NAlpha-FMOC-Nω-PMC-D-精氨酸 | 157774-30-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: NAlpha-FMOC-Nω-PMC-D-精氨酸
• 中文别名: NA-FMOC-N-PMC-D-精氨酸；NΑ-FMOC-NΩ-PMC-D-精氨酸；Nα-FMOC-Nω-PMC-D-精氨酸；Fmoc-D-Arg(Pmc)-OH
• 英文名称: Fmoc-D-Arg(Pmc)-OH
• 英文别名: (2R)-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
• CAS: 157774-30-6
• 化学式: C₃₅H₄₂N₄O₇S
• 分子量: 662.807
• InChiKey: QTWZCODKTSUZJN-GDLZYMKVSA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  47
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  178
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  NAlpha-FMOC-Nω-PMC-D-精氨酸 在 哌啶 、 氯化亚砜 作用下， 以 乙腈 为溶剂， 反应 3.0h， 生成 methyl (2R)-2-amino-5-{3-[(2,3-dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-yl)sulfonyl]guanidino}pentanoate
  参考文献：
  名称：

  Synthesis and antibacterial activity of C2-symmetric binaphthyl scaffolded amino acid derivatives

  摘要：

  The synthesis of eleven novel antibacterial agents is reported. The structures are based on a C-2-symmetric binaphthyl scaffold which holds two identical chains consisting of a short linker, a basic amino acid and a small hydrophobic side chain. Antibacterial activity is revealed for a number of derivatives down to an MIC of 2 mu g/mL (2 mu M) against Staphylococcus aureus - comparable to vancomycin, and an MIC of 31 mu g/mL (31 mu M) against some vancomycin-resistant enterococcal strains. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.06.024

文献信息

• “O-Acyl isopeptide method” for peptide synthesis: synthesis of forty kinds of “O-acyl isodipeptide unit” Boc-Ser/Thr(Fmoc-Xaa)-OH
  作者：Taku Yoshiya、Atsuhiko Taniguchi、Youhei Sohma、Fukue Fukao、Setsuko Nakamura、Naoko Abe、Nui Ito、Mariusz Skwarczynski、Tooru Kimura、Yoshio Hayashi、Yoshiaki Kiso

  DOI：10.1039/b702284k

  日期：——

  The O-acyl isopeptide method has recently received attention as an efficient synthetic method for peptides. Herein, forty kinds of "O-acyl isodipeptide unit" Boc-Ser/Thr(Fmoc-Xaa)-OH (1-40) were effectively synthesized in two-steps without epimerization. The O-acyl isodipeptide units are important building blocks to enable the routine use of the O-acyl isopeptide method.

  作为有效的肽合成方法，O-酰基异肽方法最近受到关注。在此，两步法有效地合成了40种“ O-酰基异二肽单元” Boc-Ser / Thr（Fmoc-Xaa）-OH（1-40），而没有差向异构化。O-酰基异二肽单元是重要的组成部分，可以常规使用O-酰基异肽方法。
• LYSOBACTIN AMIDES
  申请人：VON NUSSBAUM Franz

  公开号：US20090203582A1

  公开（公告）日：2009-08-13

  The invention relates to lysobactin amides and methods for their preparation, as well as their use for manufacturing medicaments for the treatment and/or prophylaxis of diseases, in particular bacterial infectious diseases.

  这项发明涉及赖氨酸胞素酰胺及其制备方法，以及它们用于制造治疗和/或预防疾病，特别是细菌感染性疾病的药物的用途。
• Synthesis and antibacterial studies of binaphthyl-based tripeptoids. Part 1
  作者：John B. Bremner、Paul A. Keller、Stephen G. Pyne、Timothy P. Boyle、Zinka Brkic、Dorothy M. David、Mark Robertson、Kittiya Somphol、Dean Baylis、Jonathan A. Coates、John Deadman、Darshini Jeevarajah、David I. Rhodes

  DOI：10.1016/j.bmc.2010.02.033

  日期：2010.4

  An efficient synthesis of 29 new binaphthyl-based neutral, and mono- and di-cationic, peptoids is described. Some of these compounds had antibacterial activities with MIC values of 1.9–3.9 μg/mL against Staphylococcus aureus. One peptoid had a MIC value of 6 μg/mL against a methicillin-resistant strain of S. aureus (MRSA) and a MIC value of 2 μg/mL against vancomycin-resistant strains of enterococci

  描述了29种新的基于双萘基的中性，单和双阳离子类肽的有效合成。其中一些化合物对金黄色葡萄球菌具有抗菌活性，MIC值为1.9–3.9μg/ mL 。一种类肽对耐金霉素的金黄色葡萄球菌（MRSA）的MIC值为6μg/ mL，对耐万古霉素的肠球菌（VRE）的MIC值为2μg/ mL。
• Amino acid derivatives, pharmaceutical compositions containing these
  申请人：Karl Thomae GmbH

  公开号：US05616620A1

  公开（公告）日：1997-04-01

  Amino acid derivatives, suitable for the treatment of obesity. The following compound is exemplary of the class: (R)-N2-(diphenylacetyl)-N-[(4-hydroxyphenyl) methyl]-argininamide-acetate.

  氨基酸衍生物，适用于治疗肥胖。以下化合物是该类的典型代表：(R)-N2-(二苯乙酰基)-N-[(4-羟基苯基) 甲基]-精氨酰胺醋酸盐。
• Synthesis of Mono and Bis[60]fullerene-Based Dicationic Peptoids
  作者：Sreenu Jennepalli、Katherine A. Hammer、Thomas V. Riley、Stephen G. Pyne、Paul A. Keller

  DOI：10.1002/ejoc.201403046

  日期：2015.1

  us to synthesise [60]fullerenyldihydropyrrole peptides, prepared from the coupling of mono- and bis[60]fullerenyldihydropyrrolecarboxylic acids 4, 5 and 41 with presynthesised peptides 13, 16, 24, 28, 29 and 46. The resulting hydrophobic scaffolded di- and tetra-cationic derivatives were tested against Staphylococcus aureus NCTC 6571 and Escherichia coli NCTC 10418. The synthesis, characterisation

  越来越多的富勒烯基氨基酸及其衍生物的生物应用鼓励我们合成 [60] 富勒烯基二氢吡咯肽，该肽由单和双 [60] 富勒烯基二氢吡咯羧酸 4、5 和 41 与预先合成的肽 13、16、24 偶联制备， 28、29 和 46。针对金黄色葡萄球菌 NCTC 6571 和大肠杆菌 NCTC 10418 对所得疏水性支架二和四阳离子衍生物进行了测试。本文讨论了合成、表征和生物学结果。