ISSN 1344-7661

PEPTIDE SCIENCE

2012

Proceedings of the 49th Japanese Peptide Symposium

Kagoshima Prefectual Citizens Exchange Center

November 7-9, 2012

Edited by

Kazuhisa SugimuraKagoshima University

Published byTHE JAPANESE PEPTIDE SOCIETY

CONTENTS

Japanese Peptide Society Young InvestigatorAward

Development of Stimulus-responsive Amino Acids and Their Applicationto Peptide Based Chemical BiologyAkira Shigenaga

Japanese Peptide Society Young InvestigatorAward

Biopharmaceutical Study on Bioactive Analogues and Drug DeliverySystems of NeuropeptidesSatomi Onoue

An Effective Click Strategy for Water-soluble Prodrugs of the

Antimicrotubule Agent 'Plinabulin'

Fumika Yakushiji, Hironari Tanaka, Kyohei Muguruma, Ryosuke Kawamata,Yuri Yamazaki, Kentaro Takayama, Yoshio Hayashi

Design, Synthesis, and Validation of Peptidomimetics with Three-

Dimensional Structural DiversityAkira Mizuno, Shiho Miura, Miziiki Watanabe, Tomoshi Kameda,Mitsnhiro Arisawa, Satoshi Shuto

Synthesis of Hydroxyethyl-type Inhibitor Containing Superior BACE1

Cleavage SequenceTomomi Akiyama, Saki Goto, Makoto Yamaguchi, Kazuya Kobayashi, Yohei

Sohma, Yasunao Hattori, Kenta Tentya, Hiroynki Konno, Kenichi Akaji

Convergent Chemical Synthesis of Human GM2 Activator Protein AnalogUsing SEAlide ChemistryKohei Sato, Keisuke Kitakaze, Ken Sakamoto, Akira Shigenaga, Daisuke Tsuji,Kohji Itoh, Akira Otaka

Chemoenzymatic Synthesis of Tim-3 Ig Domain Carrying Complex-type/V-Glycan Using the Sequential One-Pot Condensation by the Thioester

Method

YuyaAsahina, Shigehiro Kamitori, Hironobu Hojo

The Effect of Microwave Irradiation on the Cyclic Peptide SynthesisKeita Uchihiro, Mohammad AsifMirdad, MikaShiomoto, Shokichi Ohuchi

Ring Size and Side-Chain Orientation of Inhibitory Cyclic Peptidesagainst EGF Receptor Dimerization

Takaaki Mizuguchi, Naho Ohara, Mikalida, Ryttnosuke Ninomiya,Shinji Wada, Yoshiaki Kiso, Kazuki Saito, Kenichi Akaji

VII

Quantitative Analysis of Sequence-Specific Reactions by Artificial DNA

Recombinases

Akemi Masuda, Wataru Nomura, Hirokazu Tamamura 21

Synthesis of Novel Oligocationic Peptides Binding to RNA Duplexes

Yusuke Maeda, Rintaro Iwata, Takeshi Wada 23

Halogenated Phe-containing Endomorphin-2 Analogs with Mixed Agonistand Antagonist Activities

Kanaka Nishio, Hirokazu Nishimura, Keitaro Suyama, Ayami Matsushima,

TakeruNose, Yasuyuki Shimohigashi 25

Antihypertensive Peptides Isolated from Fermented Buckwheat SproutMasahiro Koyama, Seiji Hattori, Mai Kato, Kyoko Naramoto, Kozo Nakamura 27

Synthesis of Antagonistic Peptide for Putative CXCL14 Receptor Proteins

and Their Identification

Kohei Tsuji, Kosuke Tanegashima, Akira Shigenaga, Keisuke Aihara,

Masaya Denda, Hao Ding, Takahiko Hara, Akira Otaka 31

Novel cell-penetrating peptides: Poly-Histidine peptidesYoshihisa Tokuda, Ayaka Kotake, Tsuyoshi Kawano, Takashi Iwasaki 33

Mechanism of action of the anti-cancer lytic peptide in cells

Koji Ohara, Masayuki Kohno, Koji Kawakami 37

Neuroendocrine Regulatory Peptides: Their Proteolytic Processing,Distribution, and Regulatory Effects on Vasopressin Release

Akikazu Mochiduki, Kazuki Sasaki, Masamitsu Nakazato, Yoichi Ueta,

Seiji Shioda, Naoto Minamino 39

Synthesis of N-terminal specific PET-probe labeling of peptides via the

NEXT-A reaction

Yasunori Tokuda, Hiroyuki Kimura, Hidekazu Saiki, Masumi Taki, Hideo Saji 41

Development of Macrocyclic Peptide Inhibitors Targeting HepatocyteGrowth Factor Receptor c-Met

Kenichiro Ito, Hiroaki Suga 43

Synthesis of an Artificial gp41-C34 Trimer as an HIV-1 Fusion Inhibitor

Chie Hashimoto, Wataru Nomura, Jun A. Komano, Hirokazu Tamamura 45

VIII

Ribosonial Synthesis of Peptides Containing p-Amino Acids

Tomoshige Fitjino, Hiroshi Murakami

Preparation and Characterization of Peptide Nanotubes of Cyclic Tri-p-peptides on Gold Substrate

Shota Mitani, Shunsaku Kimura

NMR Structural Analysis of Potato Antimicrobial Peptide Snakin-1

Rika Takahashi, Masakatsu Kamiya, Tomoyasu Aizawa, Yasuhiro Kumaki,Takashi Kikukawa, Makoto Demura, Keiichi Kawa.no

Control of Molecular Configuration by Dipole-Dipole Interaction of

Helical Peptide with Oligo(phenyleneethynylene)Mitsuaki Matsumoto, Shunsaku Kimura

Silver Nanocrystals Formed by Oligomeric Biomineralization Peptide via

p53 Tetramerization Domain

Tatsuya Sakaguchi, Jose Isagani B. Janairo, Yoshiro Chuman, Kenji Hara,Atsushi Fukuoka, Kazuyasu Sakaguchi

Peptide-hyaluronate Hydrogels as a Three-dimensional Cell Culture

Matrix

Yuji Yamada, Kazuhiro Sato, Fumihiko Katagiri, Kentaro Hozumi,Yamato Kikkawa, Motoyoshi Nomizu

Cell behavior on integrin binding peptide-conjugated polysaccharidematrices

Kazuhiro Sato, Yuji Yamada, Kentaro Hozumi, Fumihiko Katagiri,Yamato Kikkawa, Motoyoshi Nomizu

A Peptide Derived from Tenascin-C, TNIIIA2, Enhances Neural

Differentiation of Highly Malignant Neuroblastoma Cells throughSustained Activation of pi-integrin

Takuya lyoda, Kazuki Otsuka, Yusuke Nohara, Fumio Fukai

Activation of pi-integrin Induces Cellular Senescence in Normal Human

Fibroblast

Takuya lyoda, Kenta Tsuzuranuki, Mamoru Sakamoto, Masaki Katsumura,Fumio Fukai

The Impact of Bisphenol A-feeding on the Drosophila Neuropeptide PDFmRNA Structure

Ayaka Matsuo, Masayuki Nakamura, Yukimasa Takeda, Yutaka Matsuyama,Miho Sumiyoshi, Xiaohui Liu, Ayami Matsushima, Miki Shimohigashi,

Yasuyuki Shimohigashi

IX

Sequential Peptide Ligation by the Combination of Cys-Pro Ester and

Thioester Methods: An Application to a Synthesis of Histone H3

Tom Kawakami, Yuichi Akai, Hisao Fujimoto, Chieko Kita, Lisa Takemura,Yuko Aoki, Masazumi Waseda, Saburo Aimoto

Application of 4-Methoxybenzyloxymethylcysteine in Fmoc Solid Phase

Peptide Synthesis

Hajime Hibino, Ynji Nishiuchi

New Liquid-Phase Peptide Synthesis Method AJIPHASE® - Developmentof Anchor Support Molecules Suppressible Back Alkylation in Final

Cleavage Step -

Daisuke Takahashi, Tatsuji Inomata

Synthesis and Evaluation of Thiododecaborated a, a- Cycloalkyl AminoAcids for Boron Neutron Capture TherapyYoshihide Hattori, Shintaroit Kusaka, Mori Mitkumoto, Yoichirou Ohta,Hiroshi Takenaka, Kouki Uehara, Tomoynki Asano, Minoru Suzuki,Shin-ichiro Masunaga, Koji Ono, Shinji Tanimori, Mitsunori Kirihata

Selective Chemical Modification of Chymotrypsin Using PeptideDerivatives Containing Diphenyl Aminoalkylphosphonate Inhibitor

MoietyShin Ono, Junya Murai, Takahiko Nakai, Hirofumi Kuroda, Hiroshi Oyama,Masahito Umezaki

Development of a Protein Structural Conversion Assay and Discovery of

Bovine Brain Derived Peptides Accelerating Structural Conversions of the

Recombinant Bovine Prion Proteins

Kiyoshi Nokihara, Akiyoshi Hirata, Shunsake Yajima, Tetsuya Sogon,Midori Miyajima, Kazuhiro Fukano, Takafumi Ohyama, Tadashi Yasuhara

Total Synthesis of Destruxin E and its Derivatives

Masahito Yoshida, Yoshitaka Ishida, Hisayuki Takeuchi, Hiroshi Nakagawa,Yoko Yashiroda, Minoru Yoshida, Motoki Takagi, Kazuo Shin-ya, Takayuki Doi

Peptidoglycan as Innate Immunomodulator; Chemical Synthesis of Its

Fragments, Immunostimulatory Activities, and Natural Nodi LigandStructures in the Environments/Fermented Food

Yukari Fujimoto, Ambara R. Pradipta, Masahito Hashimoto, Shintaro Kan,Hiroshi Shigehisa, Koichi Fukase

Implication of Tenascin-C Derived Peptide, TNIIIA2, for Hyper-stimulation of the Proliferation and Migration in Glioblastoma Cells

Takuya Iyoda, Motomichi Fujita, Tatsuya Fujisawa, Fumio Fukai

X

Structural Mechanism of JH Delivery in Hemolymph by Its BindingProtein of Silkworm

Toshimasa Yamazaki, Rintaro Suzuki, Zui Fujimoto, Takahiro Shiotsuki,

Wataru Tsuchiya, Mitsuru Momma, Akira Tase, Mitsuhiro Miyazawa

Development of Multipeptide-polysaccharide Matrices Mimicking the

Biological Function of Laminin-111

Kentaro Hozumi, Yoshimi Nishioka, Yuji Yamada, Fumihiko Katagiri,Yamato Kikkawa, Motoyoshi Nomizu

REDV-Bearing Stent: One Step Immobilization of Tyr ContainingPeptides onto Biomaterial Surfaces

Sachiro Kakinoki, Kensuke Takasaki, Yoshiaki Hirano, Tetsuji Yamaoka

Development of Mitochondria-Targeted Cell-Penetrating Peptides and

Delivery of Bioactive Molecules

Ikuhiko Nakase, Sayaka Katayama, Shinya Okumura, Shiroh Futaki

Development of Cell-Penetrating ZIP Tag-Probe Systems for Fluorescent

Imaging of Protein Dynamics in Cells

Wataru Nomura, Tetsuo Narumi, Haruo Aikawa, Hirokazu Tamamura

Exploration of Pharmacological Chaperone for Rescue of Misfolded and/

or Unfolded ORL1 Nociceptin Receptor Proteins

Hirokazu Nishimura, Shogo Inamine, Jinglan Li, Ayami Matsushima,

Yasuyuki Shimohigashi

Arylsulfonyl Derivatization with Arylsulfinates ofDopaquinone Employing

Endogenous Tyrosinase and Dopa in Cultured Melanoma Cells

Atsushi Hiraoka, Hirohumi Kondo, Koichi Sekizawa, Kunikazu Kishi

Recent Progress for the Peptide Synthesis using Hydrothermal-MicroflowReactor SystemsKunio Kawamura

Characterization and Suppression of a Potential Side Reaction During

Monobenzyl-protected Phosphoserine CouplingMichael Self, Nicholas Almaguer, Fengyi Wu, Thuy Nguyen, Firuz Shakoori,

Liang Liu, Baosheng Liu, J.J. Jiang, Patricia Holler, Yoshitaka Nemoto

Synthesis of Cyclic a,a-Disubstituted Amino Acid Bearing a Pendent

Chiral Center

Ikumi Kato, Makoto Oba, Masaaki Kurihara, Yukiko Takano, Masakazu Tanaka

XI

Synthesis of Chiral Five-membered Ring Amino Acids wtih an Azido

Group, and Their Peptides

Ai Imanishi, Makoto Oba, Yosuke Demizu, Masaaki Kurihara, Mitsunobu Doi,

Hiroomi Takazaki, Hiroshi Suemum, Masakazu Tanaka 131

Sequence Dependence in Cyclization Reaction for Cyclic TetrapeptidesDifferent in Configurations

Masashi Murata, Hongfang Chi, Satoko Matsuo, Tamaki Kato,Norikazu Nishino 133

Design and Synthesis of Hypoxia-responsive Amino Acid Which Causes

Peptide Bond Cleavage in Hypoxic Cells

Akira Shigenaga, Keiji Ogura, Hiroko Hirakawa, Jun Yamamoto, Koji Ebisuno,Licht Miyamoto, Keisuke Ishizawa, Koichiro Tsuchiya, Akira Otaka 135

Synthesis of Hydroxyethylamine Derivatives Containing Side-chain

Mimetics via Ti (IV) Mediated Reductive Animation

Yiikie Nohara, Mami Okabe, Kazuya Kobayashi, Yasunao Hattori,Kenta Teruya, Hiroyuki Konno, Kenichi Akaji 137

Synthesis of BK-1097 Analogues and Evaluation ofAntifungal ActivityYnsuke Otsuki, Kanako Abumi, Hiroyuki Konno 139

Synthesis and Evaluation of Serine Derivatives for SARS 3CL protease

Hiroyuki Konno, Daiki Takanuma, Kenichi Akaji 143

Structure Activity Relationship Study of Callipeltin B for the CytotoxicActivity

Mari Kikuchi, Hiroyuki Konno 145

Total Chemical Synthesis of Lai, the Most Abundant Peptide in the Venomof the Scorpion Liocheles australasiae

Junya Nagao, Masahiro Miyashita, Yoshiaki Nakagawa, Hisashi Miyagawa 149

Biosynthesis of cationic peptide labeled with radioisotopeSeijiro Shioi, Narumi Shioi (Aoki), Yoshiharu Karube 151

Isolation and Characterization ofTwo Novel P-Toxins from the Venom of

the Scorpion Isometrus maculatus

Masahiro Miyashita, Tomoyuki Kawachi, Yayoi Ichiki, Yoshiaki Nakagawa,Hisashi Miyagawa 155

XII

Synthesis of Radiohalogen-labeled Peptides with High Affinity to HER2/

neu ReceptorIchiro Sasaki, Keiichi Yamada, Shigeki Watanabe, Hirofumi Hanaoka,Yumi Sugo, Hiroyuki Oku, Noriko S. Ishioka 157

Partial Purification of Lys63 Ubiquitinated Proteins by Using a Column

Switch HPLC Method

Aya Kojima, Toshifumi Akizawa, Jin Gohda, Yo Veda, Jun-ichiro Inoue 161

Development of Efficient Synthetic Protocol for Fmoc Amino Acid-

Incorporated TV-Sulfanylethyl-Aniline Linker as Peptide Thioester

Precursor

Ken Sakamoto, Kohei Sato, Akira Shigenaga, Kohei Tsuji, Shugo Tsuda,

Hajime Hibino, Yuji Nishiuchi, Akira Otaka 165

Improved Coupling Methods for the Difficult Amide-Bond Formation in

Solid-Phase Assembly

Kiyoshi Nokihara, Rudiger Pipkorn, Takafumi Ohyama, Akiyoshi Hirata,

Midori Miyajima, Noriko Ono 167

Phenacyl Group Is an Efficient Protecting Group of Cys Side Chain on the

Peptide Condensation Reaction by the Thioester Method

Hidekazu Katayama, Hironobu Hojo 171

In-Water Microwave-Assisted Solid-Phase Synthesis Using Amino Acid

Nanoparticles: Synthesis of Difficult Sequence Peptides

KeikoHojo, AsakiHara, Mare Onishi, Hideki Ichikawa, Yoshinobu Fukumorii 173

Synthetic Study of a Membrane Protein Using the Protected O-Acyl

Isopeptide as a Solubility Enhancing Element

Hironobu Hojo, Parvez I Haris 175

The Correlation of Substrate Dipole Moment and Reaction Yield on the

Microwave Assisted Peptide Synthesis and Their Solvent Effects

Keita Uchihiro, MohammadAsifMirdad, Shokichi Ohnchi 177

The Role of Pyrenebutyrate on Direct Penetration of Arginine-richPeptides Through Biological Membranes

Sayaka Katayama, Jkuhiko Nakase, Yasushi Nakata, Shiroh Futaki 179

Synthesis and Investigation ofNovel Metal Complexes of

DeferriferrichrysinYuka Kobayashi, Shinya Oishi, Kazuya Kobayashi, Hiroaki Ohno,Hiroko Tsutsumi, YojiHata, Nobutaka Fujii 181

XIII

Construction of a Calcium-gated Artificial Channel by Fusing Alamethicinwith a Calcium Sensor Protein

Daisiike Noshiro, Kazuhiro Sonomura, Hao-Hsin Yu, Miki Imanishi,

Koji Asami, Shiroh Futaki 183

Synthesis and Characterization of Spinoxin Analogs with Disulfide Bond

Deletion

Yoko Yamaguchi, Sieve Peigneur, Selvanayagam Nirthanan,

Ponnampalam Gopalakrishnakone, Jan Tytgat, Kazuki Sato 185

Synthesis and Characterization of K-Hefutoxin 1 Analogs with Amino Acid

Deletion

Hitomi Goto, Steve Peigneur, Yoko Yamaguchi, Kellathur N. Srinivasan,

Ponnampalam Gopalakrishnakone, Jan Tytgat, Kazuki Sato 187

Structure-Activity Relationship Study of Neurokinin-3 Receptor AgonistsTaro Noguchi, Shinya Oishi, Ryosuke Misu, Hiroaki Ohno, Takashi Yamamura,Hiroaki Okamura, Nobutaka Fujii 189

Protein Phosphatase 2Ain Macrophage Dephosphorylates PhosphoserinesInvolved in Nucleocytoplasmic Shuttling and Secretion of High Mobility

Group Box 1

Junichi Taira, Yutaka Kida, Yuichiro Higashimoto 191

Ion Channel Formation by Charged Cyclic PentapeptidesTorao Suga, Satoshi Osada, Hiroaki Kodama 195

Synthesis and Anticancer Activities of Lipophyllic Somatostatin

Derivatives

Tai-jiro Suyama, Hitomi Inazumi, Daisuke Takami, Koushi Hidaka,Anna Miyazaki, Toshio Yokoi, Isoko Kuriyama, Hiromi Yoshida,

Yoshiyuki Mizushina, YukoTsuda 199

Inhibitory Effect of Peptide Mimetics Including Naphthyl Group on DNA

Polymerase p Activity

Anna Miyazaki, Risa ho, Akira Enomoto, Yuko Tsuda, Isoko Kuriyama,Hiromi Yoshida, Yoshiyuki Mizushina 201

Screening of Peptides to Distinguish Quaternary Structure of Cu,Zn-

Superoxide Dismutase from Phage Displayed Library

Takao Nomura, Yoshiaki Furukawa 203

XIV

Structure Activity Relationship Study of Dipeptide Antibiotic

(+)-Negamycin for the Potent Readthrough Promoting Activity

Akihiro Taguchi, Masataka Shiozuka, Masaya Kotake, Keisuke Hamada,

Kentaro Takayama, Yuri Yamazaki, Fumika Yakushiji, Ryoichi Matsuda,Yoshio Hayashi 205

Identification ofAffinity Binding Site of Cys(Npys)-elongated RYYRIK

Peptide Antagonist by Means of Cys—»Ala Mutated ORL1 NociceptinReceptors

Ayami Matsushima, Hirokazu Nishimura, Shogo Inamine,

Yasuyuki Shimohigashi 207

Importance of Salt Bridge in Cryptdin-4 for Folding in Denatured

Condition

YujiSato, Satoshi Tomisawa, Tomoyasu Aizawa, Masakatsu Kamiya,Takashi Kikukawa, Yasuhiro Kumaki, Makoto Demura, Keiichi Kawano 209

High-precision Binding Assay Procedure of Tachykinin Receptor NK-1 for

Highly Potent Substance P Analogs

Yumi Kuramitsu, Hirokazu Nishimura, Ryo Nakamura, Keitaro Suyama,Ayami Matsushima, Takeru' Nose, Yasuyuki Shimohigashi 213

Surface Plasmon Resonance Analysis of Beetle Defensin-Derived

Antimicrobial Peptide-Membrane Interactions

Jun Ishibashi, Ai Asaoka, Takashi Iwasaki, Hideaki Suzuki, TomioNaga.no,Makoto Nakamura, Mitsuhiro Miyazawa, Minoru Yamakawa 215

Folding of de novo Peptides Regulated by Intra-molecular ChaperoneTakuma Maekawa, Shiori Fukumoto, Yu-ichiro Yoshida, Masaki Okumura,Hiroshi Yamaguchi, Shigeru Shimamoto, Yuji Hidaka 219

Structure-Activity Relationship of a Transmembrane Peptide Derived

form Formyl Peptide Receptor 1

Ryo Hayashi, Ryo Yamaguchi, Yuya Koga, Ichiro Fujita, Satoshi Osada,

Yuhei Hamasaki, Hiroaki Kodama 221

A General and Convenient Synthesis of Cereulide and Homocereulide,

Macrocyclic Depsipeptides Isolated from Bacillus cereus

Hirokazu Murakami, Toshihito Naka, Yoshihide Hattori, Hiroshi Takenaka,

Yoichiro Ohta, Shinji Tanimori, Mitsunori Kirihata 225

XV

Two Different Binding Modes of Peptide Library-Based Antagonist Acyl-RYYRIKAmide in the ORL1 Nociceptin Receptor

Shogo Inamine, Hirokazu Nishimura, Jinglan Li, Ayami Matsushima,Tomasso Costa, Yasuyuki Shimohigashi 229

Functional Analysis of Cytotoxic Activity to Acute Myeloid Leukemia Cells

by Antp-TPR Hybrid Peptide Targeting HSP90

Tomohisa Horibe, Megwni Kawamoto, Masayuki Kohno, Koji Kawakami 231

Non-toxic Cellular Uptake of siRNA by Small PeptidesMasayuki Fujii, Shutaro Fujiaki, Junichi Obata 233

Designed Aib-Containing Amphipathic Helix Peptide for OligonucleotideDelivery into Cells

Shun-ichi Wada, Yuki Hashimoto, Hirokazu Tsuda, Osamu Nakagawa,Hidehito Urata 235

Phage Vaccine Displaying an Epitope Peptide for Immunotherapy of

Alzheimer's Disease

Teppei Osako, Sotaro Kawabata, Tsuyoshi Tsurumaru, Kenji Uehara,Shuhei Hashiguchi, Kazuhisa Sugimura 237

B6-C15 Peptide Motif as a Probe for Immunotherapy and Biomarker for

Alzheimer's Disease

Sotaro Kawabata, Teppei Osako, Risa Abe, Shuhei Hashiguchi,Shiro Nakagawa, Kazuhisa Sugimura 241

Synthesis and Formulation Design of PEGylated Vasoactive Intestinal

Peptide Derivative with High Metabolic StabilityMasashi Kato, Takuya Matsui, Takahiro Mizumoto, Baosheng Liu, Liang Liu,Satomi Onoue, Shizuo Yamada 245

Enhancement by Oxytocin of Spontaneous Inhibitory Transmission in

Adult Rat Spinal Superficial Dorsal Horn Neurons

Chang-Yu Jiang, Tsugumi Fujita, Qing-Tian Luo, QinKang,Akitomo Matsushita, Sena Ohtsubo, Eiichi Kumamoto 249

Computational Studies on the Repair Mechanism of Peptides IncludingIsomerized Aspartic Acid Residues by Protein L-Isoaspartyl (D-Aspartyl)O-Methyltransferase

Akifumi Oda, Ikuhiko Noji, Kana Kobayashi, Shuichi Fukuyoshi, 253

Ryoichi Nakagaki, Ohgi Takahashi

XVI

Roles of Syndecan-4 and PKCa for Cellular Uptake ofArginine-rich

Peptides

Katsuhiro Osaki, Ikuhiko Nakase, Shiroh Futaki 257

Synthesis of Peptidyl-Alendronic Acid Derivatives As a Prodrug for

Enhancing Bioavailability ( II )

Yurika Kubo, Ayaka Maeda, Miho Yukawa, Hirohito Ikeda, Toshihisa Ueda,

Hatsumi Aki, Setsuko Ando 259

Influenza virus vaccine using phage display technology

Tsuyoshi Tsurumaru, Ryusei Oda, Teppei Osako, Kenji Uehara,

Takuma Gotanda, Shuhei Hashiguchi, Kazuhisa Sugimura 263

Desensitization effects of cedar pollinosis by preadministration of allergic

epitope displaying Ml 3 phage

Daisuke Tomari, Ryohei Shioya, Shuhei Hashiguchi, Kazuhisa Sugimura 265

Construction of cAb Library, The Smaller Antibody Derived from CC-

Chemokine Scaffolds

Keisuke Yoshinaga, Masa-aki Nakagami, Seiya Miyazaki 269

Oxamide Replacement in Pseudo-Symmetric HIV Protease Inhibitor

Involving Multiple Bridging Water Molecules

Koushi Hidaka, Yuki Toda, Yuko Tsuda, Yoshiaki Kiso 271

Development of Inhalable Dry-emulsion Formulation of Cyclosporine A

with Improved Anti-inflammatory Effects and Reduced Systemic Exposure

Satomi Onoue, Hideyuki Sato, Kumiko Ogawa, Yoshiki Kojo, Yosuke Aoki, 273

Masashi Kato, Takahiro Mizumoto, Shizno Yamada

Functional Analysis of Mitocryptides with Their Monoclonal Antibodies

Tatsuya Hattori, Shunsuke Shirota, Takayuki Marutani, Yoshiaki Kiso, 277

Yoshisuke Nishi, Hidehito Mukai

Oxidative DNA Cleavage by Synthetic Mononuclear Nonheme Iron

Complex Having Cationic Short Peptide Tail for DNA Binding

Yutaka Hitomi, Akiko Nomura, Shoko Matsuda, Akihiro Kashida, 279

Masahito Kodera

XVII

Design and Preparation ofA Dual-Protease Biosensor for Two Different

Caspase Activities Using Split-GFP

Seiji Sakamoto, Anna Hugo, Mika Terauchi, Yasuynki Araki, Takehiko Wada 283

Construction of Artificial Peptides to Control DNA G-quadruplexStructures Depending on Protease Activity for Regulation of Protein

Expression

Arisa Okada, Kenji Usui, Mai Taniguchi, Keita Kobayashi, Naoki Sugimoto 285

Systematic Variation of the Linker Moieties in Oligoarginines Possessingthe Chlorin Macrocycle at the N-Terminal

Yoshitaka Saga, Shogo Nagata 287

In vitro selection of macrocyclic peptides with a reprogramraed geneticcode to discover VEGFR2 antagonists

Takashi Kawakami, Takahiro Ishizawa, Tomoshige Fujino, Hiroshi Murakami 291

Integrin Binding Activity ofAaa-Gly-Xaa or Xaa-Gly-Aaa Motif

Containing Laminin Peptides

Fumihiko Katagiri, Jun Kumai, Yuji Yamada, Shunsuke Urushibata,

Masaya Ishikawa, Kentaro Hozumi, Yamato Kikkawa, Motoyoshi Nomizu 293

Synthesis and Characterization of Ratiometric Fluorescent Zinc Probe

Having Cationic Short Peptide Tail

Yutaka Hitomi, Toshiyuki Takeyasu, Shoko Matsuda, Akiko Nomura,Akihiro Kashida, Masanori Hayashi, Masahito Kodera 297

Design and Synthesis of Peptidyl Phosphonate for Isolation ofAntibodies

with Hydrolyzing Activity

Hiroaki Taguchi, Yoshio Fujita, Yuko Tsuda 301

Radiolabeling of Oligopeptides Containing [l-nC]-l,2,3,4-Tetrahydro-p-carborine-3-carboxylic Acid via a Pictet-Spengler Reaction

Masayuki Hanyu, Yuuki Takada, Hiroki Hashimoto, Kazunori Kawamura,

Ming-Rong Zhang, Toshimitsu Fukumura 303

Design of Hydroxymethylcytosine-distinguisable Phosphopeptide fromMethylcytosine in DNA

Akiko Nomura, Kaori Sugizaki, Hiroyuki Yanagisawa, Akimitsu Okamoto 305

XVIII

In Vitro Selection of Cyclic Peptides Closed by an Oxidative CouplingReaction

Naohisa Murakami, Yuki Goto, Yusuke Yamagishi, Takayuki Katoh,William Bozza, Kim Yang, Zhihao Zhuang, Hiroaki Suga

Isolation of Human VEGF Binding Peptides from A ConformationallyConstrained Peptide LibraryTakanori Yamamoto, ZhengmaoYe, Daisuke Fujiwara, IkuoFujii

Yeast-displayed Peptide Libraries to Generate Molecular-targetingpeptides

Kohei Sekinishi, Daisuke Fujiwara, Seiji Shibasaki, Atsuko Ueda, Ikuo Fujii

In vitro selection of macrocyclic peptides against human aminoacyl-tRNAsynthetase complex-interacting protein -1 (AIMP-1)Xiao Song, Kibom Kim, Takayuki Katoh, Yuki Goto, Sunghoon Kim,Hiroaki Suga

Systematic Survey for Stem-forming Regions ofAmyloids by Using Turn-

inducing Design of Peptides

Hisayuki Morii, Masayuki Nara

The Effects of Substitution with TV-Methyl Amino Acid Residue on the

Aggregation Mechanism of Amyloid p

Jun Sogawa, Takeo Konakahara, Hisayuki Morii

The Effect of Microwave Irradiation on the Enzymatic Degradation of

Protein

Takaya Takei, Akihiro Matsumoto, Keisuke Matsuo, Makiko Abe,Takeo Yoshimura, Shokichi Ohuchi

Structural Analysis of SARS 3CL Protease Complexed with Peptide-Mimetic Inhibitors

Kenta Teruya, Takeshi Ozaki, Hiroyuki Konno, Yasunao Hattori,Masami Kusunoki, Akira Sanjoh, Kenichi Akaji

Structure of the Transmembrane and the Intracellular Juxtamembrane of

FGFR3 in Lipid BilayersHiroko Tamagaki, Saburo Aimoto, Takeshi Sato

XIX

Interaction of the Intracellular Juxtamembrane Region with Lipid

Bilayers Depends on Relative Orientation of Transmembrane Regions in

Dimer for Receptor Tyrosine Kinase

Chihiro Matsushita, Hiroko Tamagaki, Saburo Aimoto, Steven O. Smith,

Takeshi Sato 327

Functional Analysis Of Proline Of Heme Regulatory Motifs Of Heme

Oxygenase-2

Ryoya Tsurusawa, Shinya Koga, Yuichiro Higashimoto, Masato Noguchi,Hiroshi Sakamoto 329

Bisphenol A Induces a Conformational Change in Protein Disulfide

Isomerase

Masaki Okumura, Shoko Hashimoto, Marina Nowata, Katsuhide Yutani,

Takaaki Hikima, Daizo Hamada, Yuji Hidaka, Len Ito, Kohei Shiba,

Keiichi Hosokawa, Gaku Inoue, Takuma Maekawa, Susumu Imaoka,

Kenji Inaba, Hiroshi Yamaguchi 331

CD and NMR Analysis of a Peptide Mimicking the First Extracellular

Loop of the Transmembrane Protein HalorhodopsinYoshihiko Takanashi, Masakatsu Kamiya, Yasuhiro Kumaki, Takashi Kikukawa,

Tomoyasu Aizawa, Keiichi Kawano, Makoto Demura 333

A pH-Dependent Conformational Change in a Soluble Extracellular

Domain of Amyloid Precursor Protein

Shingo Kanemura, Masaki Okumura, Katsuhide Yutani, Takaaki Hikima,

Michio Niinobe, Hiroshi Yamaguchi, Yuji Hidaka 337

Molecular Dynamics Simulations of Peptides Derived from Laminin Alpha2 Chain

Hironao Yamada, Takeshi Miyakawa, Ryota Morikawa, Fumihiko Katagiri,Kentaro Hozumi, Yamato Kikkawa, Motoyoshi Nomizu, Masako Takasu 339

Computational Estimation of Hydrophobic Interactions with Three-Helix

Bundles Using Molecular Dynamics Simulations

Koji Inai, Masahito Oka 343

Theoretical Analysis on the Stability of Helical Structure of Poly(Arg-Gly-

Asp-Ser)

Koji Inai, Yoshiaki Hirano, Masahito Oka 347

Theoretical Analysis on the Stability of Hairpin Structures Constructed byTwo Polyproline Sequences

Koji Inai, Masahito Oka 351

XX

Theoretical Conformation Analysis of Poly(Xaa-Pro) Using Molecular

Dynamics Simulations

Kojilnai, Yoshiaki Hirano, Masahito Oka 355

Development of an Antibacterial Finishing Agent with the SyntheticPeptide Designed on the Basis of the Active Site of Beetle Defensin

Makoto Nakamura, Hideaki Suzuki, AiAsaoka, Yusuke Kohno, Seiji Tokino,Tomio Nagano, Jun Ishibashi 359

Synthesis and Evaluation of P-turn Containing Peptide for Tissue

Engineering Scaffold

Hiroshi Hatano, Kojilnai, Masahito Oka, Yoshiaki Hirano 361

Synthesis and Cell Attachment Evaluation of Hybrid Materials with

Peptide-Silica

Akinori Hattori, Mitsuaki Toda, Syuji Fujii, Yoshiaki Hirano 365

Self-assembly of Dialkyl-type Surfactants Bound to Amino Acids and

Peptides in Aqueous Media

Satoshi Higashi, Junko Kuwahara, Hajime Mita, Keiko Watanabe,Tamaki Kato 369

Conformational Analysis of Fish Collagen in Denaturation Process

Fumio Nakazawa, Riki Miura, Junko Kuwahara, Hajime Mita 371

APNA Peptide for the Control of Site-Specific Silica Precipitation on DNA

Kenji Usui, Kazuma Nagai, Hiroto Nishiyama, Takaaki Tsuruoka, Satoshi Fujii 375

Properties of Giant Liposomes of a Synthetic LipopeptideToru Oba, Sakae Oinuma, Takuya Aoki, Satoshi Ito 111

Development of Peptide Immobilized Nano-Spheres and Application for

Falciparum and Vivax Malaria Antibody Detection

Hiroyuki Oku, Kazuhiko Yano, Brian Bacay, Shinya Kitamura, Mai Fukuno,Akane Kijima, Yuri Yamada, Keiichi Yamada, Elena A Villacorte,Pilarita TRivera, ShigeyukiKano 381

Synthesis of p-Chiral Peptide Nucleic Acids Bearing Lysine Side Chains

Toru Sugiyama, Yasutada Imamura, Yosuke Demizu, Masaaki Kurihara,Masashi Takano, Atsushi Kittaka 385

XXI

A Method for Generating Single Protein Crystal by Using Microfluidic

Device

Masatoshi Maeki, Yuki Teshitna, Saori Yoshizuka, Hiroshi Yamaguchi,

Kenichi Yamashita, Masaya Miyazaki 387

Coacervation Properties of Hydrophobic Elastin-derived Pentapeptide

Analogues

Yuka Maniwa, Asako Inoue, Noriko Waianabe, Yuki Ogino, Yuko Yamasaki,

Takeru Nose, Iori Maeda 391

Binding of Vitamin B6 to Aromatic Amino Acid Surface Areas Increases

the Solubility of Keratin

Len Ito, Hazime Kazumori, Sayaka Mizuno, Sachiko Inami, Seiki Baba,

Takashi Kumasaka, Junichiro Kamikado 393

Keratin Solubilization Effect of the Surfactants

Len Ito, Yohei Matsumoto, Nozomi lwata, Koki Kashihara, Masato Yoshida,

Junichiro Kamikado 397

Structural Analysis of Proopiomelanocortin

Tadafumi Konogami, Kenji Watanabe, Shigeru Shimamoto, Yuji Hidaka 399

Bisphenol-binding Pocket of Constitutively Active Nuclear Receptor CAR:

Docking Modeling for Close-packing

Yutaka Matsuyama, Xiaohui Liu, Hirokazu Nishimura, Ayami Matsushima,

Takeru Nose, Yasuyuki Shimohigashi 401

Analysis of Substrate Preference of Human PPM1 Type Ser/Thr

Phosphatases

Yukiko Shirahata, Yoshiro Chwnan, Ryo Iwamuro, Jose isagani B. Janairo,

Yuhei Kiyota, Hiroaki Yagi, Kazuyasu Sakaguchi 403

Conversion of Binding Specificity in IgA-affinity Ligand by Using T7

Phage Display System

Takaaki Hatanaka, Yuichi Nakashimada, Kotaro Sakamoto, Kazunari Arima,

Yuji Ito 405

Keyword Index 407

Author Index 413

XXII