Rǒle des electrons π des fonctions amide et ester dans les peptides et depsipeptides.

Abstract:

:The IR data for the R1 CO-O-CHR2 -CO-NHR3 derivatives are interpreted in terms of a H…π interaction involving the NH bond and the π orbitals of the ester function and giving rise to a high ν(CO) frequency and a low ν frequency. The resulting molecular conformation corresponds to the angular values ϕ # -90°, ψ # 0°. The H…π interaction in MeCO-L-Lac-NHMe is highly destabilized by water and aprotic solvents but is retained in methanol. Considering the high ν(CO) ester or amide frequency of the middle function in β-folded depsipeptide or peptide sequences, it may be supposed that the residue indexed i + 2 in β turns experiences a H…π interaction which has a stabilizing effect on β turns. Some examples concerning valinomycin and some model compounds are discussed.

journal_name

Biopolymers

journal_title

Biopolymers

authors

Boussard G,Marraud M

doi

10.1002/bip.1981.360200112

subject

Has Abstract

pub_date

1981-01-01 00:00:00

pages

169-185

issue

1

eissn

0006-3525

issn

1097-0282

journal_volume

20

pub_type

杂志文章
  • Conformational analysis of a IgG1 hinge peptide derivative in solution determined by NMR spectroscopy and refined by restrained molecular dynamics simulations.

    abstract::The hinge region links the antigen binding Fab part to the constant Fc domain in immunoglobulins. For the hinge peptide derivative [AcThr(OtBu)-Cys-Pro-Pro-Cys-Pro-Ala-ProNH2]2 the assignment of the 1H and 13C resonances was achieved by two-dimensional nmr techniques: total correlation spectroscopy (TOCSY), nuclear Ov...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360311007

    authors: Kessler H,Mronga S,Müller G,Moroder L,Huber R

    更新日期:1991-09-01 00:00:00

  • Prediction of the subcellular location of prokaryotic proteins based on a new representation of the amino acid composition.

    abstract::A new representation of protein sequence is devoted in this paper, in which each protein can be represented by a 20-dimensional (20D) vector of unit length. Inspired by the principle of superposition of state in quantum mechanics, the squares of the 20 components of the vector correspond to the amino acid composition....

    journal_title:Biopolymers

    pub_type:

    doi:10.1002/1097-0282(20010415)58:5<491::AID-BIP1024>3

    authors: Feng ZP

    更新日期:2001-04-15 00:00:00

  • The nature of folded states of globular proteins.

    abstract::We suggest, using dynamical simulations of a simple heteropolymer modelling the alpha-carbon sequence in a protein, that generically the folded states of globular proteins correspond to statistically well-defined metastable states. This hypothesis, called the metastability hypothesis, states that there are several fre...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360320610

    authors: Honeycutt JD,Thirumalai D

    更新日期:1992-06-01 00:00:00

  • Fabrication of elastomeric silk fibers.

    abstract::Methods to generate fibers from hydrogels, with control over mechanical properties, fiber diameter, and crystallinity, while retaining cytocompatibility and degradability, would expand options for biomaterials. Here, we exploited features of silk fibroin protein for the formation of tunable silk hydrogel fibers. The b...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.23030

    authors: Bradner SA,Partlow BP,Cebe P,Omenetto FG,Kaplan DL

    更新日期:2017-09-01 00:00:00

  • On-resin N-terminal peptoid degradation: Toward mild sequencing conditions.

    abstract::A novel approach to sequentially degrade peptoid N-terminal N-(substituted)glycine residues on the solid-phase using very mild conditions is reported. This method relies on the treatment of resin-bound, bromoacetylated peptoids with silver perchlorate in THF, leading to an intramolecular cyclization reaction to libera...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22884

    authors: Proulx C,Noë F,Yoo S,Connolly MD,Zuckermann RN

    更新日期:2016-09-01 00:00:00

  • Kinetics of the helix/coil transition of the collagen-like peptide (Pro-Hyp-Gly)10.

    abstract::This article measures the rates of folding and unfolding of the collagen-like peptide (Pro-Hyp-Gly)(10) over overlapping concentration and temperature ranges. The data allow calculation of the orders of the folding and the unfolding reactions, the effective Arrhenius activation energies, and numerical solution of the ...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20787

    authors: Miles CA

    更新日期:2007-09-01 00:00:00

  • Parallel nucleic acid helices with Hoogsteen base pairing: symmetry and structure.

    abstract::Molecular structures for parallel DNA and RNA double helices with Hoogsteen pairing are proposed for the first time. The DNA helices have sugars in the C2'-endo region and the phosphodiester conformations are (trans, gauche-), and the RNA helices have sugars in the C3'-endo region and the phosphodiester conformations ...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360341202

    authors: Raghunathan G,Miles HT,Sasisekharan V

    更新日期:1994-12-01 00:00:00

  • Solution effects on the self-association of a water-soluble peptoid.

    abstract::A desire to replicate the structural and functional complexity of proteins with structured, sequence-specific oligomers motivates study of the structural features of water-soluble peptoids (N-substituted glycine oligomers). Understanding the molecular-level details of peptoid self-assembly in water is essential to adv...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.23248

    authors: Fuller AA,Huber J,Jimenez CJ,Dowell KM,Hough S,Ortega A,McComas KN,Kunkel J,Asuri P

    更新日期:2019-04-01 00:00:00

  • Conformation dependence of the C(alpha)D(alpha) stretch mode in peptides. II. explicitly hydrated alanine peptide structures.

    abstract::Our previous studies of the potential utility of the C(alpha)D(alpha) stretch frequency, nu(CD), as a tool for determining conformation in peptide systems (Mirkin and Krimm, J Phys Chem A 2004, 108, 10923-10924; 2007, 111, 5300-5303) dealt with the spectroscopic characteristics of isolated alanine peptides with alpha(...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.21250

    authors: Mirkin NG,Krimm S

    更新日期:2009-09-01 00:00:00

  • FTIR microspectroscopy study of composition fluctuations in extruded amylopectin-gelatin blends.

    abstract::The spatial variation in the composition of nonexpanded biopolymer blends prepared by extrusion of mixtures of gelatin with either native or pregelatinized waxy maize starch was studied using a 30-microm aperture FTIR microspectroscopy technique. The ratio of the areas of the "saccharide" bands (953-1180 cm(-1)) and t...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.1015

    authors: Mousia Z,Farhat IA,Pearson M,Chesters MA,Mitchell JR

    更新日期:2001-01-01 00:00:00

  • Nonisothermal denaturation kinetics of human hair and the effects of oxidation.

    abstract::Human hair as alpha-keratin fiber exhibits a complex morphology, which for the context of this investigation is considered as a filament/matrix-composite, comprising the intermediate filaments (IF) and a variety of amorphous protein components as matrix. Differential scanning calorimetry (DSC) under aqueous conditions...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20599

    authors: Wortmann FJ,Popescu C,Sendelbach G

    更新日期:2006-12-15 00:00:00

  • Orientational order of Australian spider silks as determined by solid-state NMR.

    abstract::A simple solid-state NMR method was used to study the structure of (13)C- and (15)N-enriched silk from two Australian orb-web spider species, Nephila edulis and Argiope keyserlingi. Carbon-13 and (15)N spectra from alanine- or glycine-labeled oriented dragline silks were acquired with the fiber axis aligned parallel o...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20471

    authors: Bonev B,Grieve S,Herberstein ME,Kishore AI,Watts A,Separovic F

    更新日期:2006-06-05 00:00:00

  • Interaction of anticancer drug cisplatin with guanine: density functional theory and surface-enhanced Raman spectroscopy study.

    abstract::Surface-enhanced Raman spectroscopy (SERS) in a silver sol assisted by density functional theory (DFT) calculations is shown to be a promising tool in the characterization of platinum complexes and their interaction with nucleic acid bases. This is demonstrated using cisplatin and guanine as a model. The energies and ...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10480

    authors: Giese B,McNaughton D

    更新日期:2003-01-01 00:00:00

  • Structure-activity studies of peptidomimetics based on kinase-inhibitory region of suppressors of cytokine signaling 1.

    abstract::Suppressors of Cytokine Signaling (SOCS) proteins are negative regulators of JAK proteins that are receptor-associated tyrosine kinases, which play key roles in the phosphorylation and subsequent activation of several transcription factors named STATs. Unlike the other SOCS proteins, SOCS1 and 3 show, in the N-termina...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.23082

    authors: La Manna S,Lopez-Sanz L,Leone M,Brandi P,Scognamiglio PL,Morelli G,Novellino E,Gomez-Guerrero C,Marasco D

    更新日期:2017-11-20 00:00:00

  • Denaturation and aggregation of hen egg lysozyme in aqueous ethanol solution studied by dynamic light scattering.

    abstract::We applied dynamic light scattering technique on the model system of hen egg lysozyme in salt-free aqueous ethanol solution to study the mechanism of denaturation and aggregation of protein. At low ethanol concentration [0-63% (v/v)], the fast relaxation mode was observed, which was caused by lysozyme molecules in the...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/1097-0282(20011015)59:5<370::AID-BIP1034>3

    authors: Tanaka S,Oda Y,Ataka M,Onuma K,Fujiwara S,Yonezawa Y

    更新日期:2001-10-15 00:00:00

  • Molecular mechanism of the association and dissociation of Deltarasin from the heterodimeric KRas4B-PDEδ complex.

    abstract::The formation of the KRas4B-PDEδ complex activates different signaling pathways required for the development and maintenance of cancer. Previous experimental and theoretical studies have allowed researchers to design an inhibitor of the KRas4B-PDEδ complex, "Deltarasin." This inhibitor binds to the prenyl-binding pock...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.23333

    authors: Bello M,Correa-Basurto J,Vargas-Mejía MÁ

    更新日期:2019-11-01 00:00:00

  • A method for studying the structure of uniaxially aligned biopolymers using solid state 15N-nmr: application to Bombyx mori silk fibroin fibers.

    abstract::Recent advances in the application of solid state nmr spectroscopy to uniformly aligned biopolymers have opened a window through which to view the detailed structure of biological macromolecules that are unable to be seen with standard techniques for structure determination such as x-ray diffraction. Atomic resolution...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360330513

    authors: Nicholson LK,Asakura T,Demura M,Cross TA

    更新日期:1993-05-01 00:00:00

  • Biological activity of peptide-conjugated polyion complex matrices consisting of alginate and chitosan.

    abstract::Peptide-conjugated polysaccharide matrices using bioactive laminin-derived peptides are useful biomaterials for tissue and cell engineering. Here, we demonstrate an easy handling preparation method for peptide-polysaccharide matrices using polyion complex with both alginate and chitosan. First, aldehyde-alginate was s...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22983

    authors: Fujimori C,Kumai J,Nakamura K,Gu Y,Katagiri F,Hozumi K,Kikkawa Y,Nomizu M

    更新日期:2017-01-01 00:00:00

  • Cluster analysis of hydration waters around the active sites of bacterial alanine racemase using a 2-ns MD simulation.

    abstract::Structural data produced by a 2-ns molecular dynamics (MD) simulation on Geobacillus alanine racemase (AlaR; PDB: 1SFT) was used to study hydration around the two AlaR active sites. AlaR is a crucial enzyme for bacterial cell wall biosynthesis. It has been shown previously that the potency of an inhibitor can be incre...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20893

    authors: Huang HC,Jupiter D,Qiu M,Briggs JM,Vanburen V

    更新日期:2008-03-01 00:00:00

  • Hydrophobic interaction between globin helices.

    abstract::The interhelical interfaces have been examined in seven high-resolution globin chains. The profiles of hydrophobic contact, as measured by the residue solvent-accessible area loss upon folding, have been calculated. The seven globins studied differ in their overall loss of solvent-accessible area upon packing of their...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360320504

    authors: Weaver DL

    更新日期:1992-05-01 00:00:00

  • Synthesis, biological activity, and conformational analysis of [pGlu6,N-MePhe8,Aib9] substance P (6-11): a selective agonist for the NK-3 receptor.

    abstract::A highly potent and selective agonist to the tachykinin NK-3 receptor, [pGlu6,N-MePhe8,Aib9] substance P (6-11) (I), was synthesized via the solid phase method. The ED50 of I was 4 nM in the guinea pig ileum in the absence of atropine (NK-1+NK-3 receptors) and this agonist was 5000-fold less potent in the presence of ...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360330607

    authors: Tallon M,Ron D,Halle D,Amodeo P,Saviano G,Temussi PA,Selinger Z,Naider F,Chorev M

    更新日期:1993-06-01 00:00:00

  • SAR study and conformational analysis of a series of novel peptide G protein-coupled receptor kinase 2 inhibitors.

    abstract::G protein-coupled receptor kinase 2 (GRK2) plays a central role in the cellular transduction network. In particular, during chronic heart failure GRK2 is upregulated and believed to contribute to disease progression. Thereby, its inhibition offers a potential therapeutic solution to several pathological conditions. In...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22295

    authors: Gomez-Monterrey I,Carotenuto A,Cipolletta E,Sala M,Vernieri E,Limatola A,Bertamino A,Musella S,Grieco P,Trimarco B,Novellino E,Iaccarino G,Campiglia P

    更新日期:2014-01-01 00:00:00

  • Allosteric transitions of the maltose transporter studied by an elastic network model.

    abstract::The maltose transporter from Escherichia coli is one of the ATP-binding cassette (ABC) transporters that utilize the energy from ATP hydrolysis to translocate substrates across cellular membranes. Until 2011, three crystal structures have been determined for maltose transporter at different states in the process of tr...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22455

    authors: Li CH,Yang YX,Su JG,Liu B,Tan JJ,Zhang XY,Wang CX

    更新日期:2014-07-01 00:00:00

  • Analysis of structural changes in permanent waved human hair using Raman spectroscopy.

    abstract::To investigate the mechanism leading to the reduction in tensile strength of permanent waved human hair, the structure of cross-sections at various depths of permanent waved white human hair was directly analyzed without isolating the cuticle and cortex, using Raman spectroscopy. The beta-sheet and/or random coil cont...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20646

    authors: Kuzuhara A

    更新日期:2007-02-15 00:00:00

  • Conformational analysis of peptide T and of its C-pentapeptide fragment.

    abstract::The synthetic peptide of sequence H-Ala-Ser-Thr-Thr-Thr-Asn-Tyr-Thr-OH, termed peptide T, a competitor of the Human Immunodeficiency Virus in the binding to human T cells, and its C-terminal pentapeptide fragment, were studied by 1H-nmr in DMSO solution to determine conformational preferences. The observation of nucle...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360280142

    authors: Motta A,Picone D,Temussi PA,Marastoni M,Tomatis R

    更新日期:1989-01-01 00:00:00

  • Reactive oxygen species responsive nanoplatforms as smart drug delivery systems for gastrointestinal tract targeting.

    abstract::The pharmacological therapy for gastrointestinal (GI) diseases, such as inflammatory bowel diseases, continues to present challenges in targeting efficacy. The need for maximal local drug exposure at the inflamed regions of the GI tract has led research to focus on a disease-targeted drug delivery approach. Smart nano...

    journal_title:Biopolymers

    pub_type: 杂志文章,评审

    doi:10.1002/bip.23336

    authors: Bertoni S,Machness A,Tiboni M,Bártolo R,Santos HA

    更新日期:2020-01-01 00:00:00

  • Unveiling the structure of a novel artificial heme-enzyme with peroxidase-like activity: A theoretical investigation.

    abstract::Fe(III)-Mimochrome VI (MC6) is a recently reported artificial heme-peptide conjugate system with a high peroxidase-like activity. By design, its structure features a five-coordinated Fe(III)-deuteroporphyrin active site, embedded in a compact α-helix-heme-α-helix "sandwich" motif. Up to now, no detailed MC6 structural...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.23225

    authors: Perrella F,Raucci U,Chiariello MG,Chino M,Maglio O,Lombardi A,Rega N

    更新日期:2018-08-01 00:00:00

  • Peptide helices based on alpha-amino acids.

    abstract::Relevant parameters and stereochemical consequences of helices [alpha-helix, 3(10)-helix, beta-bend ribbon spiral, gamma-helix, 2.0(5)-helix, poly(Pro)(n) type-I and -II helices, and collagen triple helix] of peptides based on alpha-amino acids for use as templates in various branches of chemistry are briefly discusse...

    journal_title:Biopolymers

    pub_type: 杂志文章,评审

    doi:10.1002/bip.20357

    authors: Crisma M,Formaggio F,Moretto A,Toniolo C

    更新日期:2006-01-01 00:00:00

  • The amplitude of local angular motion of purines in DNA in solution.

    abstract::Nuclear magnetic resonance and optical experiments are combined to determine the rms amplitude of local angular motion of purines in DNA in solution. A 12 base-pair duplex DNA with the sequence d(CGCGAATTCGCG)2 is deuterated at the H8 positions of adenine and guanine by exchange with solvent at 55 degrees C. The deute...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360340404

    authors: Nuutero S,Fujimoto BS,Flynn PF,Reid BR,Ribeiro NS,Schurr JM

    更新日期:1994-04-01 00:00:00

  • An evaluation of Poisson-Boltzmann electrostatic free energy calculations through comparison with experimental mutagenesis data.

    abstract::For systems involving highly and oppositely charged proteins, electrostatic forces dominate association and contribute to biomolecular complex stability. Using experimental or theoretical alanine-scanning mutagenesis, it is possible to elucidate the contribution of individual ionizable amino acids to protein associati...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.21644

    authors: Gorham RD Jr,Kieslich CA,Nichols A,Sausman NU,Foronda M,Morikis D

    更新日期:2011-11-01 00:00:00