N-(2,4-dinitrophenyl)-1,4-butanediamine | 87259-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,4-dinitrophenyl)-1,4-butanediamine
• 英文别名: N-(2,4-dinitrophenyl)butane-1,4-diamine；N-(2,4-dinitrophenyl)putrescine；N'-(2,4-dinitrophenyl)butane-1,4-diamine
• CAS: 87259-23-2
• 化学式: C₁₀H₁₄N₄O₄
• mdl: MFCD01140946
• 分子量: 254.246
• InChiKey: FZKYHBHEFTUPGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  、 N-(2,4-dinitrophenyl)-1,4-butanediamine 以 N,N-二甲基甲酰胺 为溶剂， 生成 Fmoc-Glu(N-(2,4-dinitrophenyl)putrescinyl)-OtBu
  参考文献：
  名称：

  Synthesis and characterization of novel fluorogenic substrates of coagulation factor XIII-A

  摘要：

  Further development of our recently published Glu(pNA)-containing peptides (Anal. Biochem. 428 (2012) 73-80) provided new fluorogenic substrates for the activated blood coagulation factor XIII. A first series was designed by incorporation of Glu(AMC) at the penultimate position from the N terminus. For the best derivative H-Tyr-Glu(AMC)-Val-Lys-Val-Ile-NH2, a moderate k(cat)/K-m value of 34 s(-1) M-1 was determined, which is more than 100-fold reduced compared with the previously reported Glu(pNA) substrates. Furthermore, two fluorescence resonance energy transfer (FRET) substrates Were prepared by incorporation of an N-methyl-anthraniloyl fluorophore and a 2,4-dinitrophenyl quencher. Both substrates were excellently cleaved by FXIII-A(2)*, which is generated from its zymogen by activation of thrombin in the presence of calcium ions. In the absence and presence of H-Gly-ethyl ester, k(cat)/K-m values of 8010 and 8660 s(-1) M-1, respectively, were found for the conversion of H-Lys(N(Me)Abz)-Glu(NH-(CH2)(4)-NH-Dnp)-Val-Lys-Val-Ile-Gly-NH2 (substrate 8). These values are more than 200-fold improved compared with the Glu(AMC) substrates. Substrate 8 is suitable for the measurement of FXIII-A2* activities in plasma samples as well as for in vitro measurements. Furthermore, it was used for the determination of the inhibitory potency of a newly synthesized chloromethyl ketone derivative, Cbz-Phe-Glu(CMK)-Val-Lys-Val-Ile-Gly-NH2, which was found to be a potent irreversible inhibitor of FXIII-A2*. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.ab.2013.07.043
• 作为产物：
  描述：

  2,4-二硝基氟苯 、 四亚甲基二胺 以 苯 为溶剂， 生成 N-(2,4-dinitrophenyl)-1,4-butanediamine
  参考文献：
  名称：

  Guanti, Giuseppe; Petrillo, Giovanni; Thea, Sergio, Journal of Chemical Research, Miniprint, 1982, # 10, p. 2764 - 2771

  摘要：

  DOI：

文献信息

• Guanti, Giuseppe; Petrillo, Giovanni; Thea, Sergio, Journal of Chemical Research, Miniprint, 1982, # 10, p. 2764 - 2771
  作者：Guanti, Giuseppe、Petrillo, Giovanni、Thea, Sergio、Pero, Francesca

  DOI：——

  日期：——
• [DE] VERFAHREN ZUR BESTIMMUNG DER AKTIVITÄT DER TRANSGLUTAMINASE FAKTOR XIIIA<br/>[EN] METHOD FOR DETERMINING THE ACTIVITY OF TRANSGLUTAMINASE FACTOR XIIIA<br/>[FR] PROCÉDÉ PERMETTANT DE DÉTERMINER L'ACTIVITÉ DU FACTEUR XIIIA TRANSGLUTAMINASE
  申请人：UNIV MARBURG PHILIPPS

  公开号：WO2011089257A1

  公开（公告）日：2011-07-28

  Die vorliegende Erfindung betrifft ein UV/VIS- oder fluoreszenzbasierendes Verfahren zur qualitativen und quantitativen Bestimmung der Aktivität des Blutgerinnungsfaktors XIIIa, bzw. des Gehalts an Zymogen Faktor XIII, welches zu Faktor XIIIa aktiviert wird, unter Verwendung neuer chromogener oder fluoreszenzmarkierter Peptidsubstrate sowie die Verwendung solcher Verfahren und/oder Substrate in Screeningassays. Die erfindungsgemäßen Peptidsubstrate können optional ein Quencher-/Donor-Paar enthalten.
• Synthesis and characterization of novel fluorogenic substrates of coagulation factor XIII-A
  作者：Kornelia Hardes、M. Zouhir Hammamy、Torsten Steinmetzer

  DOI：10.1016/j.ab.2013.07.043

  日期：2013.11

  Further development of our recently published Glu(pNA)-containing peptides (Anal. Biochem. 428 (2012) 73-80) provided new fluorogenic substrates for the activated blood coagulation factor XIII. A first series was designed by incorporation of Glu(AMC) at the penultimate position from the N terminus. For the best derivative H-Tyr-Glu(AMC)-Val-Lys-Val-Ile-NH2, a moderate k(cat)/K-m value of 34 s(-1) M-1 was determined, which is more than 100-fold reduced compared with the previously reported Glu(pNA) substrates. Furthermore, two fluorescence resonance energy transfer (FRET) substrates Were prepared by incorporation of an N-methyl-anthraniloyl fluorophore and a 2,4-dinitrophenyl quencher. Both substrates were excellently cleaved by FXIII-A(2)*, which is generated from its zymogen by activation of thrombin in the presence of calcium ions. In the absence and presence of H-Gly-ethyl ester, k(cat)/K-m values of 8010 and 8660 s(-1) M-1, respectively, were found for the conversion of H-Lys(N(Me)Abz)-Glu(NH-(CH2)(4)-NH-Dnp)-Val-Lys-Val-Ile-Gly-NH2 (substrate 8). These values are more than 200-fold improved compared with the Glu(AMC) substrates. Substrate 8 is suitable for the measurement of FXIII-A2* activities in plasma samples as well as for in vitro measurements. Furthermore, it was used for the determination of the inhibitory potency of a newly synthesized chloromethyl ketone derivative, Cbz-Phe-Glu(CMK)-Val-Lys-Val-Ile-Gly-NH2, which was found to be a potent irreversible inhibitor of FXIII-A2*. (C) 2013 Elsevier Inc. All rights reserved.
• Chromatographic approach to the measurement of the interstrand distance for some chiral bonded phases
  作者：William H. Pirkle、Robin S. Readnour

  DOI：10.1021/ac00001a003

  日期：1991.1.1

  A series of homologus N,N'-bis(d,2-dinitrophenyl)-alpha,omega-diaminoalkanes (bis-DNP's) was chromatographed at various temperatures on pi-basic chiral stationary phases derived from N-(2-napthyl)alanine in order to determine the enthalpy and entropy of adsorption. The number of methylene groups in the bis-DNP's influences the ability of the terminal pi-acidic groups to interact simultaneously with neighboring strands of stationary phase, a process termed "bridging". When the number of methylene groups is optimal for bridging, the enthalpy of adsorption is most exothermic. The length of the bis-derivative required for optimal bridging is related to the interstrand distance. Optimal bridging occurs for the bis-DNP's having five methylene groups regardless of the extent of surface coverage of the silica for the surface coverage range investigated. This suggests that the strands are not randomly spaced on the silica, with interstrand distance being influenced only by surface coverage, but are instead clustered, the clusters having similar distributions of interstrand distances. Adsorption is more exothermic for phases of high surface coverages than for low. If interstrand spacing is independent of surface coverage but surface coverage affects the enthalpy of adsorption, t hen surface coverage must influence the cluster size, which then influences the average extent of solvation of a strand of bonded phase.