- Dual Function Antibody Conjugates for Multimodal Imaging and Photoimmunotherapy of Cancer Cells
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Precision imaging, utilizing molecular targeted agents, is an important tool in cancer diagnostics and guiding therapies. While there are limitations associated with single mode imaging probes, multimodal molecular imaging probes enabling target visualization through complementary imaging technologies provides an attractive alternative. However, there are several challenges associated with designing molecular probes carrying contrast agents for complementary multimodal imaging. Here, we propose a dual function antibody conjugate (DFAC) comprising an FDA approved photosensitizer Benzoporphyrin derivative (BPD) and a naphthalocyanine-based photoacoustic dye (SiNc(OH)) for multimodal infrared (IR) imaging. While fluorescence imaging, through BPD, provides sensitivity, complementing it with photoacoustic imaging, through SiNc(OH), provides a depth-resolved spatial resolution much beyond the optical diffusion limits of fluorescence measurements. Through a series of in?vitro experiments, we demonstrate the development and utilization of DFACs for multimodal imaging and photodynamic treatment of squamous cell carcinoma (A431) cell line. The proposed DFACs have potential use in precision imaging applications such as guiding tumor resection surgeries and photodynamic treatment of residual microscopic disease thereby minimizing local recurrence. The data demonstrated in this study merits further investigation for its preclinical and clinical translation.
- Saad, Mohammad A.,Xavierselvan, Marvin,Sharif, Hamza A.,Selfridge, Scott,Pawle, Robert,Varvares, Mark,Mallidi, Srivalleesha,Hasan, Tayyaba
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p. 220 - 231
(2021/08/26)
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- PHOTOELECTRIC CONVERSION FILM CONTAINING NAPHTHALOCYANINE DERIVATIVE, PHOTOELECTRIC CONVERSION ELEMENT INCLUDING THE SAME, AND IMAGING DEVICE
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A photoelectric conversion film contains a compound represented by the following formula: where M represents Si or Sn, X represents O or S, and R1 to R14 each independently represent an alkyl group.
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Paragraph 0145; 0146; 0147; 0148
(2018/11/22)
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- COMPOSITION, AND PHOTOELECTRIC CONVERSION ELEMENT AND IMAGING DEVICE THAT EMPLOY THE SAME
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PROBLEM TO BE SOLVED: To provide a composition, a photoelectric conversion element and an imaging device which have high light absorption characteristics in the near-infrared region and exhibit high photoelectric conversion efficiency. SOLUTION: A composition contains a compound represented by the general formula in the figure, where M represents either Si or Sn; R1 to R8 each independently represent an alkyl group containing three or less carbon atoms; and R9 to R14 each independently represent an alkyl group. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
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Paragraph 0134; 0136; 0137; 0138; 0139; 0140
(2019/01/23)
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- METHOD OF PROVING AUTHENTICITY, SIGNAL CONVERSION METHOD, POLYMER WELDING METHOD, METHOD OF PRODUCING LITHOGRAPHIC PRINTING PLATE, INK FOR PRINTING, TONER, AND HEAT RAY-SHIELDING MATERIAL, EACH USING NAPHTHALOCYANINE COMPOUND, AND METHOD OF PRODUCING NAPHTHALOCYANINE COMPOUND
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Disclosed is a method of proving the authenticity of goods or a support comprising using a compound represented by Formula (I). wherein, in Formula (I), each of R11 to R46 independently represents a hydrogen atom or a substituent group, wherein when a benzene ring is substituted with any of R11 to R46, any groups adjacent to each other among R11 to R46 may be bonded each other to form a ring; M represents a hydrogen atom, a metal ion, or a group containing a metal ion; and n represents 1 or 2. The infrared absorption efficiency is high and the deterioration in infrared absorption over time is ameliorated. The infrared absorption efficiency is high and the deterioration in infrared absorption over time is ameliorated.
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Page/Page column 29
(2012/01/12)
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- Synthesis of a series of octabutoxy- and octabutoxybenzophthalocyanines and photophysical properties of two members of the series
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We have developed a new route to silicon-centered phthalocyanines and phthalocyanine-like compounds that is robust and flexible, and of considerable potential usefulness. This route entails insertion of silicon into the metal-free macrocycle. It has been developed in the course of preparing four new and two known metal-free, six new dihydroxysilicon, and six new bis-trihexylsiloxysilicon octabutoxy- and octabutoxybenzophthalocyanines. One of the siloxysilicon compounds, that with the ligand 5,9,12,16,19,23,28,32-octabutoxy-33H,35H- dibenzo[b,g]dinaphtho[2,3-1:2',3'-q]porphyrazine, has a Q-band at a wavelength of 804 nm and an extinction coefficient of 1.9 x 105 M-1 cm- 1. Its wavelength thus matches the wavelength of the output of the most common GaA1As diode laser. The compound and its analog in which the benzo rings are trans to each other instead of cis have no tendency to aggregate in benzene up to a concentration of 150 μM. The triplet state of the cis isomer has an absorption maximum at 640 nm and a lifetime in deaerated benzene solution of 105 μs, while the triplet state of the trans isomer has a maximum at 660 nm and a lifetime of 72 μs. Both isomers have a triplet quantum yield, Q1, of ca. 0.20 and a singlet oxygen quantum yield, Q(Δ), of ca, 0.20, photochemical properties that are consistent with potentially efficient photosensitization action in photodynamic therapy of tumors. For both sensitizers, energy transfer from the sensitizer triplet to ground state of dioxygen is reversible at appropriate concentrations. For the cis isomer, the equilibrium constant for the energy transfer process, K(e), is 0.012 ± 0.001, and the triplet state energy calculated from this, E(T), is 21.29 kcal/mol (E(T) derived from phosphorescence measurements is 21.26 kcal/mol). For the trans isomer, K(e) is 3.68 x 10-3 and E(T) is 19.27 kcal/mol.
- Aoudia, Mohamed,Cheng, Gongzhen,Kennedy, Vance O.,Kenney, Malcolm E.,Rodgers, Michael A. J.
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p. 6029 - 6039
(2007/10/03)
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- Photochromic reactions involving palladium(II) octabutoxynaphthalocyanine and molecular oxygen
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The palladium complex of 1,6,10,15,19,24,28,33-octabutoxynaphthalocyanine, PdNc(OBu)8, is shown to undergo reversible addition of O2 in benzene solution at ambient temperature (22 ± 1 °C) during steady-state photolysis with an Ar ion laser. On the basis of 1H-NMR and electronic absorption spectral evidence, the photoadduct is postulated to be an endoperoxide which has molecular oxygen added to one of the benzene rings at the sites α to the point of fusion with the tetrapyrrole ring, i.e., the positions bearing butoxy substituents. The formation of this product probably involves O2(1Δg). The photoadduct decomposes mainly back into PdNc(OBu)8 by a thermal process whose first-order rate constant is (2.6 ± 0.2) × 10-4 s-1 at 22 °C. This reaction is accelerated by light. Laser flash photolysis results show that the quantum efficiency for the formation of the photoadduct in O2-saturated benzene is 8 in Ar-saturated benzene is 0.035 ± 0.010 with either 355-or 532-nm light, but the value is 0.0015 ± 0.0005 with 683-nm light. PdNc(OBu)8 may be the first example of a tetrapyrrole to form a metastable endoperoxide, and the latter compound appears to be the first example of an endoperoxide that is subject to photocycloreversion with visible light. It is also demonstrated that energy transfer from O2(1Δg) to PdNc(OBu)8 occurs with a bimolecular rate constant of9 × 109 M-1 s-1 to produce PdNc(OBu)8(T1) which phosphoresces in fluid solution. This behavior suggests that the platinum group metal complexes of octaalkoxynaphthalocyanine may prove to be useful as luminescence probes for improving the detection limit of O2(1Δg).
- Rihter, Boris D.,Kenney, Malcolm E.,Ford, William E.,Rodgers, Michael A. J.
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p. 8146 - 8152
(2007/10/02)
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- Octa-alkoxy Phthalocyanine and Naphthalocyanine Derivatives: Dyes with Q-band Absorption in the Far Red or Near Infrared
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The lithium alkoxide-catalysed cyclic tetramerisation of various 3,6-dialkoxy-4,5-dichlorophthalonitriles, 1,4-dialkoxynaphthalene-2,3-dicarbonitriles and 3,6-dialkoxyphthalonitriles to give the corresponding metal-free octa-alkoxyoctachlorophthalocyanines, octa-alkoxynaphthalocyanines and octa-alkoxyphthalocyanines is described.An unexpected trans-alkoxylation reaction occurs during the cyclisation of the first two series of precursors.Metal-free phthalocyanines and naphthalocyanines have been converted into derivatives containing various metal ions.Compounds show Q-band absorption in the region 739-862 nm in toluene solution.The fluorescence spectra of selected examples are reported.The solubility of some of the compounds has been measured in a formulation of liquid crystal materials.
- Cook, Michael J.,Dunn, Adrian J.,Howe, Steven D.,Thomson, Andrew J.,Harrison, Kenneth J.
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p. 2453 - 2458
(2007/10/02)
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