epidermin
 
Notes:
None found
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CAS Number: 126050-09-7Picture of molecule3D/inchi
Nikkaji Web: J711.501F
XlogP3: -1.90 (est)
Molecular Weight: 261.27463000
Formula: C11 H19 N O6
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 7.182e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for epidermin usage levels up to:
 not for fragrance use.
 
Recommendation for epidermin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 14559841
National Institute of Allergy and Infectious Diseases: Data
 3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
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References:
 3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 14559841
Pubchem (cas): 126050-09-7
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): HMDB34777
FooDB: FDB013330
VCF-Online: VCF Volatile Compounds in Food
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 barley
Search Trop  Picture
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Synonyms:
3-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
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Articles:
PubMed: Carboxyl Analogue of Mutacin 1140, a Scaffold for Lead Antibacterial Discovery.
PubMed: Fibrous Protein Structures: Hierarchy, History and Heroes.
PubMed: Biosynthesis of the leucine derived α-, β- and γ-hydroxynitrile glucosides in barley (Hordeum vulgare L.).
PubMed: Whole-Genome Sequence of Staphylococcus epidermidis Tü3298.
PubMed: Antagonism between Staphylococcus epidermidis and Propionibacterium acnes and its genomic basis.
PubMed: Structure and protective efficacy of the Staphylococcus aureus autocleaving protease EpiP.
PubMed: Epidermin and gallidermin: Staphylococcal lantibiotics.
PubMed: Site-directed mutations in the lanthipeptide mutacin 1140.
PubMed: Isolation, biochemical characterization, and cloning of a bacteriocin from the poultry-associated Staphylococcus aureus strain CH-91.
PubMed: Hyicin 3682, a bioactive peptide produced by Staphylococcus hyicus 3682 with potential applications for food preservation.
PubMed: Biosynthesis of aminovinyl-cysteine-containing peptides and its application in the production of potential drug candidates.
PubMed: Xenobiotic metabolism gene expression in the EpiDermin vitro 3D human epidermis model compared to human skin.
PubMed: Staphylococcal antimicrobial peptides: relevant properties and potential biotechnological applications.
PubMed: Microtiter plate bioassay to monitor the interference of antibiotics with the lipid II cycle essential for peptidoglycan biosynthesis.
PubMed: Activity of staphylococcal bacteriocins against Staphylococcus aureus and Streptococcus agalactiae involved in bovine mastitis.
PubMed: Peptide-like substances as antimicrobial barriers to Corynebacterium sp. adhesion to silicone catheters.
PubMed: Comparative genomics of Canadian epidemic lineages of methicillin-resistant Staphylococcus aureus.
PubMed: Bacteriocins Pep5 and epidermin inhibit Staphylococcus epidermidis adhesion to catheters.
PubMed: Insights into in vivo activities of lantibiotics from gallidermin and epidermin mode-of-action studies.
PubMed: Bacteriocins as alternative agents for control of multiresistant staphylococcal strains.
PubMed: Control of antimicrobial peptide synthesis by the agr quorum sensing system in Staphylococcus epidermidis: activity of the lantibiotic epidermin is regulated at the level of precursor peptide processing.
PubMed: Crystal structure of the plant PPC decarboxylase AtHAL3a complexed with an ene-thiol reaction intermediate.
PubMed: Chemistry and biology of the ramoplanin family of peptide antibiotics.
PubMed: Mode of action of modified and unmodified bacteriocins from Gram-positive bacteria.
PubMed: Combination of antibiotic mechanisms in lantibiotics.
PubMed: Electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry to reveal the substrate specificity of the peptidyl-cysteine decarboxylase EpiD.
PubMed: Leucine-derived cyano glucosides in barley.
PubMed: Multiple activities in lantibiotics--models for the design of novel antibiotics?
PubMed: The flavoprotein MrsD catalyzes the oxidative decarboxylation reaction involved in formation of the peptidoglycan biosynthesis inhibitor mersacidin.
PubMed: Molecular characterization of the 4'-phosphopantothenoylcysteine decarboxylase domain of bacterial Dfp flavoproteins.
PubMed: Comparison of the activity spectra against pathogens of bacterial strains producing a mutacin or a lantibiotic.
PubMed: Arabidopsis thaliana flavoprotein AtHAL3a catalyzes the decarboxylation of 4'-Phosphopantothenoylcysteine to 4'-phosphopantetheine, a key step in coenzyme A biosynthesis.
PubMed: Dual role of GdmH in producer immunity and secretion of the Staphylococcal lantibiotics gallidermin and epidermin.
PubMed: Crystal structure of the peptidyl-cysteine decarboxylase EpiD complexed with a pentapeptide substrate.
PubMed: Covalent structure of mutacin 1140 and a novel method for the rapid identification of lantibiotics.
PubMed: Posttranslationally modified bacteriocins--the lantibiotics.
PubMed: Purification and biochemical characterization of mutacin I from the group I strain of Streptococcus mutans, CH43, and genetic analysis of mutacin I biosynthesis genes.
PubMed: Molecular characterization of lantibiotic-synthesizing enzyme EpiD reveals a function for bacterial Dfp proteins in coenzyme A biosynthesis.
PubMed: New insights into the mechanism of action of lantibiotics--diverse biological effects by binding to the same molecular target.
PubMed: Chemistry, biochemistry, nutrition, and microbiology of lysinoalanine, lanthionine, and histidinoalanine in food and other proteins.
PubMed: Purification of mutacin III from group III Streptococcus mutans UA787 and genetic analyses of mutacin III biosynthesis genes.
PubMed: Lysinoalanine in food and in antimicrobial proteins.
PubMed: Role of lipid-bound peptidoglycan precursors in the formation of pores by nisin, epidermin and other lantibiotics.
PubMed: Producer self-protection against the lantibiotic epidermin by the ABC transporter EpiFEG of Staphylococcus epidermidis Tü3298.
PubMed: Genetic and biochemical analysis of mutacin 1140, a lantibiotic from Streptococcus mutans.
PubMed: In vivo reaction of affinity-tag-labelled epidermin precursor peptide with flavoenzyme EpiD.
PubMed: Purification and structure of mutacin B-Ny266: a new lantibiotic produced by Streptococcus mutans.
PubMed: Quorum sensing by peptide pheromones and two-component signal-transduction systems in Gram-positive bacteria.
PubMed: Secretion of the lantibiotics epidermin and gallidermin: sequence analysis of the genes gdmT and gdmH, their influence on epidermin production and their regulation by EpiQ.
PubMed: The enethiolate anion reaction products of EpiD. Pka value of the enethiol side chain is lower than that of the thiol side chain of peptides.
PubMed: Isolation of a new epidermin variant from two strains of Staphylococcus epidermidis--frequency of lantibiotic production in coagulase-negative staphylococci.
PubMed: Inducible production and cellular location of the epidermin biosynthetic enzyme EpiB using an improved staphylococcal expression system.
PubMed: Genetic determinants for the biosynthesis of nisin, a bacteriocin produced by Lactococcus lactis.
PubMed: Expression, purification, and characterization of EpiC, an enzyme involved in the biosynthesis of the lantibiotic epidermin, and sequence analysis of Staphylococcus epidermidis epiC mutants.
PubMed: Comparison of lantibiotic gene clusters and encoded proteins.
PubMed: Protein engineering of lantibiotics.
PubMed: Immunity to lantibiotics.
PubMed: Post-translational modifications of lantibiotics.
PubMed: The biosynthesis of the lantibiotics epidermin, gallidermin, Pep5 and epilancin K7.
PubMed: Analysis of the Staphylococcus epidermidis genes epiF, -E, and -G involved in epidermin immunity.
PubMed: Serine protease EpiP from Staphylococcus epidermidis catalyzes the processing of the epidermin precursor peptide.
PubMed: Isolation and characterization of genetically engineered gallidermin and epidermin analogs.
PubMed: Elucidation of the primary structure of the lantibiotic epilancin K7 from Staphylococcus epidermidis K7. Cloning and characterisation of the epilancin-K7-encoding gene and NMR analysis of mature epilancin K7.
PubMed: Oxidative decarboxylation of peptides catalyzed by flavoprotein EpiD. Determination of substrate specificity using peptide libraries and neutral loss mass spectrometry.
PubMed: Fast atom bombardment mass spectrometry of some lantibiotics.
PubMed: Mass spectroscopic analysis of a novel enzymatic reaction. Oxidative decarboxylation of the lantibiotic precursor peptide EpiA catalyzed by the flavoprotein EpiD.
PubMed: Staphylococcin 1580 is identical to the lantibiotic epidermin: implications for the nature of bacteriocins from gram-positive bacteria.
PubMed: Growth phase-dependent regulation and membrane localization of SpaB, a protein involved in biosynthesis of the lantibiotic subtilin.
PubMed: Gene-encoded antibiotics made in bacteria.
PubMed: [Lantibiotics, a class of ribosomally synthesized peptide antibiotics].
PubMed: Purification and characterization of EpiA, the peptide substrate for post-translational modifications involved in epidermin biosynthesis.
PubMed: Regulation of epidermin biosynthetic genes by EpiQ.
PubMed: Biosynthesis of the lantibiotic nisin: genomic organization and membrane localization of the NisB protein.
PubMed: Purification and characterization of EpiD, a flavoprotein involved in the biosynthesis of the lantibiotic epidermin.
PubMed: [Lantibiotics].
PubMed: Lantibiotic-mediated anti-lactobacillus activity of a vaginal Staphylococcus aureus isolate.
PubMed: Genetic analysis of epidermin biosynthetic genes and epidermin-negative mutants of Staphylococcus epidermidis.
PubMed: Analysis of genes involved in the biosynthesis of lantibiotic epidermin.
PubMed: Analysis of genes involved in biosynthesis of the lantibiotic subtilin.
PubMed: Comparative studies on the fermentative production of lantibiotics by staphylococci.
PubMed: Structural gene isolation and prepeptide sequence of gallidermin, a new lanthionine containing antibiotic.
PubMed: Nisin, a peptide antibiotic: cloning and sequencing of the nisA gene and posttranslational processing of its peptide product.
PubMed: Structure, expression, and evolution of a gene encoding the precursor of nisin, a small protein antibiotic.
PubMed: Gallidermin: a new lanthionine-containing polypeptide antibiotic.
PubMed: Prepeptide sequence of epidermin, a ribosomally synthesized antibiotic with four sulphide-rings.
PubMed: Epidermin: sequencing of a heterodetic tetracyclic 21-peptide amide antibiotic.
PubMed: A comparative study of myosins and prekeratin in epithelial cells of methacarn-fixed tissues.
PubMed: Mallory bodies: lesions of hepatocytes containing proteins of the keratin-myosin-epidermin group.
PubMed: An electron microscope study of the epidermis of mammalian skin in thin sections. I. Dermo-epidermal junction and basal cell layer.
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