PHOTOPHYSICAL PROPERTIES OF PORPHYRIN-CHLORIN SYSTEMS IN THE PRESENCE OF SURFACTANTS

Abstract The therapeutic efficacy of PDT is related to the capability of the photosensitizer to absorb light at a wavelength that can penetrate into tissues. We have synthesized two systems, a haematoporphyrin-chlorin (HPC) and a dihaematoporphyrin ether or ester (DHE) with the terminal ring converted to a chlorin (DHEC). The presence of the chlorin moiety provides an extra band at ˜ 660 nm with a relative amplitude from 5 to 10 times larger than that of the porphyrin at 630 nm. Since both HPC and DHEC strongly aggregate in buffer, we have studied their photophysical properties in the presence of cationic surfactants at different concentrations below and above the critical micelle concentrations. Absorption spectra were measured together with emission spectra and fluorescence decays at different observation wavelengths under excitation at 364 nm. The results were compared with those obtained for DHE in the same environmental conditions. As for DHE, the presence of micelles disaggregate both compounds, resulting in a large increase in the relative emission intensity at ˜ 670 nm due to the presence of the chlorin moiety. The fluorescence decays could be fitted by two or three exponential components indicating the presence of more than one molecular species and/ or conformations. On the basis of our measurements the chlorin molecule does not seem to modify appreciably the photophysical properties of the porphyrin molecules but does superimpose its absorption and emission spectrum onto that of the porphyrin. This result may be of relevance in the possible use of these compounds in PDT.     

Control of molecular structures and photophysical properties of zinc(II) porphyrin dendrimers using bidentate guests: utilization of flexible dendrimer structures as a controllable mold

We have prepared supramolecular assemblies of hexaaryl-anchored polyester zinc(II) porphyrin dendrimers (6P(Zn)W, 12P(Zn)W, and 24P(Zn)W) with various bipyridyl guests (C(n)Py2; n = 1, 2, 4, 6, and 8) through self-assembled coordination to control the structures and photophysical properties. We comparatively investigated the photophysical properties of porphyrin dendrimers with and without guest binding by using ensemble and single-molecule spectroscopy. The spectrophotometric titration data of dendrimers with guest molecules provide a strong indication of the selective intercalation of bipyridyl guests into porphyrin dendrimers. The representative dendrimer assembly 12P(Zn)W [symbol: see text] C6Py2 exhibits increased fluorescence quantum yield and lifetime in ensemble measurements, as well as higher initial photon count rates with stepwise photobleaching behavior in the single-molecule fluorescence intensity trajectories (FITs) compared to 12P(Zn)W. At the single-molecule level, the higher photostability of 12P(Zn)W [symbol: see text] C6Py2 can be deduced from the long durations of the first emissive levels in the FITs. We attribute the change in photophysical properties of the dendrimer assemblies to their structural changes upon intercalation of guest molecules between porphyrin units. These results provide new insight into the control of porphyrin dendritic structures using appropriate bidentate guests in poor environmental conditions.     

Effects of environment on the photophysical characteristics of mesotetrakis methylpyridiniumyl porphyrin (TMPyP)

Porphyrins are an important class of organic molecules, with interesting linear and nonlinear optical properties given mainly by their extended π-conjugation structure. Their photophysical properties can be greatly affected by the surrounding environment, which can be used to tune its final properties. Here we report on an experimental study of the photophysical properties of meso-tetrakis (methylpyridiniumyl) porphyrin (TMPyP) in aqueous and in several organic solvents and its interaction with micelles formed from negatively charged sodium dodecylsulphate (SDS), positively charged cetyl trimethyl ammonium bromide (CTAB) and neutral TRITON X-100. By using the Z-scan technique, flash-photolysis and time-resolved fluorescence techniques, we were able to evaluate the excited state dynamics of the TMPyP, and observed that the tetrapyrrole ring plays important role due to hydrogen bonds formation between nitrogen atom and water, while the side groups determine the porphyrin localization in non-aqueous micelle part.     

Ground- and excited-state properties of Zn(II) tetrakis(4-tetramethylpyridyl) pophyrin specifically encapsulated within a Zn(II) HKUST metal-organic framework

We have examined the photophysical properties of Zn(II) tetramethylpyridyl porphyrin (ZnT4MPyP) specifically encapsulated within the cubioctahedral cavities of a ZnHKUST metal- organic framework. The encapsulated ZnT4MPyP exhibits a Soret maxima at ～458 nm that is bathochromically shifted relative to ZnT4PyP in ethanol solution (Soret maxima centered at 440 nm). The corresponding emission spectra of the encapsulated porphyrin exhibit resolvable bands centered at 636 and 677 nm relative to a single broad emission band of the ZnT4MPyP in ethanol solution centered at 636 nm with a shoulder situated near ～660 nm. The fluorescence lifetime of the encapsulated porphyrin is also perturbed relative to that of the free porphyrin in solution (1.88 ns for the encapsulated porphyrin relative to 1.2 ns in solution). These results are consistent with the ZnT4MPyP being in a more constrained environment in which the peripheral pyridyl groups have restricted rotational motion. The ZnT4MPyP triplet lifetime is also affected by encapsulation, giving rise to a longer lifetime (τ ≈ 3.3 ms) relative to that for the free porphyrin in solution (τ ≈ 1 ms). The triplet-state results indicate that nonplanar vibrational modes of the porphyrin leading to intersystem crossing are retained by encapsulation of the porphyrin but that either the density of vibrational states or the specific nonplanar modes coupling the singlet and triplet states may be perturbed, resulting in the longer observed lifetime.     

Photophysical investigation of neutral and diprotonated free-base bis(arylethynyl)porphyrins

The photophysical properties for a series of free-base arylethynyl porphyrins and the corresponding trans-disubstituted tetraphenylporphyrin (H(2)TPP) derivatives lacking arylethynyl functionalities have been studied via electronic absorption and emission spectroscopy in both neutral and diacid forms. Enhanced substituent effects on porphyrin absorption spectra are observed in the arylethynyl porphyrins relative to the H(2)TPP derivatives, owing to the presence of the ethynyl spacer that allows for a coplanar geometry between the porphyrin macrocycle and the appended phenyl substituents. Upon protonation, both series of porphyrins exhibit substantially red shifted absorption and emission spectra and enhanced oscillator strengths, with the magnitude of the spectral shifts being more substantial in the presence of the ethynyl functionalities. Spectral features of the arylethynyl porphyrin bearing p-dimethylamino substituents closely resemble those previously classified as "hyperporphyrin spectra" and are indicative of excited-state charge-transfer character. Protonation of both series of porphyrins results in reduced fluorescence lifetimes and enhanced nonradiative decay rates, and the impact of protonation on these parameters is attenuated in the presence of the arylethynyl functionalities. Our results coupled with previous structural data showing that arylethynyl porphyrins exhibit less structural distortion upon diacid formation relative to H(2)TPP further substantiate the proposal that significant alteration of porphyrin photophysical properties upon diacid formation can be attributed to nonplanar structural distortions induced by protonation.     

Amino Acid–Porphyrin Conjugates: Synthesis and Study of their Photophysical and Metal Ion Recognition Properties

Synthesis, photophysical and metal ion recognition properties of a series of amino acid‐linked free‐base and Zn‐porphyrin derivatives (5–9) are reported. These porphyrin derivatives showed favorable photophysical properties including high molar extinction coefficients (>1 × 10⁵ m ^?1 cm^?1 for the Soret band), quantum yields of triplet excited states (63–94%) and singlet oxygen generation efficiencies (59–91%). Particularly, the Zn‐porphyrin derivatives, 6 and 9 showed higher molar extinction coefficients, decreased fluorescence quantum yields, and higher triplet and singlet oxygen quantum yields compared to the corresponding free‐base porphyrin derivatives. Further, the study of their interactions with various metal ions indicated that the proline‐conjugated Zn‐porphyrins (6 and 9) showed high selectivity toward Cu²⁺ ions and signaled the recognition through changes in fluorescence intensity. Our results provide insights on the role of nature of amino acid and metallation in the design of the porphyrin systems for application as probes and sensitizers.     

Antimicrobial Photodynamic Efficiency of Novel Cationic Porphyrins towards Periodontal Gram‐positive and Gram‐negative Pathogenic Bacteria

The Gram‐negative Aggregatibacter actinomycetemcomitans and Fusobacterium nucleatum are major causative agents of aggressive periodontal disease. Due to increase in the number of antibiotic‐resistant bacteria, antimicrobial Photodynamic therapy (aPDT) seems to be a plausible alternative. In this work, photosensitization was performed on Gram‐positive and Gram‐negative bacteria in pure culture using new‐age cationic porphyrins, namely mesoimidazolium‐substituted porphyrin derivative ( ImP ) and pyridinium‐substituted porphyrin derivative ( PyP ). The photophysical properties of both the sensitizers including absorption, fluorescence emission, quantum yields of the triplet excited states and singlet oxygen generation efficiencies were evaluated in the context of aPDT application. The studied porphyrins exhibited high ability to accumulate into bacterial cells with complete penetration into early stage biofilms. As compared with ImP, PyP was found to be more effective for photoinactivation of bacterial strains associated with periodontitis, without any signs of dark toxicity, owing to its high photocytotoxicity.     

Meso-substituted porphyrin photosensitizers with enhanced near-infrared absorption: Synthesis,characterization and biological evaluation for photodynamic therapy

Porphyrin derivatives are widely explored and used in photodynamic therapy, for their marvelous therapeutic properties. In order to fill in the gaps of insufficient photosensitizers with near-infrared absorption, three porphyrin molecules, 5,10,15,20-tetrakis(3,4-bis(2-(-2-(2-hydroxyethoxy)ethoxy)ethoxy)benzyl)zinc porphyrin(P1), 5,15-bis(3,4-bis(2-(-2-(2-hydroxyethoxy)ethoxy)ethoxy)benzyl)-10,20-bis(2-(2-(2-(4-ethynylphenoxy)ethoxy)ethoxy)ethanol)zincporphyrin(P2),5,15-bis(3,4-bis(2-(-2-(2-hydroxyethoxy)ethoxy)ethoxy)benzyl)-10,20-N,N-dibutyl-4-ethynylaniline zinc porphyrin(P3), were designed and synthesized targeting for more efficient cancer treatment. Excellent photophysical properties were illustrated by UV–vis absorption and emission spectra with enhanced absorbance between 650 and 750?nm and fluorescence emission within 600–800?nm. Besides, with high ¹O₂ quantum yield, especially P2 (0.89), all porphyrins were further evaluated in vitro by 3-(4, 5-dimethyl-2-thiazolyl)-2, 5-diphenyl-2-H-tetrazolium bromide (MTT) assay against Hela cells and exhibited negligible dark toxicity and robust phototoxicity. Fluorescence confocal laser microscopy confirmed cellular uptake and diffusion of these porphyrins, therefore demonstrated their potential and promising applications in photodynamic therapy.     

New flavonoid–porphyrin conjugates via Buchwald–Hartwig amination: synthesis and photophysical studies

New flavonoid–porphyrin conjugates were synthesized using the cross-coupling Buchwald–Hartwig amination for the coupling of flavonoid and porphyrin moieties. A unique di-substituted flavone–porphyrin conjugate was also synthesized under similar reaction conditions for the first time. All the conjugates were fully characterized by NMR spectroscopy. The photophysical properties namely fluorescence and singlet oxygen production were evaluated considering their use for photodynamic therapy applications.     

Single molecule spectroscopic investigation on conformational heterogeneity of directly linked zinc(II) porphyrin arrays

We have comparatively investigated the photophysical properties of a series of meso-meso directly linked orthogonal porphyrin arrays (Zn, n = 1, 2, 3, 4, 6, 8, 9, 12, 16, 32, 48, 64, and 96) by ensemble average and single molecule fluorescence spectroscopy. In single molecule fluorescence study, we have recorded the fluorescence intensity trajectories of Zn arrays as the number of porphyrin molecules in the array increases. Up to Z8 in porphyrin arrays, each single array exhibits multiple stepwise photobleaching behaviors in fluorescence intensity trajectories, indicating that each porphyrin unit in the array acts as an individual fluorescent unit due to a maintenance of linear rigid structure of the array. On the other hand, porphyrin arrays longer than Z8 such as Z16, Z32, Z48, and Z64 show complicated photobleaching behaviors in fluorescence intensity trajectories. The origin of complex photobleaching behaviors is believed to be increasing nonradiative decay channels contributed by the enhanced structural nonlinearity in longer arrays. The fluorescence measurements of Zn arrays on single molecule level show a mismatch in the maximum fluorescence intensity level as compared to the solution measurements, which is attributable to the difference in local environment surrounding the porphyrin array. In this work, we have demonstrated the presence of conformational heterogeneity in longer porphyrin arrays by analyzing average survival times and fluorescence spectra of single arrays as the number of porphyrin molecules in the array increases. We believe that the fluorescence properties of porphyrin arrays on single molecule level will provide a platform for further applications as molecular photonic wires.     

The role of electronic coupling in linear porphyrin arrays probed by single-molecule fluorescence spectroscopy

Single-molecule photophysical properties of two families of linear porphyrin arrays have been investigated by single-molecule fluorescence detection techniques. Butadiyne-linked arrays (Z(N)B) with extensive π-conjugation perform as photostable one-quantum systems. This demonstration has been suggested by the long-lasting initial emissive state and subsequent discrete one-step photobleaching in the fluorescence intensity trajectories (FITs). As in the behavior of a one-quantum system, Z(N)B shows anti-bunching data in the coincidence measurements. On the other hand, in directly-linked arrays (Z(N)) with strong dipole coupling, each porphyrin moiety keeps individual character in photobleaching dynamics. The stepwise photobleachings in the FITs account for this explanation. Most of the FITs of Z(N) do not carry momentary cessation of fluorescence emission, which has been explained by the strongly bound electron-hole pair of Frenkel exciton that suppresses charge transfer between the molecule and surrounding polymers. These results give insight into the influences of interchromophorinc interactions between porphyrin moieties in the multiporphyrin arrays on their fluorescence dynamics at the single-molecule level.     

Synthesis and characterization of novel pyrene-dendronized porphyrins exhibiting efficient fluorescence resonance energy transfer: optical and photophysical properties

A novel series of pyrene dendronized porphyrins bearing two and four pyrenyl groups (Py(2)-TMEG1 and Py(4)-TMEG2) were successfully synthesized. First and second generation Fréchet type dendrons (Py(2)-G1OH and Py(4)-G2OH) were prepared from 1-pyrenylbutanol and 3,5-dihydroxybenzyl alcohol. These compounds were further linked to a trimesitylphenylporphyrin containing a butyric acid spacer via an esterification reaction to obtain the desired products. Dendrons and dendronized porphyrins were fully characterized by FTIR and (1)H NMR spectroscopy and their molecular weights were determined by matrix-assisted laser desorption ionization time of flight mass spectrometry. Their optical and photophysical properties were studied by absorption and fluorescence spectroscopies. The formation of dynamic excimers was detected in the pyrene-labeled dendrons, with more excimer being produced in the higher generation dendron. The fluorescence spectra of the pyrene dendronized porphyrins exhibited a significant decrease in the amount of pyrene monomer and excimer emission, jointly with the appearance of a new emission band at 661 nm characteristic of porphyrin emission, an indication that fluorescence resonance energy transfer (FRET) occurred from one of the excited pyrene species to the porphyrin. The FRET efficiency was found to be almost quantitative ranging between 97% and 99% depending on the construct. Model Free analysis of the fluorescence decays acquired with the pyrene monomer, excimer, and porphyrin core established that only residual pyrene excimer formation in the dendrons could occur before FRET from the excited pyrene monomer to the ground-state porphyrin core.     

AGE-RELATED CHANGES IN THE HUMAN LENS AS MONITORED BY DETECTION OF PORPHYRIN EXCITED STATES

Abstract— Previous studies have shown that the triplet state lifetimes of various porphyrins are increased by several orders of magnitude when they are bound to lens proteins. Flash photolysis studies of me-sotetra ( p -sulfonatophenyl)porphyrin (TPPS) on intact bovine lenses indicated a biexponential decay of the triplet state with lifetimes of 160 μs and 1.6 ms. Here we extend those measurements to TPPS associated with intact human lenses. Steady-state fluorescence measurements indicate that TPPS binds to both young and old human lenses. In an intact young human lens, the TPPS triplet state is observed to decay biexponentially with lifetimes of 50 and 680 μs. As the age of the lens increases, the lifetime of the shorter-lived component lengthens while that of the longer-lived component decreases slightly. In older human lenses, the two lifetimes coalesce and the triplet decay exhibits purely monoexponential behavior. These photophysical characteristics apparently are due to age-related modification(s) of the protein in the human lens resulting in an increasingly more homogeneous environment around the porphyrin.     

Structure and photophysical properties of porphyrin-modified metal nanoclusters with different chain lengths

Three-dimensional porphyrin-monolayer-protected gold clusters with different chain lengths (MPCs) have been prepared to examine the structure and photophysical properties, in comparison with self-assembled monolayers (SAMs) of the porphyrins on a flat gold surface. The three-dimensional porphyrin MPCs exhibit electrochemical and photophysical properties that are much closer to those of a porphyrin reference compound in solution than those of two-dimensional porphyrin SAMs on the flat gold surface. The three-dimensional architectures of porphyrin MPCs with large surface area have improved the light-harvesting efficiency relative to the corresponding porphyrin SAM on the two-dimensional flat gold surface. Time-resolved single photon counting fluorescence and transient absorption spectroscopic studies have demonstrated that undesirable quenching of the porphyrin excited singlet state via energy transfer to the gold surface of the three-dimensional MPCs is much suppressed, as compared to the quenching of the porphyrin SAMs on the two-dimensional flat gold surface. Both the quenching rate constants of the porphyrin excited singlet state by the surfaces of bulk gold and gold nanoclusters reveal weak chain length dependence of the energy transfer quenching.     

Synthesis and photophysical properties of N-fused tetraphenylporphyrin derivatives: near-infrared organic dye of [18]annulenic compounds

A variety of N-fused porphyrin derivatives were prepared and their photophysical properties were investigated. Although intact N-fused tetraarylporphyrins showed almost no emission, introduction of electron-withdrawing groups such as a nitro group and a cyano group on the macrocycles caused significant refinements in their emission efficiency. Long emission wavelengths (900-1000 nm) as well as fairly large Stokes shifts (～1200 cm(-1)) are exceptionally unique photophysical properties among [18]annulenic compounds, which could be rationalized by the excited state intramolecular proton transfer (ESIPT) process. Relatively weak emission quantum yields (～5.0 × 10(-4)) and unusually short S(1) state lifetimes (～13.5 ps) are in good agreement with the ESIPT process. The solvent and substituent effects on the photophysical properties are also discussed in conjunction with the theoretical studies, where the mesityl groups at the meso-positions play a unique role.     

PHOTOPHYSICAL PROPERTIES OF NUCLEIC ACID COMPONENTS—1. THE PYRIMIDINES: THYMINE, URACIL, N, N-DIMETHYL DERIVATIVES AND THYMIDINE

Abstract— Low-temperature (and some room temperature) absorption and emission, fluorescence and phosphorescence, data including quantum yields and lifetimes have been obtained from the title pyrimidine bases as a function of the nature of the solvent environment. Modest vibrational resolution has been observed for the first time in the absorption spectra, particularly for thymine and uracil. The excitation spectra also show structure. The quantum yields of fluorescence (φ_F) and phosphorescence are independent of the excitation wavelength. Thymine, thymidine and uracil have profoundly different photophysical properties in polar-aprotic vs polar-protic solvents. The N, N-dimethyl substitution of thymine and uracil produces photophysical changes comparable to the solvent change for the unsubsti-tuted bases. The species involved in the emission processes is the keto (lactam) form. It is probable that ^1,3(n,π*) state(s) has(have) changed order relative to a lowest ¹(π,π*) state as a consequence of both the solvent change and N, N-dimethyl substitution. The lowest triplet state is assigned as ³(n π*). We propose that an important factor contributing to the previously reported excitation wavelength dependence of φ_F and φ_T1 (φ_isc) for nucleic-acid components is the equilibrium coexistence of H-bonded and non-H-bonded forms each having different photophysical properties. Consideration is given of the impact of the significantly different photophysical properties of nucleic-acid bases as a function of the nature of the solvent upon the photochemical properties.     

Ytterbium(III) Porpholactones: β‐Lactonization of Porphyrin Ligands Enhances Sensitization Efficiency of Lanthanide Near‐Infrared Luminescence

The near‐infrared (NIR) luminescence efficiency of lanthanide complexes is largely dependent on the electronic and photophysical properties of antenna ligands. Although porphyrin ligands are efficient sensitizers of lanthanide NIR luminescence, non‐pyrrolic porphyrin analogues, which have unusual symmetry and electronic states, have been much less studied. In this work, we used porpholactones, a class of β‐pyrrolic‐modified porphyrins, as ligands and investigated the photophysical properties of lanthanide porpholactones Yb‐1 a – 5 a . Compared with Yb porphyrin complexes, the porpholactone complexes displayed remarkable enhancement of NIR emission (50–120 %). Estimating the triplet‐state levels of porphyrin and porpholactone in Gd complexes revealed that β‐lactonization of porphyrinic ligands lowers the ligand T₁ state and results in a narrow energy gap between this state and the lowest excited state of Yb³⁺. Transient absorption spectra showed that Yb^III porpholactone has a longer transient decay lifetime at the Soret band than the porphyrin analogue (30.8 versus 17.0 μs). Thus, the narrower energy gap and longer lifetime arising from β‐lactonization are assumed to enhance NIR emission of Yb porpholactones. To demonstrate the potential applications of Yb porpholactone, a water‐soluble Yb bioprobe was constructed by conjugating glucose to Yb ‐ 1 a . Interestingly, the NIR emission of this Yb porpholactone could be specifically switched on in the presence of glucose oxidase and then switched off by addition of glucose. This is the first demonstration that non‐pyrrolic porphyrin ligands enhance the sensitization efficiency of lanthanide luminescence and also display switchable NIR emission in the region of biological analytes (800–1400 nm).     

Porphyrin light-harvesting arrays constructed in the recombinant tobacco mosaic virus scaffold

We have demonstrated the construction of multiple porphyrin arrays in the tobacco mosaic virus (TMV) supramolecular structures by self-assembly of recombinant TMV coat protein (TMVCP) monomers, in which Zn-coordinated porphyrin (ZnP) and free-base porphyrin (FbP) were site-selectively incorporated. The photophysical properties of porphyrin moieties incorporated in the TMV assemblies were also characterized. TMV-porphyrin conjugates employed as building blocks self-assembled into unique disk and rod structures under the proper conditions as similar to native TMV assemblies. The mixture of a ZnP donor and an FbP acceptor was packed in the TMV assembly and showed energy transfer and light-harvesting activity. The detailed photophysical properties of the arrayed porphyrins in the TMV assemblies were examined by time-resolved fluorescence spectroscopy, and the energy transfer rates were determined to be 3.1-6.4x10(9) s(-1). The results indicate that the porphyrins are placed at the expected positions in the TMV assemblies.     

Bridging the gap between porphyrins and porphycenes: substituent-position-sensitive tautomerism and photophysics in meso-diphenyloctaethylporphyrins

2,3,7,8,12,13,17,18‐Octaethyl‐5,15‐diphenylporphyrin ( 1 ) is characterized by an inner cavity with a rectangular shape and small NH???N distances. It resembles porphycene, which is a constitutional isomer of porphyrin known for its strong intramolecular hydrogen bonds and rapid tautomerization. Such distortion of the porphyrin cavity leads to tautomeric properties of 1 that are intermediate between those of porphyrin and porphycene. In particular, a tautomerization in the lowest excited singlet state of 1 has been discovered, occurring with a rate three orders of magnitude lower than that in porphycene, but three to four orders of magnitude higher than that in porphyrin. An isomer of 1 , 2,3,7,8,12,13,17,18‐octaethyl‐5,10‐diphenylporphyrin ( 2 ), exhibits a different kind of geometry distortion. This molecule is nonplanar, but the inner cavity shape and dimensions are similar to those of the parent porphyrin. The same hydrogen‐bonding strength as that in porphyrin is observed for 2 . In contrast, the nonplanarity of 2 significantly influences the photophysics, leading to a decrease in fluorescence quantum yield and lifetime. Absorption, magnetic circular dichroism, and fluorescence spectra are similar for 1 and 2 and resemble those of parent porphyrin. This is a consequence of comparable energy splittings of the frontier orbitals, ΔHOMO≈ΔLUMO. The results demonstrate that judicious selection of substituents and their position enables a controlled modification of geometry, hydrogen‐bonding strength, tautomerization rate, and photophysical and spectral parameters of porphyrinoids.     

侧链键合锰卟啉的线型聚甲基丙烯酸缩水甘油酯的制备及其谱学性质

采用Adler法合成了Meso-四(对羟基苯基)卟啉(THPP), 在均相体系中使聚甲基丙烯酸缩水甘油酯(PGMA)与THPP发生开环反应, 得到侧链键合有羟基苯基卟啉的线型PGMA(HPP-PGMA); 进一步使HPP-PGMA与锰离子发生配合作用, 得到侧链键合有锰卟啉(MnP)的线型PGMA(MnP-PGMA), 测定了HPP-PGMA的1H NMR谱, 表征了其化学结构; 测定了HPP-PGMA与MnP-PGMA的UV-Vis光谱及荧光发射光谱, 考察了其光物理行为. 实验结果表明, 通过THPP外环上羟基与PGMA侧基环氧键的开环成醚反应, 可以顺利地将羟基苯基卟啉及其锰配合物键合在PGMA的侧链上. HPP-PGMA具有THPP的特征电子吸收光谱与荧光发射光谱, 且随着THPP键合度的增加, 光谱的强度增强. MnP-PGMA具有小分子锰卟啉的特征电子吸收光谱与荧光特征, 其Soret吸收带发生显著红移(红移58 nm), Q吸收带的数量减为3个吸收峰; 实验发现, MnP-PGMA与小分子锰卟啉类似, 在Q发射带没有荧光发射.