2'-(aminomethyl)biphenyl-2-acetic acid | 270927-48-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2'-(aminomethyl)biphenyl-2-acetic acid
• 英文别名: 2-[2-[2-(Aminomethyl)phenyl]phenyl]acetic acid
• CAS: 270927-48-5
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: YJSHSKNVXSDLKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2'-(aminomethyl)biphenyl-2-acetic acid 生成 11,30-dimethyl-9,12,28,31-tetrazapentacyclo[32.4.0.02,7.015,20.021,26]octatriaconta-1(38),2,4,6,15,17,19,21,23,25,34,36-dodecaene-10,13,29,32-tetrone
  参考文献：
  名称：

  FEIGEL, M.;BRANDMEIER, V.;LUGERT, G.;MANERO, J., 13TH INT. SYMP. MACROCYCL. CHEM., HAMBURG, SEPT. 4-8, 1988: BOOK ABSTR.-F+

  摘要：

  DOI：
• 作为产物：
  描述：

  2'-(phthalimidomethyl)biphenyl-2-acetic acid 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 2'-(aminomethyl)biphenyl-2-acetic acid
  参考文献：
  名称：

  含有带有联苯部分的伪氨基酸的环肽中反平行的β-Sheet构象

  摘要：

  含联苯的假氨基酸2'-（氨基甲基）联苯-2-羧酸（Abc; 1）和2'-（氨基甲基）联苯-2-乙酸（Aba; 2）被用作硬性间隔基环状肽的骨架环（-Abc-Ala-Phe-Gly-）2（5），环（-Abc-Ala-Val-Gly-）2（6），环（-Aba-Gly-Phe-Ala- ）2（7）和环（-Aba-Ala-Phe-Gly-）2（8）。由于联苯单元的阻转异构性，在每种环肽的溶液中发现了三种不同的互变非对映异构体。NMR技术和分子动力学计算可以得出结论，（D 6）DMSO中5（和6）的主要非对映异构体采用β-折叠构象。本发明提出，伪氨基酸1的（- [R）-chirality形式，具有连接的L-氨基酸，相当于β转角的H结合图案（参见d在图4和˚F）。

  DOI：

  10.1002/hlca.19940770110

文献信息

• Biaryl amino acid templates in place of d-Pro-l-Pro in cyclic ß-hairpin cationic antimicrobial peptidomimetics
  作者：Nityakalyani Srinivas、Kerstin Moehle、Khaled Abou-Hadeed、Daniel Obrecht、John A. Robinson

  DOI：10.1039/b706370a

  日期：——

  The turn-forming D-Pro-L-Pro template has been frequently used to promote regular ß-hairpin conformations in cyclic protein epitope mimetics. Here the use of three isomeric biaryl templates has been studied as alternatives to D-Pro-L-Pro in the preparation of ß-hairpin peptidomimetics. The o,o′- o,m′- and m,m′-isomers of carboxymethyl- and aminomethyl-substituted biaryl templates have been incorporated into novel macrocyclic mimics of the naturally occurring cationic antimicrobial peptide protegrin I. The presence of the o-carboxymethyl-o′-aminomethyl-biaryl template within the macrocyclic peptide resulted in the appearance of slowly interconverting atropisomers. Although none of the resulting mimetics adopted stable ß-hairpin structures in aqueous solution, they all nevertheless retained a significant antimicrobial activity against Gram positive and Gram negative bacteria. These mimetics provide interesting starting points for an optimization program in the search for potent and novel antimicrobial compounds.

  转向形成的D-Pro-L-Pro模板常被用于促进环状蛋白表位模拟物中的规则β-发夹构象。这里研究了三种异构体的双芳基模板作为D-Pro-L-Pro的替代品，用于制备β-发夹肽模拟物。o,o'、o,m'和m,m'异构体的羧甲基和氨甲基取代的双芳基模板被引入到自然发生的阳离子抗菌肽protegrin I的新型宏环模拟物中。o-羧甲基-o'-氨甲基双芳基模板的存在使得宏环肽中出现了缓慢互变的厄尔托普异构体。尽管最终得到的模拟物在水溶液中未能形成稳定的β-发夹结构，它们仍保留了对革兰氏阳性和革兰氏阴性细菌的显著抗菌活性。这些模拟物为寻找强效和新型抗菌化合物的优化程序提供了有趣的出发点。
• NEUROPEPTIDE-2 RECEPTOR (Y-2R) AGONISTS
  申请人：Danho Waleed

  公开号：US20100069307A1

  公开（公告）日：2010-03-18

  Provided herein are neuropeptide-2 receptor agonists of the formula (I): Y—R 1 —R 2 —X—R 3 —R 4 —R 5 —R 6 —R 7 —R 8 —R 9 —R 10 —R 11 —R 12 —R 13 —R 14 —NH 2 (I), as well as pharmaceutically acceptable salts, derivatives and fragments thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment of diseases such as, for example, obesity and diabetes.

  本文提供了公式(I)的神经肽-2受体激动剂：Y—R1—R2—X—R3—R4—R5—R6—R7—R8—R9—R10—R11—R12—R13—R14—NH2(I)，以及其药学上可接受的盐、衍生物和片段，其中取代基如规范中所披露。这些化合物以及包含它们的药物组合物，可用于治疗肥胖症和糖尿病等疾病。
• Design and synthesis of potential β-sheet nucleators via Suzuki coupling reaction
  作者：Elisa Perissutti、Francesco Frecentese、Antonio Lavecchia、Ferdinando Fiorino、Beatrice Severino、Francesca De Angelis、Vincenzo Santagada、Giuseppe Caliendo

  DOI：10.1016/j.tet.2007.09.071

  日期：2007.12

  Three series of compounds characterized by biphenylic structure were synthesized in order to develop new scaffolds able to induce P-sheet folding in the peptides. Microwave flash heating was used in order to shorten reaction times and to enhance the obtained yields. Simulated annealing molecular dynamics simulations demonstrated that some of the compounds were capable of adopting a 15-membered intramolecularly hydrogen-bonded conformation, which supports an antiparallel beta-sheet structure. (c) 2007 Elsevier Ltd. All rights reserved.
• FEIGEL, M.;BRANDMEIER, V.;LUGERT, G.;MANERO, J., 13TH INT. SYMP. MACROCYCL. CHEM., HAMBURG, SEPT. 4-8, 1988: BOOK ABSTR.-F+
  作者：FEIGEL, M.、BRANDMEIER, V.、LUGERT, G.、MANERO, J.

  DOI：——

  日期：——
• NEUROPEPTIDE-2 RECEPTOR (Y-2R) AGONISTS AND USES THEREOF
  申请人：F. Hoffmann-La Roche AG

  公开号：EP2326666A1

  公开（公告）日：2011-06-01