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Pesquisa : D09.400.410.420.025 [Categoria DeCS]
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  1 / 29 MEDLINE  
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[PMID]:28190803
[Au] Autor:Kojima H; Shinohara R; Itonori S; Ito M
[Ad] Endereço:Department of Bioinformatics, College of Life Sciences, Ritsumeikan University.
[Ti] Título:Characterization of a Novel Rhamnose-containing Acidic Glycosphingolipid from the Ascidian Halocynthia aurantium.
[So] Source:J Oleo Sci;66(3):285-295, 2017 Mar 01.
[Is] ISSN:1347-3352
[Cp] País de publicação:Japan
[La] Idioma:eng
[Ab] Resumo:Halocynthia aurantium, an edible ascidian species belonging to Urochordata, was subjected to structural characterization of acidic glycosphingolipids to investigate these molecules in ascidians: sulfatide from Ciona intestinalis and the glucuronic acid-containing acidic glycosphingolipid from H. roretzi. Acidic glycosphingolipids containing three or five sugars were isolated from soft parts of the ascidian H. aurantium by chloroform-methanol extraction, mild-alkaline hydrolysis, precipitation with cold acetone, and subsequent column chromatography using a DEAE-Sephadex A-25 column, a Florisil column, and an Iatrobead column. The structures of these glycosphingolipids were determined by methylation studies, sugar analysis, fatty acid analysis, sphingoid analysis, mass spectrometry, and proton nuclear magnetic resonance spectroscopy. A novel glucuronic acid-containing glycosphingolipid having a rhamnose residue was identified as Rhaα1-3GlcNAcß1-3Galß1-4(Fucα1-3)GlcAß1-Cer (UGL-2). This novel structure is particularly unusual given that it contains both a rhamnose residue and a reducing terminal glucuronic acid residue within a single molecule. Rhamnose is a characteristic sugar, which is a component of cell wall pectin in plants and exopolysaccharides in bacteria. Ascidians acquired the cellulose synthase gene via lateral gene transfer, and therefore, it can be speculated that they also acquired the rhamnosyltransferase gene in the same manner. We also detected Galß1-4(Fucα1-3)GlcAß1-Cer (UGL-1), which was already identified in another ascidian, H. roretzi.
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/química
Ramnose/química
Urocordados/química
[Mh] Termos MeSH secundário: Glicoesfingolipídeos Acídicos/isolamento & purificação
Animais
Sequência de Carboidratos
Ceramidas/química
Cromatografia por Troca Iônica
Espectrometria de Massas
Estereoisomerismo
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); 0 (Ceramides); QN34XC755A (Rhamnose)
[Em] Mês de entrada:1706
[Cu] Atualização por classe:170615
[Lr] Data última revisão:
170615
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:170214
[St] Status:MEDLINE
[do] DOI:10.5650/jos.ess16150


  2 / 29 MEDLINE  
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[PMID]:25776099
[Au] Autor:Narayana L; Chella N; Kumar D; Shastri NR
[Ad] Endereço:a Department of Pharmaceutics , National Institute of Pharmaceutical Education and Research (NIPER) , Hyderabad , Andhra Pradesh , India.
[Ti] Título:Design of a novel type IV lipid-based delivery system for improved delivery of drugs with low partition coefficient.
[So] Source:J Liposome Res;25(4):325-33, 2015.
[Is] ISSN:1532-2394
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:CONTEXT: The physicochemical properties of drugs such as partition coefficient play a major role in the development of lipid-based drug delivery systems. The major obstacle lies in encapsulation of a drug with low partition coefficient into these systems. OBJECTIVE: The objective of this study was to design and optimize a novel lipid-based delivery system with higher loading, improved pharmacokinetics consequently enhancing the oral bioavailability of drugs with low partition coefficient like valsartan. MATERIALS AND METHODS: The optimized formulation consists of Capryol 90, Cremophor RH 40, and Transcutol HP. Pseudo ternary phase diagrams were used to optimize the components and their concentrations in the formulation. Dissolution studies of the selected formulations were compared with plain drug and marketed product at three pH conditions (pH 1.2, 4.5 and 6.8). Pharmacokinetic parameters of optimized formulations were determined in Wistar rats and compared with that of plain drug. RESULTS AND DISCUSSION: The optimized formulation with a mean particle size of 50 nm showed significant improvement (p < 0.05) in dissolution rate with pH independence compared to plain drug and marketed product. The in vivo studies in Wistar rats revealed about 2.30- and 1.68-fold increase in the oral bioavailability and Cmax of valsartan from lipid-based formulation compared to plain drug. CONCLUSION: The engineered formulation strategy by type IV lipid-based formulations can be successfully exploited to improve the dissolution rate and oral deliverability of drugs like valsartan.
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/química
Portadores de Fármacos/química
Etilenoglicóis/química
Polietilenoglicóis/química
Polímeros/química
Propilenoglicóis/química
Valsartana/administração & dosagem
Valsartana/química
[Mh] Termos MeSH secundário: Administração Oral
Animais
Disponibilidade Biológica
Portadores de Fármacos/síntese química
Concentração de Íons de Hidrogênio
Masculino
Tamanho da Partícula
Ratos
Ratos Wistar
Propriedades de Superfície
Valsartana/sangue
Valsartana/farmacocinética
[Pt] Tipo de publicação:JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); 0 (Drug Carriers); 0 (Ethylene Glycols); 0 (Lipid IV); 0 (Polymers); 0 (Propylene Glycols); 0 (capryol propylene glycol monocaprylate); 30IQX730WE (Polyethylene Glycols); 39279-69-1 (cremophor); 80M03YXJ7I (Valsartan); A1A1I8X02B (carbitol)
[Em] Mês de entrada:1605
[Cu] Atualização por classe:151029
[Lr] Data última revisão:
151029
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150318
[St] Status:MEDLINE
[do] DOI:10.3109/08982104.2015.1010544


  3 / 29 MEDLINE  
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[PMID]:25753748
[Au] Autor:Lee W; Hara H; Cooper DK; Manji RA
[Ad] Endereço:Thomas E. Starzl Transplantation Institute, University of Pittsburgh Medical Center, Pittsburgh, PA, USA.
[Ti] Título:Expression of NeuGc on pig heart valves.
[So] Source:Xenotransplantation;22(2):153-4, 2015 Mar-Apr.
[Is] ISSN:1399-3089
[Cp] País de publicação:Denmark
[La] Idioma:eng
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/farmacologia
Bioprótese
Próteses Valvulares Cardíacas
Valvas Cardíacas/cirurgia
Transplante Heterólogo
[Mh] Termos MeSH secundário: Animais
[Pt] Tipo de publicação:COMMENT; LETTER
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids)
[Em] Mês de entrada:1509
[Cu] Atualização por classe:150408
[Lr] Data última revisão:
150408
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:150311
[St] Status:MEDLINE
[do] DOI:10.1111/xen.12162


  4 / 29 MEDLINE  
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[PMID]:25491278
[Au] Autor:Schuurman HJ
[Ad] Endereço:SchuBiomed Consultancy, Utrecht, the Netherlands. schuurman2@planet.nl.
[Ti] Título:Commentary on "Characterization of acid and non-acid glycosphingolipids of porcine heart valve cusps as potential immune targets in biological heart valve grafts" (by Barone et al.): bioprosthetic products from animal origin are xenotransplantation products with their own regulatory path.
[So] Source:Xenotransplantation;21(6):507-9, 2014 Nov-Dec.
[Is] ISSN:1399-3089
[Cp] País de publicação:Denmark
[La] Idioma:eng
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/farmacologia
Bioprótese
Próteses Valvulares Cardíacas
Valvas Cardíacas/cirurgia
Transplante Heterólogo
[Mh] Termos MeSH secundário: Animais
[Pt] Tipo de publicação:COMMENT; JOURNAL ARTICLE
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids)
[Em] Mês de entrada:1509
[Cu] Atualização por classe:141210
[Lr] Data última revisão:
141210
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:141211
[St] Status:MEDLINE
[do] DOI:10.1111/xen.12146


  5 / 29 MEDLINE  
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[PMID]:25041314
[Au] Autor:Barone A; Benktander J; Teneberg S; Breimer ME
[Ad] Endereço:Department of Surgery, Institute of Clinical Sciences, Sahlgrenska Academy at University of Gothenburg, Gothenburg, Sweden.
[Ti] Título:Characterization of acid and non-acid glycosphingolipids of porcine heart valve cusps as potential immune targets in biological heart valve grafts.
[So] Source:Xenotransplantation;21(6):510-22, 2014 Nov-Dec.
[Is] ISSN:1399-3089
[Cp] País de publicação:Denmark
[La] Idioma:eng
[Ab] Resumo:BACKGROUND: Although xenotransplantation of vascularized organs/cells has not yet reached the clinic, glutaraldehyde-treated bioprosthetic heart valves (BHV), derived from porcine or bovine tissues, are today used for clinical replacement of diseased heart valves. However, the durability of these valve cusps is limited partly due to the onset of immune responses to the grafts. The xenoantigen-determinant Galα3Gal- and corresponding anti-Gal antibodies have been postulated to in part contribute to BHV damage. However, the presence of other non-Gal carbohydrate antigen determinants as well as the immune response to these non-Gal antigens and the inflammatory response generated by their interaction with the immune system has not been studied. In this study, we have isolated and structurally characterized both non-acid and acid glycosphingolipids from naïve porcine aortic and pulmonary valve cusps. METHODS: Total non-acid and acid glycosphingolipids were isolated from porcine aortic and pulmonalis valve cusps of 20 animals. Glycosphingolipid components were structurally characterized by thin-layer chromatography, liquid chromatography-mass spectrometry and binding of monoclonal antibodies and lectins. RESULTS: The non-acid glycosphingolipids were characterized as globotetraosylceramide, H-type 2 pentaosylceramide, fucosyl-gangliotetraosylceramide, and Galα3neolactotetraosylceramide. The acid glycosphingolipid fractions had both sulfatide and gangliosides (GM3, GM2, GM1, fucosyl-GM1, GD3 and GD1a), and all gangliosides contained N-acetyl-neuraminic acid. Significantly, the N-glycolyl-neuraminic acid (NeuGc) variant, a major component in many pig organs and to which humans can develop antibodies, was not detected among the gangliosides. CONCLUSIONS: Pig valve cusps contain several complex lipid-bound carbohydrate structures that may be targets for the human immune system. Notable, the NeuGc determinant was absent in the cusp gangliosides. This work forms a platform for further characterizing the antibody reactivity of patients with porcine-derived BHV.
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/farmacologia
Bioprótese
Próteses Valvulares Cardíacas
Valvas Cardíacas/cirurgia
Transplante Heterólogo
[Mh] Termos MeSH secundário: Animais
Ácidos Neuramínicos/farmacologia
Transplante de Órgãos/métodos
Suínos
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); 0 (Neuraminic Acids)
[Em] Mês de entrada:1509
[Cu] Atualização por classe:141210
[Lr] Data última revisão:
141210
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140722
[St] Status:MEDLINE
[do] DOI:10.1111/xen.12123


  6 / 29 MEDLINE  
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[PMID]:24841197
[Au] Autor:Barone A; Säljö K; Benktander J; Blomqvist M; Månsson JE; Johansson BR; Mölne J; Aspegren A; Björquist P; Breimer ME; Teneberg S
[Ad] Endereço:From the Institute of Clinical Sciences, Department of Surgery, S-41 345 Göteborg, Sweden.
[Ti] Título:Sialyl-lactotetra, a novel cell surface marker of undifferentiated human pluripotent stem cells.
[So] Source:J Biol Chem;289(27):18846-59, 2014 Jul 04.
[Is] ISSN:1083-351X
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Cell surface glycoconjugates are used as markers for undifferentiated pluripotent stem cells. Here, antibody binding and mass spectrometry characterization of acid glycosphingolipids isolated from a large number (1 × 10(9) cells) of human embryonic stem cell (hESC) lines allowed identification of several novel acid glycosphingolipids, like the gangliosides sialyl-lactotetraosylceramide and sialyl-globotetraosylceramide, and the sulfated glycosphingolipids sulfatide, sulf-lactosylceramide, and sulf-globopentaosylceramide. A high cell surface expression of sialyl-lactotetra on hESC and human induced pluripotent stem cells (hiPSC) was demonstrated by flow cytometry, immunohistochemistry, and electron microscopy, whereas sulfated glycosphingolipids were only found in intracellular compartments. Immunohistochemistry showed distinct cell surface anti-sialyl-lactotetra staining on all seven hESC lines and three hiPSC lines analyzed, whereas no staining of hESC-derived hepatocyte-like or cardiomyocyte-like cells was obtained. Upon differentiation of hiPSC into hepatocyte-like cells, the sialyl-lactotetra epitope was rapidly down-regulated and not detectable after 14 days. These findings identify sialyl-lactotetra as a promising marker of undifferentiated human pluripotent stem cells.
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/metabolismo
Diferenciação Celular
Gangliosídeos/metabolismo
Células-Tronco Pluripotentes/citologia
Células-Tronco Pluripotentes/metabolismo
[Mh] Termos MeSH secundário: Glicoesfingolipídeos Acídicos/química
Glicoesfingolipídeos Acídicos/imunologia
Biomarcadores/metabolismo
Sequência de Carboidratos
Linhagem Celular
Regulação para Baixo
Células-Tronco Embrionárias/citologia
Células-Tronco Embrionárias/metabolismo
Epitopos/imunologia
Citometria de Fluxo
Gangliosídeos/química
Gangliosídeos/imunologia
Seres Humanos
Células-Tronco Pluripotentes Induzidas/citologia
Células-Tronco Pluripotentes Induzidas/metabolismo
Espectrometria de Massas
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); 0 (Biomarkers); 0 (Epitopes); 0 (Gangliosides); 0 (sialyl-lactotetraosylceramide)
[Em] Mês de entrada:1410
[Cu] Atualização por classe:151119
[Lr] Data última revisão:
151119
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:140521
[St] Status:MEDLINE
[do] DOI:10.1074/jbc.M114.568832


  7 / 29 MEDLINE  
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[PMID]:24375639
[Au] Autor:Torretta E; Vasso M; Fania C; Capitanio D; Bergante S; Piccoli M; Tettamanti G; Anastasia L; Gelfi C
[Ad] Endereço:Department of Biomedical Sciences for Health, University of Milan, Segrate, Milan, Italy.
[Ti] Título:Application of direct HPTLC-MALDI for the qualitative and quantitative profiling of neutral and acidic glycosphingolipids: the case of NEU3 overexpressing C2C12 murine myoblasts.
[So] Source:Electrophoresis;35(9):1319-28, 2014 May.
[Is] ISSN:1522-2683
[Cp] País de publicação:Germany
[La] Idioma:eng
[Ab] Resumo:Glycosphingolipids (GSLs) are a class of ubiquitous lipids characterized by a wide structural repertoire and a variety of functional implications. Importantly, altered levels have been correlated with different diseases, suggesting their crucial role in health. Conventional methods for the characterization and quantification are based on high-performance TLC (HPTLC) separation and comparison with the migration distance of standard samples or on MS. We set up and herein report the application of an ImagePrep method for glycosphingolipids qualitative and quantitative profiling through direct HPTLC-MALDI with particular application to wild-type and NEU3 sialidase-overexpressing C2C12 myoblasts. Lipids were analyzed by HPTLC, coupled with MALDI-TOF, and the resulting GSLs profiles were compared to the [³H]sphingolipids HPTLC patterns obtained after metabolic radiolabeling. GSLs detection by HPTLC-MALDI was optimized by testing different methods for matrix delivery and by performing quantitative analyses using serial dilutions of GSLs standards. Through this approach an accurate analysis of each variant of neutral and acidic GSLs, including the detection of different fatty-acid chain variants for each GSL, was provided and these results demonstrated that HPTLC-MALDI is an easy and high-throughput analytical method for GSLs profiling, suggesting its use for an early detection of markers in different diseases, including cancer and heart ischemia.
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/análise
Cromatografia Líquida de Alta Pressão/métodos
Cromatografia em Camada Delgada/métodos
Neuraminidase/metabolismo
Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz/métodos
[Mh] Termos MeSH secundário: Glicoesfingolipídeos Acídicos/metabolismo
Animais
Área Sob a Curva
Linhagem Celular
Modelos Lineares
Camundongos
Mioblastos
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); EC 3.2.1.18 (Neu3 protein, mouse); EC 3.2.1.18 (Neuraminidase)
[Em] Mês de entrada:1412
[Cu] Atualização por classe:170922
[Lr] Data última revisão:
170922
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:131231
[St] Status:MEDLINE
[do] DOI:10.1002/elps.201300474


  8 / 29 MEDLINE  
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[PMID]:24283944
[Au] Autor:Thaipisuttikul I; Hittle LE; Chandra R; Zangari D; Dixon CL; Garrett TA; Rasko DA; Dasgupta N; Moskowitz SM; Malmström L; Goodlett DR; Miller SI; Bishop RE; Ernst RK
[Ad] Endereço:Department of Microbial Pathogenesis, University of Maryland, School of Dentistry, University of Maryland, Baltimore, MD, 21201, USA; Department of Microbiology, Faculty of Medicine Siriraj Hospital, Mahidol University, 2 Prannok Road, Bangkoknoi, Bangkok, 10700, Thailand.
[Ti] Título:A divergent Pseudomonas aeruginosa palmitoyltransferase essential for cystic fibrosis-specific lipid A.
[So] Source:Mol Microbiol;91(1):158-74, 2014 Jan.
[Is] ISSN:1365-2958
[Cp] País de publicação:England
[La] Idioma:eng
[Ab] Resumo:Strains of Pseudomonas aeruginosa (PA) isolated from the airways of cystic fibrosis patients constitutively add palmitate to lipid A, the membrane anchor of lipopolysaccharide. The PhoPQ regulated enzyme PagP is responsible for the transfer of palmitate from outer membrane phospholipids to lipid A. This enzyme had previously been identified in many pathogenic Gram-negative bacteria, but in PA had remained elusive, despite abundant evidence that its lipid A contains palmitate. Using a combined genetic and biochemical approach, we identified PA1343 as the PA gene encoding PagP. Although PA1343 lacks obvious primary structural similarity with known PagP enzymes, the ß-barrel tertiary structure with an interior hydrocarbon ruler appears to be conserved. PA PagP transfers palmitate to the 3' position of lipid A, in contrast to the 2 position seen with the enterobacterial PagP. Palmitoylated PA lipid A alters host innate immune responses, including increased resistance to some antimicrobial peptides and an elevated pro-inflammatory response, consistent with the synthesis of a hexa-acylated structure preferentially recognized by the TLR4/MD2 complex. Palmitoylation commonly confers resistance to cationic antimicrobial peptides, however, increased cytokine production resulting in inflammation is not seen with other palmitoylated lipid A, indicating a unique role for this modification in PA pathogenesis.
[Mh] Termos MeSH primário: Aciltransferases/genética
Aciltransferases/metabolismo
Proteínas de Bactérias/genética
Proteínas de Bactérias/metabolismo
Fibrose Cística/imunologia
Lipídeo A/metabolismo
Palmitatos/metabolismo
[Mh] Termos MeSH secundário: Glicoesfingolipídeos Acídicos
Aciltransferases/química
Motivos de Aminoácidos
Sequência de Aminoácidos
Peptídeos Catiônicos Antimicrobianos/imunologia
Peptídeos Catiônicos Antimicrobianos/metabolismo
Proteínas de Bactérias/química
Domínio Catalítico
Fibrose Cística/metabolismo
Fibrose Cística/microbiologia
Citocinas/metabolismo
Farmacorresistência Bacteriana
Proteínas de Escherichia coli/química
Proteínas de Escherichia coli/genética
Proteínas de Escherichia coli/metabolismo
Seres Humanos
Imunidade Inata
Lipídeo A/imunologia
Lipoilação
Modelos Moleculares
Dados de Sequência Molecular
Mutação
Filogenia
Polimixina B/farmacologia
Conformação Proteica
Estrutura Terciária de Proteína
Pseudomonas aeruginosa/química
Pseudomonas aeruginosa/efeitos dos fármacos
Pseudomonas aeruginosa/imunologia
Pseudomonas aeruginosa/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, N.I.H., EXTRAMURAL; RESEARCH SUPPORT, NON-U.S. GOV'T; RESEARCH SUPPORT, U.S. GOV'T, NON-P.H.S.
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); 0 (Antimicrobial Cationic Peptides); 0 (Bacterial Proteins); 0 (Cytokines); 0 (Escherichia coli Proteins); 0 (Lipid A); 0 (Lipid IV); 0 (Palmitates); 1404-26-8 (Polymyxin B); EC 2.3.- (Acyltransferases); EC 2.3.1.- (PagP protein, E coli)
[Em] Mês de entrada:1411
[Cu] Atualização por classe:170220
[Lr] Data última revisão:
170220
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:131129
[St] Status:MEDLINE
[do] DOI:10.1111/mmi.12451


  9 / 29 MEDLINE  
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[PMID]:22432708
[Au] Autor:Müller A; Ulm H; Reder-Christ K; Sahl HG; Schneider T
[Ad] Endereço:Pharmaceutical Microbiology Section, Institute of Medical Microbiology, Immunology and Parasitology, University of Bonn, Bonn, Germany.
[Ti] Título:Interaction of type A lantibiotics with undecaprenol-bound cell envelope precursors.
[So] Source:Microb Drug Resist;18(3):261-70, 2012 Jun.
[Is] ISSN:1931-8448
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:Lantibiotics are a unique group within the antimicrobial peptides characterized by the presence of thioether amino acids (lanthionine and methyllanthionine). These peptides are produced by and primarily act on Gram-positive bacteria exerting multiple activities at the cytoplasmic membrane of susceptible strains. Previously, the cell wall precursor lipid II was identified as the molecular target for the prototype lantibiotic nisin. Binding and sequestration of lipid II blocks the incorporation of the central cell wall precursor into the growing peptidoglycan network, thereby inhibiting the formation of a functional cell wall. Additionally, nisin combines this activity with a unique target-mediated pore formation, using lipid II as a docking molecule. The interaction with the pyrophosphate moiety of lipid II is crucial for nisin binding. We show that, besides binding to lipid II, nisin interacts with the lipid intermediates lipid III (undecaprenol-pyrophosphate-N-acetyl-glucosamine) and lipid IV (undecaprenol-pyrophosphate-N-acetyl-glucosamine-N-acetyl-mannosamine) of the wall teichoic acid (WTA) biosynthesis pathway. Binding of nisin to the precursors was observed at a stoichiometry of 2:1. The specific interaction with WTA precursors further promoted target-mediated pore formation in artificial lipid bilayers. Specific interactions with lipid III and lipid IV could also be demonstrated for related type A lantibiotics, for example, gallidermin, containing the conserved lipid-II-binding motif.
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/metabolismo
Antibacterianos/metabolismo
Bacteriocinas/metabolismo
Glicoesfingolipídeos/metabolismo
Nisina/metabolismo
Peptídeos/metabolismo
Uridina Difosfato Ácido N-Acetilmurâmico/análogos & derivados
[Mh] Termos MeSH secundário: Glicoesfingolipídeos Acídicos/antagonistas & inibidores
Glicoesfingolipídeos Acídicos/química
Antibacterianos/química
Antibacterianos/farmacologia
Bacteriocinas/química
Bacteriocinas/farmacologia
Sítios de Ligação
Parede Celular/química
Cromatografia em Camada Delgada
Escherichia coli/química
Escherichia coli/fisiologia
Glicoesfingolipídeos/antagonistas & inibidores
Glicoesfingolipídeos/química
Lactobacillus/química
Lactobacillus/fisiologia
Bicamadas Lipídicas
Testes de Sensibilidade Microbiana
Micrococcus luteus/efeitos dos fármacos
Micrococcus luteus/crescimento & desenvolvimento
Nisina/química
Nisina/farmacologia
Peptídeos/química
Peptídeos/farmacologia
Peptidoglicano/biossíntese
Ligação Proteica
Ácidos Teicoicos/antagonistas & inibidores
Ácidos Teicoicos/biossíntese
Terpenos/metabolismo
Uridina Difosfato Ácido N-Acetilmurâmico/antagonistas & inibidores
Uridina Difosfato Ácido N-Acetilmurâmico/química
Uridina Difosfato Ácido N-Acetilmurâmico/metabolismo
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); 0 (Anti-Bacterial Agents); 0 (Bacteriocins); 0 (Glycosphingolipids); 0 (Lipid Bilayers); 0 (Lipid III); 0 (Lipid IV); 0 (Peptides); 0 (Peptidoglycan); 0 (Teichoic Acids); 0 (Terpenes); 0 (Uridine Diphosphate N-Acetylmuramic Acid); 0 (muramyl-NAc-(pentapeptide)pyrophosphoryl-undecaprenol); 0 (nisin A); 117978-77-5 (gallidermin); 1414-45-5 (Nisin); 15575-14-1 (undecaprenol)
[Em] Mês de entrada:1210
[Cu] Atualização por classe:120606
[Lr] Data última revisão:
120606
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:120322
[St] Status:MEDLINE
[do] DOI:10.1089/mdr.2011.0242


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[PMID]:21797279
[Au] Autor:Shih HW; Chen KT; Cheng TJ; Wong CH; Cheng WC
[Ad] Endereço:Department of Chemistry, National Taiwan University, Taipei, Taiwan.
[Ti] Título:A new synthetic approach toward bacterial transglycosylase substrates, Lipid II and Lipid IV.
[So] Source:Org Lett;13(17):4600-3, 2011 Sep 02.
[Is] ISSN:1523-7052
[Cp] País de publicação:United States
[La] Idioma:eng
[Ab] Resumo:A new synthetic approach toward the bacterial transglycosylase substrates, Lipid II (1) and Lipid IV (2), is described. The key disaccharide was synthesized using the concept of relative reactivity value (RRV) and elaborated to Lipid II and Lipid IV by conjugation with the appropriate oligopeptides and pyrophosphate lipids. Interestingly, the results from our HPLC-based functional TGase assay suggested Lipid IV has a higher affinity for the enzyme than Lipid II.
[Mh] Termos MeSH primário: Glicoesfingolipídeos Acídicos/síntese química
Glicosiltransferases/química
Uridina Difosfato Ácido N-Acetilmurâmico/análogos & derivados
[Mh] Termos MeSH secundário: Glicoesfingolipídeos Acídicos/química
Configuração de Carboidratos
Glicosiltransferases/metabolismo
Estereoisomerismo
Especificidade por Substrato
Uridina Difosfato Ácido N-Acetilmurâmico/síntese química
Uridina Difosfato Ácido N-Acetilmurâmico/química
[Pt] Tipo de publicação:JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T
[Nm] Nome de substância:
0 (Acidic Glycosphingolipids); 0 (Lipid IV); 0 (Uridine Diphosphate N-Acetylmuramic Acid); 0 (muramyl-NAc-(pentapeptide)pyrophosphoryl-undecaprenol); EC 2.4.- (Glycosyltransferases)
[Em] Mês de entrada:1111
[Cu] Atualização por classe:110826
[Lr] Data última revisão:
110826
[Sb] Subgrupo de revista:IM
[Da] Data de entrada para processamento:110730
[St] Status:MEDLINE
[do] DOI:10.1021/ol201806d



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