for the shiitake flavor compound Lenthionine chembox verifiedrevid 400130425 Name Lanthionine ImageFile Lanthionine.png Section1 Chembox Identifiers PubChem 256406 ChemSpiderID Ref chemspidercite correct chemspider ChemSpiderID 88959 InChI 1 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 InChIKey DWPCPZJAHOETAG IMJSIDKUBX SMILES O C O C H N CSC C H N C O O StdInChI Ref stdinchicite correct chemspider StdInChI 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 StdInChIKey Ref stdinchicite correct chemspider StdInChIKey DWPCPZJAHOETAG IMJSIDKUSA N CASNo 922 55 4 Section2 Chembox Properties Formula C sub 6 sub H sub 12 sub N sub 2 sub O sub 4 sub S MolarMass 208.2318 g mol MeltingPt 280 283 C Lanthionine is a nonproteinogenic amino acid with the chemical formula HOOC CH NH sub 2 sub CH sub 2 sub S CH sub 2 sub CH NH sub 2 sub COOH . As the monosulfide analog of cystine , lanthionine is composed of two alanine residues that are crosslinked on their carbon atoms by a thioether linkage. Despite its name, lanthionine does not contain lanthanum . Background In 1941, lanthionine was first isolated from the treatment of wool with sodium carbonate ref Horn, M. J. Jones, D. B. Ringel, S. J. 1941 Isolation of a New Sulfur Containing Amino Acid Lanthionine from Sodium Carbonate Treated Wool. Journal of Biological Chemistry , 138 , 141 149. ref and was first synthesized from cysteine and chloroalanine. ref Brown, G. B. du Vigneaud, V. 1941 The Stereoisomeric Forms of Lanthionine. Journal of Biological Chemistry ... Chemistry , 60 , 2956 2957. ref Preparation A variety of syntheses of lanthionine have been published ... Spectral Properties of Cystine and Lanthionine Derivatives. Novel Synthesis of L Lanthionine by Selective .... ref The sulfur extrusion method is, however, the only pathway for lanthionine that has been employed ... Thioethers de Lanthionin fr Lanthionine pl Lantionina ... more details
for the amino acid Lanthionine chembox verifiedrevid 339265170 ImageFileL1 Lenthionine 2D skeletal.png ImageSizeL1 100px ImageNameL1 Lenthionine s skeletal structure ImageFileR1 Lenthionine 3D balls.png ImageSizeR1 120px ImageNameR1 Lenthionine s 3D structure IUPACName 1,2,3,5,6 Pentathiepane OtherNames 1,2,3,5,6 Pentathiacycloheptane Section1 Chembox Identifiers CASNo 292 46 6 PubChem 67521 SMILES C1SSCSSS1 Section2 Chembox Properties Formula C sub 2 sub H sub 4 sub S sub 5 sub MolarMass 188.38 g mol Appearance Density MeltingPt BoilingPt Solubility Section3 Chembox Hazards MainHazards FlashPt Autoignition Lenthionine is a cyclic organosulfur compounds organosulfur compound found in shiitake mushroom s and partly responsible for their flavor. ref cite journal journal Pure & Appl. Chem. volume 66 issue 10 11 pages 2205 2206 year 1994 title Chemistry in a salad bowl Comparative organosulfur chemistry of garlic, onion and shiitake mushrooms author Eric Block and Russell Deorazio url http www.iupac.org publications pac 1994 pdf 6610x2205.pdf doi 10.1351 pac199466102205 ref The mechanism of its formation is unclear, but it probably involves the enzyme C S lyase . Besides giving flavor to shiitake mushrooms, lenthionine inhibits platelet aggregation, so it is a promising treatment for thrombosis . ref cite journal year 2005 pages Presentation 54G 9 journal IFT Annual Meeting title Mechanism of inhibition of platelet aggregation by lenthionine, a flavor component from shiitake mushroom author T. Shibuya, S. Shimada, H. Sakurai, and H. Kumagai url http ift.confex.com ift 2005 techprogram paper 29006.htm ref Other organosulfur compounds found in garlic have a similar effect. References references Category Organic disulfides Category Pungent flavors Category Sulfur heterocycles fr Lenthionine ja zh ... more details
Orphan date February 2009 PBB geneid 55915 LanC like protein 2 is a protein that in humans is encoded by the LANCL2 gene . ref name pmid11762191 cite journal author Mayer H, Pongratz M, Prohaska R title Molecular cloning, characterization, and tissue specific expression of human LANCL2, a novel member of the LanC like protein family journal DNA Seq volume 12 issue 3 pages 161 6 year 2001 month Dec pmid 11762191 pmc doi ref ref name entrez cite web title Entrez Gene LANCL2 LanC lantibiotic synthetase component C like 2 bacterial url http www.ncbi.nlm.nih.gov sites entrez?Db gene&Cmd ShowDetailView&TermToSearch 55915 accessdate ref The PBB Summary template is automatically maintained by Protein Box Bot. See Template PBB Controls to Stop updates. PBB Summary section title summary text References reflist Further reading refbegin 2 PBB Further reading citations cite journal author Gerhard DS, Wagner L, Feingold EA, et al. title The status, quality, and expansion of the NIH full length cDNA project the Mammalian Gene Collection MGC . journal Genome Res. volume 14 issue 10B pages 2121 7 year 2004 pmid 15489334 doi 10.1101 gr.2596504 pmc 528928 cite journal author Ota T, Suzuki Y, Nishikawa T, et al. title Complete sequencing and characterization of 21,243 full length human cDNAs. journal Nat. Genet. volume 36 issue 1 pages 40 5 year 2004 pmid 14702039 doi 10.1038 ng1285 cite journal author Hillier LW, Fulton RS, Fulton LA, et al. title The DNA sequence of human chromosome 7. journal Nature volume 424 issue 6945 pages 157 64 year 2003 pmid 12853948 doi 10.1038 nature01782 cite journal author Park S, James CD title Lanthionine synthetase components C like 2 increases cellular sensitivity to adriamycin by decreasing the expression of P glycoprotein through a transcription mediated mechanism. journal Cancer Res. volume 63 issue 3 pages 723 7 year 2003 pmid 12566319 doi cite journal author Strausberg RL, Feingold EA, Grouse LH, et al. title Generation and initial analysis of mo ... more details
Pfam box Symbol Gallidermin Name Gallidermin image width caption Pfam PF02052 InterPro IPR006079 SMART Prosite SCOP 1g5q TCDB 1.C.20 OPM family 170 OPM protein 1mqy PDB PDB3 1g5q O 49 52 Lantibiotics are a class of peptide antibiotic s that contain the characteristic polycyclic thioether amino acids lanthionine or methyllanthionine , as well as the saturation chemistry unsaturated amino acids dehydroalanine and 2 Aminoisobutyric acid 2 aminoisobutyric acid . Lantibiotics are produced by a large number of Gram positive bacteria such as Streptococcus and Streptomyces to attack other gram positive bacteria and as such they are considered a member of the bacteriocins . Bacteriocins are classified according to their extent of posttranslational modification . The lantibiotics are a class of more extensively modified bacteriocins, also called Class I bacteriocins . Bacteriocins for which disulfide bond s are the only modification to the peptide are Class II bacteriocin s. Lantibiotics are well studied because of the commercial use of these bacteria in the food industry for making dairy products such as cheese . Nisin and epidermin are members of a family of lantibiotics that bind to a Cell wall Bacterial cell walls cell wall precursor lipid component of target bacteria and disrupt cell wall production. The duramycin family of lantibiotics binds phosphoethanolamine in the cell membrane membranes of its target cells and seem to disrupt several physiological functions. History The name lantibiotics was introduced in 1988 as an abbreviation for lanthionine containing peptide antibiotics . ref W. van der Donk et al. Chem. Rev. 2005 105, 633 683 ref The first structures of these antimicrobial agents were produced by pioneering work by Gross and Morell in the late 1960s and early 1970s, thus marking the formal introduction of lantibiotics. Since then lantibiotics such as nisin have been used auspiciously for food preservation and have yet to encounter significant bacterial resist ... more details
isomer Some nonstandard amino acids are not found in proteins. Examples include lanthionine , 2 aminoisobutyric ... many uncommon amino acids. For example, some microbes make 2 aminoisobutyric acid and lanthionine ... more details
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