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1.
Metabolites ; 12(11)2022 Oct 30.
Artigo em Inglês | MEDLINE | ID: mdl-36355126

RESUMO

Bacterial volatile organic compounds (BVOCs) released from selected soil microbes have been shown to trigger the alteration of plant growth. However, the substances responsible for such bioactivity and the mechanism of how plants interpret and respond to BVOCs remain largely elusive. Here, we established a model bioassay system using Arabidopsis and Bacillus spp. and found that Bacillus BVOCs interfere with the normal growth of Arabidopsis seedlings. Moreover, through a bioassay-guided purification, we identified isovaleric acid (IVA) as a volatile compound that exhibits inhibitory growth activity towards Arabidopsis seedlings. Our data provide novel molecular insights into how short-chain fatty acids released from soil microbes can affect plant growth through interkingdom signals.

2.
J Am Chem Soc ; 130(12): 4146-52, 2008 Mar 26.
Artigo em Inglês | MEDLINE | ID: mdl-18307344

RESUMO

A novel beta-N-acetylglucosaminidase (GlcNAcase) inhibitor named TMG-chitotriomycin (1) was isolated from the culture filtrate of Streptomyces anulatus NBRC13369. The strain produced 1 only when colloidal chitin was used as the sole carbon source in the production medium. The structure of 1 was determined by spectral and constitutive sugar analyses of the corresponding alditol derivatives to be an equilibrated mixture of alpha-d-N,N,N-triMeGlcNH2-(1,4)-beta-d-GlcNAc-(1,4)-beta-d-GlcNAc-(1,4)-d-GlcNAc and its C-2 epimer of the reducing end residue. TMG-chitotriomycin (1) showed potent and selective inhibition of insect and fungal GlcNAcases with no inhibition of mammalian and plant GlcNAcases. In contrast, the known GlcNAcase inhibitor nagstatin potently inhibited all GlcNAcases. It should be emphasized that synthesized d-N,N,N-triMeGlcNH2, which is the component sugar of 1, showed no inhibition of the insect Spodoptera litura GlcNAcase. These results suggest that the (GlcNAc)3 unit positioned at the reducing end of 1 is essential for its enzyme inhibitory activity. The unique inhibitory spectrum of 1 will be useful to study chitinolytic systems and to develop selective fungicides or pesticides.


Assuntos
Inibidores Enzimáticos/metabolismo , Inibidores Enzimáticos/farmacologia , Penicillium/enzimologia , Spodoptera/enzimologia , Streptomyces/metabolismo , Álcoois Açúcares/farmacologia , beta-N-Acetil-Galactosaminidase/antagonistas & inibidores , Animais , Bacillus/classificação , Bacillus/enzimologia , Configuração de Carboidratos , Sequência de Carboidratos , Quitinases/antagonistas & inibidores , Ativação Enzimática/efeitos dos fármacos , Inibidores Enzimáticos/química , Insetos , Dados de Sequência Molecular , Sensibilidade e Especificidade , Especificidade da Espécie , Streptomyces/classificação , Streptomyces griseus/enzimologia , Relação Estrutura-Atividade , Álcoois Açúcares/química
3.
J Agric Food Chem ; 61(20): 4758-64, 2013 May 22.
Artigo em Inglês | MEDLINE | ID: mdl-23627300

RESUMO

Hop-derived aroma characteristics in beer are very important for the quality of beer. This study compared the differences of hop aroma characteristics and the compounds contained in beer by changing the variety of hops applying the idea of "food metabolomics" on the GC×GC/TOF-MS analysis data, to clarify which aroma compounds contribute to the differences of hop aroma profiles indicated by sensory descriptors. As a result, by focusing only on hop-derived compounds, 67 compounds were strongly correlated with one or more of the sensory descriptors. Furthermore, the odor descriptions of each key compound corresponded well to each sensory descriptor. Thus, these compounds are likely to be the key compounds explaining the differences of hop aroma characteristics in beer. This study led to the suggestion that understanding the relationship between the comprehensive nontarget analysis by GC×GC-TOF/MS and organoleptic evaluation using PCA is effective in estimating the key compounds.


Assuntos
Cerveja/análise , Humulus/química , Odorantes/análise , Cromatografia Gasosa , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Humulus/genética , Olfatometria , Olfato
4.
Nat Commun ; 3: 1260, 2012.
Artigo em Inglês | MEDLINE | ID: mdl-23232390

RESUMO

Protein integration into biological membranes is a vital cellular event for all organisms. We previously reported an integration factor in the inner membrane of Escherichia coli, named MPIase (membrane protein integrase). Here we show that in contrast to previously identified integration factors that are proteins, MPIase is a glycolipid composed of diacylglycerol and a glycan chain of three acetylated aminosugars linked through pyrophosphate. Hydrolytic removal of the lipid moiety gives a soluble product with higher integration activity than that of the original MPIase. This soluble form of MPIase directly interacts with a newborn membrane protein, maintaining its integration-competent structure and allowing its post-translational integration. MPIase actively drives protein integration following chaperoning membrane proteins. We further demonstrate with anti-MPIase antibodies that MPIase is likely involved in integration in vivo. Collectively, our results suggest that MPIase, essential for membrane protein integration, is to our knowledge the first glycolipid with an enzyme-like activity.


Assuntos
Escherichia coli/enzimologia , Glicolipídeos/fisiologia , Proteínas de Membrana/metabolismo , Escherichia coli/metabolismo , Escherichia coli/fisiologia , Glicolipídeos/química , Glicolipídeos/metabolismo , Proteínas de Membrana/fisiologia , Chaperonas Moleculares/metabolismo , Chaperonas Moleculares/fisiologia , Processamento de Proteína Pós-Traducional/fisiologia , Espectrometria de Massas por Ionização e Dessorção a Laser Assistida por Matriz , Relação Estrutura-Atividade
5.
J Agric Food Chem ; 60(44): 11044-9, 2012 Nov 07.
Artigo em Inglês | MEDLINE | ID: mdl-23082723

RESUMO

Intestinal administration of various lactobacilli has been reported to affect autonomic neurotransmission, blood pressure, and body weight in rats. In this study, three molecules (peaks A, B, and C) were isolated from Lactobacillus pentosus strain S-PT84 (S-PT 84) culture supernatants. Intraduodenal (ID) injection of these molecules increased or inhibited renal sympathetic nerve activity (RSNA) in rats as follows: peak A, 134%; peak B, 40.1%; peak C, 408%. Furthermore, we identified peak C as 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP). ID injection of DDMP increased brown adipose tissue sympathetic nerve activity (BAT-SNA; 118 ± 15.3%), whereas intraoral injection of DDMP increased the body temperature above the interscapular brown adipose tissue (BAT-T; 0.72 ± 0.13 °C) in rats. These data suggest that S-PT84 produces molecules that modulate autonomic nerve activity. In addition, DDMP increased BAT-SNA and BAT-T, and these changes in BAT-T may be caused by changes in BAT-SNA.


Assuntos
Vias Autônomas/efeitos dos fármacos , Lactobacillus/metabolismo , Pironas/isolamento & purificação , Tecido Adiposo Marrom/inervação , Animais , Temperatura Corporal , Meios de Cultura , Masculino , Pironas/farmacologia , Ratos , Ratos Wistar
6.
J Biosci Bioeng ; 112(3): 252-5, 2011 Sep.
Artigo em Inglês | MEDLINE | ID: mdl-21664180

RESUMO

The sensory quality ranking of Japanese green tea (Sen-cha) was evaluated and predicted using volatile profiling and multivariate data analyses. The volatile constituents were extracted from tea infusion using vacuum hydrodistillation and analyzed using GC/MS. A quality of green tea could be discriminated to a high or low grade regarding the volatile profile by partial least squares discriminant analysis (PLS-DA). A quality ranking predictive model was developed from the relationship between subjective attributes (sensory quality ranking) and objective attributes (volatile profile) using partial least squares projections to latent structures together with the preprocessing filtering technique, orthogonal signal correction (OSC). Several volatile compounds highly contributed to model prediction were identified as various odor-active compounds, including geraniol, indole, linalool, cis-jasmone, dihydroactinidiolide, 6-chloroindole, methyl jasmonate, coumarin, trans-geranylacetone, linalool oxides, 5,6-epoxy-ß-ionone, phytol, and phenylethyl alcohol. The whole fingerprints of these volatile compounds could be possible markers for the overall quality evaluation of green tea beverage.


Assuntos
Chá/química , Compostos Orgânicos Voláteis/análise , Cromatografia Gasosa-Espectrometria de Massas , Humanos , Análise dos Mínimos Quadrados , Análise Multivariada , Odorantes/análise
7.
Am J Chin Med ; 39(4): 757-77, 2011.
Artigo em Inglês | MEDLINE | ID: mdl-21721155

RESUMO

The commercial quality of Japanese Angelica radices -- Angelica acutiloba Kitagawa (Yamato-toki) and A. acutiloba Kitagawa var. sugiyama Hikino (Hokkai-toki) -- used in Kampo traditional herbal medicines, was studied by use of omics technologies. Complementary and alternative medical providers have observed in their clinical experience that differences in radix commercial quality reflect the differences in pharmacological responses; however, there has been little scientific examination of this phenomenon. The approach of omics, including metabolomics, transcriptomics, genomics, and informatics revealed a distinction between the radix-quality grades based on their metabolites, gene expression in human subjects, and plant genome sequences. Systems biology, constructing a network of omics data used to analyze this complex system, is expected to be a powerful tool for enhancing the study of radix quality and furthering a comprehensive understanding of all medicinal plants.


Assuntos
Angelica , Medicamentos de Ervas Chinesas/normas , Projetos de Pesquisa , Biologia de Sistemas , Angelica/genética , Animais , Genômica , Humanos , Informática , Medicina Kampo , Metabolômica , Raízes de Plantas , Plantas Medicinais , Transcriptoma
8.
J Sep Sci ; 29(15): 2350-6, 2006 Oct.
Artigo em Inglês | MEDLINE | ID: mdl-17120819

RESUMO

Fresh lemon juice and lemon-flavored beverages were analyzed by using comprehensive 2-D GC (GC x GC) with flame-ionization detection, with a nonpolar-polar column combination. A low-alcohol, ready-to-drink (RTD) beverage was also analyzed as fresh, and after deterioration for 12 days at 50 degrees C. Identification of some of the components in the 2-D plots was performed by comparison of peak positions of authentic standards and comparison with 1-D GC. However, without the aid of GC x GC-mass spectral data, only 24 components were identified; a large number of components remained unassigned. In some soft drinks obtained in the market, components indicative of deterioration, such as p-methylacetophenone and p-cymen-8-ol were already present in the products. In contrast, even upon heat challenge, a low-alcohol RTD beverage did not generate deterioration products of citral, such as p-methylacetophenone and the intermediates, p-menth-2-ene-1,8-diols. This was apparently related to the fact that the original formulation contained only a minute amount of the citral ingredient.


Assuntos
Bebidas/análise , Cromatografia Gasosa/métodos , Citrus/química , Bebidas Alcoólicas/análise , Ionização de Chama , Análise de Alimentos/métodos , Temperatura Alta
9.
Biosci Biotechnol Biochem ; 69(11): 2129-37, 2005 Nov.
Artigo em Inglês | MEDLINE | ID: mdl-16306695

RESUMO

A model solution of orange juice was prepared and stored. Factors affecting browning and formation of such decomposition products as 3-hydroxy-2-pyrone (3OH2P), 5-hydroxymethylfurfural (HMF), furfural, 5-hydroxymaltol, and 2-furoic acid were examined. Ascorbic acid (AsA) was essential for browning, which was stimulated by amino acids and citric acid, and repressed by chelators and radical scavengers (RS). 3OH2P was derived from AsA. Its formation was stimulated by sugars and repressed by citric acid, chelating agents, and RS. HMF was derived from fructose. Furfural was derived from AsA, and its formation was stimulated by sugars and chelating agents and repressed by RS. 5-hydroxymaltol and 2-furoic acid were derived from fructose and AsA respectively. We did not find any decomposition products showing the same formation pattern as the browning, but a furfural solution with added amino acids turned brown like the model orange juice solution. It might be an indicator for the browning of orange juice.


Assuntos
Bebidas/normas , Citrus sinensis/metabolismo , Reação de Maillard , Aminoácidos , Conservação de Alimentos , Furaldeído , Modelos Químicos
10.
Biosci Biotechnol Biochem ; 68(3): 529-36, 2004 Mar.
Artigo em Inglês | MEDLINE | ID: mdl-15056883

RESUMO

A model solution of orange juice containing sugars, ascorbic acid, and citric acid was prepared and its browning during storage was examined. The solution gradually turned brown. Ascorbic acid (AsA) most contributed to the browning. Citric acid and such amino acids as Arg and Pro promoted the browning. DTPA, a strong chelator, inhibited the browning. 3-Hydroxy-2-pyrone (3OH2P), 5-hydroxymethylfurfural (HMF), furfural, 5-hydroxymaltol, and 2-furoic acid were identified as decomposed products in the stored solution. When 3OH2P was stored, the solution turned slightly brown. Furfural solution added with amino acids turned yellow. 3OH2P showed a positive relation with the browning of retail orange juice during storage.


Assuntos
Bebidas , Citrus sinensis/química , Aminoácidos/análise , Aminoácidos/metabolismo , Ácido Ascórbico/análise , Ácido Ascórbico/metabolismo , Metabolismo dos Carboidratos , Carboidratos/análise , Ácido Cítrico/análise , Ácido Cítrico/metabolismo , Citrus sinensis/metabolismo , Cobre/química , Etanol/química , Conservação de Alimentos , Furanos/análise , Ferro/química , Reação de Maillard/efeitos dos fármacos , Estrutura Molecular , Ácido Pentético/química , Pironas/análise
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