Substituent effects on the photophysical properties of pterin derivatives in acidic and alkaline aqueous solutions.

Abstract:

:Pterins are heterocyclic compounds with important biological functions, and most of them may exist in two acid-base forms in the pH range between 3 and 13 in aqueous solution. In this work, the photophysical properties of acid and basic forms of six compounds of the pterin family (6-hydroxymethylpterin [HPT], 6-methylpterin [MPT], 6,7-dimethylpterin [DPT], rhamnopterin [RPT], N-methylfolic acid [MFA], and pteroic acid [PA]) have been studied. The effects of the chemical nature of the substituents at position 6 of the pterin moiety and the effects of the pH on the absorption and emission properties are analyzed. The fluorescence characteristics (spectra, quantum yields, lifetimes) of these compounds have been investigated using the single-photon-counting technique. Results obtained for pterin derivatives containing small substituents with 1 carbon atom (HPT, MPT, DPT) and short hydrocarbon chain (4 carbon atoms) (RPT) are different from those found for pterin derivatives containing a p-aminobenzoic acid (PABA) moiety in the substituent (MFA and PA). Fluorescence quantum yields (Phi(F)) of the first group of compounds are relatively high (>/=0.4), whereas MFA and PA exhibit very small Phi(F) values (

journal_name

Photochem Photobiol

authors

Cabrerizo FM,Petroselli G,Lorente C,Capparelli AL,Thomas AH,Braun AM,Oliveros E

doi

10.1562/2005-05-10-RA-522

subject

Has Abstract

pub_date

2005-09-01 00:00:00

pages

1234-40

issue

5

eissn

0031-8655

issn

1751-1097

pii

2005-05-10-RA-522

journal_volume

81

pub_type

杂志文章
  • Impact of Long-Wavelength Ultraviolet A1 and Visible Light on Light-Skinned Individuals.

    abstract::Solar radiation is known to be a major contributor to the development of skin cancer. Most sunscreen formulations, including those with broad spectrum, offer minimal protection in long-wavelength ultraviolet A1 (UVA1; 370-400 nm) and visible light (VL; 400-700 nm) domain. There is limited information regarding the imp...

    journal_title:Photochemistry and photobiology

    pub_type: 信件

    doi:10.1111/php.13143

    authors: Kohli I,Zubair R,Lyons AB,Nahhas AF,Braunberger TL,Mokhtari M,Ruvolo E,Lim HW,Hamzavi IH

    更新日期:2019-11-01 00:00:00

  • Excited state processes in 1-deazariboflavin studied by ultrafast fluorescence kinetics.

    abstract::The photochemical reactions of the 1-deaza derivative of riboflavin (RF) have been studied by sub-ps time-resolved fluorescence spectroscopy. A potential effect of the solvent polarity and hydrogen bonding capability on the excited state (ES) dynamics was tested by measuring 1-deaza RF in water and, after acetylation ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.2009.00646.x

    authors: Slavov C,Mansurova M,Holzwarth AR,Gärtner W

    更新日期:2010-01-01 00:00:00

  • Sensitized photooxidation of Di- and tripeptides of tyrosine.

    abstract::This paper studies the dye-sensitized photooxidation of tyrosine (tyr) and tyr di- and tripeptides (tyr-tyr and tyr-tyr-tyr) mediated by singlet molecular oxygen (O2[1 delta g]) in alkaline media. Photooxidation quantum efficiencies (phi r) were obtained by determining the overall and reactive rate constants of intera...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:

    authors: Criado S,Soltermann AT,Marioli JM,García NA

    更新日期:1998-10-01 00:00:00

  • UVB-induced inflammatory cytokine release, DNA damage and apoptosis of human oral compared with skin tissue equivalents.

    abstract::People can get oral cancers from UV (290-400 nm) exposures. Besides high outdoor UV exposures, high indoor UV exposures to oral tissues can occur when consumers use UV-emitting tanning devices to either tan or whiten their teeth. We compared the carcinogenic risks of skin to oral tissue cells after UVB (290-320 nm) ex...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12030

    authors: Breger J,Baeva L,Agrawal A,Shindell E,Godar DE

    更新日期:2013-05-01 00:00:00

  • Photochemical syn-anti isomerization reactions in N2-hydroxyisocytosines--an experimental matrix isolation and theoretical study.

    abstract::N2-hydroxyisocytosine and 1-methyl-N2-hydroxyisocytosine were studied using a matrix isolation technique combined with infrared absorption spectroscopy. For N2-hydroxyisocytosine isolated in an Ar matrix (at 10 K), two imino-oxo isomers, one with the hydroxyimino =N-OH group directed toward the N1-H group (the form ca...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2003)077<0243:psairi>2.0.co;2

    authors: Lapinski L,Nowak MJ,Kwiatkowski JS,Leszczynski J

    更新日期:2003-03-01 00:00:00

  • Characterization of endogenous protoporphyrin IX induced by delta-aminolevulinic acid in resting and activated peripheral blood lymphocytes by four-color flow cytometry.

    abstract::Lymphocytes treated with delta-aminolevulinic acid (ALA) can accumulate the photoactive, fluorescent heme precursor, protoporphyrin IX (PpIX). With visible light illumination, PpIX can be used in photodynamic therapy (ALA-PDT) to kill or functionally alter cells. The aim of this study was to characterize the effects o...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:

    authors: Hryhorenko EA,Rittenhouse-Diakun K,Harvey NS,Morgan J,Stewart CC,Oseroff AR

    更新日期:1998-05-01 00:00:00

  • Pomegranate fruit extract modulates UV-B-mediated phosphorylation of mitogen-activated protein kinases and activation of nuclear factor kappa B in normal human epidermal keratinocytes paragraph sign.

    abstract::Excessive exposure of solar ultraviolet (UV) radiation, particularly its UV-B component, to humans causes many adverse effects that include erythema, hyperplasia, hyperpigmentation, immunosuppression, photoaging and skin cancer. In recent years, there is increasing use of botanical agents in skin care products. Pomegr...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/2004-08-06-RA-264

    authors: Afaq F,Malik A,Syed D,Maes D,Matsui MS,Mukhtar H

    更新日期:2005-01-01 00:00:00

  • Do years or quanta age the retina?

    abstract::The progressive loss of visual faculties with advancing age is attributed, sometimes, mainly to allegedly inevitable optical deterioration, such as clouding of the media, or again to neurosenescence, as typified by cell-death. The relevant factors are assessed, and it is not thought likely that changes in normal ocula...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章,评审

    doi:10.1111/j.1751-1097.1989.tb04181.x

    authors: Weale RA

    更新日期:1989-09-01 00:00:00

  • Solvothermal Synthesis of Cs0.33 WO3 /LDHs Composite as a Novel Visible-Light-Driven Photocatalyst.

    abstract::A novel Cs0.33 WO3 /LDHs (CWLDH) composite was synthesized by simple two steps solvothermal method and first investigated as the photocatalyst for tetracycline (TC) and Congo red (CR) degradation under visible light irradiation. The CWLDH heterostructures catalysts were characterized by XRD, UV-Vis, SEM, XPS and BET. ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12838

    authors: Zhang D,Ji T,Yu J,Jiang X,Jiao F

    更新日期:2018-03-01 00:00:00

  • Sequence-dependent interactions of cationic naphthalimides and polynucleotides.

    abstract::The binding interactions of three naphthalimide derivatives with heteropoly nucleic acids have been evaluated using fluorescence, absorption and circular dichroism spectroscopies. Mono- and bifunctionalized naphthalimides exhibit sequence-dependent variations in their affinity toward DNA. The heteropoly nucleic acids,...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.2007.00155.x

    authors: McMasters S,Kelly LA

    更新日期:2007-07-01 00:00:00

  • Slow solvent relaxation dynamics of nanometer sized reverse micellar systems through tryptophan metabolite, kynurenine.

    abstract::Exploration of environmental dynamics using intrinsic biological probe tryptophan is very important; however, it suffers from various difficulties. An alternative probe, kynurenine (KN), has been found to be an efficient probe for the ultrafast dynamics in the biological environment (Goswami et al., [2010] J. Phys. Ch...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.2011.01007.x

    authors: Rakshit S,Goswami N,Pal SK

    更新日期:2012-01-01 00:00:00

  • Effects of BAPTA-AM and forskolin on apoptosis and cytochrome c release in photosensitized Chinese hamster V79 cells.

    abstract::The mechanism of caspase-3-dependent apoptosis induced by photodynamic therapy (PDT) of cultured Chinese hamster V79 cells with pheophorbide a (PPa) was investigated. The PPa-PDT induced rapid apoptosis within 30 min after irradiation of cells. This apoptosis was inhibited by the 1O2 quencher N3- and caspase-3 inhibit...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:

    authors: Inanami O,Yoshito A,Takahashi K,Hiraoka W,Kuwabara M

    更新日期:1999-10-01 00:00:00

  • Supramolecular cationic tetraruthenated porphyrin and light-induced decomposition of 2'-deoxyguanosine predominantly via a singlet oxygen-mediated mechanism.

    abstract::The tetraruthenated porphyrin, mu-[meso-5,10,15,20-tetra(pyridyl)porphyrin]tetrakis[bis-(bipyridine) chloride ruthenium(II)] (TRP) is a supramolecular cationic species. The aim of the present investigation was to evaluate the photodynamic properties of TRP and Zn-TRP to damage DNA with emphasis on the mechanistic aspe...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:

    authors: Ravanat JL,Cadet J,Araki K,Toma HE,Medeiros MH,Mascio PD

    更新日期:1998-11-01 00:00:00

  • Hypothesis--ultraviolet-B irradiance and vitamin D reduce the risk of viral infections and thus their sequelae, including autoimmune diseases and some cancers.

    abstract::Many viral infections reach clinical significance in winter, when it is cold, relative humidity is lowest and vitamin D production from solar ultraviolet-B irradiation is at its nadir. Several autoimmune diseases, such as multiple sclerosis, type 1 diabetes mellitus and asthma, are linked to viral infections. Vitamin ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章,评审

    doi:10.1111/j.1751-1097.2007.00266.x

    authors: Grant WB

    更新日期:2008-03-01 00:00:00

  • Effect of HeNe laser irradiation on extracellular matrix deposition and expression of cytokines and chemokines in paracoccidioidomycotic lesions.

    abstract::Paracoccidioidomycosis is the most prevalent human mycosis in Latin America. Cutaneous lesions are extremely painful and sensitive, and current treatment with antifungal drugs is lengthy and may cause side effects to patients. In this perspective, the helium-neon (HeNe) laser emerges as a novel therapy form due to its...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.2010.00734.x

    authors: Nagib PR,Gameiro J,da Costa TA,Di Gangi R,Ribeiro Jda S,Paulino LC,Verinaud L

    更新日期:2010-07-01 00:00:00

  • Effect of Light Environment on Growth and Phenylpropanoids of Yarrow (Achillea collina cv. SPAK) Grown in the Alps.

    abstract::A 2-year field study on the effect of different light environments, obtained by using cladding materials (polyethylene films and shade net) able to cut off specific regions of the photosynthetically active radiation and ultraviolet wavebands, on the growth and phenylpropanoids content of Achillea collina grown in the ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.12150

    authors: Giorgi A,Manzo A,Vagge I,Panseri S

    更新日期:2014-01-01 00:00:00

  • Daily Maximum Erythemal Dose Rates in the Tropics.

    abstract::The maximum erythemal dose rate (EDRmax ) at the Earth's surface tends to occur at local noon. However, clouds can make the timing of EDRmax significantly away from local noon. In fact, EDRmax and its time of occurrence depend mainly on the solar zenith angle at noon (SZAn ), site's altitude, the total ozone column (T...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.13054

    authors: Silva AA,Yamamoto ALC,Corrêa MP

    更新日期:2019-05-01 00:00:00

  • Photochemical linkage of antibodies to silicon chips.

    abstract::Antibodies and antigen binding fragments thereof were photochemically immobilized on surface-modified silicon chips of 5 x 5 mm size. Silicon surface-grafted diazirines and benzophenones formed covalent bonds with the immunoreagents on light activation. Photolithographic immobilization of monoclonal antibodies in aque...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1995.tb09867.x

    authors: Sundarababu G,Gao H,Sigrist H

    更新日期:1995-06-01 00:00:00

  • Diastereoselectivity and site dependency in the photochemistry of ketoprofen in the bovine serum albumin matrix.

    abstract::The photodegradation of the S(+)- and R(-)-ketoprofen (KP) enantiomers in the bovine serum albumin matrix was studied by steady-state photolysis with the use of lambda(irr) > 320 nm and transient absorption spectroscopy with lambda(exc) = 355 nm, at 1/1 and 2/1 KP/BSA molar ratios. R(-)-KP was found to be more labile ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/2005-07-11-RA-608

    authors: Monti S,Manet I,Manoli F,Morrone R,Nicolosi G,Sortino S

    更新日期:2006-01-01 00:00:00

  • Optical Spectroscopy as a Method for Skin Cancer Risk Assessment.

    abstract::Skin cancer is the most prevalent cancer, and its assessment remains a challenge for physicians. This study reports the application of an optical sensing method, elastic scattering spectroscopy (ESS), coupled with a classifier that was developed with machine learning, to assist in the discrimination of skin lesions th...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.13140

    authors: Rodriguez-Diaz E,Manolakos D,Christman H,Bonning MA,Geisse JK,A'Amar OM,Leffell DJ,Bigio IJ

    更新日期:2019-11-01 00:00:00

  • Interspecific variation in UV defense mechanisms among temperate freshwater fishes.

    abstract::An important step in predicting the effects of future increases in UV radiation (UVR) is to evaluate the mechanisms that organisms use to prevent and repair DNA damage and determine how those mechanisms influence UVR sensitivity. Damage is prevented to varying degrees through photoprotection and repaired via two main ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/2005-08-23-RA-656

    authors: Olson MH,Mitchell DL

    更新日期:2006-03-01 00:00:00

  • Use of potassium iodide as a chemical actinometer.

    abstract::Aqueous solutions of KI were examined for use as chemical actinometers to measure 254 nm (germicidal) radiation. Irradiation results in electron ejection from iodide such that aqueous electrons and iodine atoms are formed. In the presence of N2O, an electron scavenger, recombination of these two reactive species is el...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1993.tb04986.x

    authors: Rahn RO

    更新日期:1993-12-01 00:00:00

  • Light-induced carbon dioxide and oxygen uptake in plant leaves measured by the photoacoustic method.

    abstract::Leaf discs, enclosed in a photoacoustic (PA) chamber, generate two types of PA gas-uptake signals under certain conditions. Type I is manifested by a severe signal decrease that develops slowly under very low-light intensity and often reaches negative values. It is partially reversed by low-intensity far-red light. Ty...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2001)074<0593:licdao>2.0.co;2

    authors: Malkin S,Havaux M

    更新日期:2001-10-01 00:00:00

  • Species-specific responses to combined thermal-irradiance stress in microalgae--"each is to its own".

    abstract::This article is a highlight of the study by Stamenkovic and Hanelt in this issue of Photochemistry and Photobiology describing the high-irradiance photophysiology of several strains of freshwater chlorophyte microalgal genus, Cosmarium. These strains exhibit distinct differences in how combined thermal- high irradianc...

    journal_title:Photochemistry and photobiology

    pub_type: 评论,杂志文章

    doi:10.1111/php.12081

    authors: Neale P

    更新日期:2013-07-01 00:00:00

  • Computational analysis of the oxygen addition at the C4a site of reduced flavin in the bacterial luciferase bioluminescence reaction.

    abstract::The energetic characteristics of selected reaction steps in the bacterial luciferase-catalyzed luminescence reaction were examined by computation using the MNDO-PM3 method. Specifically, a three-step model was proposed to account for the reaction between oxygen and reduced riboflavin 5'-phosphate (1,5H2-FMN) to genera...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:

    authors: Wada N,Sugimoto T,Watanabe H,Tu SC

    更新日期:1999-07-01 00:00:00

  • Absorbance changes by aromatic amino acid side chains in early rhodopsin photointermediates.

    abstract::Absorbance changes were monitored from 250 to 650 nm during the first microsecond after photolysis of detergent suspensions of bovine rhodopsin at 20 degrees C. Global analysis of the resulting data produced difference spectra for bathorhodopsin, BSI and lumirhodopsin which give the change in absorbance of the aromati...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.1997.tb03218.x

    authors: Lewis JW,Jäger S,Kliger DS

    更新日期:1997-12-01 00:00:00

  • Indication for a radical intermediate preceding the signaling state in the LOV domain photocycle.

    abstract::The blue light photoreceptor phototropin mediates crucial processes in plants leading to optimization of photosynthesis. Phototropin comprises two flavin mononucleotide-binding LOV (light-, oxygen-, or voltage-sensitive) domains. The LOV domains undergo a photocycle upon illumination, in which two intermediates have b...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/j.1751-1097.2011.00901.x

    authors: Bauer C,Rabl CR,Heberle J,Kottke T

    更新日期:2011-05-01 00:00:00

  • "Hot spots" associated with the photoinduced binding of cis-dichloro bis(1,10 phenanthroline)rhodium(III) chloride to HIV-1 and c-raf DNA.

    abstract::The octahedral rhodium complex, cis-dichloro bis(1,10 phenanthroline)rhodium(III) chloride (BISPHEN), is known to form covalent linkages with DNA involving the attachment of the metal to a base. In order to determine the sequence selectivity of this chemistry, solutions of the complex containing one of the double-stra...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1562/0031-8655(2000)072<0731:hsawtp>2.0.co;2

    authors: Morrison H,Harmon H

    更新日期:2000-12-01 00:00:00

  • Influence of phage proteins on formation of specific UV DNA photoproducts in phage T7.

    abstract::Phage T7 can be used as a biological UV dosimeter. Its reading is proportional to the inactivation rate expressed in HT7 units. To understand the influence of phage proteins on the formation of DNA UV photoproducts, cyclobutane pyrimidine dimers (CPD) and (6-4)photoproducts ((6-4)PD) were determined in T7 DNA exposed ...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:

    authors: Fekete A,Vink AA,Gaspar S,Modos K,Berces A,Ronto G,Roza L

    更新日期:1999-05-01 00:00:00

  • A Comparison of Solar Ultraviolet Radiation Exposure in Urban Canyons in Venice, Italy and Johannesburg, South Africa.

    abstract::Urban environments can have high-risk spaces that can provide excess personal sun exposure, such as urban or street canyons, and the spaces between buildings, among others. In these urban spaces, sun exposure can be high or low depending on several factors. Polysulphone film (PSF) was used to assess possible daily sol...

    journal_title:Photochemistry and photobiology

    pub_type: 杂志文章

    doi:10.1111/php.13291

    authors: Wright CY,du Preez DJ,Martincigh BS,Allen MW,Millar DA,Wernecke B,Blesic S

    更新日期:2020-09-01 00:00:00