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Table 1. Affinity to μ and δ opioid receptor subtypes aCompound Affinity to μ receptor (nM) Affinity to δ receptor (nM)A-1A-1 + BIPHBIPHA-2A-2 + BIPHa rat brain homogenate>1000(96)0.39(2)0.40(2)630(62)0.31(2)>1000(102)1.56(2)1.26(1)794(70)0.80(5)Tandem mass spectrometry method has been used (4000 Q TRAP mass spectrometer) toconfirm relative strength of the complex between A-1 and A-2 and biphalin. The resultingspectra (Figure 2) of A-1/biphalin after raising energy of collisions (CE) from 20 to 40 eV’sgave gradual disappearance of the ion with 1162.5 mass and increase of intensity of the twomonoprotonated ions belonging to individual peptides (BIPH - 909.4 and A-1 -1414.6).However, in case when both peptides are positively charged (i.e. A-2 and biphalin),intensity of the cumulative peak is very low (ca. 10%) and disappears when CE equals to30 eV. In conclusion, positively charged dendrimer associates much weaker with biphalin.In vitro binding to μ and δ opioid receptors was performed for neutral and chargeddendrimers, as well as for their mixture with biphalin (Table 1). Dendrimers A-1 and A-2have ca 10 3 times lower affinity to μ and δ opioid receptors than biphalin. However, theydo not have impact on resulting affinity when mixed with biphalin. It is interesting to notethat water solubility of the (1:1) compositions was ca 30% higher than that of biphalinalone.Presented data show that the designed dendrimeric peptides can be used as prospectivecarriers for biphalin. They form associates with biphalin with improved solubility in water.Multiple hydrogen bonds that can be formed between uncharged central fragments of bothmolecules are probably the driving forces of this process.AcknowledgmentsSupported by EC grant “Normolife” and Grant N204 239436 from Ministry of Science and HigherEducation of Poland.References1. Crombez, L., Charnet, A., Morris, M.C., Aldrian-Herrada, G., Heitz, F., Divita, G., Biochem. Soc.Trans. 35, 44-46 (2007).2. Kosson, D., Klinowiecka, A., Kosson, P., Bonney , I., Carr, D.B., Mayzner-Zawadzka, B.,Lipkowski, A.W. Eur. J. Pain 12, 611-616 (2008).3. Witt, K., Huber, J.D., Egleton, R.D., Davis, T.D. J. Pharm. Exp. Therapy 303, 760-767 (2002).4. Laufer, S.D., Recke, A.L., Veldhoen, S., Trampe, A., Restle, T. Oligonucleotides 19, 63-80 (2009).593
Proceedings of the 31 st European Peptide SymposiumMichal Lebl, Morten Meldal, Knud J. Jensen, Thomas Hoeg-Jensen (Editors)European Peptide Society, 2010NMR-Based Conformational Studies of the C-TerminalHeptadecapeptide(101-117) of Human Cystatin CMartyna Maszota, Paulina Czaplewska, Anna Śladewska,Marta Spodzieja, and Jerzy CiarkowskiFaculty of Chemistry, University of Gdańsk, Gdańsk, 80-952, PolandIntroductionHuman cystatin C (hCC) is a small (13 kDa, 120 amino acid residues) protein inhibitor ofcysteine proteases [1]. It is the most widespread cystatin in mammalian body fluids. hCC isinvolved in various diseases including the Alzheimer's disease; it binds amyloid β (Aβ) andreduces its aggregationand deposition [2].Recent in vitro epitopeextraction/excision massspectrometry studies includingAβ and hCCrevealed that the C-terminalheptadecapeptideof the latter, hCC(101-117) is the minimalAβ-binding epitopeof hCC [3]. NMR-basedconformational studiesof hCC (101-117) willhelp to understandoligomerization of hCC,possibly including itsFig. 1. Left – fingerprint region of a TOCSY spectrum; Right –the NH-Hα region of TOCSY (black) and NOESY (grey) withindicated connectivities.self-aggregation andinteractions with Aβand, in the next step,design the new potentialinhibitors of hCC oligomerization.Results and DiscussionComplete assignment of the proton spectra of hCC(101-117) was achieved according to theFig. 2. The backbone represents the final 300 structures; the side-chains represent theaveraged conformation of hCC(101-117).594
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Peptides 2010Tales of PeptidesProce
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Peptides 2010Tales of PeptidesProce
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IntroductionWe had the distinct hon
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Scientific programIn planning the 3
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31 st EUROPEAN PEPTIDE SYMPOSIUMSep
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published by John Wiley & Sons as a
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The Josef Rudinger AwardThis award
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Young Investigators' SymposiumThe y
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xxiv
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Design of Peptidyl-Inhibitors for G
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Synthetic Antifreeze Glycopeptide A
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Synthesis and Oxidative Folding of
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Convergent Syntheses of Huprp106-12
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Bactericidal Activity of Small Beta
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Bradykinin Analogues Acylated on Th
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Antimicrobial Activity of Small 3-(
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Interaction of Curcumin with A-Synu
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Fluorescent and Luminescent Fusion
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Cellular Expression of the Human An
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2D IR Spectroscopy of Oligopeptides
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large, non-redundant subset of prot
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The aberrantly glucosylated peptide
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Table 1. Proline cis/trans ratios o
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Table 1. Yields, UV-vis absorption
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Table 1. Purity of the targeted tri
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processes are blocked. Interestingl
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(tb4 n ,1 m )MTII(tb1 n ,4 m )MTIIF
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Fig. 2. a) Part of the 400 MHz HR-M
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Once printed, the amino acid partic
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A) PSA, few seconds73B) PSA, 45 min
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short β strands. In contrast, nume
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neg. control Cs9-Rhd MM-218Fig. 2.
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Table 1. The general structure of t
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% ID in the liver 1 h p.i.100908070
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Peptidyl phosphoranes were first re
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obtained from the same sardines and
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MccJ25 variants were produced by si
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Fig. 2. Proposed signaling mechanis
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Table 1. mCD4-HS12 antiviral activi
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Proceedings of the 31 st European P
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Page 589 and 590: Proceedings of the 31 st European P
Page 639: Proceedings of the 31 st European P
Page 679 and 680: Subject index(S)-2-(1-adamantyl)gly
Page 681 and 682: chip 18chiral triazine condensing r
Page 683 and 684: heat stress 348helical conformation
Page 685 and 686: O-acyl isopeptide method 112obesity
Page 687 and 688: SH2-ligands 210short collagen-relat
Page 689 and 690: Author indexAboye, Teshome Leta 142
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Chi, Hongfang 480Chiche, Laurent 6C
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Geronikaki, Athina 444Gessmann, Ren
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Kostova, Kalina 528Kotzia, Georgia
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Nagata, Koji 162Nagayev, Igor Yu. 5
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Salvarese, Nicola 518Sammet, Benedi
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Vauquelin, Georges 138Veiga, Ana Sa
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