4'-氨甲基-6-羧基荧光素 | 198546-45-1

• 物质功能分类: 生物化工 - 生化试剂 - 生物染料
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 4'-氨甲基-6-羧基荧光素
• 英文名称: 4'-AMinoMethyl-6-FAM
• 英文别名: 4'-(aminomethyl)-3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
• CAS: 198546-45-1
• 化学式: C₂₂H₁₅NO₇
• 分子量: 405.364
• InChiKey: XFKDGPVFYXJRQB-UHFFFAOYSA-N

物化性质

• 沸点：
  752.3±60.0 °C(Predicted)
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  139
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  丁二酰亚胺三氟乙酸酯 、 4'-氨甲基-6-羧基荧光素 以 吡啶 、 二氯甲烷 为溶剂， 以94%的产率得到(2,5-Dioxopyrrolidin-1-yl) 3',6'-dihydroxy-3-oxo-4'-[[(2,2,2-trifluoroacetyl)oxyamino]methyl]spiro[2-benzofuran-1,9'-xanthene]-5-carboxylate
  参考文献：
  名称：

  TFA-NHS as bifunctional protecting agent: simultaneous protection and activation of amino carboxylic acids

  摘要：

  Reaction of amino carboxylic acids with N-trifluoroacetoxy succinimide yields the corresponding trifluoroacetyl protected active NHS esters. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01759-8

文献信息

• Energy transfer dyes with enhanced fluorescence
  申请人：PERKIN-ELMER CORPORATION

  公开号：EP0805190A2

  公开（公告）日：1997-11-05

  Novel linkers for linking a donor dye to an acceptor dye in an energy transfer fluorescent dye are provided. These linkers faciliate the efficient transfer of energy between a donor and acceptor dye in an energy transfer dye. One of these linkers for linking a donor dye to an acceptor dye in an energy transfer fluorescent dye has the general structure R21Z1C(O)R22R28 where R21 is a C1-5 alkyl attached to the donor dye, C(O) is a carbonyl group, Z1 is either NH, sulfur or oxygen, R22 is a substituent which includes an alkene, diene, alkyne, a five and six membered ring having at least one unsaturated bond or a fused ring structure which is attached to the carbonyl carbon, and R28 includes a functional group which attaches the linker to the acceptor dye.

  本研究提供了用于连接能量传递荧光染料中的供体染料和受体染料的新型连接体。这些连接体有助于在能量传递染料中的供体染料和受体染料之间有效地传递能量。其中一种用于连接能量转移荧光染料中供体染料和受体染料的连接体具有一般结构 R21Z1C(O)R22R28 其中 R21 是连接到供体染料上的 C1-5 烷基，C(O) 是羰基，Z1 是 NH、硫或氧、R22 是取代基，包括烯烃、二烯烃、炔烃、具有至少一个不饱和键的五元环和六元环，或与羰基碳相连的融合环结构，R28 包括将连接体连接到受体染料上的官能团。
• UV excitable fluorescent energy transfer dyes
  申请人：——

  公开号：US20010049109A1

  公开（公告）日：2001-12-06

  Novel energy transfer dyes which can be used with shorter wavelength light sources are provided. These dyes include a donor dye with an absorption maxima at a wavelength between about 250 to 450 nm and an acceptor dye which is capable of absorbing energy emitted from the donor dye. One of the energy transfer dyes has a donor dye which is a member of a class of dyes having a coumarin or pyrene ring structure and an acceptor dye which is capable of absorbing energy emitted from the donor dye, wherein the donor dye has an absorption maxima between about 250 and 450 nm and the acceptor dye has an emission maxima at a wavelength greater than about 500 nm.

  提供了可与波长较短的光源一起使用的新型能量转移染料。这些染料包括一种吸收最大值波长在约 250 至 450 纳米之间的供体染料和一种能够吸收从供体染料发射的能量的受体染料。其中一种能量转移染料的供体染料是一类具有香豆素或芘环结构的染料，受体染料能够吸收从供体染料发射的能量，其中供体染料的吸收最大值在大约 250 至 450 纳米之间，受体染料的发射最大值波长大于大约 500 纳米。
• UV excitable energy transfer reagents
  申请人：——

  公开号：US20030165961A1

  公开（公告）日：2003-09-04

  Novel energy transfer dyes which can be used with shorter wavelength light sources are provided. These dyes include a donor dye with an absorption maxima at a wavelength between about 250 to 450 nm and an acceptor dye which is capable of absorbing energy emitted from the donor dye. One of the energy transfer dyes has a donor dye which is a member of a class of dyes having a coumarin or pyrene ring structure and an acceptor dye which is capable of absorbing energy emitted from the donor dye, wherein the donor dye has an absorption maxima between about 250 and 450 nm and the acceptor dye has an emission maxima at a wavelength greater than about 500 nm.

  提供了可与波长较短的光源一起使用的新型能量转移染料。这些染料包括一种吸收最大值波长在约 250 至 450 纳米之间的供体染料和一种能够吸收从供体染料发射的能量的受体染料。其中一种能量转移染料的供体染料是一类具有香豆素或芘环结构的染料，受体染料能够吸收从供体染料发射的能量，其中供体染料的吸收最大值在大约 250 至 450 纳米之间，受体染料的发射最大值波长大于大约 500 纳米。
• Fluorescent labeling reagents with multiple donors and acceptors
  申请人：Kumar Shiv

  公开号：US20050260593A1

  公开（公告）日：2005-11-24

  Disclosed is a novel class of fluorescent resonance energy transfer (FRET) labelling reagents, based on and synthesised from easily prepared dye building blocks. The labelling reagents are in the form of “cassettes” which enable their attachment to a wide variety of biological and other materials. A labelling reagent comprises at least two fluorescent dye moieties covalently linked via a linker group and optionally having a target bonding group for attaching the reagent to a target. The energy transfer labelling reagents may be bound to target materials through covalent or non-covalent attachment. The dyes are selected so that the emission spectrum of a first (or donor) dye overlaps the absorption spectrum of a second dye, thereby allowing energy transfer to occur between the dyes. The dye building blocks are 4′, 5′-bis-aminomethyl-fluorescein and/or its 5(6)-carboxylic acid and having the structure (1). In addition to the embodiment of the invention which includes a single donor and a single acceptor fluorochrome, the fluorescent energy transfer labelling reagents according to the invention may further comprise one or more third fluorochromes each having third absorption and emission spectra covalently attached to said first or second fluorochromes.

  本发明公开了一类新型荧光共振能量转移（FRET）标记试剂，该试剂以易于制备的染料结构单元为基础并由其合成。这些标记试剂采用 "盒 "的形式，可以附着在各种生物材料和其他材料上。一种标记试剂包括至少两个通过连接基团共价连接的荧光染料分子，还可选择带有目标键合基团，用于将试剂连接到目标物上。能量转移标记试剂可通过共价或非共价方式与目标材料结合。染料的选择应使第一种（或供体）染料的发射光谱与第二种染料的吸收光谱重叠，从而使染料之间发生能量转移。染料结构单元为 4′，5′-双氨基甲基荧光素和/或其 5（6）-羧酸，具有结构（1）。除了包括单一供体和单一受体荧光色素的本发明实施方案外，根据本发明的荧光能量转移标记试剂还可进一步包括一种或多种第三荧光色素，它们各自具有与所述第一或第二荧光色素共价连接的第三吸收和发射光谱。
• Energy transfer dyes with enhanced fluorescence
  申请人：Applera Corporation

  公开号：EP0940450B1

  公开（公告）日：2006-08-02