Find your PDFs fast.
Welcome to the Pubget Medical Subject Headings (MESH) browser. Click on a topic or subtopic below to explore related papers. In the gold box is the most recent paper about the current MESH term, and below are 20 related papers.
Peptaibols (1):
Recent article
Peptaibols
Abstract
Fermentation of the marine-derived fungus Trichoderma asperellum, collected from the sediment of the Antarctic Penguin Island, resulted in the isolation of six new peptaibols named asperelines A-F (1-6), which are characterized by an acetylated N-terminus and a C-terminus containing an uncommon prol...
|
PMID: 19514743
PDF is available here.
PDF is available here.
| < More recent | Older article > |
Incorporation of a novel, fluorescent and helicogenic A-amino acid into peptaibols: trichogin GA IV.
Abstract
Abstract
A comparative study of the molecular dynamics of zervamicin II (an antimicrobial peptide from the peptaibol group, which has the channel-forming activity) in water and methanol has been performed. The influence of amino acid substitutions on the dynamics and stability of the peptide structure has be...
|
PMID: 19795781
PDF is available here.
PDF is available here.
Abstract
By the application of an HPLC bioactivity profiling/microtiter technique in conjunction with capillary NMR instrumentation and access to the AntiMarin database the conventional evaluation/isolation dereplication/characterization procedures can be dramatically truncated. This approach is illustrated...
|
PMID: 18702471
PDF is available here.
PDF is available here.
Abstract
We have demonstrated for the first time that the peptide containing an unusual amino acid residue, Aib, is taken up by cells via a non endocytic pathway. The replacement of Aib in the TV-XIIa sequence with Ala inhibits the cellular uptake....
|
PMID: 18565748
PDF is available here.
PDF is available here.
Abstract
The alpha-aminoisobutyric (Aib) residue has generally been considered to be a strongly helicogenic residue as evidenced by its ability to promote helical folding in synthetic and natural sequences. Crystal structures of several peptide natural products, peptaibols, have revealed predominantly helica...
|
PMID: 18649312
PDF is available here.
PDF is available here.
Abstract
Peptide foldamers based on alpha,alpha-disubstituted glycyl residues were synthesized and chemically characterized to investigate the effects of the electric field generated by a 3(10)-helix on the rate of intramolecular photoinduced electron-transfer reactions. To this end, two new octapeptides hav...
|
PMID: 18649313
PDF is available here.
PDF is available here.
Abstract
New alpha,alpha'-disubstituted amino acids with silylated side chains have been synthesized in racemic form. Starting from a Schiff base of glycine tert-butyl ester, a large variety of alpha,alpha'-dialkylated amino acids has been obtained, depending on the alkylating reagents. The application of a...
|
PMID: 18649314
PDF is available here.
PDF is available here.
Abstract
We detected 15 novel Aib-containing peptides with putative molecular weights ranging from 951.7 to 1043.7 g/mol (monoisotopic masses), composed of up to 9 amino acids. While the amino acid sequences of the novel peptaibiotics showed typical microheterogeneity and consisted of the amino acids Leu/Ile...
|
PMID: 18470867
PDF is available here.
PDF is available here.
Abstract
We prepared, by the segment condensation approach in solution and chemically characterized, a set of N(alpha)-1-octanoylated -X-(GLUG)(n)-I-L- ( X=G or U where U=Aib; n=1-4) sequential peptide esters. In parallel, the 12-mer (UGGL)(3) aneurism peptide, an analogue of the 11-mer sequential peptide (n...
|
PMID: 18493955
PDF is available here.
PDF is available here.
Abstract
We present the use of 2H magic-angle spinning (MAS) NMR on methyl-deuterated alpha-amino isobutyric acid (Aib) as a new method to obtain fast and accurate structural constraints on peptaibols in membrane-bound environments. Using nonoriented vesicle-reconstituted samples we avoid the delicate prepar...
|
PMID: 17985893
PDF is available here.
PDF is available here.
Natural Product Reports (24)5 2007
Abstract
The fungal genus Trichoderma has various applications in industry and in medicine, and several species have economic importance as sources of enzymes, antibiotics, plant growth promoters, decomposers of xenobiotics, and as commercial biofungicides. Peptaibiotics and peptaibols are a class of linear...
|
PMID: 17898900
PDF is available here.
PDF is available here.
Journal of Chromatography A (1160)1-2 2007
Abstract
Extraction followed by reverse phase liquid chromatography (LC)/electrospray ionization-ion trap-mass spectrometry (ESI-IT-MS) analysis has been successfully developed for the determination of peptaibols, fungal toxic metabolites, in marine sediments. Spiking experiments showed that the mean recover...
|
PMID: 17459402
PDF is available here.
PDF is available here.
Abstract
We conclude, for the membrane of the mammalian neuron-like PC12 cell, that the permeabilizing effects of the peptides ZER and ALA are different from those of GRAM, consistent with earlier studies of these peptides in other (artificial) membrane systems. They are increased by cis-positive membrane po...
|
PMID: 17589868
PDF is available here.
PDF is available here.
Septocylindrins A and B: peptaibols produced by the terrestrial fungus Septocylindrium sp. LL-Z1518.
Abstract
Two new peptaibols, septocylindrin A (1) and septocylindrin B (2), related to the well-studied membrane-channel-forming peptaibol alamethicin, were obtained from a terrestrial isolate of the fungus Septocylindrium sp. Both 1 and 2 are linear 19-amino acid peptides with a modified phenylalanine C-ter...
|
PMID: 17288478
PDF is available here.
PDF is available here.
Abstract
We developed a profiling method for the relative quantification of 16 trichorzianine peptaibols in culture samples of T. atroviride and the comparison of their expression patterns by liquid chromatography/electrospray ionisation tandem mass spectrometry (LC/ESI-MS/MS). The method is based on selecte...
|
PMID: 18008385
PDF is available here.
PDF is available here.
Abstract
We show that a simple house hold foil support allows clear observation of the carbonyl, aromatic and C(alpha) signals of peptides and proteins as well as the ester carbonyl and choline signals of phosphocholine lipids. The utility of the new substrate is validated in applications to the membrane act...
|
PMID: 16937243
PDF is available here.
PDF is available here.
Abstract
A group of new 10mer linear peptides, designated culicinins A-D (1-4), was isolated from the fermentation broth of the entomopathogenic fungus Culicinomyces clavisporus, strain LL-12I252. The structures of the culicinins were determined by a combination of 2D NMR and MS analysis. The major compound,...
|
PMID: 16724832
PDF is available here.
PDF is available here.
Abstract
The fragmentations of [M+H]+ and [M+Na]+ adducts of neutral peptides with blocked N- and C-termini have been investigated using electrospray ion trap mass spectrometry. The N-termini of these synthetically designed peptides are blocked with a tertiarybutyloxycarbonyl (Boc) group, and the C-termini a...
|
PMID: 16444685
PDF is available here.
PDF is available here.
Abstract
The first total synthesis of Hypomurocin A1 (HM A1) in solution phase is described. As members of the peptaibol family, hypomurocins are constituted by two groups of peptides: six undecapeptides (undecamers) in the HM A group and six octadecapeptides (18-mers) in the HM B group. The synthesis presen...
|
PMID: 17193196
PDF is available here.
PDF is available here.
Biochimica et Biophysica Acta (1715)1 2005
Abstract
I (ANT) was investigated in a vesicular model system. Membrane-perturbing properties of these 15/16 residue peptides were examined by measuring the K(+) transport across phosphatidyl choline (PC) membrane and by dissipation of the transmembrane potential. The membrane activities are found to decreas...
|
PMID: 16084799
PDF is available here.
PDF is available here.
Multiple non-ribosomal peptide synthetase genes determine peptaibol synthesis in Trichoderma virens.
Abstract
Trichoderma virens, an imperfect fungus, is used as a biocontrol agent to suppress plant disease caused by soilborne fungal pathogens. Antimicrobial peptides it produces include peptaibols of 11, 14, and 18 amino acids in length. These peptaibols were previously reported to be synthesized by a non-r...
|
PMID: 16088338
PDF is available here.
PDF is available here.
Abstract
Peptaibols and the related peptaibiotics are linear, amphipathic polypeptides. More than 300 of these secondary metabolites have been described to date. These compounds are composed of 5-20 amino acids and are generally produced in microheterogeneous mixtures. Peptaibols and peptaibiotics with unusu...
|
PMID: 16003936
PDF is available here.
PDF is available here.
Abstract
N-terminal fragment of emerimicin III has been synthesized by the repetitive method in solution, involving triazine ,,superactive esters". The synthetic protocol, equivalent to the classic REMA procedure, has been applied in the step by step approach, and in the fragment coupling affording all the p...
|
PMID: 16161352
PDF is available here.
PDF is available here.
Abstract
Zervamicin IIB is a 16 amino acid peptaibol that forms voltage dependent ion channels with multilevel conductance states in planar lipid bilayers and vesicular systems. Stability of the hinge region and intermolecular interactions were investigated in the N- and C-terminally spin-labelled peptide an...
|
PMID: 15541401
PDF is available here.
PDF is available here.
Biophysical Journal (86)6 2004
Abstract
Zervamicin IIB (Zrv-IIB) is a channel-forming peptaibol antibiotic of fungal origin. The measured transhydrogen bond (3h)J(NC') couplings in methanol solution heaving average value of -0.41 Hz indicate that the stability of the Zrv-IIB helix in this milieu is comparable to the stability of helices i...
|
PMID: 15189865
PDF is available here.
PDF is available here.
Abstract
We developed a vehicle for the cellular delivery of such polar biologically active agents as antisense oligodeoxynucleotides (ODNs). To function as an ODN carrier, basic amino acids, 10-mer of lysine, were conjugated to the C-terminus of TV-XIIa and the designed carrier peptide, Ac-U-N-I-I-U-P-L-L-U...
|
PMID: 15109652
PDF is available here.
PDF is available here.
Abstract
The sequence entries in the Peptaibol Database were analysed to provide information on compositional features of this unusual family of peptides. The non-standard amino acid alpha-aminoisobutyric acid represents almost 40% of the residues in all the known sequences. Glutamine is the only significant...
|
PMID: 14534753
PDF is available here.
PDF is available here.
Bioorganic Chemistry (31)6 2003
Abstract
The effect of the three-dimensional structure of polypeptides and proteins on their ability to undergo isotopic exchange under the action of spillover hydrogen (SH) in the high temperature solid state catalytic isotope exchange reaction (HSCIE) was theoretically and experimentally studied. The HSCIE...
|
PMID: 14613766
PDF is available here.
PDF is available here.
Abstract
We have synthesized by solution methods and characterized the lipopeptaibol metabolite LP237-F8 extracted from the fungus Tolypocladium geodes and five selected analogues with the Etn-->Aib or Etn-->Nva replacement at position 8 and/or a triple Gln-->Glu(OMe) replacement at positions 5, 6, and 9 (Et...
|
PMID: 12898683
PDF is available here.
PDF is available here.
Amino Acids (24)3 2003
Abstract
The mechanism of the reaction of high temperature solid state catalytic isotope exchange (HSCIE) of hydrogen in peptides with spillover-tritium at 140-180 degrees C was analyzed. This reaction was used for preparing [(3)H]enkephalins such as [(3)H]DALG with specific activity of 138 Ci/mmol and [(3)H...
|
PMID: 12707815
PDF is available here.
PDF is available here.
Journal of Peptide Science (9)11-12 2003
Abstract
Zervamicin IIB is a member of the alpha-aminoisobutyric acid containing peptaibol antibiotics. A new procedure for the biosynthetic preparation of the uniformly 13C- and 15N-enriched peptaibol is described This compound was isolated from the biomass of the fungus-producer Emericellopsis salmosynnema...
|
PMID: 14658801
PDF is available here.
PDF is available here.
Journal of Peptide Science (9)11-12 2003
Abstract
The protected 11 amino acid segment (6-16) of the peptaibol zervamicin II-2 was synthesized by using the 'azirine/oxazolone method' for the introduction of all Aib residues. Whereas a 2,2-dimethyl-2H-azirin-3-amine was used as the building block for Aib(7), methyl 2,2-dimethyl-2H-azirine-3-prolinate...
|
PMID: 14658802
PDF is available here.
PDF is available here.
Biopolymers (64)6 2002
Abstract
In this article, the pulsed double electron-electron resonance in electron spin-echo (PELDOR) technique is applied to study the self-aggregation of spin-labeled zervamicin IIA, a hexadecapeptide antibiotic of fungal origin, which is known to form ion channels in a phospholipid double layer. Measurem...
|
PMID: 12124850
PDF is available here.
PDF is available here.
Biophysical Journal (82)2 2002
Abstract
Zervamicin IIB is a 16-amino acid peptaibol that forms voltage-dependent ion channels with multilevel conductance states in planar lipid bilayers and vesicular systems. The spatial structure of zervamicin IIB bound to dodecylphosphocholine micelles was studied by nuclear magnetic resonance spectrosc...
|
PMID: 11806918
PDF is available here.
PDF is available here.
Abstract
These results suggest that, although there was little amino acid sequence similarity between trichorzin HA V and CT, the biological activity of trichorzin HA V can mimic that of CT, acting via the CT receptor....
|
PMID: 11767114
PDF is available here.
PDF is available here.
Biochemistry (Washington) (40)31 2001
Abstract
The topologies of zervamicin II and alamethicin, labeled with (15)N uniformly, selectively, or specifically, have been investigated by oriented proton-decoupled (15)N solid-state NMR spectroscopy. Whereas at lipid-to-peptide (L/P) ratios of 50 (wt/wt) zervamicin II exhibits transmembrane alignments...
|
PMID: 11478913
PDF is available here.
PDF is available here.
Biochemical Society Transactions (29)Pt 4 2001
Abstract
Peptaibols are membrane-active polypeptides isolated from fungal sources. They are characterized by the presence of an unusual amino acid, alpha-aminoisobutyric acid, and a C-terminal hydroxylated amino acid. Peptaibols exhibit antibiotic activity against bacteria and fungi. Their amphipathic nature...
|
PMID: 11498029
PDF is available here.
PDF is available here.
FEBS Letters (495)1-2 2001
Abstract
The backbone dynamics of the channel-forming peptide antibiotic zervamicin IIB (Zrv-IIB) in methanol were studied by 15N nuclear magnetic resonance relaxation measurements at 11.7, 14.1 and 18.8 T magnetic fields. The anisotropic overall rotation of the peptide was characterized based on 15N relaxat...
|
PMID: 11322946
PDF is available here.
PDF is available here.
Bioorganicheskaia khimiia (26)11 2000
Abstract
Analogues of 16-membered peptide antibiotic zervamicin IIB with the Gln3 and Gln11 residues 15N-labeled at the C alpha-atoms were synthesized by coupling the antibiotic segments (1-4), (5-9), and (10-16). In turn, these were prepared by a stepwise chain elongation in solution starting from their C-t...
|
PMID: 11696891
PDF is available here.
PDF is available here.
Journal of Antibiotics (53)7 2000
Abstract
FEBS Letters (466)2-3 2000
Abstract
Spatial structure of the membrane channel-forming hexadecapeptide, zervamicin IIB, was studied by NMR spectroscopy in mixed solvents of different polarity ranging from CDCl3/CD3OH (9:1, v/v) to CD3OH/H2O (1:1, v/v). The results show that in all solvents used the peptide has a very similar structure...
|
PMID: 10682854
PDF is available here.
PDF is available here.
FEBS Letters (460)3 1999
Abstract
The effect of a transmembrane potential on ion channel formation by zervamicin II (ZER-II) was studied in a vesicular model system. The dissipation of diffusion potential caused by addition of ZER-II to small phosphatidylcholine vesicles was monitored using fluorescent (Safranine T) and optical (Oxo...
|
PMID: 10556525
PDF is available here.
PDF is available here.
Journal of Antibiotics (51)11 1998
Abstract
Biopolymers (46)2 1998
Abstract
Trichorzianin TA VII, Ac0 U1 A2 A3 U4 J5 Q6 U7 U8 U9 S10 L11 U12 P13 V14 U15 I16 Q17 Q18 Fol19, is a nonadecapeptide member of the peptaibol antibiotics biosynthesized by Trichoderma soil fungi, which is characterized by a high proportion of the alpha, alpha-dialkylated amino acids, alpha-aminoisobu...
|
PMID: 9729066
PDF is available here.
PDF is available here.
Biochimica et Biophysica Acta (1372)1 1998
Membrane permeabilisation and antimycoplasmic activity of the 18-residue peptaibols, trichorzins PA.
Abstract
The membrane permeabilisation properties of six linear natural 18-residue peptaibols, termed trichorzins PA, have been assessed on liposomes and on mollicutes (trivial name, mycoplasmas), a class of parasitic bacteria characterized by a small genome, the lack of a cell wall, a minute cell size, and...
|
PMID: 9651487
PDF is available here.
PDF is available here.
Abstract
The structure of the polypeptide has been determined and a functional model for its mode of action in membranes is presented. Although under some conditions antiamoebin may form ion channels, unlike the closely related alamethicin and zervamicin polypeptides, its major membrane-modifying activity ap...
|
PMID: 9655831
PDF is available here.
PDF is available here.
Abstract
For the first time the total synthesis of the peptaibol zervamicin IIB is described. Synthesis of this peptaibol was achieved by the Fmoc/tert-butyl strategy in solution using a fragment condensation approach. Three fragments of zervamicin IIB were obtained by stepwise elongation with Fmoc amino aci...
|
PMID: 9230485
PDF is available here.
PDF is available here.
Biochemical Journal (320 ( Pt 3)) 1996
Abstract
A novel peptide, XR586, has been isolated from fermentations of Acremonium persicinum (Xenova culture collection number X21488). The structure of XR586 has been elucidated by means of NMR spectroscopy, electrospray and fast-atom bombardment MS, derivatization and enzymic digestion. It has been shown...
|
PMID: 9003355
PDF is available here.
PDF is available here.
Journal of Bacteriology (178)21 1996
Abstract
We have investigated the molecular basis for the reported synergism between peptaibols and cell wall hydrolytic enzymes in the antagonism of phytopathogenic fungi by Trichoderma harzianum. beta-Glucan synthase activity on isolated plasma membranes of Botrytis cinerea was inhibited in vitro by the pe...
|
PMID: 8892847
PDF is available here.
PDF is available here.
Abstract
We have incorporated [2',4',5',6',7'-2H5]-L-Trp-1, [1'-15N]-L-Trp-1 and [2',3',4',5',6'-2H5]-L-Phl-16 into zervamicins IC, IIA and IIB on the preparative scale and without scrambling of the label. Thus, using the procedures described, isotopically labelled zervamicins can be prepared, allowing them...
|
PMID: 9230461
PDF is available here.
PDF is available here.
Abstract
Chitinase, beta-1,3-glucanase, and protease activities were formed when Trichoderma harzianum mycelia, grown on glucose as the sole carbon source, were transferred to fresh medium containing cell walls of Botrytis cinerea. Chitobiohydrolase, endochitinase, and beta-1,3-glucanase activities were immu...
|
PMID: 7811076
PDF is available here.
PDF is available here.
Biochemistry (Washington) (33)29 1994
Abstract
These results have unambiguously determined the ligand orientation with respect to the imidazole ring of His156, which is an important first step in refining the ligand-binding-site model of GlnBP in general. The measured distances were also used as constraints in restrained molecular dynamics calcu...
|
PMID: 8038154
PDF is available here.
PDF is available here.
Biopolymers (34)6 1994
Abstract
The membrane channel-forming polypeptide, Leu1-zervamicin, Ac-Leu-Ile-Gln-Iva-Ile5-Thr-Aib-Leu-Aib-Hyp10-Gln-Aib-Hyp-Aib-P ro15-Phol (Aib: alpha-aminoisobutyric acid; Iva: isovaline; Hyp: 4-hydroxyproline; Phol: phenylalininol) has been analyzed by x-ray diffraction in a third crystal form. Although...
|
PMID: 8025219
PDF is available here.
PDF is available here.
Biopolymers (33)3 1993
Abstract
I possesses only two chiral residues of opposing configuration. The observed right-handed 3(10)-helical structure suggests that helix sense has probably been determined by the stereochemical preferences of the Leu residue....
|
PMID: 8461451
PDF is available here.
PDF is available here.
Abstract
Peptaibols are considered as models of those ion channels which consist of a bundle of transbilayer helices surrounding a central pore. X-Ray diffraction and NMR studies have yielded high resolution structures for several peptaibols. In conjunction with other spectroscopic investigations and molecul...
|
PMID: 7689461
PDF is available here.
PDF is available here.
Abstract
Zervamicin-IIB (Zrv-IIB) is a 16 residue peptaibol which forms voltage-activated, multiple conductance level channels in planar lipid bilayers. A molecular model of Zrv-IIB channels is presented. The structure of monomeric Zrv-IIB is based upon the crystal structure of Zervamicin-Leu. The helical ba...
|
PMID: 7680608
PDF is available here.
PDF is available here.
Abstract
Voltage dependent membrane channels are formed by the zervamicins, a group of alpha-aminoisobutyric acid containing peptides. The role of polar residues like Thr, Gln and Hyp in promoting helical bundle formation is established by dramatically reduced channel lifetimes for a synthetic apolar analog....
|
PMID: 1378732
PDF is available here.
PDF is available here.
Biophysical Journal (62)1 1992
Abstract
Abstract
The zervamicins (Zrv) are a family of 16 residue peptaibol channel formers, related to the 20 residue peptaibol alamethicin (Alm), but containing a higher proportion of polar sidechains. Zrv-IIB forms multi-level channels in planar lipid (diphytanoyl phosphatidylcholine) bilayers in response to cis...
|
PMID: 1382967
PDF is available here.
PDF is available here.