N-(1-芘)碘乙酰胺 | 76936-87-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 中文名称: N-(1-芘)碘乙酰胺
• 中文别名: N-(1-芘基)碘乙酰胺
• 英文名称: N-(1-pyrene)iodoacetamide
• 英文别名: N-(1-pyrenyl)iodoacetamide；2-iodo-N-pyren-1-ylacetamide
• CAS: 76936-87-3
• 化学式: C₁₈H₁₂INO
• 分子量: 385.204
• InChiKey: CVEFIQVNOAJGDW-UHFFFAOYSA-N

物化性质

• 熔点：
  225-227°C
• 沸点：
  587.1±33.0 °C(Predicted)
• 密度：
  1.800±0.06 g/cm3(Predicted)
• 溶解度：
  溶于N,N-二甲基甲酰胺、二甲亚砜、甲醇
• 最大波长(λmax)：
  339nm (MeOH)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(1-芘)碘乙酰胺 、 egg white lysozyme 生成 N-(1-pyrenyl)iodoacetamide-labeled egg white lysozyme
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• Light-Emitting Biomarker
  申请人：Renard Pierre-Yves

  公开号：US20090041669A1

  公开（公告）日：2009-02-12

  The invention concerns novel 1,2-dioxetane derivatives of general formula (I) as defined in the description, capable of emitting a detectable luminescent signal, their use in a method for detecting and/or quantizing a physical, chemical or biological, in particular enzymatic, phenomenon, as well as a kit for implementing said method.

  这项发明涉及一种新颖的1,2-二氧杂环戊烷衍生物，其一般式（I）如描述中所定义，能够发出可检测的发光信号，其用于检测和/或定量化物理、化学或生物学，特别是酶促现象的方法，以及用于实施该方法的试剂盒。
• Synthesis of 1,2-dioxetanes and intermediates therefor
  申请人：TROPIX, INC.

  公开号：EP0582317A2

  公开（公告）日：1994-02-09

  Compounds having formula (I), wherein T is a polycycloalkylidene group (e.g., adamant-2-ylidene); R is a C₁₋₂₀ alkyl, aralkyl or cycloalkyl group; and Y is a fluorescent chromophore (e.g., m-phenylene), produced by reacting a compound having formula (II) with an R-ylating agent (e.g., R₂SO₄) in the presence of an alkali metal alkoxide in a polar aprotic solvent. Also, compounds having formula (III) are produced by reacting a compound having formula (IV) with formula (V), wherein X is an electronegative leaving group (e.g., a halogen anion such as chloride ion) in the presence of a Lewis base (e.g., a trialkyl-amine) dissolved in an aprotic organic solvent (e.g., benzene or toluene). Also, compounds having formula (VI) are produced by reacting a compound of formula (VII) with a tetra-O-acylated-O-hexopyranoside halide, then hydrolysing off the protective acyl groups. The aforementioned compounds and procedures are useful in the synthesis of enzyme-cleavable 1,2-dioxetane ring systems that can serve as members of a binding pair employed, for example, in chemiluminescent immunoassays, DNA probe assays, and direct assays for an enzyme.

  具有式 (I) 的化合物，其中 T 是亚多环烷基（如亚金刚烷-2-基）；R 是 C₁₋₂₀烷基、芳基或环烷基；以及 Y 是荧光发色团（如间苯二酚）、间苯二酚），通过在极性钝化溶剂中，在碱金属烷氧化物存在下，使具有式（II）的化合物与 R-酰化剂（如 R₂SO₄）反应制得。此外，具有式（III）的化合物是通过具有式（IV）的化合物与式（V）反应制得的，其中 X 为电负性离去基团（如卤素阴离子，如氯离子），反应条件为路易斯碱（如三烷基胺）溶于无极性有机溶剂（如苯或甲苯）中。此外，具有式（VI）的化合物是通过式（VII）的化合物与四-O-酰化-O-吡喃己苷卤化物反应，然后水解掉保护酰基而制得的。上述化合物和程序可用于合成可被酶清除的 1，2-二氧杂环烷环系统，这些环系统可作为例如化学发光免疫测定、DNA 探针测定和酶的直接测定中使用的结合对的成员。
• PROBE FOR USE IN NUCLEIC ACID ANALYSIS AND DETECTING METHOD
  申请人：The society for Techno-Innovation of Agriculture, Forestry and Fisheries

  公开号：EP0810291A1

  公开（公告）日：1997-12-03

  A probe for detecting nonradioactive nucleic acids by the hybridization technique, and a highly sensitive and highly selective method for the detection. The probe comprises a set of two or more oligonucleotide probes that can hybridize perfectly complementarily with the specific portion of the sequence of the consecutive bases of the target nucleic acid, each oligonucleotide probe being labeled at the 5' or 3' end thereof with a chromophoric group having a suitable spatial arrangement so that adjacent chromophoric groups can yield an excimer or the like when each probe hybridizes with the target nucleic acid. More specifically, although the probe of the invention comprises a set of two or more labeled probes and the labeling groups to be detected are present each on a different probe, the labeling groups take such a spatial arrangement that the two chromophoric groups present on the two probes which have come to exist adjacent to each other only after the hybridization with the target nucleic acid induce unique phenomena such as excimer fluorescence, thereby enabling the target nucleic acid to be detected with a high recognizability. Thus the probe of the invention enables the erroneous recognition which has been problematic heretofore to be reduced remarkably and the types of utilizable labeling groups to be varied widely. Further it is possible to improve the detection sensitivity remarkably because it is possible to reduce the background noise remarkably. In addition, it is possible to discriminate a number of (single-base variation) nucleic acids that are different from one another in only one base present at a specific position to be detected, which has been difficult heretofore.

  一种通过杂交技术检测非放射性核酸的探针，以及一种高灵敏度和高选择性的检测方法。该探针包括一组能与目标核酸的连续碱基序列的特定部分完美互补杂交的两个或多个寡核苷酸探针，每个寡核苷酸探针的 5' 或 3' 端都标记有一个具有适当空间排列的发色基团，这样当每个探针与目标核酸杂交时，相邻的发色基团可以产生一个准分子或类似物。更具体地说，虽然本发明的探针由一组两个或两个以上的标记探针组成，而且要检测的标记基团分别存在于不同的探针上，但标记基团的空间排列方式使存在于两个探针上的两个发色基团仅在与目标核酸杂交后才相邻存在，从而诱发独特的现象，如准分子荧光，从而使目标核酸的检测具有较高的可识别性。因此，本发明的探针能显著减少之前一直存在的错误识别问题，并能使可使用的标记基团的类型多样化。此外，由于可以明显降低背景噪声，因此可以显著提高检测灵敏度。此外，还可以分辨出许多（单碱基变异）核酸，这些核酸彼此不同，只有一个碱基存在于要检测的特定位置，而这在以前是很难做到的。
• Method of detecting a substance using enzymatically-induced decomposition of dioxetanes
  申请人：TROPIX, INC.

  公开号：EP0907082A2

  公开（公告）日：1999-04-07

  In an assay method in which a member of a specific binding pair is detected by means of an optically detectable reaction, the improvement wherein the optically detectable reaction includes the reaction, with an enzyme, of a dioxetane having the formula where T is a cycloalkyl or polycycloalkyl group bonded to the 4-membered ring portion of the dioxetane by a spiro linkage; Y is a fluorescent chromophore; X is hydrogen, alkyl, aryl, aralkyl, alkaryl, heteroalkyl, heteroaryl, cycloalkyl, cycloheteroalkyl, or enzyme-cleavable group; and Z is hydrogen or an enzyme-cleavable group, provided that at least one of X or Z must be an enzyme-cleavable group, so that the enzyme cleaves the enzyme-cleavable group from the dioxetane to form a negatively charged substituent bonded to the dioxetane, the negatively charged substituent causing the dioxetane to decompose to form a luminescent substance that includes group Y of said dioxetane.

  在通过光学可检测反应检测特异性结合对成员的检测方法中，改进之处在于其中的光学可检测反应包括具有以下式子的二氧杂环丁烷与酶的反应 其中 T 是环烷基或多环烷基，通过螺连接键与二氧杂环烷的 4 元环部分结合； Y 是荧光发色团； X 是氢、烷基、芳基、芳烷基、烷芳基、杂烷基、杂芳基、环烷基、环杂烷基或酶可切除基团；和 Z 是氢或酶可切除基团，条件是 X 或 Z 中至少有一个必须是酶可切除基团，以便酶从二氧杂环丁烷中切 除酶可切除基团，形成与二氧杂环丁烷结合的带负电的取代基，带负电的取代基使二氧杂环丁烷分解，形成包括所述二氧杂环丁烷的 Y 基团的发光物质。
• Method for identifying inhibitors of cytokinesis
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP1107005A1

  公开（公告）日：2001-06-13

  Method for identifying compounds that inhibit cytokinesis, wherein the compounds are tested for their ability to modulate the formation and/or the stability of septin filaments. The compounds are useful in tumor therapy.

  鉴定抑制细胞分裂的化合物的方法，其中对化合物调节 septin 细丝的形成和/或稳定性的能力进行检测。 这些化合物可用于肿瘤治疗。