Lanthionine (BioDeep_00000169991)
Secondary id: BioDeep_00000899057, BioDeep_00001872245
human metabolite Chemicals and Drugs Toxin Antibiotics
代谢物信息卡片
(2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}propanoic acid
化学式: C6H12N2O4S (208.05177519999998)
中文名称: DL-羊毛硫氨酸, L-羊毛硫氨酸
谱图信息:
最多检出来源 Homo sapiens(blood) 8.57%
Reviewed
Last reviewed on 2024-06-29.
Cite this Page
Lanthionine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/lanthionine (retrieved
2024-11-22) (BioDeep RN: BioDeep_00000169991). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
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)/t3-,4-/m0/s1
描述信息
Lanthionine is a nonproteinogenic amino acid with the chemical formula (HOOC-CH(NH2)-CH2-S-CH2-CH(NH2)-COOH). It is typically formed by a cysteine residue and a dehydrated serine residue. Despite its name, lanthionine does not contain the element lanthanum.
Lanthionine belongs to the class of organic compounds known as L-cysteine-S-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated. Lanthionine is a uremic toxin (PMID: 30087103).
In 1941, lanthionine was first isolated by treating wool with sodium carbonate. It was found to be a sulfur-containing amino acid; accordingly it was given the name lanthionine [wool (Latin: Lana), sulfur (Greek: theîon)].[1] Lanthionine was first synthesized by alkylation of cysteine with β-chloroalanine.[2] Lanthionines are found widely in nature. They have been isolated from human hair, lactalbumin, and feathers. Lanthionines have also been found in bacterial cell walls and are the components of a group of gene-encoded peptide antibiotics called lantibiotics, which includes nisin (a food preservative), subtilin, epidermin (effective against Staphylococcus and Streptococcus), and ancovenin (an enzyme inhibitor).[3][4]
L-Lanthionine. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=922-55-4 (retrieved 2024-06-29) (CAS RN: 922-55-4). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
同义名列表
19 个代谢物同义名
(2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}propanoic acid; S-[(2R)-2-Amino-2-carboxyethyl]-L-cysteine; (R,R)-2,6-Diamino-4-thiaheptanedioic acid; (R,R)-3,3-Thiobis-(2-aminopropanoic acid); (R,R)-Bis(2-amino-2-carboxyethyl)sulphide; (R)-S-(2-Amino-2-carboxyethyl)-L-cysteine; (R,R)-Bis(2-amino-2-carboxyethyl)sulfide; (R,R)-2,6-Diamino-4-thiaheptanedioate; (R,R)-3,3-Thiobis-(2-aminopropanoate); N-(2-Amino-2-carboxyethyl)-D-cysteine; Lanthionine, (L)-(R)-isomer; beta,Beta-thiodi-L-alanine; Β,beta-thiodi-L-alanine; b,Beta-thiodi-L-alanine; 3,3-Thiobis-L-alanine; 3,3-Thiodi-L-alanine; 3,3-Thiodialanine; L-Lanthionine; Lanthionine
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:21347
- PubChem: 98504
- HMDB: HMDB0240656
- Wikipedia: Lanthionine
- MetaCyc: CPD-3736
- chemspider: 88959
- CAS: 922-55-4
- RefMet: Lanthionine
分类词条
相关代谢途径
Reactome(4)
BioCyc(0)
PlantCyc(0)
代谢反应
12 个相关的代谢反应过程信息。
Reactome(12)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Sulfur amino acid metabolism:
H2O + L-Cystathionine ⟶ 2OBUTA + L-Cys + ammonia - Degradation of cysteine and homocysteine:
H2O + HCYS ⟶ 2OBUTA + H2S + ammonia - Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Sulfur amino acid metabolism:
H2O + L-Cystathionine ⟶ 2OBUTA + L-Cys + ammonia - Degradation of cysteine and homocysteine:
H2O + HCYS ⟶ 2OBUTA + H2S + ammonia - Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA - Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Sulfur amino acid metabolism:
H2O + L-Cystathionine ⟶ 2OBUTA + L-Cys + ammonia - Degradation of cysteine and homocysteine:
H2O + HCYS ⟶ 2OBUTA + H2S + ammonia
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 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。
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] - 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] - 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] - 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] - Anna Müller, Hannah Ulm, Katrin Reder-Christ, Hans-Georg Sahl, Tanja Schneider. Interaction of type A lantibiotics with undecaprenol-bound cell envelope precursors.
Microbial drug resistance (Larchmont, N.Y.).
2012 Jun; 18(3):261-70. doi:
10.1089/mdr.2011.0242. [PMID: 22432708] - Ernesto Cuevasanta, Ana Denicola, Beatriz Alvarez, Matías N Möller. Solubility and permeation of hydrogen sulfide in lipid membranes.
PloS one.
2012; 7(4):e34562. doi:
10.1371/journal.pone.0034562. [PMID: 22509322] - Pinyi Lu, Raquel Hontecillas, William T Horne, Adria Carbo, Monica Viladomiu, Mireia Pedragosa, David R Bevan, Stephanie N Lewis, Josep Bassaganya-Riera. Computational modeling-based discovery of novel classes of anti-inflammatory drugs that target lanthionine synthetase C-like protein 2.
PloS one.
2012; 7(4):e34643. doi:
10.1371/journal.pone.0034643. [PMID: 22509338] - Melody S Clark, Nadav Y Denekamp, Michael A S Thorne, Richard Reinhardt, Mario Drungowski, Marcus W Albrecht, Sven Klages, Alfred Beck, Michael Kube, Esther Lubzens. Long-term survival of hydrated resting eggs from Brachionus plicatilis.
PloS one.
2012; 7(1):e29365. doi:
10.1371/journal.pone.0029365. [PMID: 22253713] - Laura Sturla, Chiara Fresia, Lucrezia Guida, Alessia Grozio, Tiziana Vigliarolo, Elena Mannino, Enrico Millo, Luca Bagnasco, Santina Bruzzone, Antonio De Flora, Elena Zocchi. Binding of abscisic acid to human LANCL2.
Biochemical and biophysical research communications.
2011 Nov; 415(2):390-5. doi:
10.1016/j.bbrc.2011.10.079. [PMID: 22037458] - Trent J Oman, Tania J Lupoli, Tsung-Shing Andrew Wang, Daniel Kahne, Suzanne Walker, Wilfred A van der Donk. Haloduracin α binds the peptidoglycan precursor lipid II with 2:1 stoichiometry.
Journal of the American Chemical Society.
2011 Nov; 133(44):17544-7. doi:
10.1021/ja206281k. [PMID: 22003874] - Richard L Gallo, Teruaki Nakatsuji. Microbial symbiosis with the innate immune defense system of the skin.
The Journal of investigative dermatology.
2011 Oct; 131(10):1974-80. doi:
10.1038/jid.2011.182. [PMID: 21697881] - Ian M Gut, Steven R Blanke, Wilfred A van der Donk. Mechanism of inhibition of Bacillus anthracis spore outgrowth by the lantibiotic nisin.
ACS chemical biology.
2011 Jul; 6(7):744-52. doi:
10.1021/cb1004178. [PMID: 21517116] - Amit Kumar Yadav, Anand Kumar Bachhawat. CgCYN1, a plasma membrane cystine-specific transporter of Candida glabrata with orthologues prevalent among pathogenic yeast and fungi.
The Journal of biological chemistry.
2011 Jun; 286(22):19714-23. doi:
10.1074/jbc.m111.240648. [PMID: 21507960] - Neha Potnis, Ksenia Krasileva, Virginia Chow, Nalvo F Almeida, Prabhu B Patil, Robert P Ryan, Molly Sharlach, Franklin Behlau, J Max Dow, Mt Momol, Frank F White, James F Preston, Boris A Vinatzer, Ralf Koebnik, João C Setubal, David J Norman, Brian J Staskawicz, Jeffrey B Jones. Comparative genomics reveals diversity among xanthomonads infecting tomato and pepper.
BMC genomics.
2011 Mar; 12(?):146. doi:
10.1186/1471-2164-12-146. [PMID: 21396108] - Josep Bassaganya-Riera, Amir J Guri, Pinyi Lu, Montse Climent, Adria Carbo, Bruno W Sobral, William T Horne, Stephanie N Lewis, David R Bevan, Raquel Hontecillas. Abscisic acid regulates inflammation via ligand-binding domain-independent activation of peroxisome proliferator-activated receptor gamma.
The Journal of biological chemistry.
2011 Jan; 286(4):2504-16. doi:
10.1074/jbc.m110.160077. [PMID: 21088297] - Alberto Macone, Mario Fontana, Marco Barba, Bruno Botta, Mirella Nardini, Francesca Ghirga, Andrea Calcaterra, Laura Pecci, Rosa Marina Matarese. Antioxidant properties of aminoethylcysteine ketimine decarboxylated dimer: a review.
International journal of molecular sciences.
2011; 12(5):3072-84. doi:
10.3390/ijms12053072. [PMID: 21686170] - 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] - Josep Bassaganya-Riera, Amir J Guri, Raquel Hontecillas. Treatment of Obesity-Related Complications with Novel Classes of Naturally Occurring PPAR Agonists.
Journal of obesity.
2011; 2011(?):897894. doi:
10.1155/2011/897894. [PMID: 21253508] - Fei Liu, Hangxiao Zhang, Gang Wu, Jing Sun, Lili Hao, Xiaomeng Ge, Jun Yu, Weiwei Wang. Sequence Variation and Expression Analysis of Seed Dormancy- and Germination-Associated ABA- and GA-Related Genes in Rice Cultivars.
Frontiers in plant science.
2011; 2(?):17. doi:
10.3389/fpls.2011.00017. [PMID: 22629259] - Jorge Muschietti, Sheila McCormick. Abscisic acid (ABA) receptors: light at the end of the tunnel.
F1000 biology reports.
2010 Feb; 2(?):. doi:
10.3410/b2-15. [PMID: 20948817] - Y Belguesmia, Y Choiset, H Prévost, M Dalgalarrondo, J-M Chobert, D Drider. Partial purification and characterization of the mode of action of enterocin S37: a bacteriocin produced by Enterococcus faecalis S37 isolated from poultry feces.
Journal of environmental and public health.
2010; 2010(?):986460. doi:
10.1155/2010/986460. [PMID: 20811593] - Trent J Oman, Wilfred A van der Donk. Insights into the mode of action of the two-peptide lantibiotic haloduracin.
ACS chemical biology.
2009 Oct; 4(10):865-74. doi:
10.1021/cb900194x. [PMID: 19678697] - Laura Sturla, Chiara Fresia, Lucrezia Guida, Santina Bruzzone, Sonia Scarfì, Cesare Usai, Floriana Fruscione, Mirko Magnone, Enrico Millo, Giovanna Basile, Alessia Grozio, Emanuela Jacchetti, Marcello Allegretti, Antonio De Flora, Elena Zocchi. LANCL2 is necessary for abscisic acid binding and signaling in human granulocytes and in rat insulinoma cells.
The Journal of biological chemistry.
2009 Oct; 284(41):28045-28057. doi:
10.1074/jbc.m109.035329. [PMID: 19667068] - 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] - G Bierbaum, H-G Sahl. Lantibiotics: mode of action, biosynthesis and bioengineering.
Current pharmaceutical biotechnology.
2009 Jan; 10(1):2-18. doi:
10.2174/138920109787048616. [PMID: 19149587] - Peter Sass, Andrea Jansen, Christiane Szekat, Vera Sass, Hans-Georg Sahl, Gabriele Bierbaum. The lantibiotic mersacidin is a strong inducer of the cell wall stress response of Staphylococcus aureus.
BMC microbiology.
2008 Oct; 8(?):186. doi:
10.1186/1471-2180-8-186. [PMID: 18947397] - Jianjun Guo, Qingning Zeng, Mohammad Emami, Brian E Ellis, Jin-Gui Chen. The GCR2 gene family is not required for ABA control of seed germination and early seedling development in Arabidopsis.
PloS one.
2008 Aug; 3(8):e2982. doi:
10.1371/journal.pone.0002982. [PMID: 18714360] - Ju-Hoon Lee, V N Karamychev, S A Kozyavkin, D Mills, A R Pavlov, N V Pavlova, N N Polouchine, P M Richardson, V V Shakhova, A I Slesarev, B Weimer, D J O'Sullivan. Comparative genomic analysis of the gut bacterium Bifidobacterium longum reveals loci susceptible to deletion during pure culture growth.
BMC genomics.
2008 May; 9(?):247. doi:
10.1186/1471-2164-9-247. [PMID: 18505588] - Jin-Gui Chen, Brian E Ellis. GCR2 is a new member of the eukaryotic lanthionine synthetase component C-like protein family.
Plant signaling & behavior.
2008 May; 3(5):307-10. doi:
10.4161/psb.3.5.5292. [PMID: 19841654] - Christopher J R Illingworth, Kevin E Parkes, Christopher R Snell, Philip M Mullineaux, Christopher A Reynolds. Criteria for confirming sequence periodicity identified by Fourier transform analysis: application to GCR2, a candidate plant GPCR?.
Biophysical chemistry.
2008 Mar; 133(1-3):28-35. doi:
10.1016/j.bpc.2007.11.004. [PMID: 18086512] - 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] - Timothy E Gookin, Junhyong Kim, Sarah M Assmann. Whole proteome identification of plant candidate G-protein coupled receptors in Arabidopsis, rice, and poplar: computational prediction and in-vivo protein coupling.
Genome biology.
2008; 9(7):R120. doi:
10.1186/gb-2008-9-7-r120. [PMID: 18671868] - Christopher A Johnston, Brenda R Temple, Jin-Gui Chen, Yajun Gao, Etsuko N Moriyama, Alan M Jones, David P Siderovski, Francis S Willard. Comment on 'A G protein coupled receptor is a plasma membrane receptor for the plant hormone abscisic acid'.
Science (New York, N.Y.).
2007 Nov; 318(5852):914; author reply 914. doi:
10.1126/science.1143230. [PMID: 17991845] - Roberto Colangeli, Danica Helb, Catherine Vilchèze, Manzour Hernando Hazbón, Chee-Gun Lee, Hassan Safi, Brendan Sayers, Irene Sardone, Marcus B Jones, Robert D Fleischmann, Scott N Peterson, William R Jacobs, David Alland. Transcriptional regulation of multi-drug tolerance and antibiotic-induced responses by the histone-like protein Lsr2 in M. tuberculosis.
PLoS pathogens.
2007 Jun; 3(6):e87. doi:
10.1371/journal.ppat.0030087. [PMID: 17590082] - 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] - Eileen B O'Connor, Paul D Cotter, Paula O'Connor, Orla O'Sullivan, John R Tagg, R Paul Ross, Colin Hill. Relatedness between the two-component lantibiotics lacticin 3147 and staphylococcin C55 based on structure, genetics and biological activity.
BMC microbiology.
2007 Apr; 7(?):24. doi:
10.1186/1471-2180-7-24. [PMID: 17407564] - Christine Landlinger, Ulrich Salzer, Rainer Prohaska. Myristoylation of human LanC-like protein 2 (LANCL2) is essential for the interaction with the plasma membrane and the increase in cellular sensitivity to adriamycin.
Biochimica et biophysica acta.
2006 Nov; 1758(11):1759-67. doi:
10.1016/j.bbamem.2006.07.018. [PMID: 16979580] - 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] - Malgorzata Lipowska, Haiyang He, Eugene Malveaux, Xiaolong Xu, Luigi G Marzilli, Andrew Taylor. First evaluation of a 99mTc-tricarbonyl complex, 99mTc(CO)3(LAN), as a new renal radiopharmaceutical in humans.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine.
2006 Jun; 47(6):1032-40. doi:
NULL. [PMID: 16741314] - Shang-Te D Hsu, Eefjan Breukink, Eugene Tischenko, Mandy A G Lutters, Ben de Kruijff, Robert Kaptein, Alexandre M J J Bonvin, Nico A J van Nuland. The nisin-lipid II complex reveals a pyrophosphate cage that provides a blueprint for novel antibiotics.
Nature structural & molecular biology.
2004 Oct; 11(10):963-7. doi:
10.1038/nsmb830. [PMID: 15361862] - Arthur J L Cooper. The role of glutamine transaminase K (GTK) in sulfur and alpha-keto acid metabolism in the brain, and in the possible bioactivation of neurotoxicants.
Neurochemistry international.
2004 Jun; 44(8):557-77. doi:
10.1016/j.neuint.2003.12.002. [PMID: 15016471] - Nicole M Okeley, Moushumi Paul, Jay P Stasser, Ninian Blackburn, Wilfred A van der Donk. SpaC and NisC, the cyclases involved in subtilin and nisin biosynthesis, are zinc proteins.
Biochemistry.
2003 Nov; 42(46):13613-24. doi:
10.1021/bi0354942. [PMID: 14622008] - Soyeon Park, C David James. Lanthionine synthetase components C-like 2 increases cellular sensitivity to adriamycin by decreasing the expression of P-glycoprotein through a transcription-mediated mechanism.
Cancer research.
2003 Feb; 63(3):723-7. doi:
. [PMID: 12566319] - Shang-Te Hsu, Eefjan Breukink, Ben de Kruijff, Robert Kaptein, Alexandre M J J Bonvin, Nico A J van Nuland. Mapping the targeted membrane pore formation mechanism by solution NMR: the nisin Z and lipid II interaction in SDS micelles.
Biochemistry.
2002 Jun; 41(24):7670-6. doi:
10.1021/bi025679t. [PMID: 12056898] - U Pag, H-G Sahl. Multiple activities in lantibiotics--models for the design of novel antibiotics?.
Current pharmaceutical design.
2002; 8(9):815-33. doi:
10.2174/1381612023395439. [PMID: 11945173] - 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]