1-氯-1-甲基-5-苯基戊基对甲苯基亚砜 | 42011-36-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-氯-1-甲基-5-苯基戊基对甲苯基亚砜
• 英文名称: 4-aminophenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
• 英文别名: (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(4-aminophenoxy)-tetrahydro-2H-pyran-3,4,5-triyl triacetate；[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-(4-aminophenoxy)oxan-2-yl]methyl acetate
• CAS: 42011-36-9
• 化学式: C₂₀H₂₅NO₁₀
• 分子量: 439.419
• InChiKey: BXZPMBDMUIOXQQ-OUUBHVDSSA-N

物化性质

• 熔点：
  132-133.5 °C
• 沸点：
  540.3±50.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  150
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1-氯-1-甲基-5-苯基戊基对甲苯基亚砜 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 生成 12-oxo-12-[4-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyanilino]dodecanoic acid
  参考文献：
  名称：

  Stabilization of an asymmetric bolaamphiphilic sugar-based crown ether hydrogel by hydrogen bonding interaction and its sol–gel transcription

  摘要：

  Asymmetric bolaamphiphilic sugar-based hydrogelators (1-3) were synthesized and their gelation ability with and without alkylammonium ions was investigated by CD, TEM, FTIR and NMR. These compounds acted as versatile gelators for organic solvents and water. The xerogels 1-3 obtained from water showed well-developed structures of fibrils with diameters of 10-38 nm and length of several hundred micrometers. Particularly, the gelation ability of crown-appended gelator 1 was drastically enhanced by addition of alkylammonium ions 4 and 5, suggesting that the bridging effect of alkyldiammonium ions could be the primary driving-force for the stabilization due to the intermolecular hydrogen bonding and electrostatic interactions. The present result is a rare case of a hydrogel being stabilized by a host-guest interaction. In addition, the hydrogel 1 with AgNO3 and KClO4 induced the formation of nanotubular and vesicular structures of silica by sol-gel polymerization of TEOS, respectively. These results indicate that hydrogel 1 acted as a template to produce inorganic nanomaterials. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.02.068
• 作为产物：
  描述：

  4-硝基苯-Β-D-吡喃葡萄糖苷 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 9.0h， 生成 1-氯-1-甲基-5-苯基戊基对甲苯基亚砜
  参考文献：
  名称：

  糖基卟啉有机凝胶中原硅酸四乙酯（TEOS）的溶胶-凝胶缩聚：通过溶胶-凝胶转录过程将糖定向的卟啉纤维库进行无机转化。

  摘要：

  在其外围具有单糖基团的加糖卟啉（1 ae）已被合理地设计用于新型胶凝剂。这些化合物中的一些倾向于形成足够稳定的一维聚集体，以显示对DMF-醇混合溶剂的成功胶凝能力。特定柱状上部结构中的聚集模式已通过紫外可见光谱（UV / Vis），圆二色性（CD），扫描电子显微镜（SEM）和透射电子显微镜（TEM）进行了详细评估。从1 ac获得的加糖的卟啉凝胶的所有紫​​外线可见光谱均显示出Soret带吸收，该吸收移向较低波长并显着加宽。这种现象表明，这些卟啉核以H聚集的方式彼此强烈相互作用，它驱动一维卟啉堆叠阵列的产生。来自1 a和1 b的有机凝胶的CD光谱（呈异构体形式）显示出几乎对称的图案，而来自1 c的凝胶给出的图案却完全不同。这意味着凝胶原纤维以右旋或左旋方式缠绕。这反映了胶凝剂特定分子结构中的手性。凝胶纤维的SEM结果与CD谱图非常吻合。1 a中的凝胶原纤维具有左旋螺旋，而1 b中的凝胶原纤维

  DOI：

  10.1002/chem.200305042

文献信息

• [EN] CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS<br/>[FR] COMPOSÉS DE NORBORNÉNONE LIBÉRANT DU MONOXYDE DE CARBONE
  申请人：SAMMUT IVAN ANDREW

  公开号：WO2017095237A1

  公开（公告）日：2017-06-08

  The present invention provides organic compounds which are capable of releasing carbon monoxide under physiological conditions or pH trigger, and to the use of such compounds for conditioning a cell, tissue or organ, for example, to protect against ischaemic injury during a transplant event.

  本发明提供了在生理条件或pH触发下能够释放一氧化碳的有机化合物，以及将这种化合物用于调节细胞、组织或器官，例如，在移植事件中保护免受缺血性损伤的使用方法。
• Carbohydrate Coatings via Aryldiazonium Chemistry for Surface Biomimicry
  作者：Dilushan R. Jayasundara、Thomas Duff、M. Daniela Angione、Jean Bourke、Deirdre M. Murphy、Eoin M. Scanlan、Paula E. Colavita

  DOI：10.1021/cm4027896

  日期：2013.10.22

  Carbohydrates are extremely important biomolecules and their immobilization onto solid surfaces is of interest for the development of new biomimetic materials and of new methods for understanding processes in glycobiology. We have developed an efficient surface modification methodology for the functionalization of a range of materials with biologically active carbohydrates based on aryldiazonium chemistry. We

  碳水化合物是极其重要的生物分子，将其固定在固体表面上对于开发新型仿生材料和理解糖生物学过程的新方法具有重要意义。我们已经开发了一种有效的表面改性方法，可以基于芳基重氮化学对具有生物活性碳水化合物的多种材料进行功能化。我们描述了碳水化合物试剂的合成和表征，随后将其用于单糖的碳，金属和合金的一步式，基于溶液的修饰。我们结合使用了光谱学和纳米重力法来表征碳水化合物层的结构。我们报告的平均表面覆盖率为7.8×10 –10 mol cm –2在我们的实验条件下。发现伴刀豆球蛋白A（甘露糖结合凝集素）和花生凝集素（半乳糖结合凝集素）从溶液中结合到固定在表面的它们各自的单糖结合伴侣上。该结果表明芳基重氮单糖前体的自发化学吸附导致形成单糖层，该单糖层保留了母体碳水化合物分子的生物学识别特异性。最后，我们使用荧光标记的牛血清白蛋白（BSA）进行了测量，发现这些碳水化合物涂层减少了该蛋白在碳表面的非特异性吸附
• "Studies on sialic acids". Part XXIII. Studies on glycosylation of the mitomycins. Syntheses of 7-N-(4-O-glycosylphenyl)-9a-methoxymitosanes.
  作者：Kimio FURUHATA、Kanki KOMIYAMA、Haruo OGURA、Toju HATA

  DOI：10.1248/cpb.39.255

  日期：——

  Two new derivatives of glycosyl mitomycin C, 7-N-4-O-(β-D-glucopyranosyl and α-sialosyl)phenyl}-9a-methoxymitosanes, were synthesized, and their structures were elucidated by analysis of the nuclear magnetic resonance spectra. Field desorption mass spectrometry was successfully used for the confirmation of these structures. The cytotoxic, antibacterial, and antitumor activities of 7-N-(4-glycosylphenyl)-9a-methoxymitosanes were also examined.

  合成了两种新型的糖苷化米托霉素C衍生物，7-N-4-O-(β-D-葡萄糖吡喃糖基和α-神经氨酸基)苯基}-9a-甲氧基米托霉素，并通过核磁共振谱分析确证了它们的结构。成功应用场地解吸质谱法对这些结构进行了确认。同时也研究了7-N-(4-糖苷苯基)-9a-甲氧基米托霉素的细胞毒性、抗菌和抗肿瘤活性。
• Glycosides having chromophores as substrates for sensitive enzyme analysis. I. Synthesis of phenolindophenyl-.BETA.-D-glucopyranosides as substrates for .BETA.-glucosidase.
  作者：Shoichi TOKUTAKE、Nobuyuki YAMAJI、Motohiko KATO

  DOI：10.1248/cpb.38.13

  日期：——

  Five new glucopyranosides, phenolindophenyl- (2a), phenolindo-3'-chlorophenyl-(2b), phenolindo-3', 5'-dichlorophenyl- (2c), 2, 5-dimethylphenolindophenyl- (2d), and phenolindo-3', 5'-dibromophenyl-β-D-glucopyranoside (2e), were synthesized through two routes. Compounds 2c and 2e were synthesized by direct glycosidation (route A) of the Na salt of dihalogenophenolindophenol (4c and 4e). The direction of glycosidation was controlled by the choice of free phenolindophenois or the Na salts. Compounds 2a-d were synthesized via the condensation reaction (route B) of 4-aminophenyl 2, 3, 4, 6-tetra-O-acetryl-β-D-glucopyranosides (9a-c) with quinones (10 and 11). When 1, 4-naphthoquinone (12) was used in this reaction, N-(2-naphthoquinonyl)-4-aminophenyl 2, 3, 4, 6-tetra-O-acetyl-β-D-glucopyranoside (13) was the major product. These glucopyranosides (2a-d) were hydrolyzed by β-glucosidase to give a blue product having high absorbance and they were concluded to be potential substrates for the assay of β-glucosidase.

  五种新型葡萄糖吡喃苷，分别是苯酚吲哚苯基-(2a)、苯酚吲哚-3'-氯苯基-(2b)、苯酚吲哚-3', 5'-二氯苯基-(2c)、2, 5-二甲基苯酚吲哚苯基-(2d)和苯酚吲哚-3', 5'-二溴苯基-β-D-葡萄糖吡喃苷(2e)，通过两条路线合成。化合物2c和2e通过二卤素苯酚吲哚的钠盐(4c和4e)的直接糖苷化反应(路线A)合成。糖苷化的方向通过选择自由的苯酚吲哚或钠盐来控制。化合物2a-d是通过4-氨基苯基2, 3, 4, 6-四-O-乙酰基-β-D-葡萄糖吡喃苷(9a-c)与醌(10和11)的缩合反应(路线B)合成的。当1, 4-萘醌(12)用于这一反应时，N-(2-萘醌基)-4-氨基苯基2, 3, 4, 6-四-O-乙酰基-β-D-葡萄糖吡喃苷(13)是主要产物。这些葡萄糖吡喃苷(2a-d)经过β-葡萄糖苷酶水解后，生成一种具有高吸光度的蓝色产物，证明它们是β-葡萄糖苷酶测定的潜在底物。
• Glycosylated lanthanide cyclen complexes as luminescent probes for monitoring glycosidase enzyme activity
  作者：Helen M. Burke、Thorfinnur Gunnlaugsson、Eoin M. Scanlan

  DOI：10.1039/c6ob01712f

  日期：——

  Glycosylated lanthanide cyclen complexes have been prepared and investigated as luminescent probes for glycosidase enzyme activity and lectin binding.

  已经制备并研究了糖基化镧系环氮化合物，作为糖苷酶酶活性和凝集素结合的发光探针。