3-ethyl chlorin | 56145-41-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: 3-ethyl chlorin
• 英文别名: mesopyropheophorbide-a；Phytochlorin；meso-pyro-pheophorbide a；meso pyropheophorbide a；meso-pyro-pheophorbide
• CAS: 56145-41-6
• 化学式: C₃₃H₃₆N₄O₃
• 分子量: 536.674
• InChiKey: LATJJRAQQPMHKF-CDIXLCFRSA-N

物化性质

• 沸点：
  998.1±65.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.33
• 重原子数：
  40.0
• 可旋转键数：
  5.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  111.73
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-ethyl chlorin 在 4-二甲氨基吡啶 、 zinc diacetate 、 碳酸氢钠 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Synthesis and self-assembly of amphiphilic zinc chlorins possessing a 31-hydroxy group

  摘要：

  Amphiphilic zinc chlorins possessing a 3(1)-hydroxy group were prepared. Non-ionic (oligo)oxyethylene group, anionic sulfonate and cationic quaternary ammonium groups were introduced on the 17-position of a zinc chlorin moiety. All the three kinds of amphiphilic chlorophyll derivatives self-assembled in an aqueous medium to favor a formation of the anti-parallel dimeric structure. In contrast, the amphiphilic zinc chlorins formed large aggregates in non-polar organic solvent. These studies showed self-assemblies of amphiphilic zinc chlorin chromophores were controlled in environments. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01328-5
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 3-ethyl chlorin
  参考文献：
  名称：

  Fischer; Laubereau, Justus Liebigs Annalen der Chemie, 1938, vol. 535, p. 17,28

  摘要：

  DOI：

文献信息

• Artificial Light-Harvesting Antennae: Singlet Excitation Energy Transfer from Zinc Chlorin Aggregate to Bacteriochlorin in Homogeneous Hexane Solution
  作者：Tomohiro Miyatake、Hitoshi Tamiaki、Alfred R. Holzwarth、Kurt Schaffner

  DOI：10.1111/j.1751-1097.1999.tb03311.x

  日期：1999.4

  singlet excitation energy transfer from the zinc chlorin aggregate to the bacteriochlorin moiety of the coaggre‐gated dyad occurs in the homogeneous solution. In the coaggregated dyad, the bacteriochlorin moiety plays the role of an efficient energy trap and the chlorin moiety the role of an anchor to the donor aggregate. The artificial assembly thus mimics the structure and function of natural chlorosomes

  摘要：具有 31-羟基和 131-羰基的锌二氢卟酚在非极性溶剂（如己烷）中自组装，其方式类似于绿色光合细菌的叶绿体中的细菌叶绿素 c。含有少量菌绿素-锌二氢卟酚二元分子的锌二氢卟酚聚集体的可见吸收和稳态荧光测量表明，从锌二氢卟酚聚集体到共聚集二元体的菌绿素部分的单线态激发能量转移发生在均相溶液中. 在共聚二元组中，菌绿素部分起到有效能量陷阱的作用，而二氢卟酚部分起到供体聚集体的锚定作用。
• [EN] COMPOUNDS AND BIOLOGICAL MATERIALS AND USES THEREOF<br/>[FR] MATÉRIAUX BIOLOGIQUES ET COMPOSÉS, ET UTILISATIONS CORRESPONDANTES
  申请人：PHOTOBIOTICS LTD

  公开号：WO2010106341A1

  公开（公告）日：2010-09-23

  The invention provides compounds of Formula (I): wherein b, D, R1, R2, G, Ra and Rb have meanings given in the description, or pharmaceutically-acceptable salts or solvates, or pharmaceutically functional derivatives thereof. The invention further provides process for conjugating the compounds to carrier molecules and uses of such compounds and conjugates in the treatment of disease.

  该发明提供了Formula (I)的化合物：其中b，D，R1，R2，G，Ra和Rb的含义如描述中所述，或其在药学上可接受的盐或溶剂，或其药学功能衍生物。该发明还提供了将这些化合物与载体分子结合的方法以及在治疗疾病中使用这些化合物和结合物的方法。
• Water-soluble mono-PEGylated tetrapyrrole derivatives for photodynamic therapy and method of production
  申请人：CeramOptec Industries, Inc.

  公开号：US20040186285A1

  公开（公告）日：2004-09-23

  Water-soluble mono-PEGylated tetrapyrrole derivatives are disclosed, having a formula given by formula 1, 2, or 3 in the specification. A method to produce the above water-soluble mono-PEGylated compounds is also disclosed, comprising an interaction of a tetrapyrrole with an aminopolyethylene glycol containing a functionalized terminal fragment, as well as their use as photosensitizers in photodynamic therapy.

  本发明涉及一种水溶性单PEG化四吡咯衍生物，其化学式如规范中的化学式1、2或3所示。还公开了一种生产上述水溶性单PEG化化合物的方法，包括四吡咯与含有功能化末端片段的氨基聚乙二醇的相互作用，以及它们在光动力疗法中作为光敏剂的用途。
• COMPOUNDS AND BIOLOGICAL MATERIALS AND USES THEREOF
  申请人：Yahioglu Gokhan

  公开号：US20120070377A1

  公开（公告）日：2012-03-22

  The invention provides compounds of Formula (I): wherein b, D, R 1 , R 2 , G, R a and R b have meanings given in the description, or pharmaceutically-acceptable salts or solvates, or pharmaceutically functional derivatives thereof. The invention further provides process for conjugating the compounds to carrier molecules and uses of such compounds and conjugates in the treatment of disease.

  本发明提供公式（I）的化合物：其中b，D，R1，R2，G，Ra和Rb具有描述中给出的含义，或其药学上可接受的盐或溶剂或药学上的功能衍生物。本发明还提供将该化合物与载体分子结合的过程以及在治疗疾病中使用这些化合物和结合物的用途。
• Siderophore conjugates of photoactive dyes for photodynamic therapy
  申请人：CeramOptec Industries, Inc.

  公开号：US20040186087A1

  公开（公告）日：2004-09-23

  Siderophore-photosensitizer conjugates, their synthesis and use in photodynamic antimicrobial therapy (PACT) is disclosed. The advantage of this method is improvement of photodynamic antimicrobial therapy against, for example, pathogenic micro-organisms such as bacteria and fungi. Naturally occurring and synthetically available siderophore structures are conjugated chemically with photoactive compounds such as Chlorin e 6 to improve their penetration into bacterial cells and to increase antibacterial efficacy of photosensitizers via microbial proteins that recognize and transport iron-loaded siderophores. In this way, photosensitizers can be transported inside bacteria that otherwise could not cross the cell wall and membranes. Photodynamic activation of photosensitizers inside the cells of pathogenic microbes enables a more effective inhibition of cellular functions than application at the outer side of the cells. The siderophore-transporting systems of microbes are known to be specific for bacteria and fungi. Consequently, siderophore conjugates with photosensitizers are not taken up by mammalian cells and photodynamic effects can thus be exerted specifically on pathogenic microbes. Applications of these conjugates include highly efficient treatment of pathogenic gram-negative and -positive bacteria such as Pseudomonas aeruginosa, Escherichia coli, Streptococcus pyogenes, Staphylococcus aureus , treatment of microbial infections that often occur in chronic wounds as well as therapy of other antibiotic resistant microbial infections.

  本文介绍了铁载体-光敏剂共轭物的合成和在光动力抗微生物治疗（PACT）中的应用。该方法的优点是改善了光动力抗微生物治疗，例如对抗细菌和真菌这样的病原微生物。通过化学手段将天然存在和人工合成的铁载体结构与光活性化合物（例如氯林e6）结合，可以提高光敏剂进入细菌细胞的渗透性，并通过识别和运输铁载体的微生物蛋白质增加光敏剂的抗菌效力。通过这种方式，光敏剂可以被运输到细菌内部，否则无法穿过细胞壁和膜。在病原微生物的细胞内激活光敏剂，可以更有效地抑制细胞功能，而不是在细胞外应用。微生物的铁载体运输系统已知对细菌和真菌具有特异性。因此，铁载体共轭物与光敏剂不会被哺乳动物细胞摄取，从而可以针对病原微生物特异性地施加光动力效应。这些共轭物的应用包括高效治疗病原的革兰氏阴性和阳性细菌，例如铜绿假单胞菌，大肠杆菌，链球菌，金黄色葡萄球菌，治疗常见于慢性伤口的微生物感染以及其他抗生素耐药微生物感染的治疗。