Amino Acids最新文献

{"title":"d-Amino acids differentially trigger an inflammatory environment in vitro","authors":"Siew Hwei Yap, Cheng Siang Lee, Nur Diyana Zulkifli, Darshinie Suresh, Kenji Hamase, Kumitaa Theva Das, Reena Rajasuriar, Kok Hoong Leong","doi":"10.1007/s00726-023-03360-8","DOIUrl":"https://doi.org/10.1007/s00726-023-03360-8","url":null,"abstract":"<p>Studies in vivo have demonstrated that the accumulation of <span>d</span>-amino acids (<span>d</span>-AAs) is associated with age-related diseases and increased immune activation. However, the underlying mechanism(s) of these observations are not well defined. The metabolism of <span>d</span>-AAs by <span>d</span>-amino oxidase (DAO) produces hydrogen peroxide (H₂O₂), a reactive oxygen species involved in several physiological processes including immune response, cell differentiation, and proliferation. Excessive levels of H₂O₂ contribute to oxidative stress and eventual cell death, a characteristic of age-related pathology. Here, we explored the molecular mechanisms of <span>d</span>-serine (<span>d</span>-Ser) and <span>d</span>-alanine (<span>d</span>-Ala) in human liver cancer cells, HepG2, with a focus on the production of H₂O₂ the downstream secretion of pro-inflammatory cytokine and chemokine, and subsequent cell death. In HepG2 cells, we demonstrated that <span>d</span>-Ser decreased H₂O₂ production and induced concentration-dependent depolarization of mitochondrial membrane potential (MMP). This was associated with the upregulation of activated NF-кB, pro-inflammatory cytokine, TNF-α, and chemokine, IL-8 secretion, and subsequent apoptosis. Conversely, <span>d</span>-Ala-treated cells induced H₂O₂ production, and were also accompanied by the upregulation of activated NF-кB, TNF-α, and IL-8, but did not cause significant apoptosis. The present study confirms the role of both <span>d</span>-Ser and <span>d</span>-Ala in inducing inflammatory responses, but each via unique activation pathways. This response was associated with apoptotic cell death only with <span>d</span>-Ser. Further research is required to gain a better understanding of the mechanisms underlying <span>d</span>-AA-induced inflammation and its downstream consequences, especially in the context of aging given the wide detection of these entities in systemic circulation.</p>","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2024-02-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139662042","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Amino acid distribution in blood following high-intensity interval exercise: a preliminary study.","authors":"Nattai Borges, Thomas M Doering, Grace Murphy, Margaret Macdonald, Richard H Dunstan","doi":"10.1007/s00726-023-03378-y","DOIUrl":"10.1007/s00726-023-03378-y","url":null,"abstract":"<p><p>This study investigated the effect of high-intensity interval exercise on total and individual amino acid concentrations in red blood cells (RBCs) and plasma. Seven males (31 ± 13 yr) provided venous blood samples at rest, immediately and 15 min and 30 min following an 8-min high-intensity exercise bout. The exercise bout was 16 × 15 s cycle efforts at 0.4N/kg of body mass and 90 rpm, interspersed with 15 s passive recovery. Total and individual amino acid concentrations of RBC and plasma and blood cell parameters were analysed. No significant differences for total amino acid concentrations between RBC and plasma were found. Individual amino acid analyses showed significant interaction effects for alanine and α-aminoadipic acid (P < 0.05), with plasma alanine significantly increased from baseline across the recovery period (P < 0.001). Blood fraction (group) effects showed greater concentrations of glycine, serine, asparagine, aspartic acid, glutamic acid, α-aminoadipic acid and ornithine in RBC, while greater concentrations of alanine, α-aminobutyric acid, valine, leucine, isoleucine, threonine, proline, phenylalanine, glutamine, tryptophan and cystine were found in plasma (P < 0.05). Comparable levels of histidine, lysine and tyrosine were observed between blood fractions. Significant differences in the variation of total amino acids in RBC were reported with higher variance at rest compared to following exercise (P = 0.01). Haemoglobin, pack cell volume and white blood cell count significantly increased immediately following exercise (P < 0.05) but returned to baseline after 15 min recovery. These results support the notion of individualised amino acid transportation roles for RBC and plasma during exercise.</p>","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10834573/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139650152","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Molecular properties of linear amino acids in water.","authors":"Roman Boča, Richard Imrich, Juraj Štofko, Beáta Vranovičová, Cyril Rajnák","doi":"10.1007/s00726-023-03365-3","DOIUrl":"10.1007/s00726-023-03365-3","url":null,"abstract":"<p><p>Four linear amino acids of increased separation of the carboxyl and amino groups, namely glycine (aminoacetic acid), β-alanine (3-aminopropanoic acid), GABA (4-aminobutanoic acid) and DAVA (5-aminopentanoic acid), have been studied by quantum chemical ab initio and DFT methods including the solvent effect in order to get electronic structure and molecular descriptors, such as ionisation energy, electron affinity, molecular electronegativity, chemical hardness, electrophilicity index, dipole moment, quadrupole moment and dipole polarizability. Thermodynamic functions (zero-point energy, inner energy, enthalpy, entropy, and the Gibbs energy) were evaluated after the complete vibrational analysis at the true energy minimum provided by the full geometry optimization. Reaction Gibbs energy allows evaluating the absolute redox potentials on reduction and/or oxidation. The non-local non-additive molecular descriptors were compared along the series showing which of them behave as extensive, varying in match with the molar mass and/or separation of the carboxyl and amino groups. Amino acidic forms and zwitterionic forms of the substances were studied in parallel in order to compare their relative stability and redox properties. In total, 24 species were investigated by B3LYP/def2-TZVPD method (M1) including neutral molecules, molecular cations and molecular anions. For comparison, MP2/def2-TZVPD method (M2) with full geometry optimization and vibrational analysis in water has been applied for 12 species; analogously, for 24 substances, DLPNO-CCSD(T)/aug-cc-pVTZ method (M3) has been applied in the geometry obtained by MP2 and/or B3LYP. It was found that the absolute oxidation potential correlates with the adiabatic ionisation energy; the absolute reduction potential correlates with the adiabatic electron affinity and the electrophilicity index. In order to validate the used methodology with experimental vertical ionisation energies and vibrational spectrum obtained in gas phase, calculations were done also in vacuo.</p>","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2024-02-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10834582/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139650153","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Assessment of bioactive peptides derived from laminin-111 as prospective breast cancer-targeting agents.","authors":"Fernanda Ferreira Mendonça, Danielle Vieira Sobral, Ana Claudia Ranucci Durante, Ana Cláudia Camargo Miranda, Jorge Mejia, Daniele de Paula Faria, Fabio Luiz Navarro Marques, Marycel Figols de Barboza, Leonardo Lima Fuscaldi, Luciana Malavolta","doi":"10.1007/s00726-023-03379-x","DOIUrl":"10.1007/s00726-023-03379-x","url":null,"abstract":"<p><p>Breast cancer remains a pressing public health issue primarily affecting women. Recent research has spotlighted bioactive peptides derived from laminin-111, implicated in breast tumor development. Remarkably, the sequences IKVAV, YIGSR, and KAFDITYVRLKF from the α1, β1, and γ1 chains, respectively, have garnered significant attention. This study aims to assess the potential of these radiolabeled peptides as targeting agents for breast cancer. The three peptides were synthesized using the Fmoc strategy, purified via reversed-phase high-performance liquid chromatography (RP-HPLC), and characterized through mass spectrometry. Iodine-131 (¹³¹I) radiolabeling was performed using the chloramine T method, exhibiting high radiochemical yield and stability for [¹³¹I]I-YIKVAV and [¹³¹I]I-YIGSR. Conversely, [¹³¹I]I-KAFDITYVRLKF demonstrated low radiochemical yield and stability and was excluded from the biological studies. The lipophilicity of the compounds ranged from - 2.12 to - 1.10. Serum protein binding assay for [¹³¹I]I-YIKVAV and [¹³¹I]I-YIGSR reached ≅ 48% and ≅ 25%, respectively. Affinity for breast cancer cells was evaluated using MDA-MB-231 and MCF-7 tumor cell lines, indicating the affinity of the radiopeptides with these tumor cells. Ex vivo biodistribution profiles of the radiopeptides were assessed in the MDA-MB-231 breast tumor animal model, revealing tumor tissue accumulation, supported by a high tumor-to-contralateral muscle ratio and autoradiography. These results signify the effective penetration of YIKVAV and YIGSR into tumor tissue. Therefore, the synthesized α1 and β1 peptide fragments exhibit favorable characteristics as potential breast cancer-targeting agents, promising future exploration as radiopharmaceuticals for breast cancer.</p>","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2024-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10824877/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139569661","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Structure determination needs to go viral.","authors":"Matheus de Bastos Balbe E Gutierres, Conrado Pedebos, Paula Bacaicoa-Caruso, Rodrigo Ligabue-Braun","doi":"10.1007/s00726-023-03374-2","DOIUrl":"10.1007/s00726-023-03374-2","url":null,"abstract":"<p><p>Viral diseases are expected to cause new epidemics in the future, therefore, it is essential to assess how viral diversity is represented in terms of deposited protein structures. Here, data were collected from the Protein Data Bank to screen the available structures of viruses of interest to WHO. Excluding SARS-CoV-2 and HIV-1, less than 50 structures were found per year, indicating a lack of diversity. Efforts to determine viral structures are needed to increase preparedness for future public health challenges.</p>","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2024-01-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10824879/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139574958","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Heat shock interferes with the amino acid metabolism of bovine cumulus-oocyte complexes in vitro: a multistep analysis.","authors":"Hayder Radhi Hussein Mzedawee, Rasoul Kowsar, Reza Moradi-Hajidavaloo, Roya Shiasi-Sardoabi, Khaled Sadeghi, Mohammad Hossein Nasr-Esfahani, Mehdi Hajian","doi":"10.1007/s00726-023-03370-6","DOIUrl":"10.1007/s00726-023-03370-6","url":null,"abstract":"<p><p>By affecting the ovarian pool of follicles and their enclosed oocytes, heat stress has an impact on dairy cow fertility. This study aimed to determine how heat shock (HS) during in vitro maturation affected the ability of the bovine cumulus-oocyte complexes (COCs) to develop, as well as their metabolism of amino acids (AAs). In this study, COCs were in vitro matured for 23 h at 38.5 °C (control; n = 322), 39.5 °C (mild HS (MHS); n = 290), or 40.5 °C (severe HS (SHS); n = 245). In comparison to the control group, the MHS and SHS groups significantly decreased the percentage of metaphase-II oocytes, as well as cumulus cell expansion and viability. The SHS decreased the rates of cleavage and blastocyst formation in comparison to the control and MHS. Compared to the control and MHS-COCs, the SHS-COCs produced significantly more phenylalanine, threonine, valine, arginine, alanine, glutamic acid, and citrulline while depleting less leucine, glutamine, and serine. Data showed that SHS-COCs had the highest appearance and turnover of all AAs and essential AAs. Heat shock was positively correlated with the appearance of glutamic acid, glutamine, isoleucine, alanine, serine, valine, phenylalanine, and asparagine. Network analysis identified the relationship between HS and alanine or glutamic acid, as well as the relationship between blastocyst and cleavage rates and ornithine. The findings imply that SHS may have an impact on the quality and metabolism of AAs in COCs. Moreover, the use of a multistep analysis could simply identify the AAs most closely linked to HS and the developmental competence of bovine COCs.</p>","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2024-01-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10824825/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139568866","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Publisher’s Note: Phenolic compounds as histone deacetylase inhibitors: binding propensity and interaction insights from molecular docking and dynamics simulations","authors":"","doi":"10.1007/s00726-023-03358-2","DOIUrl":"10.1007/s00726-023-03358-2","url":null,"abstract":"","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2023-12-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138469788","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Publisher’s Note: Chromogranin A-derived peptides pancreastatin and catestatin: emerging therapeutic target for diabetes","authors":"","doi":"10.1007/s00726-023-03359-1","DOIUrl":"10.1007/s00726-023-03359-1","url":null,"abstract":"","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2023-11-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138457363","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Enzyme inhibitors for drug discovery","authors":"Patrick Meffre,&nbsp;Zohra Benfodda,&nbsp;Sébastien Albrecht","doi":"10.1007/s00726-023-03357-3","DOIUrl":"10.1007/s00726-023-03357-3","url":null,"abstract":"","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2023-11-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"138450747","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Synthesis and glutathione peroxidase (GPx)-like activity of selenocystine (SeC) bioconjugates of biotin and lipoic acid","authors":"Shakti K. Maurya,&nbsp;Abhishek Tripathi,&nbsp;Selvakumar Karuthapandi,&nbsp;Harkesh B. Singh","doi":"10.1007/s00726-023-03348-4","DOIUrl":"10.1007/s00726-023-03348-4","url":null,"abstract":"<div><p>The conjugation of active biomolecules provides insight into their bioreactivity, leading to many applications in biotechnology and materials science. Herein, we report L-selenocystine (SeC) bioconjugates of lipoic acid (universal antioxidant) and biotin (Vitamin-H). The SeC-bioconjugates, SeC-Biotin (<b>1</b>) and SeC-Lipoic acid (<b>2</b>) were synthesized using solid phase peptide synthesis (SPPS) method and were characterized by multinuclear 1D (¹H, ¹³C, ⁷⁷Se) and 2D (¹H-¹H COSY and ¹H-¹³C TOCSY) NMR spectroscopy, ESI–MS spectrometry, and RP-HPLC. The GPx-like enzyme mimicking activity of the SeC-bioconjugates <b>1</b> and <b>2</b> has been investigated through the coupled reductase assay method for the catalytic reductions of hydrogen peroxide into water_. A significant enhancement in GPx-like enzymatic activity was observed for both novel bioconjugates SeC-Biotin (<b>1</b>) and SeC-Lipoic acid (<b>2</b>) as compared to diphenyl diselenide (Ph₂Se₂), L-selenocystine (SeC), biotin, lipoic acid, and ebselen.</p></div>","PeriodicalId":7810,"journal":{"name":"Amino Acids","volume":null,"pages":null},"PeriodicalIF":3.5,"publicationDate":"2023-11-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"136395917","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":3,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}