4-(3-oxo-3-phenylpropanoyl)benzoic acid | 75794-55-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 4-(3-oxo-3-phenylpropanoyl)benzoic acid
• 英文别名: p-Carboxydibenzoylmethan
• CAS: 75794-55-7
• 化学式: C₁₆H₁₂O₄
• 分子量: 268.269
• InChiKey: RRRQGNMHIMTDOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(3-oxo-3-phenylpropanoyl)benzoic acid 在 对甲苯磺酰叠氮 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 {4-[4-(2-Diazo-3-oxo-3-phenyl-propionyl)-benzoylamino]-butyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Guanine Specific DNA Cleavage by Photoirradiation of Dibenzoyldiazomethane−Oligonucleotide Conjugates

  摘要：

  Photoirradiation of dibenzoyldiazomethane (DBDM) produced highly electrophilic benzoylketene via Wolff rearrangement. DBDM derivative possessing an aminoalkyl side chain induced a DNA cleavage selectively at guanine (G) residues upon photoirradiation and subsequent piperidine treatment. In order to devise photochemical DNA cleavers that can specifically alkylate a guanine residue proximal to the target sequence of long DNA fragments, a new reagent, DBDM-OSu, which facilitates the connection of DBDM unit to various DNA binders, was developed. DBDM-oligonucleotide (ODN) conjugates 5 and 6 were obtained by the coupling of 5'-aminohexyl 8-mer [H2N(CH2)(6)-d(ACGTCAGG)-3'] and 15-mer [H2N-(CH2)(6)-d(ACGTCAGGTGGCACT)-3'], respectively, with DBDM-OSu in aqueous acetonitrile in the presence of sodium bicarbonate. Photoirradiation of 5 and 6 in the presence of 25-mer 5'-d(AGTGCCACCTGACGTCTG(18)CTCTCTC)-3' having a complementary sequence induced cross-linking of both oligomers. A distinct cleavage band at guanine residue (G(18)) was observed upon heating the cross-linked oligomers with piperidine. A similar DNA cleavage reaction of 5'-d(AGTGCCACCTGACG(14)TG(16)CG(18)TG(20)CG(22)-TCT)-3' having multiple guanine sites in the presence of DBDM-ODN conjugate 6 indicated that the most effectively cleaved site is G(16). These results demonstrated that DBDM-oligonucleotide conjugates can serve as a new class of photonucleases that can cleave single-stranded DNA at predetermined guanine sites. Furthermore, the reagent DBDM-OSu can be used as a convenient and effective photoinducible electrophile for the cross-linking or the modification of biopolymers.

  DOI：

  10.1021/ja970598j
• 作为产物：
  描述：

  对苯二甲酸二甲酯 在 sodium hydride 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 mineral oil 为溶剂， 反应 24.0h， 生成 4-(3-oxo-3-phenylpropanoyl)benzoic acid
  参考文献：
  名称：

  连接到 Mo2四键的阿伏苯宗衍生物的电子和光谱特性：抑制光化学烯醇到酮的转化

  摘要：

  来自 Mo2(T(i)PB)4（其中 T(i)PB 是 2,4,6-三异丙基苯甲酸酯）和 2 当量的酸 4-甲酰基苯甲酸 HBzald 之间的反应；4-(3-氧代-3-苯基丙酰基)苯甲酸，HAvo；和 4-(2,2-difluoro-6-phenyl-2H-1λ(3),3,2λ(4)-dioxaborinin-4-yl)苯甲酸，HAvoBF2，化合物 Mo2(T(i)PB)2 (Bzald)2, I; Mo2(T(i)PB)2(Avo)2，II；和 Mo2(T(i)PB)2(AvoBF2)2, III，已被分离出来。化合物 I 和 II 为红色，化合物 III 为蓝色。新化合物已通过 (1) H NMR、MALDI-TOF MS、稳态吸收和发射光谱以及飞秒和纳秒时间分辨瞬态吸收和红外光谱进行表征。已经进行了采用密度泛函理论和瞬态密度泛函理论的电子结构计算，以帮助解释这些数据。这些化合物在其

  DOI：

  10.1021/jacs.5b01495

文献信息

• Storage-stable one-component air activated formulations of polythiol and polyene employing iron compound
  申请人：LOCTITE (IRELAND) LIMITED

  公开号：EP0810251A2

  公开（公告）日：1997-12-03

  Storage-stable one-component air activated formulations of polythiol and polyene employ an activator system which includes a soluble iron compound. The compositions are free of compounds having a structure of the formula I below: are free of oxime compounds, are free of peroxides or peroxide precursor compounds which produce peroxide in the absence of air and are free of other ingredients, which under dark conditions are significant source of radicals in the absence of air. The iron compound is combined with the polythiol and polyene components of the inventive composition under anaerobic conditions and then maintained under anaerobic conditions until the time of use.

  贮存稳定的单组分聚硫醇和聚烯空气活化制剂采用了一种包括可溶性铁化合物的活化剂体系。这些组合物不含具有下式 I 结构的化合物： 不含肟化合物，不含过氧化物或过氧化物前体化合物，这些化合物在没有空气的情况下会产生过氧化物，也不含其他成分，这些成分在黑暗条件下，在没有空气的情况下是自由基的重要来源。铁化合物在厌氧条件下与本发明组合物中的聚硫醇和聚烯成分结合，然后在厌氧条件下保持到使用时。
• Photogeneration of Highly Electrophilic Benzoylketene from Dibenzoyldiazomethane in Aqueous Solvents: Reaction with Amino Acids and DNA Cleavage
  作者：K Nakatani

  DOI：10.1016/00404-0399(50)1040o-

  日期：1995.7.24

  Photoirradiation of dibenzoyldiazomethane in the presence of amino acid derivatives in aqueous solutions efficiently produced the addition products through a reaction with photogenerated benzoylketene. Efficient DNA cleavage was observed with a dibenzoyldiazomethane derivative, possessing a cationic side chain under photoirradiation conditions.
• Electronic and Spectroscopic Properties of Avobenzone Derivatives Attached to Ditungsten Quadruple Bonds
  作者：Malcolm H. Chisholm、Terry L. Gustafson、William T. Kender、Thomas F. Spilker、Philip J. Young

  DOI：10.1021/acs.inorgchem.5b01221

  日期：2015.10.5

  From the reactions between W-2((TPB)-P-i)(4), where T'PB is 2,4,6-triisopropylbenzoate, and 2 equiv of acid, 4-formylbenzoic acid, HBzald, 4-(3-oxo-3-phenylpropanoyObenzoic acid, HAvo, or 4-(2,2-difluoro-6-phenyl-2H-1 lambda(3),3,2 lambda(4)-dioxaborinin-4-yl)benzoic acid, HAvoBF(2), three new compounds W-2((TPB)-P-i)(2)(Bzald)(2), I, W-2((TPB)-P-i)(2)(Avo)(2), II, and W-2((TPB)-P-i)(2)(AvoBF(2))(2), III, have been prepared. As solid compounds I and II are blue while compound III is green. Characterization of these compounds has been carried out by means of H-1 NMR, MALDI-TOF MS, steady-state absorption and emission spectroscopies, and femtosecond and nanosecond transient absorption and time-resolved infrared spectroscopies. Compounds I and II have strong metal to ligand charge transfer, MLCT, transitions in the visible region of their spectra while compound III exhibits MLCT absorption in the nearinfrared (lambda(max) = 1017 nm). All three have S-1 states that have corresponding lifetimes of similar to 3-30 ps and are (MLCT)-M-1 in character. The triplet states are (MLCT)-M-3 with lifetimes in the range 3-10 ns. Density functional theory and time-dependent density functional theory were employed to perform electronic structure calculations in order to aid in the interpretation of these data. The spectroscopic properties of I and II are similar while the planarity of the ligand in III greatly lowers the energy of the MLCT state. The W-2 unit enables direct observation of intersystem crossing from the (MLCT)-M-1 state to (MLCT)-M-3 state via the use of ultrafast spectroscopy.
• US4710373A
  申请人：——

  公开号：US4710373A

  公开（公告）日：1987-12-01
• Guanine Specific DNA Cleavage by Photoirradiation of Dibenzoyldiazomethane−Oligonucleotide Conjugates
  作者：Kazuhiko Nakatani、Junya Shirai、Shinsuke Sando、Isao Saito

  DOI：10.1021/ja970598j

  日期：1997.8.1

  Photoirradiation of dibenzoyldiazomethane (DBDM) produced highly electrophilic benzoylketene via Wolff rearrangement. DBDM derivative possessing an aminoalkyl side chain induced a DNA cleavage selectively at guanine (G) residues upon photoirradiation and subsequent piperidine treatment. In order to devise photochemical DNA cleavers that can specifically alkylate a guanine residue proximal to the target sequence of long DNA fragments, a new reagent, DBDM-OSu, which facilitates the connection of DBDM unit to various DNA binders, was developed. DBDM-oligonucleotide (ODN) conjugates 5 and 6 were obtained by the coupling of 5'-aminohexyl 8-mer [H2N(CH2)(6)-d(ACGTCAGG)-3'] and 15-mer [H2N-(CH2)(6)-d(ACGTCAGGTGGCACT)-3'], respectively, with DBDM-OSu in aqueous acetonitrile in the presence of sodium bicarbonate. Photoirradiation of 5 and 6 in the presence of 25-mer 5'-d(AGTGCCACCTGACGTCTG(18)CTCTCTC)-3' having a complementary sequence induced cross-linking of both oligomers. A distinct cleavage band at guanine residue (G(18)) was observed upon heating the cross-linked oligomers with piperidine. A similar DNA cleavage reaction of 5'-d(AGTGCCACCTGACG(14)TG(16)CG(18)TG(20)CG(22)-TCT)-3' having multiple guanine sites in the presence of DBDM-ODN conjugate 6 indicated that the most effectively cleaved site is G(16). These results demonstrated that DBDM-oligonucleotide conjugates can serve as a new class of photonucleases that can cleave single-stranded DNA at predetermined guanine sites. Furthermore, the reagent DBDM-OSu can be used as a convenient and effective photoinducible electrophile for the cross-linking or the modification of biopolymers.