鳍藻毒素 | 81720-10-7

• 物质功能分类: 生物化工 - 生化试剂
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 鳍藻毒素
• 英文名称: DTX-1
• 英文别名: dinophysistoxin-1；Dinophysistoxin 1；(2R)-3-[(2S,6R,8S,11R)-2-[(E,2R)-4-[(2S,2'R,4R,4aS,6R,8aR)-2-[(1S,3S)-3-[(2S,3R,6R,11R)-3,11-dimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]-1-hydroxybutyl]-4-hydroxy-3-methylidenespiro[4a,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6,5'-oxolane]-2'-yl]but-3-en-2-yl]-11-hydroxy-4-methyl-1,7-dioxaspiro[5.5]undec-4-en-8-yl]-2-hydroxy-2-methylpropanoic acid
• CAS: 81720-10-7
• 化学式: C₄₅H₇₀O₁₃
• 分子量: 819.043
• InChiKey: CLBIEZBAENPDFY-HNXGFDTJSA-N

物化性质

• 熔点：
  134 °C
• 沸点：
  679.27°C (rough estimate)
• 密度：
  1.0717 (rough estimate)
• 溶解度：
  DMSO：可溶；乙醇：可溶；甲醇：可溶

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  58
• 可旋转键数：
  10
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  183
• 氢给体数：
  5
• 氢受体数：
  13

制备方法与用途

鳍藻毒素可用作生化试剂。

反应信息

• 作为反应物：
  描述：

  月桂酸 、 鳍藻毒素 在 吡啶 、 N,N'-羰基二咪唑 作用下， 以10%的产率得到
  参考文献：
  名称：

  通过液相色谱/串联质谱法对亲脂性海洋毒素的半合成酰基酯类似物进行酰化途径和结构表征的评估。

  摘要：

  理由酯化是贝类中亲脂性海洋毒素最重要的代谢途径之一。在这项工作中，我们评估了几种化学酰化反应，旨在通过从游离毒素进行部分合成来获得酰基酯类似物。所开发的程序包括基于液相色谱/串联质谱（LC / MS / MS）的灵敏和选择性方法，可用于获得参考材料，这些参考材料可用作方法开发和校准的分析标准品（内部/外部）进行体外和体内毒理学研究。方法酰化系统涉及无水和非无水脂肪酸或酰基卤作为酰基自由基的来源，以及该反应的几种催化剂。使用一系列涉及产物离子扫描和多反应监测（MRM）的质谱实验来确认身份，并阐明合成产物的裂解途径。结果在亚nmol规模下，对由棕榈酸酐和4-（二甲基氨基）吡啶（DMAP）在无水吡啶中组成的酰化系统的反应时间和温度进行了检测，结果表明最佳的条件是在75°C下60 min，75环状亚胺，azaspiracid-1和pectenotoxin-2分别在120°C和100°C 270分钟

  DOI：

  10.1002/rcm.7057

文献信息

• Process for the measurement of dinophysistoxin and yessotoxin
  申请人：——

  公开号：US20030138856A1

  公开（公告）日：2003-07-24

  The present invention relates to a method for the detection, identification and meausrement of toxins belonging to the group of dinophysistoxins and of yessotoxins, based upon the use of in vitro cell cultures.

  本发明涉及一种基于体外细胞培养的毒素检测、鉴定和测量方法。
• New Okadaic Acid Analogues from the Marine Sponge <i>Merriamum </i><i>o</i><i>xeato </i>and Their Effect on Mitosis
  作者：Robert Britton、Michel Roberge、Colleen Brown、Rob van Soest、Raymond J. Andersen

  DOI：10.1021/np0300129

  日期：2003.6.1

  Inhibitors of the G2 DNA damage checkpoint can selectively sensitize cancer cells with impaired p53 tumor suppressor activity to killing by DNA-damaging drugs or ionizing radiation and have been proposed as a promising therapeutic strategy. An extract from the Northeastern Pacific marine sponge Merriamum. oxeato showed G2 checkpoint inhibitory activity, and fractionation identified the known dinoflagellate toxin dinophysistoxin 1 (1) and the two novel analogues 27-O-acetylokadaic acid (2) and 27-O-acetyldinophysistoxin 1 (3) as the active compounds. The mixture of 1, 2, and 3 was extremely potent at inhibiting the G2 checkpoint (IC50 = 1 ng/mL) and cellular protein Ser/Thr phosphatases (IC50 = 1 ng/mL), and it radiosensitized MCF-7 breast cancer cells expressing mutated p53 at all concentrations tested. However, the mixture of 1, 2, and 3 was also very toxic to cells not exposed to DNA damage (IC50 = 1 ng/mL), making these compounds poor candidates for therapeutic agents to augment the effectiveness of DNA-damaging therapies.
• PROCESS FOR THE MEASUREMENT OF DINOPHYSISTOXIN AND OF YESSOTOXIN
  申请人：Università Degli Studi Di Modene E Reggio Emila

  公开号：EP1297335A2

  公开（公告）日：2003-04-02
• POSITIVE ALLOSTERIC MODULATORS OF SWEET TASTE
  申请人：Sensorygen, Inc.

  公开号：US20180132516A1

  公开（公告）日：2018-05-17

  The invention provides natural allosteric modulators that are useful as sweet flavor enhancers. The present invention also includes ingestible compositions comprising the present compounds and methods of enhancing the sweet taste of sweeteners and sugars.
• [EN] PROCESS FOR THE MEASUREMENT OF DINOPHYSISTOXIN AND OF YESSOTOXIN<br/>[FR] PROCEDE DE MESURE DE DINOPHYSISTOXINE ET D'YESSOTOXINE
  申请人：UNI DEGLI STUDI DI MODENA E RE

  公开号：WO2002003060A2

  公开（公告）日：2002-01-10

  The present invention relates to a method for the detection, identification and measurement of toxins belonging to the group of dinophysistoxins and of yessotoxins, based upon the use of in vitro cell cultures.