DPPP
(Synonyms: 二苯基-1-芘基膦,DPPP) 目录号 : GC43569
A fluorescent probe for detection of hydroperoxides
Cas No.:110231-30-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >95.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
DPPP is a probe that reacts stoichiometrically with hydroperoxides to yield the fluorescent molecule diphenyl-1-pyrenylphosphine oxide (DPPP-O). Plasma levels of lipid hydroperoxides of phosphatidylcholine, phosphatidylethanolamine, triglycerides, and cholesteryl esters have been measured by HPLC with a post column detection system using DPPP. DPPP has also been used as a fluorescent probe for the detection of low density lipoprotein and cellular oxidation. Fluorescence of DPPP-O can be monitor using excitation and emission wavelengths of 351 nm and 380 nm, respectively.
| Cas No. | 110231-30-6 | SDF | |
| 别名 | 二苯基-1-芘基膦,DPPP | ||
| Canonical SMILES | c1ccc(cc1)P(c1ccccc1)c1ccc2ccc3cccc4ccc1c2c34 | ||
| 分子式 | C28H19P | 分子量 | 386.4 |
| 溶解度 | DMF: 10 mg/ml,Methylene Chloride: 1 mg/ml | 储存条件 | Store at -20°C,protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.588 mL | 12.94 mL | 25.8799 mL |
| 5 mM | 0.5176 mL | 2.588 mL | 5.176 mL |
| 10 mM | 0.2588 mL | 1.294 mL | 2.588 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Mechanistic Insights into Oxidation-Induced Size Conversion of [Au6(DPPP)4]2+ to [Au8(DPPP)4Cl2]2
Inorg Chem 2022 Dec 12;61(49):19773-19779.PMID:36423328DOI:10.1021/acs.inorgchem.2c02885.
Oxidation-induced conversion of gold nanoclusters is an important strategy for preparing novel atomically precise clusters and elucidating the kinetic correlations of different clusters. Herein, the oxidation-induced growth from [Au6(DPPP)4]2+ to [Au8(DPPP)4Cl2]2+ (reported by Konishi and co-workers) has been studied by density functional theory calculations. A successive oxidation → Cl- coordination → oxidation → Cl- coordination sequence occurs first to activate the Au6 structure, resulting in the high Au(core)-Au(corner) bond cleavage activity and the subsequent formation of [Au2(DPPP)2Cl]+ and [Au4(DPPP)2Cl]+ fragments. Then, the dimerization of two Au4 fragments and the rearrangement of the diphosphine coordination occur to generate the thermodynamically stable [Au8(DPPP)4Cl2]2+ products. The proposed mechanism agrees with the experimental outcome for the fast reaction rate and the residual of the Au2 components. Specifically, a multivariate linear regression analysis indicates the strong correlation of the oxidation potential of Au6, Au8, Au23, and Au25 clusters with the HOMO energy, the number of Au atoms, and cluster charge state. The main conclusions [e.g., oxidation-induced Au(corner)-Au(core) bond activation, easy 1,2-P transfer steps, etc.] of this study might be widely applicable in improving our understanding of the mechanism of other cluster-conversion reactions.
Comparing DPPP fluorescence and UV based methods to assess oxidation degree of krill oil-in-water emulsions
Food Chem 2021 Mar 1;339:127898.PMID:32871303DOI:10.1016/j.foodchem.2020.127898.
In this study, lipid oxidation evaluation methods were compared for a krill-oil-in-water emulsion system. With this aim, thiocyanate and DPPP (diphenyl-1-pyrenylphosphine) fluorescence methods were comparatively examined to determine primary oxidation products. 2-thiobarbituric acid reactive substances (TBARS), hexanal and propanal formation were also monitored as secondary oxidations products. All oxidation experiments were performed via both auto-oxidation at 45 °C and light-riboflavin induced photooxidation at 37 °C. The results have shown that thiocyanate method was not suitable to measure lipid hydroperoxides by the both in auto- and photo-oxidation systems. On the other hand, fluorescence intensity of samples containing the DPPP probe increased during incubation period which indicates the formation of lipid hydroperoxides could be detected via this method. TBARS, hexanal and propanal concentrations also increased during storage period and the formation kinetics of secondary oxidation products was confirmed that the DPPP fluorescence method was accurate and reliable at different environmental conditions.
Unravelling the Photochemical Transformations of Chromium(I) 1,3 Bis(diphenylphosphino), [Cr(CO)4(DPPP)]+, by EPR Spectroscopy
Organometallics 2019 Jun 24;38(12):2523-2529.PMID:32055085DOI:10.1021/acs.organomet.9b00226.
UV-induced photochemical transformations of the paramagnetic [Cr(CO)4(Ph2PCH2CH2CH2PPh2)]+ complex (abbreviated [Cr(CO)4(DPPP)]+) in dichloromethane was investigated by CW EPR spectroscopy. Room-temperature UV irradiation results in the rapid transformation of [Cr(CO)4(DPPP)]+ into trans-[Cr(CO)2(DPPP)2]+. However, low-temperature (77-120 K) UV irradiation reveals the presence of an intermediate mer-[Cr(CO)3(κ1-dppp)(κ2-dppp)]+ complex which photochemically transforms into trans-[Cr(CO)2(DPPP)2]+. The derived spin Hamiltonian parameters for these complexes were confirmed by DFT calculations. The photoinduced reaction is shown to be concentration-dependent, leading to a distribution of the three complexes ([Cr(CO)4(DPPP)]+, mer-[Cr(CO)3(κ1-dppp)(κ 2-dppp)]+, and trans-[Cr(CO)2(DPPP)2]+). A bimolecular photoinduced mechanism is proposed to account for the formation of mer-[Cr(CO)3(κ1-dppp)(κ2-dppp)]+ and trans-[Cr(CO)2(DPPP)2]+.
Mechanistic insights into Ag+ induced size-growth from [Au6(DPPP)4]2+ to [Au7(DPPP)4]2+ clusters
Nanoscale Adv 2022 Jul 4;4(18):3737-3744.PMID:36133347DOI:10.1039/d2na00301e.
The size conversion of atomically precise metal nanoclusters lays the foundation to elucidate the inherent structure-activity correlations on the nanometer scale. Herein, the mechanism of the Ag+-induced size growth from [Au6(DPPP)4]2+ to [Au7(DPPP)4]3+ (DPPP is short for 1,3-bis(diphenylphosphino)propane) is studied via density functional theory (DFT) calculations. In the absence of extra Au sources, the one "Au+" addition was found to be regulated by the Ag+ doping induced Au-activation, i.e., the formation of formal Au(i) blocks via the Ag+ alloying processes. The Au(i) blocks could be extruded from the core structure in the formed Au-Ag alloy clusters, triggering a facile Au+ migration to the Au6 precursor to form the Au7 product. This study sheds light on the structural and stability changes of gold nanoclusters upon the addition of Ag+ and will hopefully benefit the development of more metal ion-induced size-conversion of metal nanoclusters.
Host-Guest Feature of DPPP Bridged Arene-Ruthenium Clip Derived Molecular Rectangle
Inorg Chem 2019 Aug 19;58(16):10991-10999.PMID:31365239DOI:10.1021/acs.inorgchem.9b01468.
The development of DPPP2- (H2DPPP = 2,5-dihydro-3,6-di-2-pyridylpyrrolo(3,4-c)pyrrole-1,4-dione) bridged (NN∩NN) diruthenium complexes [(Cym)(X)RuII(μ-dppp)RuII(X)(Cym)] (Cym = para-cymene and X = OTf- (1), SCN- (2), N3- (3), NO2-(4)) are considered as the probable molecular clips for the construction of metallarectangle. Crystal structures of 2-4 established anticonfiguration with respect to monodentate SCN-, N3- and NO2- groups, respectively. Though molecular clips 2-4 failed to provide the desired metallarectangle in combination with the 4,4'-bipyridine spacer, 1 with the labile OTf groups facilitated to achieve the metallarectangle 5. The crystal structure of 5 revealed that two twisted 4,4'-bipyridine spacers bridged between the two units of dimeric 1 in symmetric fashion, which in effect led to the newer class of molecular rectangle 5 with a hydrophobic cavity size of the cationic host of 8.32 × 11.11 Å2. Furthermore, the host-guest interaction potential of 5 with special reference to the guest molecule, pyrene, was explored. The crystal structure of the resultant molecule 6 ascertained the partial encapsulation of two pyrene molecules inside the hydrophobic cavity of 5, due to the twisted 4,4'-bipyridine spacer units between the two ruthenium clips. It also attributed a noncovalent CH-π interaction involving protons of pyrene and the π-electron cloud of 4,4'-bipyridine as well as a weak interaction between pyrene protons and the pendant C═O group of DPPP. Encapsulation of the guest molecule (pyrene) inside the cavity of the metallarectangle was also monitored by following the quenching of florescent intensity of pyrene on addition of 5.