N-(9-fluorenylmethoxycarbonyl)-(4'S)-(guanin-9-yl)-(2'R)-proline | 1290638-87-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: N-(9-fluorenylmethoxycarbonyl)-(4'S)-(guanin-9-yl)-(2'R)-proline
• CAS: 1290638-87-7
• 化学式: C₂₅H₂₂N₆O₅
• 分子量: 486.487
• InChiKey: MFQQFXJBGSARIW-ORAYPTAESA-N

反应信息

• 作为反应物：
  描述：

  N-(9-fluorenylmethoxycarbonyl)-(4'S)-(guanin-9-yl)-(2'R)-proline 、 二苯基重氮甲烷 以 甲醇 、 乙酸乙酯 为溶剂， 反应 2.0h， 以0.3571 g的产率得到N-(9-fluorenylmethoxycarbonyl)-(4'S)-(guanin-9-yl)-(2'R)-proline diphenylmethyl ester
  参考文献：
  名称：

  DNA-, RNA- and self-pairing properties of a pyrrolidinyl peptide nucleic acid with a (2′R,4′S)-prolyl-(1S,2S)-2-aminocyclopentanecarboxylic acid backbone

  摘要：

  A new pyrrolidinyl peptide nucleic acid (PNA) comprising of an alternate sequence of 4'-nucleobase-modified proline with (2'R,4'S) configuration and a (1S,2S)-2-aminocyclopentanecarboxylic acid [(2'R,4'S)-acpcPNA] backbone was synthesized and its DNA-, RNA- and self-pairing properties studied. T-m and CD studies suggested that the (2'R,4'S)-acpcPNA forms antiparallel hybrids to DNA and RNA with high sequence and direction specificity. The stability of these hybrids is comparable to those of the (2'R,4'R)-acpcPNA hybrids previously reported by our group. On the other hand, experiments with a self-complementary sequence indicated that the new (2'R,4'S)-acpcPNA forms a more stable antiparallel self-hybrid than (2'R,4'R)-acpcPNA. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.102
• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)-(4'S)-(2-amino-6-chloropurin-9-yl)-(2'R)-proline diphenylmethyl ester 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 三氟乙酸 、 水 、 碳酸氢钠 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以59%的产率得到N-(9-fluorenylmethoxycarbonyl)-(4'S)-(guanin-9-yl)-(2'R)-proline
  参考文献：
  名称：

  DNA-, RNA- and self-pairing properties of a pyrrolidinyl peptide nucleic acid with a (2′R,4′S)-prolyl-(1S,2S)-2-aminocyclopentanecarboxylic acid backbone

  摘要：

  A new pyrrolidinyl peptide nucleic acid (PNA) comprising of an alternate sequence of 4'-nucleobase-modified proline with (2'R,4'S) configuration and a (1S,2S)-2-aminocyclopentanecarboxylic acid [(2'R,4'S)-acpcPNA] backbone was synthesized and its DNA-, RNA- and self-pairing properties studied. T-m and CD studies suggested that the (2'R,4'S)-acpcPNA forms antiparallel hybrids to DNA and RNA with high sequence and direction specificity. The stability of these hybrids is comparable to those of the (2'R,4'R)-acpcPNA hybrids previously reported by our group. On the other hand, experiments with a self-complementary sequence indicated that the new (2'R,4'S)-acpcPNA forms a more stable antiparallel self-hybrid than (2'R,4'R)-acpcPNA. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.102