{"title":"Differential accumulation profiles of hordatine glucosides and aglycons during seedling and seed maturation stages in barley.","authors":"Naoki Ube, Taiji Nomura","doi":"10.1093/bbb/zbag146","DOIUrl":"https://doi.org/10.1093/bbb/zbag146","url":null,"abstract":"<p><p>Hordatines, dehydrodimers of hydroxycinnamoylagmatines, are antifungal compounds that accumulate abundantly in young barley (Hordeum vulgare) seedlings. In addition to the aglycons, several hordatine glucosides have been isolated. However, detailed accumulation profiles of the hordatine glucosides and aglycons remain poorly understood. In this study, we identified the glucosides of hordatines A, B, and C in barley and examined the accumulation profiles of both the glycosides and aglycons during seedling and seed maturation stages. Aglycons accumulated predominantly in shoots, whereas glucosides were the major forms in roots and scutella during seedling stage, and in immature and mature seeds during seed maturation stage. These findings demonstrate that the predominant forms of hordatines vary among tissues and growth stages. The distinct accumulation profiles provide clues for identifying hordatine glucosyltransferase and hordatine glucoside glucosidase, and for elucidating the defensive system involved in the interconversion of hordatine glucosides and aglycons.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":""},"PeriodicalIF":1.5,"publicationDate":"2026-09-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"149079797","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Kenta Yamanoue, Yasumasa Hara, Ryo C Yanagita, Yusuke Hanaki
{"title":"Synthesis, cytotoxicity, and pyoverdine production inhibitory activity of actinomycin lactam analogs.","authors":"Kenta Yamanoue, Yasumasa Hara, Ryo C Yanagita, Yusuke Hanaki","doi":"10.1093/bbb/zbag106","DOIUrl":"10.1093/bbb/zbag106","url":null,"abstract":"<p><p>Pyoverdines are fluorescent siderophores and potential virulence factors produced by Pseudomonas bacteria. Actinomycin D has been reported to inhibit pyoverdine production; however, its strong cytotoxicity limits its use as a probe to elucidate pyoverdine function. In this study, we synthesized actinomycin analogs (1-4) with a modified phenoxazine moiety. To enable convergent syntheses, the threonine residues were replaced with 2,3-diaminopropionic acid. Compounds 1-4 showed negligible to low cytotoxicity toward HHUA endometrial cancer cells. However, only 4, with the same phenoxazine ring as actinomycin D, retained inhibitory activity against pyoverdine production by Pseudomonas fluorescence NBRC15833, although an order of magnitude lower than actinomycin D. These results suggest that the phenoxazine ring would be essential to the cytotoxicity and pyoverdine production inhibitory activity, and the further modification of the cyclic peptide moiety is necessary to understand the structure-activity relationship underlying pyoverdine production inhibition.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1317-1326"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148469013","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Functional characterization of double bond reductase involved in bisbibenzyl biosynthesis in Marchantia polymorpha.","authors":"Akira Suzuki, Naoki Kitaoka, Uki Kikawada, Kie Sato, Taishi Watanabe, Satoshi Naramoto, Toshiyuki Waki, Kosaku Takahashi, Hideyuki Matsuura","doi":"10.1093/bbb/zbag108","DOIUrl":"10.1093/bbb/zbag108","url":null,"abstract":"<p><p>Bisbibenzyls are a family of characteristic secondary metabolites found in liverworts. In this study, we identified a double bond reductase (DBR) involved in the biosynthesis of bisbibenzyls in Marchantia polymorpha. Phylogenetic analysis suggests that Mp1g20080, which is highly homologous to the known DBR from Marchantia paleacea, is a candidate for the MpDBR in M. polymorpha. UV-C irradiation, which induces the accumulation of bisbibenzyls, significantly increased MpDBR expression. The recombinant MpDBR exhibited double bond reduction activity against p-coumaraldehyde. Wilting and brown thalli were observed in the Mpdbr knock-out lines, and metabolite analysis confirmed the accumulation of p-coumaric acid and a decrease in lunularic acid and bisbibenzyl levels in the Mpdbr knock-out lines. Our results demonstrated that Mp1g20080 is a major DBR in the bisbibenzyl biosynthetic pathway of M. polymorpha.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1339-1346"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148468989","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Analysis of the sorting sequences of vacuolar serine proteases, Isp6 and Psp3, in Schizosaccharomyces pombe.","authors":"Akihiro Tominaga, Kazuma Ohkubo, Yukie Noyori, Masahiro Watanabe, Yujiro Higuchi, Kaoru Takegawa","doi":"10.1093/bbb/zbag105","DOIUrl":"10.1093/bbb/zbag105","url":null,"abstract":"<p><p>The fission yeast Schizosaccharomyces pombe possesses two vacuolar serine proteases, Isp6 and Psp3, homologous to the budding yeast protease Prb1. Although both proteases are required for the maturation of vacuolar enzymes, their transport mechanisms remain unclear. Here, we examined the vacuolar targeting pathways of Isp6 and Psp3. Fluorescence microscopy of C-terminal EGFP fusions showed that both proteins localized to the vacuolar lumen in wild-type cells. In contrast, vacuolar localization was lost in a vps34Δ strain but was unaffected in cells lacking Vps10, the CPY receptor. These results indicate that Isp6 and Psp3 are transported through the VPS pathway in a Vps10-independent manner. Further mutational analyses identified short internal regions (amino acids 117-125 in Psp3 and 131-139 in Isp6) that are essential for vacuolar targeting. Our findings show that both proteases contain specific internal determinants required for delivery to the vacuole.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1420-1427"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148444470","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Formation of polyphenol-protein complexes in boiled adzuki beans with digestive resistance.","authors":"Yutaka Aoyama, Maria Ishibashi, Tsukasa Kanomata, Kazumi Ninomiya, Yusuke Yamaguchi, Hitomi Kumagai","doi":"10.1093/bbb/zbag104","DOIUrl":"10.1093/bbb/zbag104","url":null,"abstract":"<p><p>Reddish-purple adzuki beans are widely consumed in East Asia in boiled and paste forms. Polyphenols prevalent in the seed coats exhibit various bioactivities. Oligomeric polyphenols diffuse from the seed coats into the cotyledons during boiling and preferentially bind to proteins than to starch. In this study, the proteins were fractionated from adzuki-bean cotyledons according to their solubility, each protein fraction was boiled with seed-coat polyphenols, and the properties of polyphenol-protein complexes were evaluated. The denaturation temperature of albumin (Alb) was lower than that of globulin (Glb) and glutelin (Glt), and the hydrophobicity of boiled Alb and Glt was higher than that of boiled Glb. Seed-coat polyphenols were bound to cotyledon proteins to produce high-molecular-mass polyphenol-protein complexes, with Alb and Glt exhibiting high binding capacity. These complexes were resistant to proteolytic digestion. Further elucidation of their bioactivities may expand the use of processed adzuki beans as functional ingredients.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1378-1389"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148435017","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Functional characterization and periplasmic localization of a phosphorus starvation-induced alkaline phosphatase involved in phosphate acquisition in Pyropia yezoensis.","authors":"Masanori Yoshimizu, Yukimasa Yamagishi, Kazuyoshi Kuwano, Yasuhiko Miwa","doi":"10.1093/bbb/zbag114","DOIUrl":"10.1093/bbb/zbag114","url":null,"abstract":"<p><p>Expression of the alkaline phosphatase gene in Pyropia yezoensis is transcriptionally induced under phosphorus deprivation. To elucidate its physiological role in phosphate acquisition, we purified the enzyme to homogeneity from phosphorus-starved thalli and characterized its biochemical properties. The alkaline phosphatase exhibited broad substrate specificity toward glycerophosphate, sugar phosphates, and nucleoside phosphates, and its activity was enhanced by Na+, Ca2+, and Mg2+ at concentrations comparable to those in natural seawater. Genomic analyses, together with biochemical characterization, revealed that the gene lacks introns and encodes an N-glycosylated phosphatase with a signal peptide. Immunological and biochemical analyses suggested that the mature 76-kDa enzyme is localized to the periplasm of phosphate-starved thalli. These findings suggest that P. yezoensis acquires phosphate under phosphorus-deficient conditions through a periplasmic alkaline phosphatase-mediated phosphate acquisition system.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1347-1356"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148560771","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Ice recrystallization inhibition under periodic temperature fluctuations by type I and type III antifreeze proteins.","authors":"Zhaohui Sun, Mario Shibata, Tomoaki Hagiwara","doi":"10.1093/bbb/zbag109","DOIUrl":"10.1093/bbb/zbag109","url":null,"abstract":"<p><p>Ice recrystallization is a major cause of quality deterioration in frozen foods, particularly under temperature fluctuations that induce melt-refreeze recrystallization. This study investigated the effects of type I and type III antifreeze proteins on ice recrystallization in a sucrose solution subjected to triangular wave-like periodic temperature cycling (±0.1, ±0.5, and ±1.0 °C; average temperature -10 °C). Both antifreeze proteins exhibited clear ice recrystallization inhibition even under fluctuating temperature conditions. The ice recrystallization inhibition activity of both antifreeze proteins tended to decrease with increasing fluctuation amplitude, indicating that melt-refreeze cycling partially diminishes the performance of antifreeze proteins. Type I antifreeze protein, which exhibited a higher thermal hysteresis value, tended to retain stronger inhibition than type III antifreeze protein across all temperature fluctuation conditions, suggesting that greater ice-binding strength enhances tolerance to temperature fluctuations.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1399-1406"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148560745","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Sphingolipid diversity and profiling in selected Caryophyllales species.","authors":"Hirokazu Tokimizu, Toshiki Ishikawa, Hiroyuki Imai","doi":"10.1093/bbb/zbag096","DOIUrl":"10.1093/bbb/zbag096","url":null,"abstract":"<p><p>Sphingolipid composition was compared among selected Caryophyllales species using liquid chromatography-tandem mass spectrometry (LC-MS/MS). Glycosylinositol phosphorylceramide (GIPC) molecular species profiles differed between the AC group (A. philoxeroides, A. denticulata, and C. argentea) and the SB group (S. oleracea and B. vulgaris ssp. altissima), accompanied by variation in glycan series distribution and the GIPC/glucosylceramide (GlcCer) ratio. Differences in sphingoid base modification and ceramide structure were also observed, suggesting group-associated differences in sphingolipid metabolism and potential value for future chemotaxonomic studies.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1372-1377"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148350873","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Functional improvements in β-conglycinin by conjugation with soybean soluble polysaccharide.","authors":"Yuki Wako, Nozomi Tanaka, Akihiro Imai, Tadashi Yoshida, Makoto Hattori","doi":"10.1093/bbb/zbag102","DOIUrl":"10.1093/bbb/zbag102","url":null,"abstract":"<p><p>β-conglycinin was conjugated with soybean soluble polysaccharide (SSPS) by the Maillard reaction to improve function. Two types of SSPS with different degrees of hydrolysis (SSPS (60 min), SSPS (120 min)) were prepared by autoclaving for 60 or 120 min. β-conglycinin and SSPS were mixed at a weight ratio of 1:5 in distilled water. After lyophilization, the Maillard reaction was conducted at 50°C and 79% relative humidity for 24 h. The reaction products were purified by salting-out with ammonium sulfate. Conjugation was confirmed by sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). Protein content was determined by the bicinchoninic acid (BCA) method and saccharide content by the phenol-sulfuric acid method. Composition of the β-conglycinin-SSPS (60 min) and the β-conglycinin-SSPS (120 min) was β-conglycinin: SSPS = 1:0.92 and 1:1.56 (weight ratio), respectively. By this conjugation, solubility and emulsifying property of β-conglycinin were significantly improved at pH 5.0 in the presence of 0.2 M NaCl. Immunogenicity of β-conglycinin was reduced by conjugation with SSPS.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1407-1415"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148418645","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sakurako Osanai, Aya Sakurai, Maho Sugaya, Kazutoshi Shindo
{"title":"Novel antioxidant quercetin glycosides conjugated with phenolic acids from young leaves of Vicia unijuga.","authors":"Sakurako Osanai, Aya Sakurai, Maho Sugaya, Kazutoshi Shindo","doi":"10.1093/bbb/zbag112","DOIUrl":"10.1093/bbb/zbag112","url":null,"abstract":"<p><p>Vicia unijuga is an edible wild plant distributed throughout eastern Asia. Its young leaves, when boiled or fried, are palatable and exhibit an aroma and flavor reminiscent of soybeans. In this study, we isolated 2 previously unreported quercetin glucosides conjugated with phenolic acids (compounds 2 and 3), together with quercitrin (compound 1), from young V. unijuga leaves as potent inhibitors of lipid peroxidation. Their structures were elucidated using high-resolution electrospray ionization mass spectrometry (negative mode), 1D and 2D nuclear magnetic resonance analyses, and enzymatic hydrolysis. Both new compounds shared a common structure in which α-l-rhamnose and β-d-glucuronic acid were attached to quercetin at the 3- and 7-positions, respectively. Compound 2 contained a caffeic acid moiety esterified at the 2-position of β-d-glucuronic acid, whereas compound 3 carried a p-coumaric acid moiety at the same position. Compounds 1-3 inhibited lipid peroxidation, with IC50 values of 11 ± 1.3, 0.21 ± 0.02, and 1.3 ± 0.09 μm, respectively.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"1327-1333"},"PeriodicalIF":1.5,"publicationDate":"2026-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148547888","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}