5''-azido-5''-deoxy-1,3,2',6',2''',6'''-hexa-N-trifluoroacetylneomycin | 1245703-94-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5''-azido-5''-deoxy-1,3,2',6',2''',6'''-hexa-N-trifluoroacetylneomycin
• CAS: 1245703-94-9
• 化学式: C₃₅H₃₉F₁₈N₉O₁₈
• 分子量: 1215.72
• InChiKey: SSJVOEIDZDAJGA-VCIWKGPPSA-N

反应信息

• 作为产物：
  描述：

  5''-azido-5''-deoxy-6,3',4',2'',3''',4'''-hexa-O-acetyl-1,3,2',6',2''',6'''-hexa-N-trifluoroacetylneomycin 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以95%的产率得到5''-azido-5''-deoxy-1,3,2',6',2''',6'''-hexa-N-trifluoroacetylneomycin
  参考文献：
  名称：

  Solid-Supported Synthesis and Click Conjugation of 4′-C-Alkyne Functionalized Oligodeoxyribonucleotides

  摘要：

  4'-C-[N,N-Di(4-pentyn-l-yl)aminomethyl]thymidine and 4'-C-[N-methyl-N-(4-pentyn-l-yl)aminomethyl]thymidine 3'-(2-cyanoethyl-N,N-diisopropyl)phosphoramidites (1, 2) were synthesized, and one or two such monomers were incorporated into a 15-mer oligodeoxyribonucleotide. After chain assembly, azido-functionalized ligands, including appropriate derivatives of 1,4-phenylenedimethaneamine, mannose, paromamine, and neomycin, were conjugated to the alkynyl groups by the click chemistry on a solid support. The influence of the 4'-modifications on the melting temperature with DNA and 2'-O-methyl RNA targets was studied. Oligonucleotides containing one to four mannose ligands in the central part of the chain (up to two 4'-C-[N,N-di(4-pentyn-l-yl)aminomethyl]thymidine units) form equally stable duplexes with complementary 2'-OMe RNA as the corresponding unmodified DNA sequence. At high salt content, the mannose conjugation is even stabilizing. On using a DNA target, a modest destabilization occurs. All the amino group bearing conjugates stabilized the duplexes, the DNA.DNA duplexes more than the DNA.2'-O-methyl RNA duplexes.

  DOI：

  10.1021/bc100268w