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1.
Metabolites ; 12(11)2022 Oct 30.
Article in English | MEDLINE | ID: mdl-36355126

ABSTRACT

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 Agric Food Chem ; 61(20): 4758-64, 2013 May 22.
Article in English | MEDLINE | ID: mdl-23627300

ABSTRACT

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.


Subject(s)
Beer/analysis , Humulus/chemistry , Odorants/analysis , Chromatography, Gas , Gas Chromatography-Mass Spectrometry , Humans , Humulus/genetics , Olfactometry , Smell
3.
Nat Commun ; 3: 1260, 2012.
Article in English | MEDLINE | ID: mdl-23232390

ABSTRACT

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.


Subject(s)
Escherichia coli/enzymology , Glycolipids/physiology , Membrane Proteins/metabolism , Escherichia coli/metabolism , Escherichia coli/physiology , Glycolipids/chemistry , Glycolipids/metabolism , Membrane Proteins/physiology , Molecular Chaperones/metabolism , Molecular Chaperones/physiology , Protein Processing, Post-Translational/physiology , Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization , Structure-Activity Relationship
4.
J Agric Food Chem ; 60(44): 11044-9, 2012 Nov 07.
Article in English | MEDLINE | ID: mdl-23082723

ABSTRACT

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.


Subject(s)
Autonomic Pathways/drug effects , Lactobacillus/metabolism , Pyrones/isolation & purification , Adipose Tissue, Brown/innervation , Animals , Body Temperature , Culture Media , Male , Pyrones/pharmacology , Rats , Rats, Wistar
5.
Am J Chin Med ; 39(4): 757-77, 2011.
Article in English | MEDLINE | ID: mdl-21721155

ABSTRACT

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.


Subject(s)
Angelica , Drugs, Chinese Herbal/standards , Research Design , Systems Biology , Angelica/genetics , Animals , Genomics , Humans , Informatics , Medicine, Kampo , Metabolomics , Plant Roots , Plants, Medicinal , Transcriptome
6.
J Biosci Bioeng ; 112(3): 252-5, 2011 Sep.
Article in English | MEDLINE | ID: mdl-21664180

ABSTRACT

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.


Subject(s)
Tea/chemistry , Volatile Organic Compounds/analysis , Gas Chromatography-Mass Spectrometry , Humans , Least-Squares Analysis , Multivariate Analysis , Odorants/analysis
7.
J Am Chem Soc ; 130(12): 4146-52, 2008 Mar 26.
Article in English | MEDLINE | ID: mdl-18307344

ABSTRACT

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.


Subject(s)
Enzyme Inhibitors/metabolism , Enzyme Inhibitors/pharmacology , Penicillium/enzymology , Spodoptera/enzymology , Streptomyces/metabolism , Sugar Alcohols/pharmacology , beta-N-Acetyl-Galactosaminidase/antagonists & inhibitors , Animals , Bacillus/classification , Bacillus/enzymology , Carbohydrate Conformation , Carbohydrate Sequence , Chitinases/antagonists & inhibitors , Enzyme Activation/drug effects , Enzyme Inhibitors/chemistry , Insecta , Molecular Sequence Data , Sensitivity and Specificity , Species Specificity , Streptomyces/classification , Streptomyces griseus/enzymology , Structure-Activity Relationship , Sugar Alcohols/chemistry
8.
J Sep Sci ; 29(15): 2350-6, 2006 Oct.
Article in English | MEDLINE | ID: mdl-17120819

ABSTRACT

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.


Subject(s)
Beverages/analysis , Chromatography, Gas/methods , Citrus/chemistry , Alcoholic Beverages/analysis , Flame Ionization , Food Analysis/methods , Hot Temperature
9.
Biosci Biotechnol Biochem ; 69(11): 2129-37, 2005 Nov.
Article in English | MEDLINE | ID: mdl-16306695

ABSTRACT

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.


Subject(s)
Beverages/standards , Citrus sinensis/metabolism , Maillard Reaction , Amino Acids , Food Preservation , Furaldehyde , Models, Chemical
10.
Biosci Biotechnol Biochem ; 68(3): 529-36, 2004 Mar.
Article in English | MEDLINE | ID: mdl-15056883

ABSTRACT

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.


Subject(s)
Beverages , Citrus sinensis/chemistry , Amino Acids/analysis , Amino Acids/metabolism , Ascorbic Acid/analysis , Ascorbic Acid/metabolism , Carbohydrate Metabolism , Carbohydrates/analysis , Citric Acid/analysis , Citric Acid/metabolism , Citrus sinensis/metabolism , Copper/chemistry , Ethanol/chemistry , Food Preservation , Furans/analysis , Iron/chemistry , Maillard Reaction/drug effects , Molecular Structure , Pentetic Acid/chemistry , Pyrones/analysis
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