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  1 / 142 MEDLINE  
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[PMID]:22772138
[Au] Autor:Boroujerdi AF; Lee PA; DiTullio GR; Janech MG; Vied SB; Bearden DW
[Ad] Endereço:Analytical Chemistry Division, Hollings Marine Laboratory, National Institute of Standards and Technology, Charleston, SC 29412, USA.
[Ti] Título:Identification of isethionic acid and other small molecule metabolites of Fragilariopsis cylindrus with nuclear magnetic resonance.
[So] Source:Anal Bioanal Chem;404(3):777-84, 2012 Aug.
[Is] ISSN:1618-2650
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:Nuclear magnetic resonance (NMR) spectroscopy has been used to obtain metabolic profiles of the polar diatom Fragilariopsis cylindrus, leading to the identification of a novel metabolite in this organism. Initial results from an ongoing metabolomics study have led to the discovery of isethionic acid (2-hydroxyethanesulfonic acid, CAS: 107-36-8) as a major metabolite in F. cylindrus. This compound is being produced by the organism under normal culture conditions. This finding is the first report of a diatom producing isethionic acid. In addition to isethionic acid, four other metabolites, dimethylsulfoniopropionate (DMSP), betaine, homarine, and proline were present and may serve as osmoprotectants in F. cylindrus. NMR-based metabolite profiles of F. cylindrus were obtained along a growth curve of the organism. The relative concentration levels of the five metabolites were monitored over a growth period of F. cylindrus from 18 to 25 days. All showed an increase in relative concentration with time, except for proline, which began to decrease after day 21.
[Mh] Termos MeSH primário: Betaína/isolamento & purificação
Diatomáceas/química
Ácido Isetiônico/isolamento & purificação
Ácidos Picolínicos/isolamento & purificação
Prolina/isolamento & purificação
Compostos de Sulfônio/isolamento & purificação
[Mh] Termos MeSH secundário: Clima Frio
Meios de Cultura
Diatomáceas/crescimento & desenvolvimento
Espectroscopia de Ressonância Magnética
Metaboloma
Metabolômica
Análise de Componente Principal
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Culture Media); 0 (Picolinic Acids); 0 (Sulfonium Compounds); 3SCV180C9W (Betaine); 97J3QN9884 (Isethionic Acid); 9DLQ4CIU6V (Proline); C884XA7QGG (dimethylpropiothetin); KQ3VHX1490 (homarine)
[Em] Mês de entrada:1211
[Cu] Atualização por classe:161125
[Lr] Data última revisão:
161125
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:120710
[St] Status:MEDLINE
[do] DOI:10.1007/s00216-012-6169-2


  2 / 142 MEDLINE  
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[PMID]:21561886
[Au] Autor:Gong L; Aranibar N; Han YH; Zhang Y; Lecureux L; Bhaskaran V; Khandelwal P; Klaassen CD; Lehman-McKeeman LD
[Ad] Endereço:Pharmaceutical Candidate Optimization, Bristol-Myers Squibb Co., Princeton, New Jersey 08543, USA.
[Ti] Título:Characterization of organic anion-transporting polypeptide (Oatp) 1a1 and 1a4 null mice reveals altered transport function and urinary metabolomic profiles.
[So] Source:Toxicol Sci;122(2):587-97, 2011 Aug.
[Is] ISSN:1096-0929
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Organic anion-transporting polypeptides (Oatp) 1a1 and 1a4 were deleted by homologous recombination, and mice were characterized for Oatp expression in liver and kidney, transport in isolated hepatocytes, in vivo disposition of substrates, and urinary metabolomic profiles. Oatp1a1 and Oatp1a4 proteins were undetected in liver, and both lines were viable and fertile. Hepatic constitutive messenger RNAs (mRNAs) for Oatp1a4, 1b2, or 2b1 were unchanged in Oatp1a1⁻/⁻ mice, whereas renal Oatp1a4 mRNA decreased approximately 50% (both sexes). In Oatp1a4⁻/⁻ mice, no changes in constitutive mRNAs for other Oatps were observed. Uptake of estradiol-17ß-D-glucuronide and estrone-3-sulfate in primary hepatocytes decreased 95 and 75%, respectively, in Oatp1a1⁻/⁻ mice and by 60 and 30%, respectively, in Oatp1a4⁻/⁻ mice. Taurocholate uptake decreased by 20 and 50% in Oatp1a1⁻/⁻ and Oatp1a4⁻/⁻ mice, respectively, whereas digoxin was unaffected. Plasma area under the curve (AUC) for estradiol-17ß-D-glucuronide increased 35 and 55% in male and female Oatp1a1⁻/⁻ mice, respectively, with a concurrent 50% reduction in liver-to-plasma ratios. In contrast, plasma AUC or tissue concentrations of estradiol-17ß-D-glucuronide were unchanged in Oatp1a4⁻/⁻ mice. Plasma AUCs for dibromosulfophthalein increased nearly threefold in male Oatp1a1⁻/⁻ and Oatp1a4⁻/⁻ mice, increased by 40% in female Oatp1a4⁻/⁻ mice, and were unchanged in female Oatp1a1⁻/⁻ mice. In both lines, no changes in serum ALT, bilirubin, and cholesterol were noted. NMR analyses showed no generalized increase in urinary excretion of organic anions. However, urinary excretion of taurine decreased by 30-40% and was accompanied by increased excretion of isethionic acid, a taurine metabolite generated by intestinal bacteria, suggesting some perturbations in intestinal bacteria distribution.
[Mh] Termos MeSH primário: Deleção de Genes
Recombinação Homóloga
Metabolômica
Transportadores de Ânions Orgânicos/metabolismo
[Mh] Termos MeSH secundário: Animais
Área Sob a Curva
Transporte Biológico/genética
Western Blotting
Estradiol/análogos & derivados
Estradiol/sangue
Estradiol/farmacocinética
Estrona/análogos & derivados
Estrona/sangue
Estrona/farmacocinética
Feminino
Hepatócitos/efeitos dos fármacos
Ácido Isetiônico/urina
Rim/efeitos dos fármacos
Fígado/efeitos dos fármacos
Masculino
Camundongos
Camundongos Knockout
Transportadores de Ânions Orgânicos/genética
RNA Mensageiro/genética
RNA Mensageiro/metabolismo
Taurina/urina
Ácido Taurocólico/farmacocinética
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Organic Anion Transporters); 0 (RNA, Messenger); 1806-98-0 (estradiol-17 beta-glucuronide); 1EQV5MLY3D (Taurine); 2DI9HA706A (Estrone); 4TI98Z838E (Estradiol); 5E090O0G3Z (Taurocholic Acid); 97J3QN9884 (Isethionic Acid); QTL48N278K (estrone sulfate)
[Em] Mês de entrada:1112
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:110513
[St] Status:MEDLINE
[do] DOI:10.1093/toxsci/kfr114


  3 / 142 MEDLINE  
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[PMID]:20714302
[Au] Autor:Hu B; Li C; Zhao SX; Rong LM; Lv SQ; Liang X; Qi C
[Ad] Endereço:Shaoxing University, Shaoxing, China.
[Ti] Título:Highly efficient procedure for the synthesis of fructone fragrance using a novel carbon based acid.
[So] Source:Molecules;15(8):5369-77, 2010 Aug 05.
[Is] ISSN:1420-3049
[Cp] País de publicação:Switzerland
[La] Idioma:eng
[Ab] Resumo:The novel carbon based acid has been synthesized via one-step hydrothermal carbonization of furaldehyde and hydroxyethylsulfonic acid. A highly efficient procedure for the synthesis of fructone has been developed using the novel carbon based acid. The results showed that the catalyst possessed high activity for the reaction, giving a yield of over 95%. The advantages of high activity, stability, reusability and low cost for a simple synthesis procedure and wide applicability to various diols and beta-keto esters make this novel carbon based acid one of the best choices for the reaction.
[Mh] Termos MeSH primário: Acetoacetatos/química
Carbono/química
Química Orgânica/métodos
Compostos Heterocíclicos com 1 Anel/síntese química
Ácido Isetiônico/química
Cetonas/síntese química
Perfumes/síntese química
[Mh] Termos MeSH secundário: Álcoois/química
Catálise
Ésteres/química
Compostos Heterocíclicos com 1 Anel/química
Cetonas/química
Microscopia Eletrônica de Varredura
Perfumes/química
Solventes/química
Espectrofotometria Infravermelho
Fatores de Tempo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Acetoacetates); 0 (Alcohols); 0 (Esters); 0 (Heterocyclic Compounds, 1-Ring); 0 (Ketones); 0 (Perfume); 0 (Solvents); 7440-44-0 (Carbon); 97J3QN9884 (Isethionic Acid)
[Em] Mês de entrada:1012
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:100818
[St] Status:MEDLINE
[do] DOI:10.3390/molecules15085369


  4 / 142 MEDLINE  
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[PMID]:20133363
[Au] Autor:Krejcík Z; Hollemeyer K; Smits TH; Cook AM
[Ad] Endereço:Department of Biology, The University, D-78457 Konstanz, Germany.
[Ti] Título:Isethionate formation from taurine in Chromohalobacter salexigens: purification of sulfoacetaldehyde reductase.
[So] Source:Microbiology;156(Pt 5):1547-55, 2010 May.
[Is] ISSN:1465-2080
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Bacterial generation of isethionate (2-hydroxyethanesulfonate) from taurine (2-aminoethanesulfonate) by anaerobic gut bacteria was established in 1980. That phenomenon in pure culture was recognized as a pathway of assimilation of taurine-nitrogen. Based on the latter work, we predicted from genome-sequence data that the marine gammaproteobacterium Chromohalobacter salexigens DSM 3043 would exhibit this trait. Quantitative conversion of taurine to isethionate, identified by mass spectrometry, was confirmed, and the taurine-nitrogen was recovered as cell material. An eight-gene cluster was predicted to encode the inducible vectorial, scalar and regulatory enzymes involved, some of which were known from other taurine pathways. The genes (Csal_0153-Csal_0156) encoding a putative ATP-binding-cassette (ABC) transporter for taurine (TauAB(1)B(2)C) were shown to be inducibly transcribed by reverse transcription (RT-) PCR. An inducible taurine : 2-oxoglutarate aminotransferase [EC 2.6.1.55] was found (Csal_0158); the reaction yielded glutamate and sulfoacetaldehyde. The sulfoacetaldehyde was reduced to isethionate by NADPH-dependent sulfoacetaldehyde reductase (IsfD), a member of the short-chain alcohol dehydrogenase superfamily. The 27 kDa protein (SDS-PAGE) was identified by peptide-mass fingerprinting as the gene product of Csal_0161. The putative exporter of isethionate (IsfE) is encoded by Csal_0160; isfE was inducibly transcribed (RT-PCR). The presumed transcriptional regulator, TauR (Csal_0157), may autoregulate its own expression, typical of GntR-type regulators. Similar gene clusters were found in several marine and terrestrial gammaproteobacteria, which, in the gut canal, could be the source of not only mammalian, but also arachnid and cephalopod isethionate.
[Mh] Termos MeSH primário: Proteínas de Bactérias/isolamento & purificação
Chromohalobacter/metabolismo
Ácido Isetiônico/metabolismo
Taurina/metabolismo
[Mh] Termos MeSH secundário: Aminação
Proteínas de Bactérias/genética
Proteínas de Bactérias/metabolismo
Chromohalobacter/genética
Chromohalobacter/crescimento & desenvolvimento
Eletroforese em Gel de Poliacrilamida
Genes Bacterianos
Isoenzimas/genética
Isoenzimas/isolamento & purificação
Isoenzimas/metabolismo
Isomerismo
Klebsiella oxytoca/metabolismo
Marinomonas/metabolismo
Redes e Vias Metabólicas/genética
Família Multigênica
Reação em Cadeia da Polimerase Via Transcriptase Reversa
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Bacterial Proteins); 0 (Isoenzymes); 1EQV5MLY3D (Taurine); 97J3QN9884 (Isethionic Acid)
[Em] Mês de entrada:1008
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:100206
[St] Status:MEDLINE
[do] DOI:10.1099/mic.0.036699-0


  5 / 142 MEDLINE  
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[PMID]:19933343
[Au] Autor:Weinitschke S; Sharma PI; Stingl U; Cook AM; Smits TH
[Ad] Endereço:Department of Biology, The University, D-78457 Konstanz, Germany. sonja.weinitschke@uni-konstanz.de
[Ti] Título:Gene clusters involved in isethionate degradation by terrestrial and marine bacteria.
[So] Source:Appl Environ Microbiol;76(2):618-21, 2010 Jan.
[Is] ISSN:1098-5336
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Ubiquitous isethionate (2-hydroxyethanesulfonate) is dissimilated by diverse bacteria. Growth of Cupriavidus necator H16 with isethionate was observed, as was inducible membrane-bound isethionate dehydrogenase (IseJ) and inducible transcription of the genes predicted to encode IseJ and a transporter (IseU). Biodiversity in isethionate transport genes was observed and investigated by transcription experiments.
[Mh] Termos MeSH primário: Cupriavidus necator/metabolismo
Ácido Isetiônico/metabolismo
Família Multigênica
[Mh] Termos MeSH secundário: Sequência de Bases
Biodegradação Ambiental
Cupriavidus necator/genética
Cupriavidus necator/crescimento & desenvolvimento
Dados de Sequência Molecular
Reação em Cadeia da Polimerase Via Transcriptase Reversa
Microbiologia da Água
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
97J3QN9884 (Isethionic Acid)
[Em] Mês de entrada:1003
[Cu] Atualização por classe:170220
[Lr] Data última revisão:
170220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:091126
[St] Status:MEDLINE
[do] DOI:10.1128/AEM.01818-09


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[PMID]:19524075
[Au] Autor:Sivak WN; Zhang J; Petoud S; Beckman EJ
[Ad] Endereço:Department of Bioengineering, School of Engineering, University of Pittsburgh, Pittsburgh, PA, USA.
[Ti] Título:Incorporation of ionic ligands accelerates drug release from LDI-glycerol polyurethanes.
[So] Source:Acta Biomater;6(1):144-53, 2010 Jan.
[Is] ISSN:1878-7568
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:This study seeks to determine the effect of ionic ligands on the drug delivery characteristics of biodegradable polyurethane materials synthesized from lysine diisocyanate (LDI) and glycerol. Two naturally occurring, structurally related ionic species, choline chloride (CC) and isethionic acid (ISE), along with 3,3-dimethyl-butanol (DMB), their neutral carbon analog, were covalently incorporated into LDI-glycerol polyurethane materials. Selected organometallic and tertiary amine catalysts were used to fashion films and foams, respectively. The potent anticancer compound DB-67, a fluorescent camptothecin derivative, was also covalently linked to the polyurethane constructs. It was first determined that the sulfonate functional group on ISE does not react to a significant degree with isocyanate. The morphological characteristics of the polyurethane films and foams were assessed via scanning electron microscopy, showing significant differences related to the ionic ligands. The ionic materials displayed increased swelling in aqueous media over the neutral control materials. Differences in the distribution of DB-67 throughout the films and foams were then detected by fluorescence microscopy. The drug delivery characteristics of the materials were then evaluated in vitro, revealing accelerated release from ionic materials. The results of this study demonstrate the unique effects that incorporation of ionic ligands into LDI-glycerol polyurethanes have on the morphology and drug distribution of the materials. These differences have a significant impact on the drug delivery characteristics of the materials, and this information should prove useful in the design and synthesis of biodegradable controlled release systems.
[Mh] Termos MeSH primário: Antineoplásicos/farmacologia
Camptotecina/análogos & derivados
Sistemas de Liberação de Medicamentos
Isocianatos/química
Lisina/análogos & derivados
Compostos de Organossilício/farmacologia
Poliuretanos/química
[Mh] Termos MeSH secundário: Materiais Biocompatíveis
Camptotecina/farmacologia
Química Farmacêutica/métodos
Colina/farmacologia
Portadores de Fármacos
Desenho de Drogas
Glicerol/química
Seres Humanos
Íons
Ácido Isetiônico/química
Ligantes
Lisina/química
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Antineoplastic Agents); 0 (Biocompatible Materials); 0 (Drug Carriers); 0 (Ions); 0 (Isocyanates); 0 (Ligands); 0 (Organosilicon Compounds); 0 (Polyurethanes); 0 (lysine diisocyanate); 3YEA04NV6H (7-tert-butyldimethylsilyl-10-hydroxycamptothecin); 97J3QN9884 (Isethionic Acid); K3Z4F929H6 (Lysine); N91BDP6H0X (Choline); PDC6A3C0OX (Glycerol); XT3Z54Z28A (Camptothecin)
[Em] Mês de entrada:1002
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:090616
[St] Status:MEDLINE
[do] DOI:10.1016/j.actbio.2009.06.013


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[PMID]:18706798
[Au] Autor:Zhang L; Zhang C; Lian J
[Ad] Endereço:Department of Chemistry, College of Life and Environment Sciences, Shanghai Normal University, Guilin Road No. 100, Shanghai 200234, PR China.
[Ti] Título:Electrochemical synthesis of polyaniline nano-networks on p-aminobenzene sulfonic acid functionalized glassy carbon electrode Its use for the simultaneous determination of ascorbic acid and uric acid.
[So] Source:Biosens Bioelectron;24(4):690-5, 2008 Dec 01.
[Is] ISSN:1873-4235
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:A composite film of polyaniline (PAN) nano-networks/p-aminobenzene sulfonic acid (ABSA) modified glassy carbon electrode (GCE) has been fabricated via an electrochemical oxidation procedure and applied to the electro-catalytic oxidation of uric acid (UA) and ascorbic acid (AA). The ABSA monolayer at GCE surface has been characterized by X-ray photo-electron spectroscopy (XPS) and electrochemical techniques. Atomic force microscopy (AFM), field emission scanning electron microscope (SEM), electrochemical impedance spectroscopy (EIS), UV-visible absorption spectra (UV-vis) and cyclic voltammetry (CV) have been used to investigate the PAN-ABSA composite film, which demonstrates the formation of the composite film and the maintenance of the electroactivity of PAN in neutral and even in alkaline media. Due to its different catalytic effects towards the electro-oxidation of UA and AA, the modified GCE can resolve the overlapped voltammetric response of UA and AA into two well-defined voltammetric peaks with both CV and differential pulse voltammetry (DPV), which can be used for the selective and simultaneous determination of these species in a mixture. The catalytic peak currents are linearly dependent on the concentrations of UA and AA in the range of 50-250 and 35-175mumoll(-1) with correlation coefficients of 0.997 and 0.998, respectively. The detection limits for UA and AA are 12 and 7.5mumoll(-1), respectively. Besides the good stability and reproducibility of PAN-ABSA/GCE due to the covalent attachment of ABSA at GCE surface, the modified electrode also exhibits good sensitivity and selectivity.
[Mh] Termos MeSH primário: Compostos de Anilina/química
Ácido Ascórbico/análise
Técnicas Biossensoriais/instrumentação
Eletroquímica/instrumentação
Ácido Isetiônico/análogos & derivados
Nanoestruturas/química
Ácido Úrico/análise
[Mh] Termos MeSH secundário: Técnicas Biossensoriais/métodos
Carbono/química
Misturas Complexas/análise
Desenho de Equipamento
Análise de Falha de Equipamento
Vidro/química
Ácido Isetiônico/química
Microeletrodos
Nanoestruturas/ultraestrutura
Reprodutibilidade dos Testes
Sensibilidade e Especificidade
[Pt] Tipo de publicação:EVALUATION STUDIES; JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Aniline Compounds); 0 (Complex Mixtures); 0 (p-aminobenzene-2-hydroxyethylsulfonic acid); 0 (polyaniline); 268B43MJ25 (Uric Acid); 7440-44-0 (Carbon); 97J3QN9884 (Isethionic Acid); PQ6CK8PD0R (Ascorbic Acid)
[Em] Mês de entrada:0902
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:080819
[St] Status:MEDLINE
[do] DOI:10.1016/j.bios.2008.06.025


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[PMID]:17768248
[Au] Autor:Weinitschke S; Denger K; Cook AM; Smits TH
[Ad] Endereço:Department of Biology, The University, D-78457 Konstanz, Germany.
[Ti] Título:The DUF81 protein TauE in Cupriavidus necator H16, a sulfite exporter in the metabolism of C2 sulfonates.
[So] Source:Microbiology;153(Pt 9):3055-60, 2007 Sep.
[Is] ISSN:1350-0872
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:The degradation of taurine, isethionate and sulfoacetate in Cupriavidus necator (Ralstonia eutropha) H16 was shown by enzyme assays to be inducible, and each pathway involved sulfoacetaldehyde, which was subject to phosphatolysis by a common sulfoacetaldehyde acetyltransferase (Xsc, H16_B1870) to yield acetyl phosphate and sulfite. The neighbouring genes encoded phosphate acetyltransferase (Pta, H16_B1871) and a hypothetical protein [domain of unknown function (DUF)81, H16_B1872], with eight derived transmembrane helices. RT-PCR showed inducible transcription of these three genes, and led to the hypothesis that H16_B1872 and orthologous proteins represent a sulfite exporter, which was named TauE.
[Mh] Termos MeSH primário: Alcanossulfonatos/metabolismo
Proteínas de Bactérias/metabolismo
Cupriavidus necator/crescimento & desenvolvimento
Regulação Bacteriana da Expressão Gênica
Sulfitos/metabolismo
Taurina/metabolismo
[Mh] Termos MeSH secundário: Acetaldeído/análogos & derivados
Acetaldeído/química
Acetaldeído/metabolismo
Alcanossulfonatos/química
Proteínas de Bactérias/genética
Cupriavidus necator/enzimologia
Cupriavidus necator/genética
Cupriavidus necator/metabolismo
Ácido Isetiônico/química
Ácido Isetiônico/metabolismo
Filogenia
Análise de Sequência de DNA
Taurina/química
Transcrição Genética
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Alkanesulfonates); 0 (Bacterial Proteins); 0 (Sulfites); 1EQV5MLY3D (Taurine); 32797-12-9 (sulfoacetaldehyde); 97J3QN9884 (Isethionic Acid); GO1N1ZPR3B (Acetaldehyde)
[Em] Mês de entrada:0711
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:070905
[St] Status:MEDLINE


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[PMID]:17598025
[Au] Autor:Ghosh S; Blankschtein D
[Ad] Endereço:Department of Chemical Engineering, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, MA 02139, USA.
[Ti] Título:Why is sodium cocoyl isethionate (SCI) mild to the skin barrier? - An in vitro investigation based on the relative sizes of the SCI micelles and the skin aqueous pores.
[So] Source:J Cosmet Sci;58(3):229-44, 2007 May-Jun.
[Is] ISSN:1525-7886
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Sodium cocoyl isethionate (SCI) is an important surfactant ingredient in mild, syndet (synthetic detergent) cleansing bars. In vitro and in vivo studies have demonstrated that SCI is mild and less damaging to the skin barrier than soaps and surfactants such as sodium dodecyl sulfate (SDS). We have recently shown that SDS forms small micelles in aqueous solutions contacting the skin relative to the aqueous pores in the stratum corneum (SC), and as a result, the SDS micelles can contribute to SDS skin penetration and induce skin barrier perturbation. In this paper, we attempt to explain the well-documented skin mildness of SCI by examining the size of the SCI micelles relative to that of the aqueous pores in the SC. For this purpose, we have conducted in vitro mannitol skin permeability and average skin electrical resistivity measurements upon exposure of the skin to an aqueous SCI contacting solution in the context of a hindered-transport aqueous porous pathway model of the SC. These in vitro studies demonstrate that an SCI micelle of radius 33.5 +/- 1 Angstrom (as determined using dynamic light-scattering measurements) experiences significant steric hindrance and cannot penetrate into the SC through aqueous pores that have an average radius of 29 +/- 5 Angstrom. We believe that this inability of the SCI micelles to contribute to SCI skin penetration and associated skin barrier perturbation is responsible for the observed skin mildness of SCI. Through in vitro quantitative skin radioactivity assays using (14)C-radiolabeled SCI and pig full-thickness skin (p-FTS), we also show conclusively that SCI skin penetration is dose-independent, an important finding that provides additional evidence that the larger SCI micelles cannot penetrate into the SC through the smaller aqueous pores that exist in the SC, and therefore, cannot induce skin barrier perturbation.
[Mh] Termos MeSH primário: Absorção Cutânea/efeitos dos fármacos
Pele/efeitos dos fármacos
Tensoativos/farmacologia
[Mh] Termos MeSH secundário: Administração Cutânea
Animais
Impedância Elétrica
Feminino
Ácido Isetiônico/administração & dosagem
Ácido Isetiônico/química
Ácido Isetiônico/farmacologia
Tensoativos/administração & dosagem
Tensoativos/química
Suínos
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Surface-Active Agents); 0 (cocoyl isethionate); 97J3QN9884 (Isethionic Acid)
[Em] Mês de entrada:0712
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:070629
[St] Status:MEDLINE


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Fotocópia
[PMID]:16880648
[Au] Autor:Kwan CC; Chu WH; Shimabayashi S
[Ad] Endereço:Department of Applied Chemistry, Providence University, Taichung County 433, Taiwan. cckwan@pu.edu.tw
[Ti] Título:Effect of polyvinylpyrrolidone and sodium lauroyl isethionate on kaolinite suspension in an aqueous phase.
[So] Source:Chem Pharm Bull (Tokyo);54(8):1082-7, 2006 Aug.
[Is] ISSN:0009-2363
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:Suspension of concentrated kaolinite (20 g/30 ml-medium) in the presence of polyvinylpyrrolidone (PVP) and sodium lauroyl isethionate (SLI) was allowed to evaluate its degree of dispersion based on their rheological studies. Flow curves at low shear rate, measured by means of cone-plate method, showed a non-Newtonian flow. Plastic viscosity and Bingham yield value were derived from the flow curves. Relative viscosity, effective volume fraction and void fraction of secondary particle were also obtained. Results of dispersity and fluidity of the suspension were explained. PVP acted as a flocculant at a concentration lower than 0.1% but as a dispersant at a higher concentration. The presence of SLI could decrease both the Bingham yield value and suspension viscosity. Cooperative and competitive effects of PVP and SLI were found. Results indicated that SLI enhanced the degree of dispersion of kaolinite when PVP was less than 0.1%. The suspension, however, showed a maximum flocculation (i.e., aggregation) at 4 mM SLI when the concentration of PVP was higher than 0.1%.
[Mh] Termos MeSH primário: Ácido Isetiônico/química
Caulim/química
Lauratos/química
Polímeros/química
Pirrolidinonas/química
Água/química
[Mh] Termos MeSH secundário: Ácido Isetiônico/análogos & derivados
Estrutura Molecular
Suspensões/química
Viscosidade
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Laurates); 0 (Polymers); 0 (Pyrrolidinones); 0 (Suspensions); 059QF0KO0R (Water); 24H4NWX5CO (Kaolin); 97J3QN9884 (Isethionic Acid)
[Em] Mês de entrada:0610
[Cu] Atualização por classe:131121
[Lr] Data última revisão:
131121
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:060802
[St] Status:MEDLINE



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