O-[(2,6-二氯苯基)甲基]-N-[(9H-芴-9-基甲氧基)羰基]-L-酪氨酸 | 112402-12-7

• 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: O-[(2,6-二氯苯基)甲基]-N-[(9H-芴-9-基甲氧基)羰基]-L-酪氨酸
• 英文名称: Fmoc-Tyr(2,6-Cl2Bzl)-OH
• 英文别名: N-[(9-fluorenyl)methoxycarbonyl]-O-(2,6-dichlorobenzyl)-L-tyrosine；Fmoc-Tyr(2,6-Cl2-Bn)；Fmoc-Tyr(2,6-Dichloro-Bzl)-Oh；(2S)-3-[4-[(2,6-dichlorophenyl)methoxy]phenyl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• CAS: 112402-12-7
• 化学式: C₃₁H₂₅Cl₂NO₅
• mdl: MFCD00065685
• 分子量: 562.449
• InChiKey: ZOUABXSNYLWHTP-LJAQVGFWSA-N

物化性质

• 沸点：
  754.8±60.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.161
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险性防范说明：
  P273,P305+P351+P338
• 危险性描述：
  H302,H319,H412

反应信息

• 作为反应物：
  描述：

  O-[(2,6-二氯苯基)甲基]-N-[(9H-芴-9-基甲氧基)羰基]-L-酪氨酸 在 钯 哌啶 、 4-二甲氨基吡啶 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Investigations of azapeptides as mimetics of Leu-enkephalin

  摘要：

  Solution syntheses of azapeptide pentamers 2, 3, and 4 were accomplished. The binding affinity of these azapeptides and azatide 1 were examined in the context of monoclonal antibody 3-E7 known to strongly bind the [Leu(5)]enkephalin sequence. (C) 1997 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(97)10198-6

文献信息

• Template-constrained cyclic peptide analogues of somatostatin: subtype-selective binding to somatostatin receptors and antiangiogenic activity
  作者：Daniel J Suich、Shaker A Mousa、Gurke Singh、George Liapakis、Terry Reisine、William F DeGrado

  DOI：10.1016/s0968-0896(00)00135-8

  日期：2000.9

  of holding the bioactive tetrapeptide sequence of somatostatin analogues in a beta-turn conformation, as measured by somatostatin receptor (SSTR) binding. Template-constrained cyclic peptides in which the ends of the -Tyr-D-Trp-Lys-Val-tetrapeptide were linked by scaffolds based on either an N,N'-dimethyl-N,N'-diphenylurea or a substituted biphenyl system (DJS631 and DJS811, respectively), bound selectively

  β-转角是蛋白质中常见的二级结构基序，在蛋白质折叠和稳定性中起作用，并参与分子识别相互作用。生长抑素是一种具有多种治疗性生物学活性的肽激素，其生物活性构象中包含一个β角。生长抑素的β-转角和生物学活性已成功地模拟成环六肽类似物。通过生长抑素受体（SSTR）结合测量，开发了两个新颖的，结构化的非肽分子，它们能够将生长抑素类似物的生物活性四肽序列保持在β转角构象中。模板受限的环肽，其中-Tyr-D-Trp-Lys-Val-四肽的末端通过基于N，N'-二甲基-N，N'的支架连接 -二苯基脲或取代的联苯系统（分别为DJS631和DJS811），以高达1 nM的亲和力与小鼠SSTR2B以及大鼠和人SSTR5选择性结合。在小鼠Matrigel模型中显示剂量为3 mg / kg /天的DJS811可抑制血管生成至79％的水平。结构化转向支架的发展使得β-转向序列可以被包含在紧凑的结构中，与环六肽相比，肽
• Inhibitors of &agr;4&bgr;1 mediated cell adhesion
  申请人：Pharmacia & Upjohn Company

  公开号：US06685617B1

  公开（公告）日：2004-02-03

  The present invention relates to compound of formula (I), that are potent inhibitors of &agr;4&bgr;1 mediated adhesion to either VCAM or CS-1 and which could be useful for the treatment of inflammatory diseases. Specifically, the molecules of the present invention can be used for treating or preventing &agr;4&bgr;1 adhesion mediated conditions in a mammal such as a human. This method may comprise administering to a mammal or a human patient an effective amount of the compound or composition as explained in the present specification.

  本发明涉及式(I)的化合物，它们是α4β1介导的对VCAM或CS-1的黏附的有效抑制剂，可用于治疗炎症性疾病。具体来说，本发明的分子可用于治疗或预防哺乳动物，如人类，中的α4β1介导的黏附状况。该方法可能包括向哺乳动物或人类患者施用本说明书中所述的化合物或组合物的有效量。
• Convergent solid phase peptide synthesis. I. Synthesis of protected segments on a hydroxymethylphenyloxymethyl resin using the base labile FMOC α-amine protection. Model synthesis of LHRH.
  作者：E. Pedroso、A. Grandas、M.A. Saralegui、E. Giralt、C. Granier、J. van Rietschoten

  DOI：10.1016/0040-4020(82)85102-8

  日期：1982.1

  solid phase peptide synthesis has been applied to yield LHRH. The segments 1–6 and 7–10 of LHRH were synthesized on a hydroxymethylphenyloxymethyl resin using the base labile Fmoc protecting group on the α-amines. The side chains were protected by HF labile groups. Purification of the segments was performed on Sephadex LH-20 columns and by HPLC on Silica Gel 60 columns. The two segments were then assembled

  收敛固相肽合成已用于产生LHRH。LHRH的1–6和7–10片段是使用α-胺上的碱不稳定Fmoc保护基在羟甲基苯氧基甲基树脂上合成的。侧链受到H​​F不稳定基团的保护。片段的纯化在Sephadex LH-20柱上进行，并且通过HPLC在硅胶60柱上进行。然后将两个片段组装在α-氨基苄基树脂上以产生LHRH的完整序列。经Sephadex G-15和羧甲基纤维素CM-52进行HF处理并标准纯化后，获得所需的LHRH。通过相同的策略在咔唑基氧基甲基苯基氧基甲基树脂上合成链段显示出意想不到的困难。
• New phenylalanine derivatives
  申请人：AJINOMOTO CO. INC

  公开号：US20030114490A1

  公开（公告）日：2003-06-19

  Phenylalanine derivatives of the following formula and analogues thereof have an antagonistic activity to &agr;4&bgr;7 integrin and a selectivity toward &agr;4&bgr;1 integrin. They are used as therapeutic agents for various diseases to which &agr;4&bgr;7 integrin relates. 1

  以下公式及其类似物的苯丙氨酸衍生物具有对α4β7整合素的拮抗活性和对α4β1整合素的选择性。它们被用作治疗与α4β7整合素相关的各种疾病的治疗剂。1
• Phenylalanine derivatives
  申请人：AJINOMOTO CO. INC

  公开号：US20030130320A1

  公开（公告）日：2003-07-10

  Phenylalanine derivatives of the following formulae and analogues thereof have an antagonistic activity to &agr;4 integrin. They are used as therapeutic agents for various diseases concerning &agr;4 integrin. 1

  以下公式及其类似物的苯丙氨酸衍生物具有对α4整合素的拮抗活性。它们被用作治疗与α4整合素有关的各种疾病的治疗剂。 1