DL-Lanthionine (BioDeep_00000178465)

   

human metabolite blood metabolite


代谢物信息卡片


2-amino-3-[(2-amino-2-carboxyethyl)sulfanyl]propanoic acid

化学式: C6H12N2O4S (208.0518)
中文名称: 羊毛硫氨酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C(C(C(=O)O)N)SCC(C(=O)O)N
InChI: InChI=1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:

  • PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。

亚细胞结构定位 关联基因列表


文献列表

  • Michelle R Denburg, Yunwen Xu, Alison G Abraham, Josef Coresh, Jingsha Chen, Morgan E Grams, Harold I Feldman, Paul L Kimmel, Casey M Rebholz, Eugene P Rhee, Ramachandran S Vasan, Bradley A Warady, Susan L Furth. Metabolite Biomarkers of CKD Progression in Children. Clinical journal of the American Society of Nephrology : CJASN. 2021 08; 16(8):1178-1189. doi: 10.2215/cjn.00220121. [PMID: 34362785]
  • Hamada Saad, Saefuddin Aziz, Matthias Gehringer, Markus Kramer, Jan Straetener, Anne Berscheid, Heike Brötz-Oesterhelt, Harald Gross. Nocathioamides, Uncovered by a Tunable Metabologenomic Approach, Define a Novel Class of Chimeric Lanthipeptides. Angewandte Chemie (International ed. in English). 2021 07; 60(30):16472-16479. doi: 10.1002/anie.202102571. [PMID: 33991039]
  • Alessandra Fortunata Perna, Luigi Russo, Vittoria D'Esposito, Pietro Formisano, Dario Bruzzese, Carmela Vigorito, Annapaola Coppola, Patrizia Lombari, Domenico Russo, Diego Ingrosso. Lanthionine, a Novel Uremic Toxin, in the Vascular Calcification of Chronic Kidney Disease: The Role of Proinflammatory Cytokines. International journal of molecular sciences. 2021 Jun; 22(13):. doi: 10.3390/ijms22136875. [PMID: 34206780]
  • Pawel Namsolleck, Alan Richardson, Gert N Moll, Axel Mescheder. LP2, the first lanthipeptide GPCR agonist in a human pharmacokinetics and safety study. Peptides. 2021 02; 136(?):170468. doi: 10.1016/j.peptides.2020.170468. [PMID: 33253776]
  • Brian J Koos, Jeffrey A Gornbein. Early pregnancy metabolites predict gestational diabetes mellitus: implications for fetal programming. American journal of obstetrics and gynecology. 2021 02; 224(2):215.e1-215.e7. doi: 10.1016/j.ajog.2020.07.050. [PMID: 32739399]
  • Sabrina Wildner, Iris Griessner, Teresa Stemeseder, Christof Regl, Wai Tuck Soh, Lorenz G Stock, Timo Völker, Claudia Alessandri, Adriano Mari, Christian G Huber, Hanno Stutz, Hans Brandstetter, Gabriele Gadermaier. Boiling down the cysteine-stabilized LTP fold - loss of structural and immunological integrity of allergenic Art v 3 and Pru p 3 as a consequence of irreversible lanthionine formation. Molecular immunology. 2019 12; 116(?):140-150. doi: 10.1016/j.molimm.2019.10.012. [PMID: 31654938]
  • Paola Cassis, Monica Locatelli, Daniela Corna, Sebastian Villa, Daniela Rottoli, Domenico Cerullo, Mauro Abbate, Giuseppe Remuzzi, Ariela Benigni, Carlamaria Zoja. Addition of cyclic angiotensin-(1-7) to angiotensin-converting enzyme inhibitor therapy has a positive add-on effect in experimental diabetic nephropathy. Kidney international. 2019 10; 96(4):906-917. doi: 10.1016/j.kint.2019.04.024. [PMID: 31307778]
  • Alessandra F Perna, Francesca Pane, Nunzio Sepe, Carolina Fontanarosa, Gabriella Pinto, Miriam Zacchia, Francesco Trepiccione, Evgeniya Anishchenko, Diego Ingrosso, Piero Pucci, Angela Amoresano. Lanthionine and Other Relevant Sulfur Amino Acid Metabolites: Detection of Prospective Uremic Toxins in Serum by Multiple Reaction Monitoring Tandem Mass Spectrometry. Methods in molecular biology (Clifton, N.J.). 2019; 2007(?):9-17. doi: 10.1007/978-1-4939-9528-8_2. [PMID: 31148103]
  • Tomas Majtan, Jakub Krijt, Jitka Sokolová, Michaela Křížková, Maria A Ralat, Jana Kent, Jesse F Gregory, Viktor Kožich, Jan P Kraus. Biogenesis of Hydrogen Sulfide and Thioethers by Cystathionine Beta-Synthase. Antioxidants & redox signaling. 2018 02; 28(4):311-323. doi: 10.1089/ars.2017.7009. [PMID: 28874062]
  • Barbara N DeRatt, Maria A Ralat, Vegard Lysne, Fariba Tayyari, Indu Dhar, Arthur S Edison, Timothy J Garrett, Øivind Midttun, Per Magne Ueland, Ottar Kjell Nygård, Jesse F Gregory. Metabolomic Evaluation of the Consequences of Plasma Cystathionine Elevation in Adults with Stable Angina Pectoris. The Journal of nutrition. 2017 09; 147(9):1658-1668. doi: 10.3945/jn.117.254029. [PMID: 28794210]
  • Alessandra F Perna, Miriam Zacchia, Francesco Trepiccione, Diego Ingrosso. The Sulfur Metabolite Lanthionine: Evidence for a Role as a Novel Uremic Toxin. Toxins. 2017 01; 9(1):. doi: 10.3390/toxins9010026. [PMID: 28075397]
  • Viktor Kožich, Jakub Krijt, Jitka Sokolová, Petra Melenovská, Pavel Ješina, Roman Vozdek, Tomáš Majtán, Jan P Kraus. Thioethers as markers of hydrogen sulfide production in homocystinurias. Biochimie. 2016 Jul; 126(?):14-20. doi: 10.1016/j.biochi.2016.01.001. [PMID: 26791043]
  • Alessandra F Perna, Annarita Di Nunzio, Angela Amoresano, Francesca Pane, Carolina Fontanarosa, Piero Pucci, Carmela Vigorito, Giovanni Cirillo, Miriam Zacchia, Francesco Trepiccione, Diego Ingrosso. Divergent behavior of hydrogen sulfide pools and of the sulfur metabolite lanthionine, a novel uremic toxin, in dialysis patients. Biochimie. 2016 Jul; 126(?):97-107. doi: 10.1016/j.biochi.2016.04.018. [PMID: 27129884]
  • Ine Rombouts, Marlies A Lambrecht, Sebastien C Carpentier, Jan A Delcour. Identification of lanthionine and lysinoalanine in heat-treated wheat gliadin and bovine serum albumin using tandem mass spectrometry with higher-energy collisional dissociation. Amino acids. 2016 Apr; 48(4):959-971. doi: 10.1007/s00726-015-2139-2. [PMID: 26661033]
  • Min Zeng, Wilfred A van der Donk, Jie Chen. Lanthionine synthetase C-like protein 2 (LanCL2) is a novel regulator of Akt. Molecular biology of the cell. 2014 Dec; 25(24):3954-61. doi: 10.1091/mbc.e14-01-0004. [PMID: 25273559]
  • Jack C Slootweg, Nienke Peters, H Linda C Quarles van Ufford, Eefjan Breukink, Rob M J Liskamp, Dirk T S Rijkers. Semi-synthesis of biologically active nisin hybrids composed of the native lanthionine ABC-fragment and a cross-stapled synthetic DE-fragment. Bioorganic & medicinal chemistry. 2014 Oct; 22(19):5345-53. doi: 10.1016/j.bmc.2014.07.046. [PMID: 25199583]
  • Heather B Roman, Lawrence L Hirschberger, Jakub Krijt, Alessandro Valli, Viktor Kožich, Martha H Stipanuk. The cysteine dioxgenase knockout mouse: altered cysteine metabolism in nonhepatic tissues leads to excess H2S/HS(-) production and evidence of pancreatic and lung toxicity. Antioxidants & redox signaling. 2013 Oct; 19(12):1321-36. doi: 10.1089/ars.2012.5010. [PMID: 23350603]
  • Sheng Yin, Cinthia V Pastuskovas, Leslie A Khawli, John T Stults. Characterization of therapeutic monoclonal antibodies reveals differences between in vitro and in vivo time-course studies. Pharmaceutical research. 2013 Jan; 30(1):167-78. doi: 10.1007/s11095-012-0860-z. [PMID: 22956170]
  • Atsushi Ito, Takafumi Inoue, Kouji Takehara, Norio Shimizu, Yoshinori Kitajima, Kunio Shinohara. Application of XANES profiles to X-ray spectromicroscopy for biomedical specimens: Part I. Discrimination of macromolecules with sulfur atoms. Journal of X-ray science and technology. 2011; 19(2):249-60. doi: 10.3233/xst-2011-0290. [PMID: 21606586]
  • Taurai Chiku, Dominique Padovani, Weidong Zhu, Sangita Singh, Victor Vitvitsky, Ruma Banerjee. H2S biogenesis by human cystathionine gamma-lyase leads to the novel sulfur metabolites lanthionine and homolanthionine and is responsive to the grade of hyperhomocysteinemia. The Journal of biological chemistry. 2009 Apr; 284(17):11601-12. doi: 10.1074/jbc.m808026200. [PMID: 19261609]
  • Shawanda Wilson-Stanford, Anastasia Kalli, Kristina Håkansson, James Kastrantas, Ravi S Orugunty, Leif Smith. Oxidation of lanthionines renders the lantibiotic nisin inactive. Applied and environmental microbiology. 2009 Mar; 75(5):1381-7. doi: 10.1128/aem.01864-08. [PMID: 19114522]
  • Masanori Tohno, Tomoyuki Shimazu, Hisashi Aso, Akiko Uehara, Haruhiko Takada, Akiko Kawasaki, Yukari Fujimoto, Koichi Fukase, Tadao Saito, Haruki Kitazawa. Molecular cloning and functional characterization of porcine nucleotide-binding oligomerization domain-1 (NOD1) recognizing minimum agonists, meso-diaminopimelic acid and meso-lanthionine. Molecular immunology. 2008 Mar; 45(6):1807-17. doi: 10.1016/j.molimm.2007.09.029. [PMID: 17983657]
  • Judicaël Parisot, Sarah Carey, Eefjan Breukink, Weng C Chan, Arjan Narbad, Boyan Bonev. Molecular mechanism of target recognition by subtilin, a class I lanthionine antibiotic. Antimicrobial agents and chemotherapy. 2008 Feb; 52(2):612-8. doi: 10.1128/aac.00836-07. [PMID: 17999970]
  • Haiyang He, Malgorzata Lipowska, Xiaolong Xu, Andrew T Taylor, Luigi G Marzilli. Rhenium analogues of promising renal imaging agents with a [99mTc(CO)3]+ core bound to cysteine-derived dipeptides, including lanthionine. Inorganic chemistry. 2007 Apr; 46(8):3385-94. doi: 10.1021/ic0619299. [PMID: 17375908]
  • Eefjan Breukink. A lesson in efficient killing from two-component lantibiotics. Molecular microbiology. 2006 Jul; 61(2):271-3. doi: 10.1111/j.1365-2958.2006.05239.x. [PMID: 16771845]
  • M Friedman. Chemistry, biochemistry, nutrition, and microbiology of lysinoalanine, lanthionine, and histidinoalanine in food and other proteins. Journal of agricultural and food chemistry. 1999 Apr; 47(4):1295-319. doi: 10.1021/jf981000+. [PMID: 10563973]
  • S Yu, K Sugahara, J Zhang, T Ageta, H Kodama, M Fontana, S Duprè. Simultaneous determination of urinary cystathionine, lanthionine, S-(2-aminoethyl)-L-cysteine and their cyclic compounds using liquid chromatography-mass spectrometry with atmospheric pressure chemical ionization. Journal of chromatography. B, Biomedical sciences and applications. 1997 Sep; 698(1-2):301-7. doi: 10.1016/s0378-4347(97)00295-8. [PMID: 9367221]
  • F Märki, E Hänni, A Fredenhagen, J van Oostrum. Mode of action of the lanthionine-containing peptide antibiotics duramycin, duramycin B and C, and cinnamycin as indirect inhibitors of phospholipase A2. Biochemical pharmacology. 1991 Oct; 42(10):2027-35. doi: 10.1016/0006-2952(91)90604-4. [PMID: 1741778]
  • G Ricci, M Nardini, G Federici, D Cavallini. The transamination of L-cystathionine, L-cystine and related compounds by a bovine kidney transaminase. European journal of biochemistry. 1986 May; 157(1):57-63. doi: 10.1111/j.1432-1033.1986.tb09637.x. [PMID: 3709533]
  • K R Robbins, D H Baker, J W Finley. Studies on the utilization of lysinoalanine and lanthionine. The Journal of nutrition. 1980 May; 110(5):907-15. doi: 10.1093/jn/110.5.907. [PMID: 6768858]
  • S K Wadman, P K De Bree, J P Kamerling. Lanthionine detected in human urine. Clinica chimica acta; international journal of clinical chemistry. 1978 Jan; 82(3):281-4. doi: 10.1016/0009-8981(78)90010-4. [PMID: 620452]