di-(N-acetyl)tyramine | 155445-74-2

• 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: di-(N-acetyl)tyramine
• 英文别名: N-[2-[3-[5-(2-acetamidoethyl)-2-hydroxyphenyl]-4-hydroxyphenyl]ethyl]acetamide
• CAS: 155445-74-2
• 化学式: C₂₀H₂₄N₂O₄
• 分子量: 356.422
• InChiKey: RPNXXMSUJXFMHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  di-(N-acetyl)tyramine 在 盐酸 作用下， 反应 24.0h， 生成 2,2'-dihydroxy-5,5'-bis(ethylamino)diphenyl
  参考文献：
  名称：

  Evidence of a coupled mechanism between monoamine oxidase and peroxidase in the metabolism of tyramine by rat intestinal mitochondria

  摘要：

  The relationship between monoamine oxidase (EC 1.4.3.4; MAO) and peroxidase (EC 1.11.1.7; POD) in the metabolism of tyramine was investigated using the crude mitochondrial fraction of rat intestine. When tyramine was incubated with mitochondria, the formation of the peroxidase-catalysed oxidation product, 2,2'-dihydroxy-5,5'-bis(ethylamino)diphenyl (dityramine), identified by mass spectrometric analysis, was monitored spectrophotometrically. After an initial lag time, the formation rate of dityramine was linear up to 2 hr, amounting to 17 nmol X hr(-1) X mg protein(-1). A similar value was found for the oxidative deamination of tyramine catalysed by intestinal MAO. Either 10(-3) M clorgyline or 10(-3) M NaCN suppressed this reaction by completely inhibiting MAO or POD, respectively. In the former case, however, addition of H2O2 to the incubation mixture promptly started the reaction. Selective inhibition of MAO-A and MAO-B was achieved with 3 X 10(-7) M clorgyline and 3 X 10(-7) M deprenyl, respectively, and the formation rate of dityramine decreased in a corresponding manner. Preincubation with histamine or spermidine reduced the lag time without affecting the steady-state reaction rate. Higher levels of dityramine were also detected in vivo in rat intestine after oral administration of tyramine. These results indicate that the peroxidase-dependent metabolism of tyramine in the gut may be driven by H2O2 produced by MAO activities and that MAO-A is mainly responsible for this process, as well as for the oxidative deamination of tyramine. (C) 1998 Elsevier Science Inc.

  DOI：

  10.1016/s0006-2952(97)00379-1
• 作为产物：
  描述：

  N-乙酰基酪胺 在 双氧水 、 horseradish peroxidase 作用下， 以 sodium hydroxide 为溶剂， 反应 24.0h， 生成 di-(N-acetyl)tyramine
  参考文献：
  名称：

  Evidence of a coupled mechanism between monoamine oxidase and peroxidase in the metabolism of tyramine by rat intestinal mitochondria

  摘要：

  The relationship between monoamine oxidase (EC 1.4.3.4; MAO) and peroxidase (EC 1.11.1.7; POD) in the metabolism of tyramine was investigated using the crude mitochondrial fraction of rat intestine. When tyramine was incubated with mitochondria, the formation of the peroxidase-catalysed oxidation product, 2,2'-dihydroxy-5,5'-bis(ethylamino)diphenyl (dityramine), identified by mass spectrometric analysis, was monitored spectrophotometrically. After an initial lag time, the formation rate of dityramine was linear up to 2 hr, amounting to 17 nmol X hr(-1) X mg protein(-1). A similar value was found for the oxidative deamination of tyramine catalysed by intestinal MAO. Either 10(-3) M clorgyline or 10(-3) M NaCN suppressed this reaction by completely inhibiting MAO or POD, respectively. In the former case, however, addition of H2O2 to the incubation mixture promptly started the reaction. Selective inhibition of MAO-A and MAO-B was achieved with 3 X 10(-7) M clorgyline and 3 X 10(-7) M deprenyl, respectively, and the formation rate of dityramine decreased in a corresponding manner. Preincubation with histamine or spermidine reduced the lag time without affecting the steady-state reaction rate. Higher levels of dityramine were also detected in vivo in rat intestine after oral administration of tyramine. These results indicate that the peroxidase-dependent metabolism of tyramine in the gut may be driven by H2O2 produced by MAO activities and that MAO-A is mainly responsible for this process, as well as for the oxidative deamination of tyramine. (C) 1998 Elsevier Science Inc.

  DOI：

  10.1016/s0006-2952(97)00379-1

文献信息

• Hydroxyphenyl cross-linked macromolecular network and applications thereof
  申请人：Calabro Anthony

  公开号：US20090042294A1

  公开（公告）日：2009-02-12

  A dihydroxyphenyl cross-linked macromolecular network is provided that is useful in artificial tissue and tissue engineering applications, particularly to provide a synthetic macromolecular network for a wide variety of tissue types. In particular, artificial or synthetic cartilage, vocal cord material, vitreous material, soft tissue material and mitral valve material are described. In an embodiment, the network is composed of tyramine-substituted and cross-linked hyaluronan molecules, wherein cross-linking is achieved via peroxidase-mediated dityramine-linkages that can be performed in vivo. The dityramine bonds provide a stable, coherent hyaluronan-based hydrogel with desired physical properties.
• INJECTABLE HYDROGELS AND APPLICATIONS THEREOF
  申请人：LifeCell Corporation

  公开号：US20180193522A1

  公开（公告）日：2018-07-12

  Crosslinked compositions useful for repairing, regenerating, and/or augmenting tissue, as well as acting as a biological scaffold that promotes cell in-growth and tissue integration, are disclosed, as are quick-setting, injectable precursors of such crosslinked compositions. Such crosslinked compositions generally comprise (1) a crosslinked tyramine-substituted hyaluronic acid and (2) an acellular tissue matrix. Also disclosed are methods of repairing, regenerating, and/or augmenting tissues using such crosslinked compositions, particularly voids in human tissue such as anal fistulae.
• Injectable intraocular microgel as drug delivery system, and hydrogel comprising same
  申请人：SEOUL NATIONAL UNIVERSITY HOSPITAL

  公开号：US20220387597A1

  公开（公告）日：2022-12-08

  Provided are an injectable intraocular microgel and an injectable intraocular hydrogel that are safe to a human body and that can release a drug in the eye for a long period of time. This injectable intraocular microgel may have a form in which a drug is loaded on a hyaluronic acid microgel generated by causing hyaluronic acid copolymers to cross-link with each other through a w/o emulsion method.
• US7368502B2
  申请人：——

  公开号：US7368502B2

  公开（公告）日：2008-05-06
• US7465766B2
  申请人：——

  公开号：US7465766B2

  公开（公告）日：2008-12-16