Role of water molecules in the crystal structure of Gly-L-Ala-L-Phe: a possible sequence preference for nucleation of alpha-helix?

Abstract:

:The synthetic peptide Gly-L-Ala-L-Phe (C14H19N3O4.2H2O; GAF) crystallizes in the monoclinic space group P2I1), with a = 5.879(1), b = 7.966(1), c = 17.754(2) A, beta = 95.14(2) degrees, Dx = 1.321 g cm-3, and Z = 2. The crystal structure was solved by direct methods using the program SHELXS-86 and refined to an R value of 0.031 for 1425 reflections (greater than 3 sigma). The tripeptide exists as a zwitterion in the crystal and assumes a near alpha-helical backbone conformation with the following torsion angles: psi 1 = -147.8 degrees; phi 2, psi 2 = -71.2 degrees, 33.4 degrees; phi 3, psi 3 = -78.3 degrees, -43.3 degrees. In this structure, one water molecule bridges the COO- and NH3+ terminii to complete a turn of an alpha-helix and another water molecule participates in head-to-tail intermolecular hydrogen bonding, so that the end result is a column of molecules that looks like an alpha-helix. Thus, the two water molecules of crystallization play a major role in stabilizing the near alpha-helical conformation of each tripeptide molecule and in elongating the helix throughout the crystal. An analysis of all protein sequences around regions containing a GAF fragment by Chou-Fasman's secondary structure prediction method showed that those regions are likely to assume an alpha-helical conformation with twice the probability they are likely to adopt a beta-sheet conformation. It is conceivable that a GAF fragment may be a good part of the nucleation site for forming alpha-helical fragments in a polypeptide, with the aqueous medium playing a crucial role in maintaining such transient species.

journal_name

Biopolymers

journal_title

Biopolymers

authors

Ramasubbu N,Parthasarathy R

doi

10.1002/bip.360280707

subject

Has Abstract

pub_date

1989-07-01 00:00:00

pages

1259-69

issue

7

eissn

0006-3525

issn

1097-0282

journal_volume

28

pub_type

杂志文章
  • Electrospun tecophilic/gelatin nanofibers with potential for small diameter blood vessel tissue engineering.

    abstract::Tissue engineering techniques particularly using electrospun scaffolds have been intensively used in recent years for the development of small diameter vascular grafts. However, the development of a completely successful scaffold that fulfills multiple requirements to guarantee complete vascular regeneration remains c...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22524

    authors: Vatankhah E,Prabhakaran MP,Semnani D,Razavi S,Morshed M,Ramakrishna S

    更新日期:2014-12-01 00:00:00

  • Secondary structure of a core protein from pig skin proteodermatan sulfate: CD and Fourier transform IR spectroscopic studies in solution.

    abstract::The secondary structure of a 38 kDa core protein from pig skin proteodermatan sulfate (PDS), was investigated in solution using CD and Fourier transform (FT) ir spectroscopy. Both techniques generally have provided complementary data on the secondary structures of proteins. CD spectral analysis has shown that the core...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360281109

    authors: Renugopalakrishnan V,Damle SP,Horowitz PM,Moore S,Hutson TB,Gregory JD

    更新日期:1989-11-01 00:00:00

  • The structure of a rhombohedral R6 insulin hexamer that binds phenol.

    abstract::Different hexameric forms of insulin have been crystallized from a variety of conditions. In the presence of 1% phenol, 1.0 M sodium chloride, and at a pH of 8.5, a rhombohedral form is produced with two monomers in the asymmetric unit, space group R3, a = 79.92 A and c = 40.39 A. The structure has been solved and ref...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360320422

    authors: Smith GD,Dodson GG

    更新日期:1992-04-01 00:00:00

  • Keratin-lipid structural organization in the corneous layer of snake.

    abstract::The shed epidermis (molt) of snakes comprises four distinct layers. The upper two layers, here considered as beta-layer, contain essentially beta-keratin. The following layer, known as mesos-layer, is similar to the human stratum corneum, and is formed by thin cells surrounded by intercellular lipids. The latter layer...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.21184

    authors: Ripamonti A,Alibardi L,Falini G,Fermani S,Gazzano M

    更新日期:2009-12-01 00:00:00

  • Neuronal assemblies: single cortical neurons are obedient members of a huge orchestra.

    abstract::Spontaneous cortical activity of single neurons is often either dismissed as noise, or is regarded as carrying no functional significance and hence is ignored. Our findings suggest that such concepts should be revised. We explored the coherent population activity of neuronal assemblies in primary sensory area in the a...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10273

    authors: Grinvald A,Arieli A,Tsodyks M,Kenet T

    更新日期:2003-03-01 00:00:00

  • Probing the role of hydrogen bonds in the stability of base pairs in double-helical DNA.

    abstract::Aromatic stacking and hydrogen bonding between nucleobases are two of the key interactions responsible for stabilization of DNA double-helical structures. The present work aims at defining the specific contributions of these interactions to the stability of individual base pairs in DNA. The two DNA double helices inve...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20811

    authors: Every AE,Russu IM

    更新日期:2007-10-05 00:00:00

  • Crystal structure of cyclic (APGVGV)2, an analog of elastin, and a suggested mechanism for elongation/contraction of the molecule.

    abstract::Tropoelastin is a complex polymeric protein composed primarily of repeating segments of Val-Pro-Gly-Gly, Val-Pro-Gly-Val-Gly, and Ala-Pro-Gly-Val-Gly-Val that occurs in connective tissue and arteries. It has rubber-like extensible properties. A synthetic cyclic dodecapeptide, with a double repeat of the hexapeptide se...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20214

    authors: Karle IL,Urry DW

    更新日期:2005-03-01 00:00:00

  • Revisiting the neighbor exclusion model and its applications.

    abstract::We review the neighbor exclusion model and some of its applications to analyze the binding data of DNA-ligand complexes. We revisit the closed form of the model developed by McGhee and von Hippel in 1974, showing that this classic model can be used to help studying the behavior of DNA contour and persistence lengths w...

    journal_title:Biopolymers

    pub_type: 杂志文章,评审

    doi:10.1002/bip.21296

    authors: Rocha MS

    更新日期:2010-01-01 00:00:00

  • Quantitative characterization of specific genomic promoters using agarose gel electrophoresis.

    abstract::Over the past decade a large number of studies have focused attention on the role of nucleosomes as negative and positive regulators of specific nuclear functions. Due to the lack of an analytical method to determine the higher order conformation of the nucleosomal arrays that encompass specific genetic loci (e.g., pr...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10322

    authors: Georgel PT,Hansen JC

    更新日期:2003-04-01 00:00:00

  • An estimate of the nearest neighbor base-pair content of 5S RNA using CD and absorption spectroscopy.

    abstract::We analyzed the CD and uv absorption spectra of 5S RNA from Escherichia coli using the method developed in the preceding paper. The analysis of spectra of 5S RNA at 20 degrees C in 0.1M NaClO4, 2.5 mM Na+ (phosphate), pH 7.0, and 0.5 mM MgSO4 gave 7 +/- 3.6 A.U base pairs, 25 +/- 3.6 G.C base pairs, and 7.5 +/- 3.6 G....

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360310404

    authors: Johnson KH,Gray DM

    更新日期:1991-03-01 00:00:00

  • Fast membrane association is a crucial factor in the peptide pep-1 translocation mechanism: a kinetic study followed by surface plasmon resonance.

    abstract::The use of peptide carriers, termed "cell-penetrating peptides (CPPs)" has attracted much attention due to their potential for cellular delivery of hydrophilic molecules with pharmacological interest, overcoming the membrane barrier. These peptides are able to deliver attached cargos in a nontoxic manner, with the upt...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.21367

    authors: Henriques ST,Castanho MA,Pattenden LK,Aguilar MI

    更新日期:2010-01-01 00:00:00

  • Conformational and structural analysis of the equilibrium between single- and double-strand beta-helix of a D,L-alternating oligonorleucine.

    abstract::Alternating sequences of D and L residues in peptides are directly related to the formation of several kinds of regular helical conformations usually called beta-helices. The major feature of these structures is that they can be associated with the transmembrane ion-conducting channel activity in some natural antibact...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10549

    authors: Navarro E,Fenude E,Celda B

    更新日期:2004-02-05 00:00:00

  • FTIR study on heat-induced and pressure-assisted cold-induced changes in structure of bovine alpha-lactalbumin: stabilizing role of calcium ion.

    abstract::The second derivative FTIR study of heat-induced and pressure-assisted cold-induced changes in the secondary structure of bovine alpha-lactalbumin was carried out for native holoprotein and calcium ion depleted apoprotein. The secondary structure and compactness of alpha-lactalbumin were examined in a temperature rang...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/1097-0282(2001)62:1<29::AID-BIP50>3.0.CO;2

    authors: Dzwolak W,Kato M,Shimizu A,Taniguchi Y

    更新日期:2001-01-01 00:00:00

  • Development of crosslink-type tag-probe pairs for fluorescent imaging of proteins.

    abstract::Useful methods of protein labeling via functional peptide tags have been developed in the field of proteome and chemical biology. New tag-probe pairs based on leucine zipper peptides for labeling target proteins are described. These consist of an α-helical probe peptide with an environmental-sensitive fluorescent dye ...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.21444

    authors: Nomura W,Mino T,Narumi T,Ohashi N,Masuda A,Hashimoto C,Tsutsumi H,Tamamura H

    更新日期:2010-01-01 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

  • Nondestructive analyses of unsaturated fatty acid species in dietary oils by attenuated total reflectance with Fourier transform IR spectroscopy.

    abstract::The aim of this study was to develop a nondestructive method to quantitate relative amounts of n-3 and n-6 polyunsaturated fatty acid (PUFA) species in vegetable oils and oil seeds using Fourier transform IR spectroscopy (FTIR). The alkene Cbond;H stretching vibrations of unsaturated fatty acids in oils showed IR abso...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10505

    authors: Yoshida S,Yoshida H

    更新日期:2003-12-01 00:00:00

  • Novel fluorescence based receptor binding assay method for receptors lacking ligand conjugates with preserved affinity: study on estrogen receptor alpha.

    abstract::In this study a novel general approach is presented that allows for a straightforward design of receptor binding assays. This principle of a receptor binding assay is applied to the estrogen receptor, which is important in the management of breast cancer and for the estimation of the estrogenic potency of chemicals in...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10402

    authors: Christoph S,Meyer-Almes FJ

    更新日期:2003-01-01 00:00:00

  • A molecular builder for carbohydrates: application to polysaccharides and complex carbohydrates.

    abstract::A new procedure (POLYS) for producing three-dimensional structures of polysaccharides and complex carbohydrates is described. This employs a builder concept combining a database of monosaccharide structures with a database containing information on populations of independent neighboring glycosidic linkages in disaccha...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/(SICI)1097-0282(199609)39:3%3C417::AID-BIP

    authors: Engelsen SB,Cros S,Mackie W,Pérez S

    更新日期:1996-09-01 00:00:00

  • Surveying a local fitness landscape of a protein with epistatic sites for the study of directed evolution.

    abstract::We present a method for analysis of a fitness landscape of a biopolymer with significantly epistatic sites. The analysis is based on a quasi-additive fitness model. The fitness model is constructed with additive terms conducted by "site-fitness" and epistatic terms conducted by "pair-fitness," where the site-fitness i...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10126

    authors: Aita T,Hamamatsu N,Nomiya Y,Uchiyama H,Shibanaka Y,Husimi Y

    更新日期:2002-07-05 00:00:00

  • NMR study of the structure and self-association of Core peptide in aqueous solution and DPC micelles.

    abstract::Core peptide is a hydrophobic peptide derived from the T-cell antigen receptor-alpha chain (TCR-alpha) transmembrane region with therapeutic potential. The mechanism by which the peptide inserts into the membrane, including any requirements to change conformational or association states during the insertion, is unclea...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.21423

    authors: Zheng G,Torres AM,Ali M,Manolios N,Price WS

    更新日期:2011-01-01 00:00:00

  • Quantitative IR spectrophotometry of peptide compounds in water (H2O) solutions. II. Amide absorption bands of polypeptides and fibrous proteins in alpha-, beta-, and random coil conformations.

    abstract::Infrared spectra of poly(D,L-alanine), poly(L-glutamic acid), poly(L-lysine), silk fibroin, and tropomyosin have been registered for various conformations of the polypeptide chain. Assuming additivity of the main- and side-chain absorption, spectral parameters of amide I and II absorption bands corresponding to alpha-...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360301310

    authors: Venyaminov SYu,Kalnin NN

    更新日期:1990-01-01 00:00:00

  • Electron paramagnetic resonance study of water distribution in starch granules.

    abstract::An electron paramagnetic resonance (EPR) study was performed for potato and wheat starch containing Cu2+ ions as a paramagnetic probe. Distribution of water in the starch granules as well as the interactions between the copper and starch matrix of different crystalline structures were determined. EPR spectra of the na...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20504

    authors: Łabanowska M,Bidzińska E,Dyrek K,Szymońska J

    更新日期:2006-08-15 00:00:00

  • Equilibrium unfolding of the poly(glutamic acid)20 helix.

    abstract::The equilibrium structural ensemble of a 20-residue polyglutamic acid peptide (E(20)) was studied with FRET, circular dichroism, and molecular dynamics (MD) simulations. A FRET donor, o-aminobenzamide, and acceptor, 3-nitrotyrosine, were introduced at the N- and C-termini, respectively. Circular dichroism, steady stat...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.20719

    authors: Finke JM,Jennings PA,Lee JC,Onuchic JN,Winkler JR

    更新日期:2007-06-15 00:00:00

  • Effect of EGCG On Fe(III)-induced conformational transition of silk fibroin, a model of protein related to neurodegenerative diseases.

    abstract::The abnormal aggregation of amyloid proteins is reported to play a critical role in the etiology of neurodegenerative disorders. Studies have shown that excessive ferric irons are associated with the misfolding of amyloid proteins, and that (-)-epigallocatechin gallate (EGCG) is a good metallic ion chelator with inhib...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22752

    authors: Xu L,Tu S,Chen C,Zhao J,Zhang Y,Zhou P

    更新日期:2016-02-01 00:00:00

  • Molecular dynamics study of a gelsolin-derived peptide binding to a lipid bilayer containing phosphatidylinositol 4,5-bisphosphate.

    abstract::Gelsolin is an actin-severing protein whose action is initiated by Ca(2+) and inhibited by binding to phosphorylated inositol lipid or phosphoinositides. The regions of gelsolin responsible for phosphoinositide binding are comprised of residues 150-169 (G150-169) and 135-142 (G135-142). The corresponding peptides poss...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.10375

    authors: Liepiņa I,Czaplewski C,Janmey P,Liwo A

    更新日期:2003-01-01 00:00:00

  • Conformational and binding properties of chicken liver basic fatty acid binding protein in solution.

    abstract::The conformation of basic fatty acid binding protein from chicken liver and the binding properties of the apo protein toward 11-dansylamino-undecanoic acid were investigated by CD and fluorescence spectroscopy. In one set of experiments the binding process was followed by the appearance of induced optical activity in ...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.360340707

    authors: Schievano E,Quarzago D,Spadon P,Monaco HL,Zanotti G,Peggion E

    更新日期:1994-07-01 00:00:00

  • Uptake and cellular distribution of nucleolar targeting peptides (NrTPs) in different cell types.

    abstract::Nucleolar targeting peptides (NrTPs) are a family of cell penetrating peptides (CPPs) derived from crotamine, a rattlesnake venom toxin. They were named NrTPs for their remarkable nucleolus-homing properties and have been studied for their potential as drug delivery vehicles. Live cell microscopy experiments were cond...

    journal_title:Biopolymers

    pub_type: 杂志文章

    doi:10.1002/bip.22610

    authors: Rodrigues M,Andreu D,Santos NC

    更新日期:2015-03-01 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

  • 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

  • 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