epidermin
Identification
| Name | epidermin |
| CAS Number | 126050-09-7 |
| FDA UNII | Search |
| Molecular Formula | C11 H19 N O6 |
| Molecular Weight | 261.27463000 |
| Nikkaji Number | J711.501F |
| XlogP3 | -1.90 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 7.182e+005 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
3-
methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile
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.
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Staphylococcal antimicrobial peptides: relevant properties and potential biotechnological applications.
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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.
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Peptide-like substances as antimicrobial barriers to Corynebacterium sp. adhesion to silicone catheters.
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Comparative genomics of Canadian epidemic lineages of methicillin-resistant Staphylococcus aureus.
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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.