NANP | 92463-35-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: NANP
• 英文别名: H-Asn-Ala-Asn-Pro-OH；(2S)-1-[(2S)-4-amino-2-[[(2S)-2-[[(2S)-2,4-diamino-4-oxobutanoyl]amino]propanoyl]amino]-4-oxobutanoyl]pyrrolidine-2-carboxylic acid
• CAS: 92463-35-9
• 化学式: C₁₆H₂₆N₆O₇
• 分子量: 414.418
• InChiKey: OCZYBENKVKLQRB-XKNYDFJKSA-N

物化性质

• 沸点：
  984.0±65.0 °C(Predicted)
• 密度：
  1.428±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -8.2
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  228
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  、 BOC-L-脯氨酸 、 N-叔丁氧羰基-L-丙氨酸 、 BOC-L-天冬酰胺 在 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 NANP
  参考文献：
  名称：

  Solid-phase peptide synthesis in highly loaded conditions

  摘要：

  The use of very highly substituted resins has been avoided for peptide synthesis due to the aggravation of chain-chain interactions within beads. To better evaluate this problem, a combined solvation-peptide synthesis approach was herein developed taking as models, several peptide-resins and with peptide contents values increasing up to near 85%. Influence of peptide sequence and loading to solvation characteristics of these compounds was observed. Moreover, chain-chain distance and chain concentration within the bead were also calculated in different loaded conditions. Of note, a severe shrinking of beads occurred during the alpha-amine deprotonation step only when in heavily loaded resins, thus suggesting the need for the modification of the solvent system at this step. Finally, the yields of different syntheses in low and heavily loaded conditions were comparable, thus indicating the feasibility of applying this latter "prohibitive" chemical synthesis protocol. We thought these results might be basically credited to the possibility, without the need of increasing molar excess of reactants, of carrying out the coupling reaction in higher concentration of reactants - near three to seven folds - favored by the use of smaller amount of resin. Additionally, the alteration in the solvent system at the alpha-amine deprotonation step might be also improving the peptide synthesis when in heavily loaded experimental protocol. (C) 2011 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2011.01.001

文献信息

• Peptide composition useful for the malaria vaccine manufacture as well as for the preparation of diagnostic kits for the detection of malarial diseases
  申请人：ENIRICERCHE S.p.A.

  公开号：EP0209643A2

  公开（公告）日：1987-01-28

  Peptide composition useful for the malaria vaccine manufacture as well as for the preparation of diagnostic kits for the detection of malarial diseases, consisting of a peptide mixture having the following general formula wherein Asn is Asparagine Ala is Alanine Pro is Proline and wherein n is equal to or higher than 10.

  用于制造疟疾疫苗和制备检测疟疾疾病诊断试剂盒的多肽组合物，由通式如下的多肽混合物组成 其中 Asn 为天冬酰胺 Ala 是丙氨酸 Pro 是脯氨酸 其中 n 等于或大于 10。
• US4956449A
  申请人：——

  公开号：US4956449A

  公开（公告）日：1990-09-11
• Solid-phase peptide synthesis in highly loaded conditions
  作者：Clovis R. Nakaie、Eliandre Oliveira、Eduardo F. Vicente、Guita N. Jubilut、Sinval E.G. Souza、Reinaldo Marchetto、Eduardo M. Cilli

  DOI：10.1016/j.bioorg.2011.01.001

  日期：2011.4

  The use of very highly substituted resins has been avoided for peptide synthesis due to the aggravation of chain-chain interactions within beads. To better evaluate this problem, a combined solvation-peptide synthesis approach was herein developed taking as models, several peptide-resins and with peptide contents values increasing up to near 85%. Influence of peptide sequence and loading to solvation characteristics of these compounds was observed. Moreover, chain-chain distance and chain concentration within the bead were also calculated in different loaded conditions. Of note, a severe shrinking of beads occurred during the alpha-amine deprotonation step only when in heavily loaded resins, thus suggesting the need for the modification of the solvent system at this step. Finally, the yields of different syntheses in low and heavily loaded conditions were comparable, thus indicating the feasibility of applying this latter "prohibitive" chemical synthesis protocol. We thought these results might be basically credited to the possibility, without the need of increasing molar excess of reactants, of carrying out the coupling reaction in higher concentration of reactants - near three to seven folds - favored by the use of smaller amount of resin. Additionally, the alteration in the solvent system at the alpha-amine deprotonation step might be also improving the peptide synthesis when in heavily loaded experimental protocol. (C) 2011 Elsevier Inc. All rights reserved.