N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine | 141437-72-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine
• CAS: 141437-72-1
• 化学式: C₃₄H₃₈N₄O₇
• 分子量: 614.698
• InChiKey: JWUPOAFTOODIMO-LTXXGDHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  45.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  127.73
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以70%的产率得到N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine 3'-N,N-diisopropylphosphoramidite
  参考文献：
  名称：

  Triplex formation of an oligonucleotide containing 2'-O-methylpseudoisocytidine with a DNA duplex at neutral pH

  摘要：

  The synthesis of the hexadecanucleotide 5'TTTT1TTTT111111T3' (1-16mer) containing 2-amino-5-(2-O-methyl-beta-D-ribofuranosyl)-4(1H)-pyrimidinone (2'-O-methylpseudoisocytidine or 1) is described. Triplex formation of 1-16mer with a deoxyribonucleotide duplex 5'd(ACCAAAAGAAAAGGGGGGACCA)3'-5'd-(TGGTCCCCCCTTTTCTTTTGGT)3' (duplex-22) which contains the "polypurine tract" found in the genome of human T-cell leukaemia (lymphotropic) virus (HTLV-III) was studied by thermal denaturation and circular dichroiam (CD) spectra in aqueous solution at neutral pH. The "polypurine tract" contains a homoguanine cluster consisting of 6 deoxyguanine residues. The results indicate that 1-16mer and duplex-22 formed a triplex at neutral condition (0.01 M Na cacodylate, 0.5 M NaCl, 5 mM MgCl2, pH 7.2. T(m) = 20-degrees-C). In contrast, a hexadecadeoxynucleotide, 5'TTTTMTTTTMMMMMMT3'(M-16mer), containing 5-methyl-2-deoxycytidine (M) did not form a stable triplex with duplex-22 at the same condition (T(m) < 0-degrees-C). The CD mixing titration indicated that the triplex was formed with 1:1 (duplex:third strand) molecular stoichiometry.

  DOI：

  10.1021/jo00037a048
• 作为产物：
  描述：

  1,3,2'-O-trimethyl-5'-O-(dimethoxytrityl)pseudouridine 在 sodium ethanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.83h， 生成 N²-<(dimethylamino)methylene>-2'-O-methyl-5'-O-(dimethoxytrityl)pseudoisocytidine
  参考文献：
  名称：

  Triplex formation of an oligonucleotide containing 2'-O-methylpseudoisocytidine with a DNA duplex at neutral pH

  摘要：

  The synthesis of the hexadecanucleotide 5'TTTT1TTTT111111T3' (1-16mer) containing 2-amino-5-(2-O-methyl-beta-D-ribofuranosyl)-4(1H)-pyrimidinone (2'-O-methylpseudoisocytidine or 1) is described. Triplex formation of 1-16mer with a deoxyribonucleotide duplex 5'd(ACCAAAAGAAAAGGGGGGACCA)3'-5'd-(TGGTCCCCCCTTTTCTTTTGGT)3' (duplex-22) which contains the "polypurine tract" found in the genome of human T-cell leukaemia (lymphotropic) virus (HTLV-III) was studied by thermal denaturation and circular dichroiam (CD) spectra in aqueous solution at neutral pH. The "polypurine tract" contains a homoguanine cluster consisting of 6 deoxyguanine residues. The results indicate that 1-16mer and duplex-22 formed a triplex at neutral condition (0.01 M Na cacodylate, 0.5 M NaCl, 5 mM MgCl2, pH 7.2. T(m) = 20-degrees-C). In contrast, a hexadecadeoxynucleotide, 5'TTTTMTTTTMMMMMMT3'(M-16mer), containing 5-methyl-2-deoxycytidine (M) did not form a stable triplex with duplex-22 at the same condition (T(m) < 0-degrees-C). The CD mixing titration indicated that the triplex was formed with 1:1 (duplex:third strand) molecular stoichiometry.

  DOI：

  10.1021/jo00037a048