methyl 2-amino-5-((tert-butoxycarbonyl)amino)pentanoate hydrochloride

• 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: methyl 2-amino-5-((tert-butoxycarbonyl)amino)pentanoate hydrochloride
• 英文别名: Ndelta-Boc-L-ornithine methyl ester hydrochloride；methyl 2-amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;hydrochloride
• 化学式: C₁₁H₂₂N₂O₄*ClH
• 分子量: 282.768
• InChiKey: PDTVFHJMWNCIRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.21
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  90.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2-amino-5-((tert-butoxycarbonyl)amino)pentanoate hydrochloride 在 盐酸 、 水 、 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 (R),(S')-2-(4-isobutylphenyl)-N-[(1-carboxy-4-amino)butyl]propionamide
  参考文献：
  名称：

  OMEGA-AMINOALKYLAMIDES OF (R)-2-ARYL-PROPIONIC ACIDS AS INHIBITORS OF THE CHEMOTAXIS OF POLYMORPHONUCLEATE AND MONONUCLEATE CELLS

  摘要：

  公开号：

  EP1366018B1

文献信息

• [EN] ANTIMICROBIAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIMICROBIENS
  申请人：NEWSOUTH INNOVATIONS PTY LTD

  公开号：WO2018081869A1

  公开（公告）日：2018-05-11

  The present application relates to compounds of Formula (I) and salts thereof. The compounds of Formula (I) have antibacterial and anti-biofilm activities. The present application also relates to compositions comprising the compounds of Formula (I) or salts thereof, methods of treating or preventing bacterial infections using the compounds of Formula (I) or salts thereof, and methods of inhibiting biofilm formation using the compounds of Formula (I) or salts thereof.

  本申请涉及化合物I的盐和化合物。化合物I具有抗菌和抗生物膜活性。本申请还涉及包含化合物I或其盐的组合物，使用化合物I或其盐治疗或预防细菌感染的方法，以及使用化合物I或其盐抑制生物膜形成的方法。
• Amphipathic guanidine-embedded glyoxamide-based peptidomimetics as novel antibacterial agents and biofilm disruptors
  作者：Shashidhar Nizalapur、Onder Kimyon、Eugene Yee、Kitty Ho、Thomas Berry、Mike Manefield、Charles G. Cranfield、Mark Willcox、David StC Black、Naresh Kumar

  DOI：10.1039/c7ob00053g

  日期：——

  Novel antibacterial peptidomimetics that inhibit the growth of planktonic cells and reduce biofilm formation in both Gram-positive and Gram-negative bacteria.

  新型拟肽抗菌剂，可抑制革兰氏阳性和革兰氏阴性细菌的浮游细胞生长并减少生物膜的形成。
• Antimicrobial compounds
  申请人：NEWSOUTH INNOVATIONS PTY LIMITED

  公开号：US10988444B2

  公开（公告）日：2021-04-27

  The present application relates to compounds of Formula (I) and salts thereof. The compounds of Formula (I) have antibacterial and anti-biofilm activities. The present application also relates to compositions comprising the compounds of Formula (I) or salts thereof, methods of treating or preventing bacterial infections using the compounds of Formula (I) or salts thereof, and methods of inhibiting biofilm formation using the compounds of Formula (I) or salts thereof.

  本申请涉及式（I）化合物及其盐类。式（I）化合物具有抗菌和抗生物膜活性。本申请还涉及包含式（I）化合物或其盐的组合物，使用式（I）化合物或其盐治疗或预防细菌感染的方法，以及使用式（I）化合物或其盐抑制生物膜形成的方法。
• Identification of Multiple Structurally Distinct, Nonpeptidic Small Molecule Inhibitors of Protein Arginine Deiminase 3 Using a Substrate-Based Fragment Method
  作者：Haya Jamali、Hasan A. Khan、Joseph R. Stringer、Somenath Chowdhury、Jonathan A. Ellman

  DOI：10.1021/jacs.5b00095

  日期：2015.3.18

  The protein arginine deiminases (PADs) are a family of enzymes that catalyze the post-translational hydrolytic deimination of arginine residues. Four different enzymologically active PAD subtypes have been characterized and exhibit tissue-specific expression and association with a number of different diseases. In this Article we describe the development of an approach for the reliable discovery of low molecular weight, nonpeptidic fragment substrates of the PADs that then can be optimized and converted to mechanism-based irreversible PAD inhibitors. The approach is demonstrated by the development of potent and selective inhibitors of PAD3, a PAD subtype implicated in the neurodegenerative response to spinal cord injury. Multiple structurally distinct inhibitors were identified with the most potent inhibitors having >10,000 min(-1) M-1 k(inact)/K-I values and >= 10-fold selectivity for PAD3 over PADs 1, 2, and 4.
• A peptide approach to covalently linked [Ru(bipy)3]2+–ferrocene and [Ru(bipy)3]2+–tyrosine conjugates
  作者：Bernd Geißer、Ralf Alsfasser

  DOI：10.1016/s0020-1693(02)01339-7

  日期：2003.2

  We have worked out the synthesis of two bifunctional photochemically active peptide derivatives based on a side chain ruthenium labeled amino acid. The ruthenium modified amino acid [H-OrnRu(bipy)(2)m}-OH](PF6)(3) (Orn = ornithine, in = 4-carbonyl-4'-methyl-2,2'-bipyridyl) was used as a module for the synthesis of a [Ru(bipy)(3)]-(Fc-CONHR) (Fc-CONHR = ferrocene-1-carboxamide), and a [Ru(bipy)(3)]-Tyr (Tyr = tyrosine) chromophore-quencher conjugate. The complex [Fc-OrnRu(bipy)(2)m}-OMe](PF6)(2) shows efficient luminescence quenching by energy transfer. Electron transfer from phenolate to ruthenium occurs in the dipeptide [Boc-Tyr-OrnRu(bipy)(2)m}-O](PF6) above pH 9. Implications for the development of cooperative sensing devices and light energy converting peptides are discussed. (C) 2002 Elsevier Science B.V. All rights reserved.