95051-10-8

Usage

Uses

Used in Organic Synthesis:
5-(4-Carboxyphenyl)-10,15,20-triphenyl-21H,23H-porphine is used as a key intermediate in the synthesis of porphyrin diazoketones. These diazoketones are capable of supporting S-H insertion and catalytic dimerization, which are important reactions in the preparation of complex organic molecules with potential applications in pharmaceuticals, materials science, and other areas.
Used in Photodynamic Therapy (PDT):
In the field of cancer treatment, 5-(4-Carboxyphenyl)-10,15,20-triphenyl-21H,23H-porphine is used as a component in the synthesis of photodynamic molecular beacons. These molecular beacons are designed to target cancer cells specifically and are activated by light to generate reactive oxygen species, which can induce cell death in the targeted cancer cells. This approach has the potential to offer a less invasive and more targeted alternative to traditional cancer therapies.
Used in Chemical Research:
5-(4-Carboxyphenyl)-10,15,20-triphenyl-21H,23H-porphine is also utilized in chemical research for studying the properties and reactivity of porphyrin derivatives. Its unique structure allows researchers to investigate various aspects of porphyrin chemistry, such as electronic properties, photophysical behavior, and interactions with other molecules, which can contribute to the development of new materials and applications.
Used in Material Science:
5-(4-Carboxyphenyl)-10,15,20-triphenyl-21H,23H-porphine is used as a building block in the development of new materials with specific optical, electronic, or catalytic properties. Its incorporation into various materials can lead to the creation of novel composites, coatings, or sensors with potential applications in a wide range of industries, including electronics, energy, and environmental monitoring.

InChI:InChI=1/C45H30N4O2/c50-45(51)32-18-16-31(17-19-32)44-39-26-24-37(48-39)42(29-12-6-2-7-13-29)35-22-20-33(46-35)41(28-10-4-1-5-11-28)34-21-23-36(47-34)43(30-14-8-3-9-15-30)38-25-27-40(44)49-38/h1-27,46,49H,(H,50,51)/b41-33-,41-34-,42-35-,42-37-,43-36-,43-38-,44-39-,44-40-

Upstream product

• 109-97-7 pyrrole 
• 100-52-7 benzaldehyde 
• 619-66-9 4-Carboxybenzaldehyde 
• 107798-98-1 5-phenyldipyrromethane 
• 100-41-4 ethylbenzene 
• 65-85-0 benzoic acid 

Downstream Products

• 148629-62-3 Ru(CO)(C₄₅H₂₈N₄O₂) 
• 133849-77-1 5-(4-carboxyphenyl)-10,15,20-triphenylporphyrinato zinc(II) 
• 148629-61-2 MnCl(C₄₅H₂₈N₄O₂) 
• 454187-33-8 [5-(4-carboxyphenyl)-10,15,20-triphenylporphyrinato]cobalt(II) 

Relevant academic research and scientific papers

Molecular organogel-forming porphyrin derivative with hydrophobic l-glutamide

An l-glutamide-functionalized tetraphenylporphyrin derivative has been newly synthesized. This can dissolve in various organic solvents to form nanofibrillar aggregates with both right-handed and left-handed chiral stacking structures among the porphyrin

Synthesis and characterization of porous organic polymer containing tailored?AB3?metalloporphyrin: highly active?and reusable catalyst?for oxidation of benzyl alcohol

In this work, a modern and attractive Cu(II) porphyrin‐based polymer network with high surface area was synthesized. This strategy prepares an easy approach to produce highly stable Cu-Porphyrin‐based polymer network. The organization of this catalyst was

New photodynamic molecular beacons (PMB) as potential cancer-targeted agents in PDT

Further improvements in Photodynamic therapy (PDT) necessitate that the dye targets more selectively tumour tissues or neovascularization than healthy cells. Different enzymes such as matrix metalloproteinases (MMPs) are overexpressed in tumour areas. Amo

Preparation and characterization of covalently bound tetraphenylporphyrin - Silica gel stationary phases for reversed-phase and anion-exchange chromatography

A tetraphenylporphyrin-based stationary phase for high-performance liquid chromatography is prepared by attaching a p-carboxyphenyl derivative of the porphyrin to aminopropyl silica gel through an amide bond. This stationary-phase support is used for the

Chirally self-assembled porphyrin nanowires assisted by L-glutamide-derived lipid for excitation energy transfer

An L-glutamide-functionalized tetraphenylporphyrin (1) has been newly synthesized and its self-assembling behavior in organic solvents is reported. 1 forms nanofibrous assemblies in a dilute solution to show specific induced circular dichroism at the abso

Synthesis, crystal structure and nonlinear optical properties of ferrocene-containing metalloporphyrins

Five ferrocene-containing metalloporphyrins (Pd-P-Fc, Co-P-Fc, Cu-P-Fc, Zn-P-Fc and Ni-P-Fc) were synthesized and characterized. The crystal structure of Zn-P-Fc determined by using the single crystal diffraction technique belongs to the triclinic system. A typical aggregation of Zn-P-Fc occurs when the concentration of Zn-P-Fc is greater than 2.0 × 10?6 mol/L in solution. The strong interaction between the metalloporphyrin and the ferrocene group was inferred by the absorption spectra, fluorescence spectra and the DFT calculation. Good nonlinear optical properties of these materials were inferred from the low fluorescence quantum yields and the short fluorescence lifetimes. Zn-P-Fc and Pd-P-Fc exhibit great reverse saturable absorption properties for 7 ns laser with 532 nm wavelength, and the β values are 13.36 and 13.41 cm/GW, respectively.

Anionic manganese meso-tetraphenyl porphine/oligonucleotide conjugates - Synthesis and utilization in chemiluminescent DNA-probe detection

The synthesis and application of oligodeoxynucleotides derivatized by the water-soluble anionic manganese-(III)-5-(4-carboxyphenyl)-10,15,20-tris- (4-sulphonatophenyl)-porphine complex are described. These conjugates were found to be potent catalysts for

Magnesium Tetraarylporphyrin Tweezer: A CD-Sensitive Host for Absolute Configurational Assignments of α-Chiral Carboxylic Acids

A protocol to determine the absolute configuration of α-chiral carboxylic acids based on a modified circular dichroic (CD) exciton chirality method has been developed. The protocol relies on a host-guest complexation mechanism: the chiral substrates are derivatized to give bifunctional amide conjugates ("guests") that form complexes with a dimeric magnesium porphyrin host, Mg-T (T stands for "tweezer") that acts as a "receptor". The two porphyrins in the complex adopt a preferred helicity dictated by the substituents at the chiral center in accordance with their steric sizes (assigned on the basis of conformational energy A-values) and, consequently, with the absolute configuration of the substrates under investigation. This chiroptical method, verified with a variety of chiral substrates, has been demonstrated to be reliable and generally applicable, including natural products with complex structures. Molecular modeling, NMR, and FTIR experiments of selected host-guest complexes revealed the mode of ligation of the substrates to the magnesium porphyrin species and led to clarification of the structure of the complex. When oxygen functionalities were directly attached to the chiral center, the signs of the CD couplets were opposite to those predicted on the basis of steric size. NMR and molecular modeling experiments indicated that this apparent inconsistency was due to conformational characteristics of the guest molecules. The stereochemical analysis is shown to be a sensitive technique, not only for the determination of absolute configurations of substrates but also for elucidation of their solution conformations.

Porphyrin-peptoid conjugates: Face-to-face display of porphyrins on peptoid helices

Distance, orientation, and number controlled porphyrin-peptoid conjugates (PPCs) were efficiently synthesized. Cofacial (1, 2, and 4), slipped-cofacial (3), and unstructured (5) arrangements of porphyrins provided distinct optical and electronic propertie

Glycine-conjugated porphyrin fluorescent probe with iRGD for live cell imaging

A porphyrin modified by glycine has been synthesized and developed as a near-infrared (NIR) fluorescence probe to detect tumor. Porphyrins’ longwavelength emission at ～650?nm can efficiently avoid the spectral crosstalk with Spontaneous fluorescence in th