Home Other Building Blocks Alamethicin (U-22324)

Alamethicin (U-22324)

CAS No.:
27061-78-5
Catalog Number:
AG0038UF
Molecular Formula:
C92H150N22O25
Molecular Weight:
1964.3078
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥90%
1 week
United States
$105
- +
5mg
≥90%
1 week
United States
$189
- +
10mg
≥90%
1 week
United States
$307
- +
Product Description
Catalog Number:
AG0038UF
Chemical Name:
Alamethicin (U-22324)
CAS Number:
27061-78-5
Molecular Formula:
C92H150N22O25
Molecular Weight:
1964.3078
MDL Number:
MFCD00151517
IUPAC Name:
(4S)-4-[[2-[[2-[[(2S)-2-[[(2S)-1-[2-[[(2S)-2-[[2-[[2-[[(2S)-2-[[2-[[(2S)-2-[[(2S)-2-[[2-[[(2S)-2-[[2-[[(2S)-1-(2-acetamido-2-methylpropanoyl)pyrrolidine-2-carbonyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-2-methylpropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoyl]amino]-2-methylpropanoyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]acetyl]amino]-4-methylpentanoyl]amino]-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-methylbutanoyl]amino]-2-methylpropanoyl]amino]-2-methylpropanoyl]amino]-5-[[(2S)-5-amino-1-[[(2R)-1-hydroxy-3-phenylpropan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-5-oxopentanoic acid
InChI:
InChI=1S/C92H150N22O25/c1-47(2)43-58(72(127)108-92(24,25)84(139)113-41-29-33-59(113)73(128)103-65(48(3)4)75(130)111-90(20,21)82(137)112-89(18,19)80(135)102-56(37-40-64(120)121)70(125)101-55(35-38-61(93)117)69(124)98-54(46-115)44-53-31-27-26-28-32-53)99-63(119)45-95-77(132)85(10,11)110-76(131)66(49(5)6)104-81(136)88(16,17)107-71(126)57(36-39-62(94)118)100-67(122)50(7)96-78(133)86(12,13)106-68(123)51(8)97-79(134)87(14,15)109-74(129)60-34-30-42-114(60)83(138)91(22,23)105-52(9)116/h26-28,31-32,47-51,54-60,65-66,115H,29-30,33-46H2,1-25H3,(H2,93,117)(H2,94,118)(H,95,132)(H,96,133)(H,97,134)(H,98,124)(H,99,119)(H,100,122)(H,101,125)(H,102,135)(H,103,128)(H,104,136)(H,105,116)(H,106,123)(H,107,126)(H,108,127)(H,109,129)(H,110,131)(H,111,130)(H,112,137)(H,120,121)/t50-,51-,54+,55-,56-,57-,58-,59-,60-,65-,66-/m0/s1
InChI Key:
LGHSQOCGTJHDIL-SLKIUSOBSA-N
SMILES:
OC[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C(NC(=O)C(NC(=O)[C@H](C(C)C)NC(=O)[C@@H]1CCCN1C(=O)C(NC(=O)[C@@H](NC(=O)CNC(=O)C(NC(=O)[C@H](C(C)C)NC(=O)C(NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C(NC(=O)[C@@H](NC(=O)C(NC(=O)[C@@H]1CCCN1C(=O)C(NC(=O)C)(C)C)(C)C)C)(C)C)C)CCC(=O)N)(C)C)(C)C)CC(C)C)(C)C)(C)C)(C)C)CCC(=O)O)CCC(=O)N)Cc1ccccc1 C92H150N22O25
EC Number:
608-040-6
Properties
Complexity:
4520  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
11  
Defined Bond Stereocenter Count:
0
Exact Mass:
1963.114g/mol
Formal Charge:
0
Heavy Atom Count:
139  
Hydrogen Bond Acceptor Count:
25  
Hydrogen Bond Donor Count:
22  
Isotope Atom Count:
0
Molecular Weight:
1964.341g/mol
Monoisotopic Mass:
1963.114g/mol
Rotatable Bond Count:
53  
Topological Polar Surface Area:
708A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-1.8  
Literature
Title Journal
Control of leakage activities of alamethicin analogs by metals: side chain-dependent adverse gating response to Zn(2+). Bioorganic & medicinal chemistry 20121201
ATP serves as an endogenous inhibitor of UDP-glucuronosyltransferase (UGT): a new insight into the latency of UGT. Drug metabolism and disposition: the biological fate of chemicals 20121101
Evaluation of molecularity of rate-limiting step of pore formation by antimicrobial peptides studied using mitochondria as a biosensor. Toxicology in vitro : an international journal published in association with BIBRA 20120901
Cyclodextrin-scaffolded alamethicin with remarkably efficient membrane permeabilizing properties and membrane current conductance. The journal of physical chemistry. B 20120705
On-chip stochastic resonance of ion channel systems with variable internal noise. IEEE transactions on nanobioscience 20120601
Charge distribution and imperfect amphipathicity affect pore formation by antimicrobial peptides. Biochimica et biophysica acta 20120501
Optimized assays for human UDP-glucuronosyltransferase (UGT) activities: altered alamethicin concentration and utility to screen for UGT inhibitors. Drug metabolism and disposition: the biological fate of chemicals 20120501
Observing a model ion channel gating action in model cell membranes in real time in situ: membrane potential change induced alamethicin orientation change. Journal of the American Chemical Society 20120411
Mechanical actuation of ion channels using a piezoelectric planar patch clamp system. Lab on a chip 20120107
Antimicrobial peptaibols from Trichoderma pseudokoningii induce programmed cell death in plant fungal pathogens. Microbiology (Reading, England) 20120101
Mechanisms of peptide-induced pore formation in lipid bilayers investigated by oriented 31P solid-state NMR spectroscopy. PloS one 20120101
Imaging multiple conductance states in an alamethicin pore. Journal of the American Chemical Society 20110921
Tethered bilayer lipid micromembranes for single-channel recording: the role of adsorbed and partially fused lipid vesicles. Physical chemistry chemical physics : PCCP 20110807
Antimicrobial peptide killing of African trypanosomes. Parasite immunology 20110801
Toward understanding protocell mechanosensation. Origins of life and evolution of the biosphere : the journal of the International Society for the Study of the Origin of Life 20110601
Comparison of distance information in [TOAC(1) , Glu(OMe)(7, 18, 19) ] alamethicin F50/5 from paramagnetic relaxation enhancement measurements with data obtained from an X-ray diffraction-based model. Journal of peptide science : an official publication of the European Peptide Society 20110501
cis- and trans-Regulation of miR163 and target genes confers natural variation of secondary metabolites in two Arabidopsis species and their allopolyploids. The Plant cell 20110501
Effects of cell differentiation and assay conditions on the UDP-glucuronosyltransferase activity in Caco-2 cells. Drug metabolism and disposition: the biological fate of chemicals 20110301
Rb(+) occlusion stabilized by vanadate in gastric H(+)/K(+)-ATPase at 25°C. Biochimica et biophysica acta 20110101
Functional integration of membrane proteins with nanotube and nanowire transistor devices. Methods in molecular biology (Clifton, N.J.) 20110101
Correlation of intrinsic in vitro and in vivo clearance for drugs metabolized by hepatic UDP-glucuronosyltransferases in rats. Drug metabolism and pharmacokinetics 20110101
Prediction of the intestinal first-pass metabolism of CYP3A and UGT substrates in humans from in vitro data. Drug metabolism and pharmacokinetics 20110101
Meet me on the other side: trans-bilayer modulation of a model voltage-gated ion channel activity by membrane electrostatics asymmetry. PloS one 20110101
Lipid-induced calcitonin fibrillation blocks membrane interactions of a peptide antibiotic. The journal of physical chemistry. B 20101202
Differences between human and rat intestinal and hepatic bisphenol A glucuronidation and the influence of alamethicin on in vitro kinetic measurements. Drug metabolism and disposition: the biological fate of chemicals 20101201
Hypersensitive-like response to the pore-former peptaibol alamethicin in Arabidopsis thaliana. Chembiochem : a European journal of chemical biology 20100924
Antimicrobial peptides bind more strongly to membrane pores. Biochimica et biophysica acta 20100801
Antimicrobial peptides in toroidal and cylindrical pores. Biochimica et biophysica acta 20100801
Alamethicin-induced electrical long distance signaling in plants. Plant signaling & behavior 20100801
Mitochondria as a source of mechanical signals in cardiomyocytes. Cardiovascular research 20100701
Effect of α-helical peptides on liposome structure: a comparative study of melittin and alamethicin. Journal of colloid and interface science 20100601
Fractional polymerization of a suspended planar bilayer creates a fluid, highly stable membrane for ion channel recordings. Journal of the American Chemical Society 20100526
Metal-assisted channel stabilization: disposition of a single histidine on the N-terminus of alamethicin yields channels with extraordinarily long lifetimes. Biophysical journal 20100505
Interactions of alamethicin with model cell membranes investigated using sum frequency generation vibrational spectroscopy in real time in situ. The journal of physical chemistry. B 20100311
Radio frequency rectification on membrane bound pores. Nanotechnology 20100219
Regulated attachment method for reconstituting lipid bilayers of prescribed size within flexible substrates. Analytical chemistry 20100201
Antimicrobial peptaibols, novel suppressors of tumor cells, targeted calcium-mediated apoptosis and autophagy in human hepatocellular carcinoma cells. Molecular cancer 20100101
Trichoderma viride cellulase induces resistance to the antibiotic pore-forming peptide alamethicin associated with changes in the plasma membrane lipid composition of tobacco BY-2 cells. BMC plant biology 20100101
Residue-specific information about the dynamics of antimicrobial peptides from (1)H-(15)N and (2)H solid-state NMR spectroscopy. Journal of the American Chemical Society 20091230
Experimental validation of the Helmoltz equation for the surface potential of Langmuir monolayers. Physical review. E, Statistical, nonlinear, and soft matter physics 20091001
Alamethicin aggregation in lipid membranes. The Journal of membrane biology 20090901
The RH 421 styryl dye induced, pore model-dependent modulation of antimicrobial peptides activity in reconstituted planar membranes. Biochimica et biophysica acta 20090801
Comparing induction at an early and late step in signal transduction mediating indirect defence in Brassica oleracea. Journal of experimental botany 20090701
Alamethicin in lipid bilayers: combined use of X-ray scattering and MD simulations. Biochimica et biophysica acta 20090601
In vitro and in vivo antitrypanosomal activities of three peptide antibiotics: leucinostatin A and B, alamethicin I and tsushimycin. The Journal of antibiotics 20090601
Membrane order perturbation in the presence of antimicrobial peptides by (2)H solid-state NMR spectroscopy. Biochimie 20090601
Interactions of two transmembrane peptides in supported lipid bilayers studied by a (31)P and (15)N MAOSS NMR strategy. Biochimie 20090601
Induction of a non-specific permeability transition in mitochondria from Yarrowia lipolytica and Dipodascus (Endomyces) magnusii yeasts. Journal of bioenergetics and biomembranes 20090601
Incorporation of antimicrobial peptides into membranes: a combined liquid-state NMR and molecular dynamics study of alamethicin in DMPC/DHPC bicelles. The journal of physical chemistry. B 20090514
Conformational and interfacial analyses of K3A18K3 and alamethicin in model membranes. The journal of physical chemistry. B 20090514
Relative importance of intestinal and hepatic glucuronidation-impact on the prediction of drug clearance. Pharmaceutical research 20090501
Structure of self-aggregated alamethicin in ePC membranes detected by pulsed electron-electron double resonance and electron spin echo envelope modulation spectroscopies. Biophysical journal 20090422
Free energies of molecular bound states in lipid bilayers: lethal concentrations of antimicrobial peptides. Biophysical journal 20090422
Novel mycotoxin from Acremonium exuviarum is a powerful inhibitor of the mitochondrial respiratory chain complex III. Chemical research in toxicology 20090316
Alamethicin topology in phospholipid membranes by oriented solid-state NMR and EPR spectroscopies: a comparison. The journal of physical chemistry. B 20090312
Alamethicin-lipid interaction studied by energy dispersive X-ray diffraction. Colloids and surfaces. B, Biointerfaces 20090301
An automatic solid-phase synthesis of peptaibols. The Journal of organic chemistry 20090206
Intramembrane water associated with TOAC spin-labeled alamethicin: electron spin-echo envelope modulation by D2O. Biophysical journal 20090204
Orientation and peptide-lipid interactions of alamethicin incorporated in phospholipid membranes: polarized infrared and spin-label EPR spectroscopy. Biochemistry 20090203
Structure and alignment of the membrane-associated peptaibols ampullosporin A and alamethicin by oriented 15N and 31P solid-state NMR spectroscopy. Biophysical journal 20090107
Prediction of drug clearance by glucuronidation from in vitro data: use of combined cytochrome P450 and UDP-glucuronosyltransferase cofactors in alamethicin-activated human liver microsomes. Drug metabolism and disposition: the biological fate of chemicals 20090101
Regulation of callose synthase activity in situ in alamethicin-permeabilized Arabidopsis and tobacco suspension cells. BMC plant biology 20090101
Peptide aggregation and pore formation in a lipid bilayer: a combined coarse-grained and all atom molecular dynamics study. Biophysical journal 20081101
PELDOR conformational analysis of bis-labeled alamethicin aggregated in phospholipid vesicles. The journal of physical chemistry. B 20081030
Aggregation of a peptide antibiotic alamethicin at the air-water interface and its influence on the viscoelasticity of phospholipid monolayers. Langmuir : the ACS journal of surfaces and colloids 20081021
Two-dimensional miscibility studies of alamethicin and selected film-forming molecules. The journal of physical chemistry. B 20080703
Structure of the alamethicin pore reconstructed by x-ray diffraction analysis. Biophysical journal 20080501
Lipid membrane domain formation and alamethicin aggregation studied by calorimetry, sound velocity measurements, and atomic force microscopy. Biophysical chemistry 20080501
mt-Nd2a suppresses reactive oxygen species production by mitochondrial complexes I and III. The Journal of biological chemistry 20080418
Backbone dynamics of alamethicin bound to lipid membranes: spin-echo electron paramagnetic resonance of TOAC-spin labels. Biophysical journal 20080401
Using ion channel-forming peptides to quantify protein-ligand interactions. Journal of the American Chemical Society 20080130
A practical guide on how osmolytes modulate macromolecular properties. Methods in cell biology 20080101
Lipid bilayer microarray for parallel recording of transmembrane ion currents. Analytical chemistry 20080101
Single-molecule investigation of the influence played by lipid rafts on ion transport and dynamic features of the pore-forming alamethicin oligomer. The Journal of membrane biology 20080101
Spinal cord mitochondria display lower calcium retention capacity compared with brain mitochondria without inherent differences in sensitivity to cyclophilin D inhibition. Journal of neurochemistry 20071201
Entropy-driven softening of fluid lipid bilayers by alamethicin. Langmuir : the ACS journal of surfaces and colloids 20071106
pH modulation of transport properties of alamethicin oligomers inserted in zwitterionic-based artificial lipid membranes. Biophysical chemistry 20071101
Solid-state fermentation for Trichokonins production from Trichoderma koningii SMF2 and preparative purification of Trichokonin VI by a simple protocol. Journal of biotechnology 20070831
Determination of peptaibol trace amounts in marine sediments by liquid chromatography/electrospray ionization-ion trap-mass spectrometry. Journal of chromatography. A 20070810
Toxicity assessment of peptaibols and contaminated sediments on Crassostrea gigas embryos. Aquatic toxicology (Amsterdam, Netherlands) 20070801
Self-aggregation of spin-labeled alamethicin in ePC vesicles studied by pulsed electron - electron double resonance. Journal of the American Chemical Society 20070801
Lipid chain-length dependence for incorporation of alamethicin in membranes: electron paramagnetic resonance studies on TOAC-spin labeled analogs. Biophysical journal 20070601
Interaction of alamethicin pores in DMPC bilayers. Biophysical journal 20070601
Total syntheses in solution of TOAC-labelled alamethicin F50/5 analogues. Chemistry & biodiversity 20070601
Conformational analysis of TOAC-labelled alamethicin F50/5 analogues. Chemistry & biodiversity 20070601
Solvent dependence of the rotational diffusion of TOAC-spin-labeled alamethicin. Chemistry & biodiversity 20070601
Supramolecular structure of self-assembling alamethicin analog studied by ESR and PELDOR. Chemistry & biodiversity 20070601
Alamethicin interaction with lipid membranes: a spectroscopic study on synthetic analogues. Chemistry & biodiversity 20070601
Membrane permeabilization of a mammalian neuroendocrine cell type (PC12) by the channel-forming peptides zervamicin, alamethicin, and gramicidin. Chemistry & biodiversity 20070601
Enzymatic reaction in a vesicular microreactor: peptaibol-facilitated substrate transport. Chemistry & biodiversity 20070601
The history of alamethicin: a review of the most extensively studied peptaibol. Chemistry & biodiversity 20070601
Ligand-induced extramembrane conformation switch controlling alamethicin assembly and the channel current. Chemistry & biodiversity 20070601
Channel-forming activity of alamethicin: effects of covalent tethering. Chemistry & biodiversity 20070601
Pore-forming properties of alamethicin F50/5 inserted in a biological membrane. Chemistry & biodiversity 20070601
Ion channels of N-terminally linked alamethicin dimers: enhancement of cation-selectivity by substitution of Glu for Gln at position 7. Bioelectrochemistry (Amsterdam, Netherlands) 20070501
Simultaneous measurements of K+ and calcein release from liposomes and the determination of pore size formed in a membrane. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20070501
Septocylindrins A and B: peptaibols produced by the terrestrial fungus Septocylindrium sp. LL-Z1518. Journal of natural products 20070301
Defect formation of lytic peptides in lipid membranes and their influence on the thermodynamic properties of the pore environment. Biochimica et biophysica acta 20070201
TOAC spin labels in the backbone of alamethicin: EPR studies in lipid membranes. Biophysical journal 20070115
Crystal structure of a spin-labeled, channel-forming alamethicin analogue. Angewandte Chemie (International ed. in English) 20070101
Structure of magainin and alamethicin in model membranes studied by x-ray reflectivity. Biophysical journal 20061101
Phlorizin- and 6-ketocholestanol-mediated antagonistic modulation of alamethicin activity in phospholipid planar membranes. Langmuir : the ACS journal of surfaces and colloids 20060926
Selective transfer of energy through an alamethicin-doped artificial lipid membrane studied at discrete molecular level. Bioelectrochemistry (Amsterdam, Netherlands) 20060901
Broad-spectrum antimicrobial activity and high stability of Trichokonins from Trichoderma koningii SMF2 against plant pathogens. FEMS microbiology letters 20060701
Voltage-dependent energetics of alamethicin monomers in the membrane. Biophysical chemistry 20060620
Transmission of extramembrane conformational change into current: construction of metal-gated ion channel. Journal of the American Chemical Society 20060510
Detection of new amino acid sequences of alamethicins F30 by nonaqueous capillary electrophoresis-mass spectrometry. Journal of peptide science : an official publication of the European Peptide Society 20060401
Quantitative prediction of in vivo inhibitory interactions involving glucuronidated drugs from in vitro data: the effect of fluconazole on zidovudine glucuronidation. British journal of clinical pharmacology 20060401
High-resolution electrophysiology on a chip: Transient dynamics of alamethicin channel formation. Biochimica et biophysica acta 20060401
Differential in vitro inhibition of M3G and M6G formation from morphine by (R)- and (S)-methadone and structurally related opioids. British journal of clinical pharmacology 20060301
Alamethicin influence on the membrane bending elasticity. European biophysics journal : EBJ 20060201
Imaging of voltage-gated alamethicin pores in a reconstituted bilayer lipid membrane via scanning electrochemical microscopy. The Analyst 20060201
Glucuronidation converts gemfibrozil to a potent, metabolism-dependent inhibitor of CYP2C8: implications for drug-drug interactions. Drug metabolism and disposition: the biological fate of chemicals 20060101
4-Aminobiphenyl N-glucuronidation by liver microsomes: optimization of the reaction conditions and characterization of the UDP-glucuronosyltransferase isoforms. Journal of applied toxicology : JAT 20060101
[Studies of Ca2+ -dependent smooth muscle mitochondria swelling using flow cytometry and spermine effects on this process]. Ukrains'kyi biokhimichnyi zhurnal (1999 ) 20060101
Analysis of the lipophilic peptaibol alamethicin by nonaqueous capillary electrophoresis-electrospray ionization-mass spectrometry. Electrophoresis 20051101
Interaction of alamethicin with ether-linked phospholipid bilayers: oriented circular dichroism, 31P solid-state NMR, and differential scanning calorimetry studies. Biophysical journal 20051001
Rapid collapse of mitochondrial transmembrane potential in HL-60 cells and isolated mitochondria treated with anti-tumor 1,4-anthracenediones. Anti-cancer drugs 20051001
Interactions of membrane-active peptides with thick, neutral, nonzwitterionic bilayers. The journal of physical chemistry. B 20050804
Alamethicin permeabilizes the plasma membrane and mitochondria but not the tonoplast in tobacco (Nicotiana tabacum L. cv Bright Yellow) suspension cells. The Biochemical journal 20050801
Comparative kinetic analysis reveals that inducer-specific ion release precedes the mitochondrial permeability transition. Biochimica et biophysica acta 20050715
Increased very low density lipoprotein secretion and gonadal fat mass in mice overexpressing liver DGAT1. The Journal of biological chemistry 20050603
Impact of end-product inhibition on the determination of in vitro metabolic clearance. Xenobiotica; the fate of foreign compounds in biological systems 20050501
Cellular and subcellular calcium accumulation during glutamate-induced injury in cerebellar granule neurons. Journal of neurochemistry 20050301
Possible involvement of glutamic and/or aspartic acid residue(s) and requirement of mitochondrial integrity for the protective effect of creatine against inhibition of cardiac mitochondrial respiration by methylglyoxal. Molecular and cellular biochemistry 20050301
Calcium-dependent dephosphorylation of brain mitochondrial calcium/cAMP response element binding protein (CREB). Journal of neurochemistry 20050101
Peptaibols and related peptaibiotics of Trichoderma. A review. Acta microbiologica et immunologica Hungarica 20050101
Ca2+-induced reactive oxygen species production promotes cytochrome c release from rat liver mitochondria via mitochondrial permeability transition (MPT)-dependent and MPT-independent mechanisms: role of cardiolipin. The Journal of biological chemistry 20041217
Microscopic visualization of alamethicin incorporation into model membrane monolayers. Langmuir : the ACS journal of surfaces and colloids 20041207
The human TAZ gene complements mitochondrial dysfunction in the yeast taz1Delta mutant. Implications for Barth syndrome. The Journal of biological chemistry 20041022
High-performance liquid chromatography-based methods of enzymatic analysis: electron transport chain activity in mitochondria from human skeletal muscle. Analytical biochemistry 20041001
Conductance studies on trichotoxin_A50E and implications for channel structure. Biophysical journal 20040901
Conformation of peptides in lipid membranes studied by x-ray grazing incidence scattering. Biophysical journal 20040701
Absence of NADH channeling in coupled reaction of mitochondrial malate dehydrogenase and complex I in alamethicin-permeabilized rat liver mitochondria. Biochemical and biophysical research communications 20040611
Oxidation and reduction of pyridine nucleotides in alamethicin-permeabilized plant mitochondria. The Biochemical journal 20040515
Helical kink and channel behaviour: a comparative study with the peptaibols alamethicin, trichotoxin and antiamoebin. European biophysics journal : EBJ 20040501
Quantitative evaluation of the effects of mitochondrial permeability transition pore modifiers on accumulation of calcium phosphate: comparison of rat liver and brain mitochondria. Archives of biochemistry and biophysics 20040401
Energetics of pore formation induced by membrane active peptides. Biochemistry 20040330
Engineering charge selectivity in model ion channels. Bioorganic & medicinal chemistry 20040315
Real-time flow cytometry analysis of permeability transition in isolated mitochondria. Experimental cell research 20040310
Highly robust lipid membranes on crystalline S-layer supports investigated by electrochemical impedance spectroscopy. Biochimica et biophysica acta 20040309
Implicit solvent model estimates of the stability of model structures of the alamethicin channel. European biophysics journal : EBJ 20040201
Impedance analysis and single-channel recordings on nano-black lipid membranes based on porous alumina. Biophysical journal 20040201
Conformational changes in alamethicin associated with substitution of its alpha-methylalanines with leucines: a FTIR spectroscopic analysis and correlation with channel kinetics. Biophysical journal 20040101
Total synthesis in solution of alamethicin F50/5 by an easily tunable segment condensation approach. Biopolymers 20040101
Interactions of the M2delta segment of the acetylcholine receptor with lipid bilayers: a continuum-solvent model study. Biophysical journal 20031201
Amoebapores and NK-lysin, members of a class of structurally distinct antimicrobial and cytolytic peptides from protozoa and mammals: a comparative functional analysis. The Biochemical journal 20031101
The antibacterial peptide ceratotoxin A displays alamethicin-like behavior in lipid bilayers. Peptides 20031101
Microfabricated teflon membranes for low-noise recordings of ion channels in planar lipid bilayers. Biophysical journal 20031001
The implementation of slab geometry for membrane-channel molecular dynamics simulations. Biophysical journal 20030701
Ion channels of alamethicin dimer N-terminally linked by disulfide bond. Biophysical journal 20030701
Investigation of the role and mechanism of IF1 and STF1 proteins, twin inhibitory peptides which interact with the yeast mitochondrial ATP synthase. Biochemistry 20030624
The effect of incubation conditions on the enzyme kinetics of udp-glucuronosyltransferases. Drug metabolism and disposition: the biological fate of chemicals 20030601
Evidence for membrane thinning effect as the mechanism for peptide-induced pore formation. Biophysical journal 20030601
N-terminal insertion of alamethicin in channel formation studied using its covalent dimer N-terminally linked by disulfide bond. Biochimica et biophysica acta 20030502
A tethered bilayer sensor containing alamethicin channels and its detection of amiloride based inhibitors. Biosensors & bioelectronics 20030401
Characterization of an ectonucleoside triphosphate diphosphohydrolase 1 activity in alkaline phosphatase-depleted rat osseous plate membranes: possible functional involvement in the calcification process. Biochimica et biophysica acta 20030321
Understanding pH-dependent selectivity of alamethicin K18 channels by computer simulation. Biophysical journal 20030301
In situ assay of the intramitochondrial enzymes: use of alamethicin for permeabilization of mitochondria. Analytical biochemistry 20030201
Simultaneous quantification of jasmonic acid and salicylic acid in plants by vapor-phase extraction and gas chromatography-chemical ionization-mass spectrometry. Analytical biochemistry 20030115
Metabolic assessment in liver microsomes by co-activating cytochrome P450s and UDP-glycosyltransferases. European journal of drug metabolism and pharmacokinetics 20030101
Channel properties of template assembled alamethicin tetramers. Journal of peptide science : an official publication of the European Peptide Society 20030101
Template-free self-assembling fullerene and lipopeptide conjugates of alamethicin form voltage-dependent ion channels of remarkable stability and activity. Journal of peptide science : an official publication of the European Peptide Society 20030101
Sequences of alamethicins F30 and F50 reconsidered and reconciled. Journal of peptide science : an official publication of the European Peptide Society 20030101
Mechanosensing and signal transduction in tendrils. Advances in space research : the official journal of the Committee on Space Research (COSPAR) 20030101
Analysis and evaluation of channel models: simulations of alamethicin. Biophysical journal 20021101
Histone 2A stimulates glucose-6-phosphatase activity by permeabilization of liver microsomes. The Biochemical journal 20021015
Photosensitizing effect of protoporphyrin IX in pigmented melanoma of mice. Biochemical and biophysical research communications 20020927
Changes in lipid mobility associated with alamethicin incorporation into membranes. Archives of biochemistry and biophysics 20020915
Detection of protein-ligand interaction on the membranes using C-terminus biotin-tagged alamethicin. Bioorganic & medicinal chemistry 20020801
Modifications of alamethicin ion channels by substitution of Glu-7 for Gln-7. Biophysical journal 20020701
Pore formation and uncoupling initiate a Ca2+-independent degradation of mitochondrial phospholipids. Biochemistry 20020618
Characterization of raloxifene glucuronidation in vitro: contribution of intestinal metabolism to presystemic clearance. Drug metabolism and disposition: the biological fate of chemicals 20020601
Synthesis and ion conductance behavior of a tetrameric alamethicin ion channel. Organic letters 20020516
Size distribution of barrel-stave aggregates of membrane peptides: influence of the bilayer lateral pressure profile. Biophysical journal 20020501
Characterization by liquid chromatography-nuclear magnetic resonance spectroscopy and liquid chromatography-mass spectrometry of two coupled oxidative-conjugative metabolic pathways for 7-ethoxycoumarin in human liver microsomes treated with alamethicin. Drug metabolism and disposition: the biological fate of chemicals 20020301
Sigmoidal concentration dependence of antimicrobial peptide activities: a case study on alamethicin. Biophysical journal 20020201
The oat mitochondrial permeability transition and its implication in victorin binding and induced cell death. The Plant journal : for cell and molecular biology 20020201
Alamethicin-leucine zipper hybrid peptide: a prototype for the design of artificial receptors and ion channels. Journal of the American Chemical Society 20011212
Artificial membrane excitability revisited and implications for the gating of voltage-dependent ion channels. General physiology and biophysics 20011201
Voltage-dependent pore formation and antimicrobial activity by alamethicin and analogues. The Journal of membrane biology 20011101
Conformation of alamethicin in oriented phospholipid bilayers determined by (15)N solid-state nuclear magnetic resonance. Biophysical journal 20010901
15N and 31P solid-state NMR investigations on the orientation of zervamicin II and alamethicin in phosphatidylcholine membranes. Biochemistry 20010807
Proline-induced hinges in transmembrane helices: possible roles in ion channel gating. Proteins 20010801
Peptaibols: models for ion channels. Biochemical Society transactions 20010801
Alamethicin channel conductance modified by lipid charge. European biophysics journal : EBJ 20010801
A high-throughput screen for identifying transmembrane pore-forming peptides. Analytical biochemistry 20010615
Catalytic activity of NADH-ubiquinone oxidoreductase (complex I) in intact mitochondria. evidence for the slow active/inactive transition. The Journal of biological chemistry 20010323
Ion channel-forming alamethicin is a potent elicitor of volatile biosynthesis and tendril coiling. Cross talk between jasmonate and salicylate signaling in lima bean. Plant physiology 20010101
Voltage-dependent insertion of alamethicin at phospholipid/water and octane/water interfaces. Biophysical journal 20010101
Ion channel are sensitive to gravity changes. Microgravity science and technology 20010101
Tissue distribution and interindividual variation in human UDP-glucuronosyltransferase activity: relationship between UGT1A1 promoter genotype and variability in a liver bank. Pharmacogenetics 20001101
Molecular dynamics simulation of conformational flexibility of alamethicin fragments in aqueous and membranous environment. Journal of biomolecular structure & dynamics 19961201
Protected 1-3 segment of the peptaibol antibiotics alamethicin and hypelcin. Solid-state and solution study of a stereochemically constrained linear peptide. International journal of peptide and protein research 19831001
Crystal and molecular structure of tert.-butyloxycarbonyl-L-prolyl-alpha-aminoisobutyryl-L-alanyl-alpha- aminoisobutyrate methyl ester. International journal of peptide and protein research 19831001
Conformations of synthetic alamethicin fragments. Evidence for 310 helical folding from 270-MHz hydrogen-1 nuclear magnetic resonance and circular dichroism studies. Biochemistry 19810512
Infrared studies on the conformation of synthetic alamethicin fragments and model peptides containing alpha-aminoisobutyric acid. Biochemistry 19800205
Properties