Crystal and molecular structure of Boc-D-Ala-delta Phe-Gly-delta Phe- D-Ala-OMe: a 3 10-helical dehydropeptide.

Abstract:

:The crystal and molecular structure of the pentapeptide Boc-D-Ala-delta Phe-Gly-delta Phe-D-Ala-OMe, containing two dehydrophenylalanine residues, was determined by x-ray diffraction. The molecule crystallizes in the orthorombic P2(1)2(1)2(1) space group, with a = 10.439(3), b = 15.319(3) and c = 21.099(4) A. In the solid state, the conformation of the pentapeptide is characterized by the presence of two type III' beta-turns. Thus the peptide assumes a left-handed 3(10-helical conformation, the left sense being due to the D configuration of the alanine residues. The two unsaturated residues are located in the (i + 1) position of the first beta-turn and in the (i + 2) position of the second beta-turn, respectively. In the crystal, the helical molecules are linked head to tail by hydrogen bonds. Lateral hydrogen bonds are also formed between molecules related by a twofold screw symmetry. This gives rise to a typical mode of packing characterized by infinite helical "chains,' similar to the packing found in other oligopeptides that adopt a 3(10)-helical structure.

journal_name

Biopolymers

journal_title

Biopolymers

authors

Ciajolo MR,Tuzi A,Pratesi CR,Fissi A,Pieroni O

doi

10.1002/bip.360300906

subject

Has Abstract

pub_date

1990-01-01 00:00:00

pages

911-20

issue

9-10

eissn

0006-3525

issn

1097-0282

journal_volume

30

pub_type

杂志文章
  • Stabilization of the N-terminal beta-hairpin of ubiquitin by a terminal hydrophobic cluster.

    abstract::Study of model beta-hairpin peptides allows for better understanding of the factors involved in the formation of beta-sheet secondary structure in proteins. It is known that turn sequence, sidechain-sidechain interactions, interstrand hydrogen bonding, and beta-sheet propensity of residues are all important for beta-h...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20840

    authors: Riemen AJ,Waters ML

    更新日期:2008-01-01 00:00:00

  • A systematic approach toward the analysis of drug-DNA interactions using Raman spectroscopy: the binding of metal-free bleomycins A(2) and B(2) to calf thymus DNA.

    abstract::Bleomycins A(2) and B(2) are the two active components in the antineoplastic drug Blenoxane. DNA is targeted by this drug in cancer cells and the mode of action of this drug involves DNA binding. Ambiguity exists as to the way in which bleomycin binds to DNA. Raman spectroscopy was used to examine both calf thymus DNA...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/1097-0282(1999)52:3<110::AID-BIP20>3.0.CO;

    authors: Rajani C,Kincaid JR,Petering DH

    更新日期:1999-01-01 00:00:00

  • Site-selective modification of peptides: From "customizable units" to novel α-aryl and α-alkyl glycine derivatives, and components of branched peptides.

    abstract::The creation of peptide libraries by site-selective modification of a few peptide substrates would increase the efficiency of discovery processes, but still is a real synthetic challenge. The site-selective modification of small peptides at serine or threonine residues, by using a short scission-addition procedure, al...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22642

    authors: Romero-Estudillo I,Saavedra C,Boto A,Álvarez E

    更新日期:2015-09-01 00:00:00

  • Nano-mechanical characterization of disassembling amyloid fibrils using the Peak Force QNM method.

    abstract::The comprehensive understanding of disassembly mechanism of amyloid fibrils requires nano-scale characterization of the mechanical properties of amyloid fibrils during the disassembly process. In this work, gemini surfactant C12 C6 C12 Br2 micelles were used as a probe to disassemble Aβ(1-40) fibrils. The microstructu...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22992

    authors: Wang W,Guo Z,Sun J,Li Z

    更新日期:2017-02-01 00:00:00

  • External reversible control of recognition behavior of alpha-peptide ribonucleic acid (alpha-PRNA) through anti-syn orientational switching of the nucleobase induced by borate esterification of the cis-2',3'-diol.

    abstract::A novel nucleic acid model using peptide ribonucleic acid (PRNA), which contains 5'-amino-5'-deoxypyrimidine ribonucleoside as a recognition site for nucleic acids, has been designed, synthesized and applied to the external reversible control of recognition behavior of the complementary polynucleotide through the orie...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10563

    authors: Wada T,Sato H,Inoue Y

    更新日期:2004-01-01 00:00:00

  • Conformations of DNA strands containing GAGT, GACA, or GAGC tetranucleotide repeats.

    abstract::The (GA)(n) microsatellite has been known from previous studies to adopt unusual, ordered, cooperatively melting secondary structures in neutral aqueous solutions containing physiological concentrations of salts, at acid pH values or in aqueous ethanol solutions. To find more about the primary structure specificity of...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20822

    authors: Kypr J,Kejnovská I,Vorlícková M

    更新日期:2007-11-01 00:00:00

  • The amide III vibrational circular dichroism band as a probe to detect conformational preferences of alanine dipeptide in water.

    abstract::The conformational preferences of blocked alanine dipeptide (ADP), Ac-Ala-NHMe, in aqueous solution were studied using vibrational circular dichroism (VCD) together with density functional theory (DFT) calculations. DFT calculations of three most representative conformations of ADP surrounded by six explicit water mol...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22460

    authors: Mirtič A,Merzel F,Grdadolnik J

    更新日期:2014-07-01 00:00:00

  • Infrared spectroscopy of human cells and tissue. VIII. Strategies for analysis of infrared tissue mapping data and applications to liver tissue.

    abstract::Experimental and computational methods of infrared microspectroscopy (IRI-MSP) and infrared spectral mapping (ISM) are presented. These methods are subsequently applied to the analysis of cirrhotic liver tissue. The sensitivity of infrared spectral mapping toward spectral changes caused by disease will be demonstrated...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/1097-0282(2000)57:5<282::AID-BIP50>3.0.CO;

    authors: Diem M,Chiriboga L,Yee H

    更新日期:2000-01-01 00:00:00

  • M.TaqI facilitates the base flipping via an unusual DNA backbone conformation.

    abstract::MD simulations have been carried out to understand the dynamical behavior of the DNA substrate of the Thermus aquaticus DNA methyltransferase (M.TaqI) in the methylation process at N6 of adenine. As starting structures, an x-ray structure of M.TaqI in complex with DNA and cofactor analogue (PDB code: 1G 38) and free d...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20341

    authors: Wibowo FR,Rauch C,Trieb M,Liedl KR

    更新日期:2005-10-15 00:00:00

  • Binding of tacrine and 6-chlorotacrine by acetylcholinesterase.

    abstract::Multiconfiguration thermodynamic integration was used to determine the relative binding strength of tacrine and 6-chlorotacrine by Torpedo californica acetylcholinesterase. 6-Chlorotacrine appears to be bound stronger by 0.7+/-0.4 kcal/mol than unsubstituted tacrine when the active site triad residue His-440 is deprot...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(sici)1097-0282(199601)38:1<109::aid-bip9>

    authors: Wlodek ST,Antosiewicz J,McCammon JA,Straatsma TP,Gilson MK,Briggs JM,Humblet C,Sussman JL

    更新日期:1996-01-01 00:00:00

  • Solid-phase synthesis of second-generation polyproline dendrimers.

    abstract::Second-generation dendrimers have been prepared on solid phase by successive additions of branched polyproline building blocks starting from two different branching units anchored to the solid support. The preparation of Pro-rich building blocks was carried out by stepwise solid-phase synthesis and their iterative add...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20125

    authors: Sanclimens G,Crespo L,Giralt E,Royo M,Albericio F

    更新日期:2004-01-01 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

  • Biopolymer excreted by pseudoalteromonas antarctica NF(3), as a coating and protective agent of liposomes against dodecyl maltoside

    abstract::The ability of an exopolymer of glycoproteic character (GP) excreted by a new gram-negative species Pseudoalteromonas antarctica NF(3), to coat phosphatidylcholine (PC) liposomes and to protect these bilayers against the action of the nonionic surfactant dodecyl maltoside was investigated. Transmission electron micros...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(SICI)1097-0282(199911)50:6<579::AID-BIP2>

    authors: de La Maza A,Codech L,Lopez O,Parra JL,Sabes M,Guinea J

    更新日期:1999-11-01 00:00:00

  • Synthesis and conformational analysis of N-glycopeptides. II. CD, molecular dynamics, and NMR spectroscopic studies on linear N-glycopeptides.

    abstract::The comprehensive structural analysis reported herein of eight N-glycopeptides, in three different solvents, is based on quantitative CD experiments, homonuclear nuclear Overhauser effect measurements, and molecular dynamics (MD) calculations. Although several orientations of the two amide planes attached to the carbo...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360330416

    authors: Perczel A,Kollát E,Hollósi M,Fasman GD

    更新日期:1993-04-01 00:00:00

  • Water-mediated contacts in the trp-repressor operator complex recognition process.

    abstract::Water-mediated contacts are known as an important recognition tool in trp-repressor operator systems. One of these contacts involves two conserved base pairs (G(6).C(-6) and A(5). T(-5)) and three amino acids (Lys 72, Ile 79, and Ala 80). To investigate the nature of these contacts, we analyzed the X-ray structure (PD...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20023

    authors: Wibowo FR,Rauch C,Trieb M,Wellenzohn B,Liedl KR

    更新日期:2004-04-15 00:00:00

  • Site-specific experiments on folding/unfolding of Jun coiled coils: thermodynamic and kinetic parameters from spin inversion transfer nuclear magnetic resonance at leucine-18.

    abstract::The 32-residue leucine zipper subsequence, called here Jun-lz, associates in benign media to form a parallel two-stranded coiled coil. Studies are reported of its thermal unfolding/folding transition by circular dichroism (CD) on samples of natural isotopic abundance and by both equilibrium and spin inversion transfer...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20555

    authors: d'Avignon DA,Bretthorst GL,Holtzer ME,Schwarz KA,Angeletti RH,Mints L,Holtzer A

    更新日期:2006-10-15 00:00:00

  • A stable antiparallel cytosine-thymine base pair occurring only at the end of a duplex.

    abstract::Ultraviolet hyperchromicity experiments indicate that in DNA duplex formation, a C-T mismatch is destabilizing in the center of a duplex, but behaves as a stable base pair at the terminus of a duplex. The C-T base pair is thought to contain two hydrogen bonds, but has thermodynamic parameters (delta Ho and delta Go of...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360310908

    authors: Vanhommerig SA,van Genderen MH,Buck HM

    更新日期:1991-08-01 00:00:00

  • Biophysical characterization and unfolding of LEF4 factor of RNA polymerase from AcNPV.

    abstract::Late expression factor 4 (LEF4) is one of the four subunits of Autographa californica nuclear polyhedrosis virus (AcNPV) RNA polymerase. LEF4 was overexpressed in Escherichia coli and recombinant protein was subjected to structural characterization. Chemical induced unfolding of LEF4 was investigated using intrinsic f...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.21180

    authors: Rasheedi S,Suragani M,Haq SK,Ghosh S,Ehtesham NZ,Hasnain SE

    更新日期:2009-07-01 00:00:00

  • Association behavior of native beta-lactoglobulin.

    abstract::The association behavior of beta-lactoglobulin has been studied by small-angle neutron scattering as a function of protein concentration, temperature, pH, and NaCl concentration of the solution. By indirect Fourier transformation of the spectra, pair-distance distribution functions for the various samples were obtaine...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(SICI)1097-0282(199901)49:1<11::AID-BIP2>3

    authors: Verheul M,Pedersen JS,Roefss SP,de Kruif KG

    更新日期:1999-01-01 00:00:00

  • Raman signatures of ligand binding and allosteric conformation change in hexameric insulin.

    abstract::Hexameric insulin is an allosteric protein that undergoes transitions between three conformational states (T(6), T(3)R(3), and R(6)). These allosteric states are stabilized by the binding of ligands to the phenolic pockets and by the coordination of anions to the His B10 metal sites. Raman difference (RD) spectroscopy...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.1020

    authors: Ferrari D,Diers JR,Bocian DF,Kaarsholm NC,Dunn MF

    更新日期:2001-01-01 00:00:00

  • Modeling DNA deformations induced by minor groove binding proteins.

    abstract::Molecular modeling is used to demonstrate that the major structural deformations of DNA caused by four different minor groove binding proteins, TBP, SRY, LEF-1, and PurR, can all be mimicked by stretching the double helix between two 3'-phosphate groups flanking the binding region. This deformation reproduces the wide...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(SICI)1097-0282(19990415)49:5<341::AID-BIP

    authors: Lebrun A,Lavery R

    更新日期:1999-04-15 00:00:00

  • Precise bacterial polyprenol length control fails in Saccharomyces cerevisiae.

    abstract::A comparison of amino acid sequences of yeast Rer2p and Srt1p Z-prenyltransferases shows that the spatial organization of their substrate tunnels agrees with that determined by X-ray for the E. coli undecaprenyl diphosphate synthase (UPPs). The observed trend in the maxima of product length distribution shifted from C...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20715

    authors: Poznański J,Szkopinska A

    更新日期:2007-06-05 00:00:00

  • Structural insight into the XTACC3/XMAP215 interaction from CD and NMR studies on model peptides.

    abstract::TACC3 is a centrosomal adaptor protein that plays important roles during mitotic spindle assembly. It interacts with chTOG/XMAP215, which catalyzes the addition of tubulin dimers during microtubule growth. A 3D coiled-coil model for this interaction is available but the structural details are not well described. To ch...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.23039

    authors: Partida-Hanon A,Treviño MA,Mompeán M,Jiménez MÁ,Bruix M

    更新日期:2017-11-01 00:00:00

  • General properties of silated hydroxyethylcellulose for potential biomedical applications.

    abstract::The general properties of hydroxyethylcellulose (HEC) grafted with 3-glycidoxypropyltrimethoxysilane (GPTMS) or 3-glycidoxypropylmethyldiethoxysilane (GPDMS) were studied for potential biomedical applications. The graft involved a Williamson reaction between the free hydroxyl function of HEC and the epoxy function of ...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10053

    authors: Bourges X,Weiss P,Coudreuse A,Daculsi G,Legeay G

    更新日期:2002-04-05 00:00:00

  • CD and NMR structural characterization of ceratotoxins, natural peptides with antimicrobial activity.

    abstract::Antibacterial properties of the secretion from the female reproductive accessory glands of medfly Ceratitis capitata are mostly ascribed to the presence of two peptides, ceratotoxin A and B, which exhibit a strong activity against gram-positive and gram-negative bacterial strains, and show sequence and function homolo...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(SICI)1097-0282(199611)39:5%3C653::AID-BIP

    authors: Ragona L,Molinari H,Zetta L,Longhi R,Marchini D,Dallai R,Bernini LF,Lozzi L,Scarselli M,Niccolai N

    更新日期:1996-11-01 00:00:00

  • A two-dimensional NMR study of exchange behavior of amide hydrogens in a lysozyme derivative with an extra cross-link between Glu35 and Trp108--quenching of cooperative fluctuations and effects on the protein stability.

    abstract::Two-dimensional nmr spectra [correlated spectroscopy (COSY), homonuclear Hartmann-Hahn (HOHAHA), nuclear Overhauser effect spectroscopy (NOESY)] have been observed for cross-linked lysozyme, a chemically modified lysozyme derivative with an extra ester cross-link between residues E35 and W108. Eight shifted cross-peak...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(SICI)1097-0282(199702)41:2<131::AID-BIP2>

    authors: Noda Y,Fukuda Y,Segawa S

    更新日期:1997-02-01 00:00:00

  • Synthesis and characterization of the sweet protein brazzein.

    abstract::The sweet protein brazzein isolated from the fruit of the African plant, Pentadiplandra brazzeana Baillon is 2000-500 times sweeter than sucrose and consists of 54 amino acid residues with four intramolecular disulfide bonds. Brazzein was prepared by the fluoren-9-yl-methoxycarbonyl solid-phase method, and was identic...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(sici)1097-0282(199607)39:1<95::aid-bip10>

    authors: Izawa H,Ota M,Kohmura M,Ariyoshi Y

    更新日期:1996-07-01 00:00:00

  • Structure and dynamics of the DNA binding protein HU from Bacillus stearothermophilus by NMR spectroscopy.

    abstract::The DNA-binding protein HU from Bacillus stearothermophilus (HUBst) is a dimer with a molecular weight of 195 kDa that is capable of bending DNA. An x-ray structure has been determined previously [Tanaka et al. 1984) Nature, vol. 310, pp. 376-381], but no structure could be established for a large part of the supposed...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(sici)1097-0282(1996)40:5<553::aid-bip13>3

    authors: Boelens R,Vis H,Vorgias CE,Wilson KS,Kaptein R

    更新日期:1996-01-01 00:00:00

  • Impact of an extruded nucleotide on cleavage activity and dynamic catalytic core conformation of the hepatitis delta virus ribozyme.

    abstract::The self-cleaving hepatitis delta virus (HDV) ribozyme is essential for the replication of HDV, a liver disease causing pathogen in humans. The catalytically critical nucleotide C75 of the ribozyme is buttressed by a trefoil turn pivoting around an extruded G76. In all available crystal structures, the conformation of...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20693

    authors: Sefcikova J,Krasovska MV,Spacková N,Sponer J,Walter NG

    更新日期:2007-04-05 00:00:00

  • Exploration of compact protein conformations using the guided replication Monte Carlo method.

    abstract::We have studied the use of a new Monte Carlo (MC) chain generation algorithm, introduced by T. Garel and H. Orland [(1990) Journal of Physics A, Vol. 23, pp. L621-L626], for examining the thermodynamics of protein folding transitions and for generating candidate C(alpha) backbone structures as starting points for a de...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360360504

    authors: Solomon JE,Liney D

    更新日期:1995-11-01 00:00:00