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They were the sequences: RCTGVSVIRRVIEPQGL, VIEPQGL, TNPNSMVSHIAGK andVQVVNNNGQTVF (depending on the combination of enzymes applied). The peptide withthe sequence RCTGVSVIRRVIEPQGL found in pepsin and pepsin+chymotrypsinhydrolysate is so-called proteotypic peptide i.e. peptide which can be identified at least in ahalf of the experiments with the same analyte [6].To conclude, the idea of research based on chemo- and bioinformatic tools incombination with laboratory analysis is a suitable and modern trend of studying thebioactive peptides derived from food proteins. However, it should be noted, that resultsobtained in this way should be verified in vitro before introducing new food bioactivecompounds on the market.AcknowledgmentsSupported by grant 529-0712-915 (Ministry of Science and Higher Education).References1. Iwaniak, A., Dziuba, J. Food Technol. Biotechnol. 47 (4), 441-449 (2009).2. Blythe, M.J., Doytchinova, I.A., Flower, D.R. Bioinformatics 18, 3, 434-439 (2007).3. Minkiewicz, P., et al. Food Technol. Biotechnol. 4, 1-10 (2008).4. Pripp, A.H., et al. J. Agric. Food Chem. 16 (11), 484-494 (2005).5. Zamyatnin, A.A. Biochemistry (Moscow) 74, 1575-1585 (2009).6. Mallick, P., et al. Natur. Biotechnol. 25, 125-131 (2007).295
Proceedings of the 31 st European Peptide SymposiumMichal Lebl, Morten Meldal, Knud J. Jensen, Thomas Hoeg-Jensen (Editors)European Peptide Society, 2010A Method for Screening Peptides Bound to EGFR by UsingMultiple Fluorescent Amino Acids as Fluorescent TagsMizuki Kitamatsu, Takahiro Yamamoto, and Masahiko SisidoDepartment of Medical and Bioengineering, Graduate School of Natural Science andTechnology, Okayama University, 3-1-1 Tsushimanaka, Okayama, 700-0082, JapanIntroductionA peptide library is generally used for screening peptides bound to a target protein. Thephage display method [1] and the one-bead–one-compound method [2,3] are widely usedmethods for screening with a peptide library. However, the methods have a drawback in thecase of screening for short peptides because of the need to fix the short peptides on largecarriers like phages and beads. The carriers often interact with targets nonspecifically. Toovercome this drawback, we have developed a new screening method without large carriers[4]. In this method, a peptide library is labeled with multiple fluorescent amino acids. Thepeptides binding to targets are detected quantitatively by specific fluorescence from thefluorescent amino acids labeling on peptides. In this study, we screened 8-mer peptidesbound to epidermal growth factor receptor (EGFR) by this method. EGFR is a receptortyrosine kinase over-expressed on surface of many human cancers. Therefore, an EGFRbindingpeptide can be regarded as a significant target of tumor and it is an attractivemedical tool.Results and DiscussionTwo hundred twenty-five peptides were prepared by solid-phase peptide synthesis. Thesequence is shown in Figure 1. Y 1 and Y 2 indicate 15 D-amino acids other than Cys, Gly,Leu, Glu and Gln. X indicates equimolar mixture of these amino acids. Fl indicates afluorescent amino acid. Fifteen fluorescent amino acids were used in this study (Figure 1).AcHNOCOOHN2 HFlOHNOCOOHN2 HO6 OHNO XHO Y 1 HO XHO XNNNNHNNNN2XHO XHO YHOH2 X OHNOHNOHNOHNOHNOHNOHNOOOHNOOOHHmc(327/454)OONHONCm3(450/488)OOHNOOMoc(351/404)OOONHOCoc(353/428)OOOHNOOHHoc(410/510)ONH +NHONH@52(455/519)HNAcd(385/419)HNOHNOHNOHNOHNOHNOHNOHNOHNOOOCmr(328/392)OHNONOOMac(385/476)OONNHAca(388/422)NHNOODec(429/473)OOHNOONS39(385/552)ON +OHNCF 3NOHOHNOOCOOHFamSO 3 H(501/525)A43(410/450)ONHNOCOOHO N +Tmr(552/577)Fig. 1. Chemical structure of the peptide modified with a fluorescent amino acid andchemical structures of fluorescent amino acids. Values in a parenthesis indicate maximumexcitation/emission wavelengths obtained from the 2D-FL spectrum of each fluorescentamino acid in 70 mM HEPES buffer (pH 7.4)/methanol (1/1 (v/v)) at room temperature.296
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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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Subject index(S)-2-(1-adamantyl)gly
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chip 18chiral triazine condensing r
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heat stress 348helical conformation
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O-acyl isopeptide method 112obesity
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SH2-ligands 210short collagen-relat
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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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