Isovaline in naturally occurring peptides: A nondestructive methodology for configurational assignment.

No abstract is available for this paper.

• Publication year

  2012

• Venue

  Biopolymers

• Publication date

  Unknown publication date

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/bip.21679PMID 23325558
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Distribution and Stable Isotopic Composition of Amino Acids from Fungal Peptaibiotics: Assessing the Potential for Meteoritic Contamination

  2011cited by this paper
• Peptides from chiral Cαα-disubstituted glycines. On the helical screw sense of isovaline peptides

  2010cited by this paper
• Total synthesis, characterization, and conformational analysis of the naturally occurring hexadecapeptide integramide A and a diastereomer.

  2010cited by this paper
• Configurational Assignment of D‐ and L‐Isovalines in Intact, Natural, and Synthetic Peptides by 2D‐NMR Spectroscopy

  2010cited by this paper
• Synthesis, Preferred Conformation, and Membrane Activity of Medium‐Length Peptaibiotics: Tylopeptin B

  2010cited by this paper
• An automatic solid-phase synthesis of peptaibols.

  2009cited by this paper
• Aib and Iva in the Biosphere: Neither Rare nor Necessarily Extraterrestrial

  2009cited by this paper
• Enrichment of the amino acid l-isovaline by aqueous alteration on CI and CM meteorite parent bodies

  2009cited by this paper
• Conformational effects of chiral α,α‐dialkyl amino acids I. C‐Terminal tetrapeptides of emerimicin containing α‐ethylalanine

  2009cited by this paper
• Complete Absolute Configuration of Integramide A, a Natural, 16‐mer Peptide Inhibitor of HIV‐1 Integrase, Elucidated by Total Synthesis

  2009cited by this paper
• The Production and Characterisation of Trichotoxin Peptaibols, by Trichoderma asperellum

  2008cited by this paper
• Lipid-protein nanoscale bilayers: a versatile medium for NMR investigations of membrane proteins and membrane-active peptides.

  2008cited by this paper
• Synthesis and Conformational Analysis of Pentapeptides Containing Enantiomerically Pure 2,2‐Disubstituted Glycines

  2008cited by this paper
• Mercury CSD 2.0 – new features for the visualization and investigation of crystal structures

  2008cited by this paper
• Peptaibiomics: Towards a Myriad of Bioactive Peptides Containing Cα‐Dialkylamino Acids?

  2008cited by this paper
• New Sequences, Constituents, and Producers of Peptaibiotics: An Updated Review

  2007cited by this paper
• Indigenous amino acids in primitive CR meteorites

  2007cited by this paper
• Peptaibiotics and Peptaibols: An Alternative to Classical Antibiotics?

  2007cited by this paper
• Antiamoebin I in Methanol Solution: Rapid Exchange between Right‐Handed and Left‐Handed 310‐Helical Conformations

  2007cited by this paper
• The Chemistry That Preceded Life's Origin: A Study Guide from Meteorites

  2007cited by this paper
• Peptide helices based on α‐amino acids

  2006cited by this paper
• Computation of through-space NMR shielding effects by small-ring aromatic and antiaromatic hydrocarbons.

  2006cited by this paper
• Peptide helices based on alpha-amino acids.

  2006cited by this paper
• Structure Determination of Neoefrapeptins A to N: Peptides with Insecticidal Activity Produced by the Fungus Geotrichum candidum

  2006cited by this paper
• Chiral Separation of Amino Acids by Gas Chromatography

  2005cited by this paper
• Turn stabilization in short peptides by C(alpha)-methylated alpha-amino acids.

  2005cited by this paper
• Turn stabilization in short peptides by Cα‐methylated α‐amino acids

  2005cited by this paper
• Meteoritic C alpha-methylated alpha-amino acids and the homochirality of life: searching for a link.

  2004cited by this paper
• Helical kink and channel behaviour: a comparative study with the peptaibols alamethicin, trichotoxin and antiamoebin

  2004cited by this paper
• Analysis of peptaibol sequence composition: implications for in vivo synthesis and channel formation

  2004cited by this paper
• Meteoritic Cα‐Methylated α‐Amino Acids and the Homochirality of Life: Searching for a Link

  2004cited by this paper
• Conductance studies on trichotoxin_A50E and implications for channel structure.

  2004cited by this paper
• Solution NMR studies of antiamoebin, a membrane channel-forming polypeptide.

  2003cited by this paper
• Nonracemic isovaline in the Murchison meteorite : Chiral distribution and mineral association

  2003cited by this paper
• Differences in membrane pore formation by peptaibols

  2003cited by this paper
• The peptaibol antiamoebin as a model ion channel: similarities to bacterial potassium channels

  2003cited by this paper
• Crystal‐state 3D‐structural characterization of novel 310‐helical peptides

  2003cited by this paper
• Crystal structures of cephaibols

  2003cited by this paper
• Factors governing 3(10)-helix vs alpha-helix formation in peptides: percentage of C(alpha)-tetrasubstituted alpha-amino acid residues and sequence dependence.

  2002cited by this paper
• The Cambridge Structural Database: a quarter of a million crystal structures and rising.

  2002cited by this paper
• Factors governing 310-Helix vs α-helix formation in peptides: Percentage of cα-tetrasubstituted α-amino acid residues and sequence dependence

  2002cited by this paper
• Model for a helical bundle channel based on the high-resolution crystal structure of trichotoxin_A50E.

  2002cited by this paper
• Integramides A and B, two novel non-ribosomal linear peptides containing nine C(alpha)-methyl amino acids produced by fungal fermentations that are inhibitors of HIV-1 integrase.

  2002cited by this paper
• Control of peptide conformation by the Thorpe-Ingold effect (C?-tetrasubstitution)

  2001cited by this paper
• Control of peptide conformation by the Thorpe-Ingold effect (C alpha-tetrasubstitution).

  2001cited by this paper
• Extraterrestrial amino acids in Orgueil and Ivuna: Tracing the parent body of CI type carbonaceous chondrites

  2001cited by this paper
• The stereochemistry of amino acids in the Murchison meteorite

  2001cited by this paper
• The first water-soluble 3(10)-helical peptides.

  2000cited by this paper
• New sequences and new fungal producers of peptaibol antibiotics antiamoebins

  2000cited by this paper
• Detection of new sequences of peptaibol antibiotics trichotoxins A-40 by on-line liquid chromatography-electrospray ionization mass spectrometry.

  1999cited by this paper
• The molecular-replacement solution of an intermediate-sized helical polypeptide, antiamoebin I.

  1999cited by this paper
• Tylopeptins A and B, new antibiotic peptides from Tylopilus neofelleus.

  1999cited by this paper
• Isolation and structural elucidation of new peptaibols, bergofungins B, C and D, from Emericellopsis donezkii HKI 0059.

  1999cited by this paper
• Helical screw sense of peptide molecules. Diastereomeric -Pro-Ala-(Aib)4-sequences

  1998cited by this paper
• Crystal structure of the channel-forming polypeptide antiamoebin in a membrane-mimetic environment.

  1998cited by this paper
• A Search for Extraterrestrial Amino Acids in Carbonaceous Antarctic Micrometeorites

  1998cited by this paper
• First Step Toward the Quantitative Identification of Peptide 310-Helix Conformation with NMR Spectroscopy: NMR and X-ray Diffraction Structural Analysis of a Fully-Developed 310-Helical Peptide Standard

  1998cited by this paper
• Solid-state CD and peptide helical screw sense.

  1998cited by this paper
• Studies on the Conformation of Boc‐Protected (S)‐(+)‐Isovaline Homopeptide Methyl Esters in the Solid State and in Solution

  1997cited by this paper
• Enantiomeric Excesses in Meteoritic Amino Acids

  1997cited by this paper
• Mass spectrometric sequencing of synthetic peptides containing alpha, alpha-dialkylated amino acid residues by MALDI post-source decay analysis.

  1996cited by this paper
• Crystal structure of N-acetyl-(S)-isovaline methylamide, C8H16N2O2

  1996cited by this paper
• Circular Dichroism Spectrum of a Peptide 310-Helix

  1996cited by this paper
• Isolation and structure of bergofungin, a new antifungal peptaibol from Emericellopsis donezkii HKI 0059.

  1996cited by this paper
• Helical screw sense of homo-oligopeptides of Cα-methylated α-amino acids as determined with vibrational circular dichroism

  1995cited by this paper
• Stepwise Automated Solid Phase Synthesis of Naturally Occurring Peptaibols Using FMOC Amino Acid Fluorides

  1995cited by this paper
• (R)-isovaline homo-peptides adopt the left-handed 3(10)-helical structure.

  1995cited by this paper
• Two alternative conformational states of α,α-dialkylglycyl-L- prolyl sequences governed by presence/absence of an NH group directly following the proline residue. X-ray crystal and molecular structures of Boc-D-Iva-L-Pro-NHBzl and Boc-L-Iva-L-Pro-NHBzl

  1995cited by this paper
• The p-Bromobenzamido Chromophore as a Circular Dichroic Probe for the Assignment of the Screw Sense of Helical Peptides.

  1994cited by this paper
• Linear oligopeptides. Part 316. Conformational characterization of syndiotactic homo-peptides from Cα,α-disubstituted glycines

  1994cited by this paper
• Crystal structures of Boc‐D‐ and L‐Iva‐L‐Pro‐OBZl: Unturned conformation of Aib‐Pro sequence unaffected by replacement of Me with Et in Aib

  1993cited by this paper
• Crystal structure of [Leu1]zervamicin, a membrane ion-channel peptide: implications for gating mechanisms.

  1991cited by this paper
• The polypeptide 310-helix.

  1991cited by this paper
• The crystal structure of Z-Aib-Gly-Aib-Leu-Aib-OtBu, the synthetic, protected N-terminal pentapeptide of trichotoxin.

  1991cited by this paper
• Structural flexibility of Aib-containing peptides: the N-terminal tripeptide of trichotoxin.

  1991cited by this paper
• Structural versatility of peptides from Cα,α‐disubstituted glycines: Preferred conformation of the chiral isovaline residue

  1991cited by this paper
• Structures of the efrapeptins : potent inhibitors of mitochondrial ATPase from the fungus Tolypocladium niveum

  1991cited by this paper
• High-field FT NMR application of Mosher's method. The absolute configurations of marine terpenoids

  1991cited by this paper
• Theoretical CD studies of polypeptide helices: Examination of important electronic and geometric factors

  1991cited by this paper
• Structural chemistry and membrane modifying activity of the fungal polypeptides zervamicins, antiamoebins and efrapeptins

  1990cited by this paper
• First observation of a helical peptide containing a chiral residue without a preferred screw sense

  1989cited by this paper
• Molecular and Crystal Structures of Two Terminally Blocked Tripeptides Corresponding to the 3–5 Sequence of the Peptaibol Antibiotics Antiamoebins

  1989cited by this paper
• Clean TOCSY for proton spin system identification in macromolecules

  1988cited by this paper
• Conformational effects of chiral alpha,alpha-dialkyl amino acids. I. C-terminal tetrapeptides of emerimicin containing alpha-ethylalanine.

  1988cited by this paper
• NMR of proteins and nucleic acids

  1988cited by this paper
• Membrane channel forming polypeptides. Molecular conformation and mitochondrial uncoupling activity of antiamoebin, an alpha-aminoisobutyric acid containing peptide.

  1986cited by this paper
• Crystal structure of Z-Aib-Aib-Aib-Ala-Ala-Aib-OtBu, a hexapeptide fragment of trichotoxin.

  1986cited by this paper
• Conformations of the amino aterminal tetrapeptide of emerimicins and antiamoebins in solution and in the solid state

  1986cited by this paper
• MLEV-17-based two-dimensional homonuclear magnetization transfer spectroscopy

  1985cited by this paper
• Practical aspects of two-dimensional transverse NOE spectroscopy

  1985cited by this paper
• On-line liquid chromatography/fast atom bombardment mass spectrometry

  1985cited by this paper
• Trichotoxin A40. Purification by counter-current distribution and sequencing of isolated fragments.

  1985cited by this paper
• Structure determination of a tetrasaccharide: transient nuclear Overhauser effects in the rotating frame

  1984cited by this paper
• Isolation and structural characterization of polypeptide antibiotics of the peptaibol class by high-performance liquid chromatography with field desorption and fast atom bombardment mass spectrometry

  1984cited by this paper
• Elucidation of structure and microheterogeneity of the polypeptide antibiotics paracelsin and trichotoxin A‐50 by fast atom bombardment mass spectrometry in combination with selective in situ hydrolysis

  1984cited by this paper
• Correlation of proton and nitrogen-15 chemical shifts by multiple quantum NMR☆

  1983cited by this paper
• Improved spectral resolution in cosy 1H NMR spectra of proteins via double quantum filtering.

  1983cited by this paper
• (−)-isovaline: confirmation of its D-(R)-configuration by X-ray analysis of its N-chloroacetyl derivative

  1982cited by this paper
• Localization of the amide function in the sequence of peptide antibiotic trichotoxin A 40

  1982cited by this paper
• The sequences of the membrane-modifying peptide antibiotic trichotoxin A-40.

  1979cited by this paper

• Turn‐Induction in Peptides Incorporating Novel Cyrene‐Derived α,α‐Disubstituted Amino Acid

  2026cites this paper
• Marine-derived new peptaibols with antibacterial activities by targeting bacterial membrane phospholipids

  2025cites this paper
• Bergofungin D, a peptaibol template for the introduction of chemical modifications, synthesis of analogs and comparative studies of their structures

  2024cites this paper
• Thirteen new peptaibols with antimicrobial activities from Trichoderma sp.

  2023cites this paper
• Structure-activity correlations for peptaibols obtained from clade Longibrachiatum of Trichoderma: A combined experimental and computational approach

  2023cites this paper
• Pentadecaibins I-V: 15-Residue Peptaibols Produced by a Marine-Derived Trichoderma sp. of the Harzianum Clade.

  2021cites this paper
• Acremopeptaibols A-F, 16-Residue Peptaibols from the Sponge-Derived Acremonium sp. IMB18-086 Cultivated with Heat-Killed Pseudomonas aeruginosa.

  2021cites this paper
• Introducing the Chiral Constrained α-Trifluoromethylalanine in Aib foldamers to Control, Quantify and Assign the Helical Screw-Sense.

  2021cites this paper
• A Temperature‐Driven, Reversible, Helical‐Handedness Inversion in Peptaibol Analogues Tuned by the C‐Terminal Capping Moiety

  2019cites this paper
• Tripleurin XIIc: Peptide Folding Dynamics in Aqueous and Hydrophobic Environment Mimic Using Accelerated Molecular Dynamics

  2019cites this paper
• Lipovelutibols A-D: Cytotoxic Lipopeptaibols from the Himalayan Cold Habitat Fungus Trichoderma velutinum.

  2018cites this paper
• A natural, single-residue substitution yields a less active peptaibiotic: the structure of bergofungin A at atomic resolution.

  2017cites this paper
• Dynamic foldamer chemistry.

  2016cites this paper
• Non-ribosomal Peptides from Entomogenous Fungi

  2015cites this paper
• Microbacterins A and B, new peptaibols from the deep sea actinomycete Microbacterium sediminis sp. nov. YLB-01(T).

  2015cites this paper
• Gas chromatographic separation of stereoisomers of non-protein amino acids on modified γ-cyclodextrin stationary phase.

  2015cites this paper
• Correction to "Microbacterins A and B, new peptaibols from the deep sea actinomycete Microbacterium sediminis sp. nov. YLB-01(T)".

  2015cites this paper
• Peptaibol, Secondary‐Metabolite, and Hydrophobin Pattern of Commercial Biocontrol Agents Formulated with Species of the Trichoderma harzianum Complex

  2015cites this paper
• Helical screw‐sense preferences of peptides based on chiral, Cα‐tetrasubstituted α‐amino acids

  2015cites this paper
• Screening the Biosphere: The Fungicolous Fungus Trichoderma phellinicola, a Prolific Source of Hypophellins, New 17-, 18-, 19-, and 20-Residue Peptaibiotics

  2013cites this paper
• The N-terminal nonapeptide of cephaibols A and C: a naturally occurring example of mismatched helical screw-sense control.

  2013cites this paper
• Peptaibol Antiamoebin I: Spatial Structure, Backbone Dynamics, Interaction with Bicelles and Lipid‐Protein Nanodiscs, and Pore Formation in Context of Barrel‐Stave Model

  2013cites this paper
• The Production of Multiple Small Peptaibol Families by Single 14‐Module Peptide Synthetases in Trichoderma/Hypocrea

  2012cites this paper
• Factors governing the conformational tendencies of C(α)-ethylated α-amino acids: chirality and side-chain size effects.

  2012cites this paper