides and nucleotides. 147. Synthesis of DNA dodecamers containing oxetanocin A and (2R, 3R)-2-C-(adenin-9-yl)-1,4-anhydro-2,3-dideoxy-3-C-hydroxymethyl-D-arabitol
Kakefuda, Akio,Masuda, Akira,Ueno, Yoshihito,Ono, Akira,Matsuda, Akira
, p. 2863 - 2876 (2007/10/03)
Oxetanocin A (1) and (2R,3R)-2-C-(adenin-9-yl)-1,4-anhydro-2,3-dideoxy-3-C-hydroxy-methyl-D-arabitol (2), a ring-expanded oxetanocin analogue, were incorporated into DNA dodecamers, 5′-d(CGCG1ATTCGCG)-3′ (II), 5′-d(CGCGA1TTCGCG)-3′ (III), 5′-d(CGCG2ATTCGCG)-3′ (IV), and 5′-d(CGCGA2TTCGCG)-3′ (V). Thermally induced transitions of II, III, IV, and V together with a parent dodecamer, 5-d(CGCGAATTCGCG)-3′ (I) were monitored at 260 nm in a buffer containing 0.01 M sodium phosphate (pH 7.0), 0.02 M NaCl, and 6 μM of each dodecamer. The order of Tms was 40 °C (I) > 37 °C (IV) > 36 °C (V) > 34 °C (II) > 32 °C (III). The oligonucleotide containing 2 was more resistant to snake venom phosphodiesterase than unmodified DNA dodecamer (I).
Selective protection of the primary hydroxyl groups of oxetanocin A and conformational analysis of O-protected oxetanocin A
Katagiri,Makino,Kaneko
, p. 884 - 886 (2007/10/02)
One of the two primary hydroxyl groups of oxetanocin A was protected selectively with acetyl and o-nitrobenzyl groups using enzymatic and photochemical reactions, respectively. On the basis of 1H-NMR spectroscopy and NOE experiment, 4'-O-protec
STUDIES ON THE TOTAL SYNTHESIS OF OXETANOCIN; I. THE FIRST SYNTHESIS OF A NUCLEOSIDE HAVING OXETANOSYL-N-GLYCOSIDE
Niitsuma, Setsuko,Ichikawa, Yuh-ichiro,Kato, Kuniki,Takita, Tomohisa
, p. 3967 - 3970 (2007/10/02)
The first synthesis of 9-(2-oxetanyl)adenine 12, a key intermediate for the synthesis of a novel nucleoside oxetanocin 1, has been achieved via cyclization between allyloxycarbanion and epoxy group.
