N-BOC-L-天冬氨酸4-叔-丁基1-(4-硝基苯基)酯 | 29365-05-7

• 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
• 中文名称: N-BOC-L-天冬氨酸4-叔-丁基1-(4-硝基苯基)酯
• 中文别名: N-[叔丁氧羰基]-L-天冬氨酸4-叔丁酯1-(4-硝基苯基)酯；N-BOC-L-天冬氨酸 4-叔-丁基 1-(4-硝基苯基) 酯
• 英文名称: N-(tert-butoxycarbonyl)-β-tert-butyl-L-aspartic acid p-nitrophenyl ester
• 英文别名: Boc-ASP(O-tert-butyl)-ONp；Boc-Asp(OtBu)-ONp；4-O-tert-butyl 1-O-(4-nitrophenyl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanedioate
• CAS: 29365-05-7
• 化学式: C₁₉H₂₆N₂O₈
• mdl: MFCD00076913
• 分子量: 410.424
• InChiKey: PHQSQVFTGWZWKF-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.526
• 拓扑面积：
  137
• 氢给体数：
  1
• 氢受体数：
  8

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  N-BOC-L-天冬氨酸4-叔-丁基1-(4-硝基苯基)酯 在 三乙胺 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 tert.-Butyl-L-asparagyl-glycyl-benzyloxycarbonyl-hydrazid-trifluoroacetat
  参考文献：
  名称：

  分泌素的合成。3.碎片冷凝方法。

  摘要：

  DOI：

  10.1021/ja01019a037

文献信息

• High-potency dipeptide sweeteners. 2. L-Aspartylfuryl-, thienyl-, and imidazolylglycine esters
  作者：John M. Janusz、P. A. Young、R. B. Blum、C. M. Riley

  DOI：10.1021/jm00168a022

  日期：1990.6

  Eight L-aspartyl dipeptides derived from heterocyclic glycine esters were prepared and evaluated as sweeteners. The fenchyl esters of L-aspartyl-2-furyl-, 2- and 3-thienyl-, and imidazolylglycine were all potently sweet with the D-2-furylglycine (+)-beta-fenchyl ester being the most potent at 16,500 times the potency of sucrose. The requirement for a planar heterocyclic group directly attached to the glycine carbon atom was demonstrated by the observation that the tetrahydrofuryl and beta-thienylalanine fenchyl esters were not sweet. The heteroaromatic glycine esters join the phenylglycine esters as a novel class of dipeptide sweeteners with very high potency.
• Dendritic hexadecapeptide as a cathepsin B degradable carrier for delivery of HSP90 inhibitor
  作者：Vidula Kolhatkar、Jose Suárez、Rohit Kolhatkar

  DOI：10.1016/j.bmcl.2015.06.012

  日期：2015.9

  Biodegradable vehicles that degrade specifically at tumor sites are highly desirable since they can cause selective exposure of highly toxic drugs at tumor sites whereas keep the conjugates stable during blood circulation. Here, we evaluate the utility of a dendritic hexadecapeptide comprised of four arms, each having a tetrapeptide sequence recognized by an enzyme cathepsin B as a carrier system for heat shock protein 90 (HSP90) inhibitor geldanamycin (GDM). We report the synthesis of a carrier having GDM conjugated to the terminal end of each arm (> 55% wt/wt drug). We further report the stability of the GDM containing peptidic dendrimer in various buffers and in the presence of serum along with its ability to release free drug in the presence of cathepsin B, the enzyme overexpressed in a variety of tumors. Using androgen-independent prostate cancer cell line (DU-145) we further demonstrate that the geldanamycin containing peptidic dendrimer has antiproliferative property similar to the free drug derivative. (C) 2015 Elsevier Ltd. All rights reserved.
• CHARPENTIER, B.;ROQUES, B. P.;ROY, J.;MORGAT, J. L., J. LABELL. COMPOUNDS AND RADIOPHARM., 27,(1989) N, C. 387-394
  作者：CHARPENTIER, B.、ROQUES, B. P.、ROY, J.、MORGAT, J. L.

  DOI：——

  日期：——
• The synthesis of secretin. III. The fragment-condensation approach
  作者：Miguel A. Ondetti、V. L. Narayanan、Malcolm Von Saltza、John T. Sheehan、Emily F. Sabo、Miklos Bodanszky

  DOI：10.1021/ja01019a037

  日期：1968.8