194 results match your criteria: "Bioorganic Research Institute[Affiliation]"

Click reactions are used for chemoselective functionalization in many research fields. Despite the utility of small, bioinert azide groups as a counterpart, applications of strain-promoted alkyne-azide cycloaddition (SPAAC) reactions for this purpose are still limited by slow reaction kinetics. Here, we report ion-pair-guided reaction rate enhancement by the use of water-soluble cyclooctadiynes (WS-CODYs) composed of bifunctional strained alkynes and polar side chains.

View Article and Find Full Text PDF

Regulatory Mechanisms of Transcription Factors in Plant Morphology and Function.

Int J Mol Sci

April 2023

Bioorganic Research Institute, Suntory Foundation for Life Sciences, Seikacho, Kyoto 619-0284, Japan.

Plants develop organs such as flowers and leaves with different morphologies [...

View Article and Find Full Text PDF

At present, organoid culture represents an important tool for in vitro studies of different biological aspects and diseases in different organs. Murine small intestinal crypts can form organoids that mimic the intestinal epithelium when cultured in a 3D extracellular matrix. The organoids are composed of all cell types that fulfill various intestinal homeostatic functions.

View Article and Find Full Text PDF

California poppy or golden poppy () is the iconic state flower of California, with native ranges from Northern California to Southwestern Mexico. It grows well as an ornamental plant in Mediterranean climates, but it might be invasive in many parts of the world. California poppy was also highly prized by Native Americans for its medicinal value, mainly due to its various specialized metabolites, especially benzylisoquinoline alkaloids (BIAs).

View Article and Find Full Text PDF

Ciona intestinalis Type A (Ciona robusta) is a cosmopolitan species belonging to the phylum Urochordata, invertebrate chordates that are phylogenetically the most closely related to the vertebrates. Therefore, this species is of interest for investigation of the evolution and comparative physiology of endocrine, neuroendocrine, and nervous systems in chordates. Our group has identified>30 Ciona neuropeptides (80% of all identified ascidian neuropeptides) primarily using peptidomic approaches combined with reference to genome sequences.

View Article and Find Full Text PDF

Structural Requirements of a Glycolipid MPIase for Membrane Protein Integration.

Chemistry

May 2023

Bioorganic Research Institute, Suntory Foundation for Life Sciences, 8-1-1 Seikadai, Seika-cho, Soraku-gun, Kyoto, 619-0284, Japan.

MPIase is a glycolipid involved in membrane protein integration in the inner membrane of Escherichia coli. To overcome the trace amounts and heterogeneity of natural MPIase, we systematically synthesized MPIase analogs. Structure-activity relationship studies revealed the contribution of distinctive functional groups and the effect of the MPIase glycan length on membrane protein integration activity.

View Article and Find Full Text PDF

Volatiles from herbivore-infested plants function as a chemical warning of future herbivory for neighboring plants. (Z)-3-Hexenol emitted from tomato plants infested by common cutworms is taken up by uninfested plants and converted to (Z)-3-hexenyl β-vicianoside (HexVic). Here we show that a wild tomato species (Solanum pennellii) shows limited HexVic accumulation compared to a domesticated tomato species (Solanum lycopersicum) after (Z)-3-hexenol exposure.

View Article and Find Full Text PDF

Diaminoanthraquinone Enhances Alkaloid Ionization in MALDI-MS.

Mass Spectrom (Tokyo)

December 2022

Bioorganic Research Institute, Suntory Foundation for Life Sciences, 8-1-1 Seikadai, Seika-cho, Soraku-gun, Kyoto 619-0284, Japan.

The alkaloids epinastine, 3-methylxanthine and camptothecin were analyzed by matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS). The ionization efficiencies of epinastine and 3-methylxanthine were improved upon the addition of 1,5-diaminoanthraquinone (DAAQ). DAAQ did not show ultraviolet absorbance peaks at wavelengths around 337 nm and 355 nm that are used in conventional MALDI-MS instruments.

View Article and Find Full Text PDF

Key Amino Acids for Transferase Activity of GDSL Lipases.

Int J Mol Sci

December 2022

Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe 657-8501, Hyogo, Japan.

The Gly-Asp-Ser-Leu (GDSL) motif of esterase/lipase family proteins (GELPs) generally exhibit esterase activity, whereas transferase activity is markedly preferred in several GELPs, including the GDSL lipase TciGLIP, which is responsible for the biosynthesis of the natural insecticide, pyrethrin I. This transferase activity is due to the substrate affinity regulated by the protein structure and these features are expected to be conserved in transferase activity-exhibiting GELPs (tr-GELPs). In this study, we identified two amino acid residues, [N/R]208 and D484, in GELP sequence alignments as candidate key residues for the transferase activity of tr-GELPs by two-entropy analysis.

View Article and Find Full Text PDF

A bacterial glycolipid essential for membrane protein integration.

Adv Carbohydr Chem Biochem

November 2022

Bioorganic Research Institute, Suntory Foundation for Life Sciences, Kyoto, Japan; Department of Chemistry, Graduate School of Science, Osaka University, Toyonaka, Japan. Electronic address:

The proper conformation and orientation of membrane protein integration in cells is an important biological event. Interestingly, a new factor named MPIase (membrane protein integrase) was proven essential in this process in Escherichia coli, besides proteinaceous factors, such as Sec translocons and an insertase YidC. A combination of spectroscopic analyses and synthetic work has revealed that MPIase is a glycolipid despite its enzyme-like activity.

View Article and Find Full Text PDF

Uptake mechanism of iron-phytosiderophore from the soil based on the structure of yellow stripe transporter.

Nat Commun

November 2022

Laboratory for Protein Functional and Structural Biology, RIKEN Center for Biosystems Dynamics Research, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama, Kanagawa, Japan.

Article Synopsis
  • Poaceae species, like barley, use phytosiderophores to chelate iron, allowing them to absorb it more effectively through specific transporters (YS1/YSL).
  • Recent cryo-electron microscopy studies revealed structures of the barley YS1 transporter, showing how it binds iron-phytosiderophore complexes, highlighting potential for designing better fertilizers.
View Article and Find Full Text PDF

O-Methyltransferases (OMTs) play important roles in antitumor lignan biosynthesis. To date, six OMTs catalyzing the methylation of dibenzylbutyrolactone lignans as biosynthetic precursors of antitumor lignans have been identified. However, there is still no systematic understanding of the diversity and regularity of the biosynthetic mechanisms among various plant lineages.

View Article and Find Full Text PDF

The reactivity of alkaloids in dehydrogenation was investigated using multimatrix variation matrix-assisted laser desorption/ionization mass spectrometry (MALDI-MS) of over 20 different alkaloids with six matrices. The dehydrogenated molecular ions [M - H] generated by in-source decay were detected in the MALDI mass spectra of some types of alkaloids such as reserpine. The dehydrogenation proceeded at the cyclic tertiary amine rather than double-bonded nitrogen atoms and indole rings involved in the electron-delocalized systems.

View Article and Find Full Text PDF

The gut peristaltic movement, a wave-like propagation of a local contraction, is important for the transportation and digestion of ingested materials. Among three types of cells, the enteric nervous system (ENS), smooth muscle cells, and interstitial cells of Cajal (ICCs), the ICCs have been thought to act as a pacemaker, and therefore it is important to decipher the cellular functions of ICCs to further our understanding of gut peristalsis. c-Kit, a tyrosine kinase receptor, has widely been used as a marker for ICCs.

View Article and Find Full Text PDF

Protein integration into biomembranes is an essential biological phenomenon common to all organisms. While various factors involved in protein integration, such as SRP, SecYEG and YidC, are proteinaceous, we identified a glycolipid named MPIase (Membrane Protein Integrase), which is present in the cytoplasmic membrane of . experiments using inverted membrane vesicles prepared from MPIase-depleted strains, and liposomes containing MPIase showed that MPIase is required for insertion of a subset of membrane proteins, which has been thought to be SecYEG-independent and YidC-dependent.

View Article and Find Full Text PDF

Metamorphosis is the dramatic and irreversible reconstruction of animal bodies transitioning from the larval stage. Because of the significant impact of metamorphosis on animal life, its timing is strictly regulated. Invertebrate chordate ascidians are the closest living relatives of vertebrates.

View Article and Find Full Text PDF

A mouse testis-specific long noncoding RNA (lncRNA), Start, is localized in the cytosol of Leydig cells and in the nucleus of pachytene spermatocytes. We previously showed that Start regulates steroidogenesis through controlling the expression of Star and Hsd3b1 genes in Leydig cells, but its function in germ cells was not known. Here we verified that a spermatocyte-specific protease gene, Prss43/Tessp-3, was downregulated in Start-knockout testes.

View Article and Find Full Text PDF

Characterization and localization of relaxin-like gonad-stimulating peptide in the crown-of-thorns starfish, Acanthaster cf. solaris.

Gen Comp Endocrinol

November 2022

Department of Global Environmental Studies, Faculty of Environmental Studies, Hiroshima Institute of Technology, Miyake 2-1-1, Saeki-ku, Hiroshima 731-5193, Japan.

Article Synopsis
  • The relaxin-like gonad-stimulating peptide (RGP) in starfish is crucial for final gamete maturation, comprising two peptide chains with notable disulfide bonds.
  • Recent studies identified the sequence of RGP in the Pacific crown-of-thorns starfish, Acanthaster cf. solaris, revealing it shares 74% and 60% amino acid identity with RGPs from other starfish species.
  • Aso-RGP induces spawning in A. cf. solaris, and its presence was confirmed in the radial nerve cords, suggesting it is synthesized in the epithelium and transferred to nerve fibers.
View Article and Find Full Text PDF

The evolutionary origins of neurons remain unknown. Although recent genome data of extant early-branching animals have shown that neural genes existed in the common ancestor of animals, the physiological and genetic properties of neurons in the early evolutionary phase are still unclear. Here, we performed a mass spectrometry-based comprehensive survey of short peptides from early-branching lineages Cnidaria, Porifera and Ctenophora.

View Article and Find Full Text PDF

Role of a bacterial glycolipid in Sec-independent membrane protein insertion.

Sci Rep

July 2022

Bioorganic Research Institute, Suntory Foundation for Life Sciences, 8-1-1 Seikadai, Seika-cho, Soraku-gun, Kyoto, 619-0284, Japan.

Non-proteinaceous components in membranes regulate membrane protein insertion cooperatively with proteinaceous translocons. An endogenous glycolipid in the Escherichia coli membrane called membrane protein integrase (MPIase) is one such component. Here, we focused on the Sec translocon-independent pathway and examined the mechanisms of MPIase-facilitated protein insertion using physicochemical techniques.

View Article and Find Full Text PDF

Enteroendocrine cells (ECs) in the insect midgut respond to physiological changes in the intestine by releasing multiple peptides to control food intake, gastrointestinal activity and systemic metabolism. Here, we performed a comprehensive mapping of ECs producing different regulatory peptides in the larval midgut of Bombyx mori. In total, we identified 20 peptide genes expressed in different ECs in specific regions of the midgut.

View Article and Find Full Text PDF

Draft Genome of Tanacetum Coccineum: Genomic Comparison of Closely Related Tanacetum-Family Plants.

Int J Mol Sci

June 2022

Department of Chemical Science and Engineering, Graduate School of Engineering, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe, Hyogo 657-8501, Japan.

The plant (painted daisy) is closely related to (pyrethrum daisy). However, produces large amounts of pyrethrins, a class of natural insecticides, whereas produces much smaller amounts of these compounds. Thus, comparative genomic analysis is expected to contribute a great deal to investigating the differences in biological defense systems, including pyrethrin biosynthesis.

View Article and Find Full Text PDF

Lignans are widely distributed plant secondary metabolites that have received attention for their benefits to human health. Sesamin is a furofran lignan that is conventionally extracted from Sesamum seeds and shows anti-oxidant and anti-inflammatory activities in the human liver. Sesamin is biosynthesized by the Sesamum-specific enzyme CYP81Q1, and the natural sources of sesamin are annual plants that are at risk from climate change.

View Article and Find Full Text PDF

Quercetin attenuates adipogenesis and fibrosis in human skeletal muscle.

Biochem Biophys Res Commun

July 2022

Institute for Health Care Science, Suntory Wellness Ltd., 8-1-1 Seikadai, Seika-cho, Soraku-gun, Kyoto, 619-0284, Japan.

Age-associated increase in ectopic fat degeneration and fibrosis in the skeletal muscle contribute to muscle degradation and weakness. Quercetin is a bioactive flavonoid with anti-inflammatory and anti-obesity effects. Thus, we aimed to investigate the effects of quercetin on adipogenesis and fibrosis in the human skeletal muscle, which have not yet been elucidated.

View Article and Find Full Text PDF