ISSN 1344-7661

PEPTIDE SCIENCE

2014

st

Proceedings of the 51 Japanese Peptide Symposium

October 22-24, 2014

Tokushima University

Otsuka Memorial University Auditorium

Tokushima

Edited by

Akira Otaka

Tokushima University

Published by

THE JAPANESE PEPTIDE SOCIETY

CONTENTS

<JPS Akabori MemorialA ward >

A RaPID Way to Discover Bioactive Natural Product-like Peptides -Akabori

Memorial Award Lecture-

Hiroaki Suga

<JPS Young Investigator Award Lecture >

Development of Peptide-Based Tools for Detecting Behaviors of Membrane

Proteins

Yoshiaki Yano

<JPS Young Investigator Award Lecture >

Development of Stabilized Short Helical Peptides and Their Functionali/ation

Yosuke Demizu

The First Non-enzymatic Dynamic Kinetic Resolution of Racemic 2-(l//-Pyrrol-

l-yl)alkanoic Acids by the Asymmetric Esterification Using Chiral Acyl-transfer

Catalyst

Takayoshi Nakahara, Atsushi Tengeiji, Eri Tokumaru, Isamu Shiina

Development of Efficient Synthetic Methodologies of Chloroalkene DipcptidcIsosteres

Takuya Kobayakawa, Tetsuo Narumi, Hirokazu Tamamura

Solid Phase Synthesis of Cyclic Fragment of the Homophymine B

Yoshinori Tokairin, Ryo Yoshino, Sho Takeda, Hiroyuki Konno

Synthesis and Function of Mycobacterium Cell Wall Peptidoglycan (PGN)

Fragments

Qianqian Wang, Yusuke Matsuo, Yukari Fujimoto, Koichi Fuka.se

Development of 8-Azacoumarin-4-ylmethyl-type Photolabile Protecting GroupsBased on Amide-Alkene Isosterism

Hikaru Takano, Tetsuo Narumi, Nami Ohashi, Wataru Nomura, Toshiaki Furuta,

Hirokazu Tamamura

The Direct Use of Peptidyl A^-alkylcysteine for the Native Chemical Ligation

Yuya Asahina, Kei Nabeshima, Hironobu Hojo

W

Development of a Novel Neurokinin-3 Receptor Selective Agonist with Highly

Biological Stability

Ryosuke Misu, Shinya Oishi, Ai Yamada, Koki Yamamoto, Taro Noguchi, Hiroaki

Ohno, Takashi Yamamura, Hiroaki Okamura, Fuko Matsuda, Satoshi Ohkura,

Nobutaka Fujii 23

Postsynthetic Modification of Fully Unprotected Peptides via S -TritylationReaction

Masayoshi Mochizuki, Hajime Hibino, Yuji Nishiuchi 25

Structural and Functional Analysis of the Endogenous Peptide Inhibiting Snake

Venom

Narumi Shioi(Aoki), Yoshitestu Handa, Seijiro Shioi, Shigeyuki Terada 29

Novel Peptide Sequence for Endosome Disruption Derived from Natural

Hemolytic PeptideMisao Akishiba, Toshihide Takeuchi, Yoshimasa Kawaguchi, Shiroh Futaki 33

Development of Chemiluminescent Enzyme Immunoassays for Three

Endogenous Molecular Forms of Atrial Natriuretic Peptide in Human Plasma

Chiaki Nagai, Naoto Minamino 35

Insulin Fibrillation by Shaking Under Neutral pH Conditions: Examination of

Insulin Analogs Modified at Dimer-Foming Interface

Hiromu Yoshihara, Ayaka Tanabe, Takuma Amada, Toshinari Asakura, Kouki

Kilagawa, Shinichi Asada 37

Bisphenol A-Induced Substantial Peak Decay of Drosophila Circadian

Neuropeptide hugin mRNA ExpressionShotaro Umeno, Ayaka Matsuo, Yutaka Matsuyama, Masayuki Nakamura, Keita

Koga, Xiaohui Liu, Ayami Matsushima, Miki Shimohigashi, Yasuyuki Shimohigashi 41

Difference between In Vitro, Ex Vivo, and In Vivo Angiotensin I Converting

Enzyme Inhibition by Antihypertensive Peptides from Fermented Buckwheat

Sprout

Masahiro Koyama, Syo Okitsu, Akira Watanabe, Kozo Nakamura 43

Total Synthesis and 3D Structural Analysis of PF1171A, C, F, and G

Yuichi Masuda. Ren Tanaka, Kenji Kai. A. Ganesan, Takayuki Doi 47

Next Generation AJIPHASE *; Development of One-pot Peptide Synthesis Using

Liquid-Liquid Extraction

Daisuke Takahashi, Tatsuji Inomata 49

VI

Chemical Syntheses with QC-methods of Peptides Consisting of N- Methyl

pyrrole and A^-Methyl Imidazole Residues and Elucidation of Their

Microheterogeneity

Kiyoshi Nokihara, Akiyoshi Hirata, Yuki Tominaga, Atsushi Kitagawa, Takeshi

Kasama 51

Structure-Function Relationships of Spinoxin, a Peptide Neurotoxin from

Scorpion Venom

Sieve Peignew; Yoko Yamaguchi, Chihiro Kawano, Takeru Nose, Selvanayagam

Nirthanan, Ponnampalam Gopalakrishnakone, Jan Tylgal, Kazuki Sato 55

Locking the Transmembrane Helices of a Eukaryotic P-glycoprotcin Homolog

Using a Macrocyclic Peptide Ligand

Christopher John Hipolito, Atsushi Kodan, Tomohiro Yamaguchi, Toru Nakatsu,

Keita Sakiyama, Akane Fujioka, Ryo Hirokane, Yasuhisa Kimura, Kalsumitsu Veda,

Hiroaki Kato, Hiroaki Suga 57

Discovery of Human Neuromedin U Receptor Type 2-Selective Hexapcptidc

Agonists

Kentaro Takayama, Kenji Mori, Koji Taketa, Akihiro Taguchi, Fumika Yakushiji.Naoto Minamino, Mikiya Miyazato, Kenji Kangawa, Yoshio Hayashi 59

Role of the Tenascin-C-Derived Peptide TNIHA2 in the Formation of

Atherosclerotic Foam Cell

Takuya Iyoda, Mika Kazama, Koujiro Takeda, Fumio Fukai 61

Exosome-Mediated Cytosolic Delivery System Using Cationic Lipids and pH-Sensitive Fusogenic PeptideIkuhiko Nakase, Shiroh Futaki 65

Membrane Translocation of Arginine-rich Peptides and the Effect of Membrane

Curvature

Shiroh Futaki, Tomo Murayama, Silvia Pujals, Sayaka Kalayuma, Hisaaki Hirose,

Hiroki Miyamae, Ikuhiko Nakase 67

Amyloid-Selective Oxygenation by Photo-Catalyst

Atsuhiko Taniguchi, Yusuke Shimizu, Kounosuke Oisaki, Youhei Sohma. Motomu

Kanai 69

Functional Analysis of Liposome Anchoring Peptide Selected by Complementary

DNA Display (cDNA Display)

Naoto Nemoto, Yuki Yoshikawa, Toshiki Miyajima, Shota Kohuyashi 71

IX

Synthesis and Characterization of Tandem Hairpin Polyamide for Telomeres

Visualization

Akiyoshi Hirata, Kiyoshi Nokihara, Yusuke Kawamoto, Toshikazu Bando, Kazuhiro

Maeshima, Asuka Sasaki, Satoru Ide, Hiroshi Sugiyama 73

Design and Synthesis of Trivalent CXCR4 Ligands Utilizing Polyproline Linkers

Wataru Nomura, Taisuke Koseki, Takaaki Mizuguchi, Hirokazu Tamamura 75

Synthesis and Properties of Ni(II) Complexes Derived from a Family of New a-

(Phenyl)ethylamine-based LigandsHiroki Moriwaki, Daniel Resch, Hengguang Li, Iwao Ojima, Ryosuke Takeda, Jose

Luis Acena, Vadim A. Soloshonok 11

New a-(Phenyl)ethylamine-derived Chiral Ligand for Chemical Resolution of a-

Amino Acids

Ryosuke Takeda, Akie Kawamura, Aki Kawashima, Tatsunori Sato.Hiroki Moriwaki,

Jose Luis Acena, Vadim A. Soloshonok 81

Selective Detection of Aminothiols Using Fluorescent DihydrobenzofuranDerivative

Kouhei Shimada, Yohei Okada, Yoshikazu Kitano, Kazuhiro Chiba 85

Modified Deazaguanines for the Synthesis of PNA

Toru Sugiyama, Keiko Kuwata, Yasutada Imamura, Yosuke Demizu, Masaaki

Kurihara, Masashi Takano, Atsushi Kittaka 87

Study on the Peptide Sepration Using Pulverized Beads of Monolithic Silica for

Flash Chromatography

Riichi Miyamoto, Mika Watanabe, Teruhiko Kanno, Hong-zhi Bai, Takashi Ohtani,

Kazuki Nakanishi 89

Elucidation of the Disulfide Bonding Pattern of the Insecticidal Peptide LaIT2

Isolated from the Liocheles Australasiae Scorpion Venom

Ryo Ando, Masahiro Miyashita. Yoshiaki Nakagawa, Hisashi Miyagawa 93

Trapping Mechanism of Bioactive Conformation by Intra-molecular Chaperone

Yukihito Yokoyama, Masaki Okumura, Shigeru Shimamoto, Hiroshi Yamaguchi, Yuji

Hidaka 95

Purification and Characterization of Calcitonin-Related Peptide from the

Starfish, Asterina Pectinifera

Hye-Jin Go. Hye Young Oh. Mi Jeong Jo, Chan-Hee Kim, Gun-Do Kim. Nam GyuPark 97

X

Isolation and Characterization of a Novel Bioactive Eicosapcptide from the

Starfish, Asterina Pectinifera

Hye-Jin Go, Tae Young Kim, Chan-Hee Kim, Nam Gyu Park 99

Isolation of a Novel Antimicrobial Peptide from Sea Anemone, Urticina

Crassicornis

Ye Jin Lee, Hye Young Oh, Hye-Jin Go, Chan-Hee Kim, Sung Soo Kim, Byung-WooLee, Nam Gyu Park 101

Development of Dimeric Peptide Derivatives Based on gp41 Fragments as HIV-1

Fusion Inhibitors

Yuzuna Honda, Takaaki Mizuguchi, Wataru Nomura, Hirokazu Tamamura 103

Studies on Lactam Formation of Arginine Derivatives

RinaAkashi, Toshiyuki Inazu 105

Preparation of Transmembrane Peptides Using a Mobile Phase Containing 2,2,2-

Trifluoroethanol; Analysis and Prevention of Potential Side Reactions Due To

Formic Acid

Yue Huang, Toshiaki Hara,,Akihiro Ito, Toru Kawakami, Hironobu Hojo, Michio

Murata 107

Facile Preparation of an jV-acetylglucosaminated Asparagine Derivative Useful

for Glycopeptide Synthesis

Hidekazu Katayama 111

TV-Sulfanylethylanilide (SEAlide) Peptide as a Versatile Intermediate for Protein

Chemical Synthesis Using Native Chemical LigationKohei Tsuji, Kohei Sato, Mitsuhiro Eto, Yusuke Tsuda, Tsubasa Inokuma. Akira

Shigenaga, Akira Otaka 113

Phenacyl Group as a Protecting Group for Thiol in the Use of Recombinant

Peptides as Building Blocks for the Peptide Ligation StrategyToru Kawakami, Hironobu Hojo 117

Aqueous Microwave Assisted Peptide Synthesis Using Fmoc-Amino Acids

Nanoparticles: Synthesis of His-containing Peptides

Keiko Hojo, Koushi Hidaka, Natsuki Shinozaki, Yuko Tsuda, Yoshinohu Fukumori,

Hideki Ichikawa, John D. Wade 119

Liquid Phase Total Synthesis of Human Insulin: Using a Hydrophobic TAG

Masahilo Takahashi, Kazumi Shimizu, Kazuhiro Chiha 121

XI

Synthesis of a Hydrophobic Tag for C-Terminally Amidated Peptide Synthesis

Emiko Matsumoto, Yoshikazu Kitano, Kazuhiro Chiba 123

Synthesis of Conjugated Oligonucleotide in Solution-Phase Using an Alkyl Chain

Soluble Support

Takao Shoji, Shokaku Kim, Kazuhiro Chiba 125

An Electrochemical Approach for the Intramolecular Cross-linking of Peptides

Keisuke Ogami, Yohei Okada, Yoshikazu Kitano, Kazuhiro Chiba 129

Synyhesis of Thermosensitive Peptides Using a Hydrophobic Tag Strategy

Yuko Dehari, Yuko Fujita, Shokaku Kim, Kazuhiro Chiba 133

Attempts at in Vitro Reconstitution of a Post-translational Dehydrogenasetoward Synthesis of Azole-containing PeptidesYasuharu Kato, Yuki Goto, Hiroaki Suga 137

Preparation of Mercaptoacyl-tRNAs for Ribosomal Thioester Bond Formation

Ryo Takatsuji, Takayuki Katoh, Hiroaki Suga 139

Accurate Assignment of a Nonproteinogenic Amino Acid and Valine to the

Valine GUN Codon Box

Yoshihiko Iwane, Azusa Hitomi, Yuki Goto, Takayuki Katoh, Hiroshi Murakami,

Hiroaki Suga 141

Chemical Synthesis of Head-to-Tail Cyclized Anti-VEGF Microantibody

Kentaro Takahashi, Masataka Michigami, Ikuo Fujii 143

Synthesis and Biological Evaluation of PF1171F Analogues

Yuichi Masuda, Ren Tanaka, Kenji Kai, A. Ganesan. Takayuki Doi 145

Identification of Novel CXCR7 Selective Ligands with Cyclic PentapeptideScaffold

Tomoko Kuroyanagi, Shinya Oishi, Tatsuhiko Kubo, Yuka Kobayashi, Ryosuke Misu,

Hiroaki Ohno, Nicolas Montpas. Nikolaus Heveker, Yasushi Yoshikawa, Toshio

Furuya. Nobutaka Fujii 147

Development of Stabilized Short Helical Peptides with Cell-Membrane

Penetrating Ability

Hiroko Yamashita,, Yosuke Demizu, Takashi Misawa, Makoto Oba, Masakazu

Tanaka, Masaaki Kurihara 149

xn

Curvature Sensitive Membrane Disruption by Antphipathic Peptides Derived

from Adenovirus Protein VI

Tomo Murayama, Silvia Pujals, Shiroh Fulaki 151

Role of Glycosaminoglycan Interaction in Biological Membrane Penetration of

Arginine-rich Cell-Penetrating PeptideYuki Takechi, Yuto Yanagisawa, Kazuchika Nishitsuji, Kenji Uchimura, Toru

Kawakami, Keiichiro Okuhira, Hiroyuki Sailo 153

Development of a Cell-Penetrating Peptide as a Transcriptional Inhibitor of the

Estrogen Receptor

Takaya Nagakubo,, Yosuke Demizu, Takashi Misawa, Yukiko Sato, Yusimari Kaiuia,

Keiichiro Okuhira, Yuko Sekino, Mikihiko Nailo, Masaaki Kurihara, 155

Cyclic RGD-MAP (Aib) Conjugate for Delivery of Small Interfering RNA

Shun-ichi Wada, Yuka Ozaki, Takashi Ozaki, Masashi Iwata, Junsuke Hayashi,Hidehito Urata 157

Roles of Individual Disulfide Bridges in the Conformation and Activity of

Spinoxin, a Peptide Neurotoxin from Scorpion Venom

Yoko Yamaguchi, Steve Peignew, Selvanayagam Nirthanan, Ponnumpulum

Gopalakrishnakone, Jan Tytgat, Kazuki Sato 159

Design of Nanodisc Scaffold Peptide (NSP)

Hirokazu Kariyazono, Wataru Shinmura, Kohei Tsuji, Teruhiko Baba, Akira

Shigenaga, Akira Otaka, Hiroyuki Saito 161

Studies on Identification of Active Sites of an Inhibitory Cyclic Peptide againstEGF Receptor Dimerization

Takaaki Mizuguchi, Ryunosuke Ninomiya, Yukako Yamazaki, Kazuya Kobaya.shi,Honami Ooe, Mika Iida, Kazuki Saito, Kenichi Akaji, Hirokazu Tamamura 163

Quantum Chemical Calculations of Structure of Antitumor Cyclic HexapeptideRA-VII

Yoh Noguchi, Hironao Yamada, Sakiko Mori, Takeshi Miyakawa, Ryota Morikawa,

Satoshi Yokojima, Yukio Hitotsuyanagi, Koichi Takeya, Masako Takasu 165

Intermodular Interaction of Human Prion Protein Fragment Peptides

Toshifumi Akizawa, Masanari Taniguchi, Aya Kojima, Takaya Nakai, Motomi

Konishi 169

XIII

Transmembrane Peptide Oligomerization of JC Virus Agnoprotein Facilitated

by a Disulfide Bridge

Koushi Hidaka, Keiko Hojo, Shio Fujioka, Souichi Nukuzuma, Yuko Tsuda 173

Structure-Activity Relationships of Mitocryptide-3 on the Activation of

Neutrophilic Cells

Kenta Nakashima, Takayuki Marutani, Tatsuya Hattori, Kosuke Noguchi, Yoshiaki

Kiso, Hidehito Mukai 175

Investigation of Ligand Recognition Mechanisms of Receptors for Mitocryptide-1

Koki Tsutsumi, Takayuki Marutani, Tatsuya Hattori, Yoshiaki Kiso, Hidehito Mukai \ 77

Activation of Silkworm Torso, a Recently-Identified Receptor for

Prothoracicotropic Hormone

Tadafumi Konogami, Yiwen Yang, Mari H.Ogihara, Juri Hikiba, Hiroshi Kataoka,

Kazuki Saito 179

Quantitative Analysis of p53 Hetero-tetramers for Dominant Negative Effect in

Transcriptional ActivityYu Toguchi, Madoka Kanno, Toshiaki Imagawa, Kazuyasu Sakaguchi 181

Methylation of the Tetramerization Domain in Tumor Suppressor Protein p53 byPRMT5

Natsumi Nakagawa, Junya Wada, Rui Kamada, Kazuyasu Sakaguchi 183

Application of the Axial Iron Ligand-Mutant of Heme Oxygenase for Heme-

Binding Analysis

Hideyuki Komatsu, Shinpei Yamamoto, Masataka Okuda, Hiroshi Sakamoto 185

Effect of Glycogen Synthase Kinase 3 on the Complex Forming between Growth

Factor Receptor Bound Protein 14 and Insulin ReceptorJunichi Taira, Hiroshi Sakamoto, Yuichiro Higashimoto 187

Digestion of a-Synuclein Fragment Peptides with Matrix Metalloproteinases and

Inhibitory Effect of Copper Ion

Toshifumi Akizawa, Aya Kojima, Chika Matsumura, Reiko Hirose, Masanari

Taniguchi, Motomi Konishi, Hidenao Toyoda, YukoNagai 191

Elucidating the Topology in the Interaction of Calmodulin-derived HLH3 and

HLH4 Peptides

Akihiko Oku, Toshihide Takeuchi, Daisuke Noshiro, Miki Imanishi, Shiroh Futaki 195

XIV

Functional Evaluation of Proline Periodic Peptide That Induces Formation of

Cell AggregationYudai Futaki, Yasuhiko Iwasaki. Yasuhiko Tabata. Yoshiaki Hirano ] 97

The Molecular Switching of ORL1 Nociceptin Receptor in

Activation/Inactivation

Hirokazu Nishimura, Jinglan Li, Kaname Isozaki, Yuuki Takesue. Xiaohui Liu. ShogoInamine, Ayami Matsushima, Tommaso Costa, Yasuyuki Shimohigashi 201

GPCR Functional Role of Phe269 and Phe221 in the Molecular Switching of

ORL1 Nociceptin Receptor Activation

Yuuki Takesue, Hirokazu Nishimura, Xiaohui Liu, Ayami Matsushima, Yasuyuki

Shimohigashi 203

Receptor Selectivity and Specificity of a Series of Opioid Peptides Latent in the

Proenkephalin Precursor Protein

Yudai Motomatsu, Hirokazu Nishimura, Yuka Maisumoto, Yumi Kuramitsu, ShogoInamine, Ayami Matsushima, Yasuyuki Shimohigashi 205

Design, Synthesis and Evaluation of Water Soluble Curcumin Analogs for

BACE1 Inhibitors

Hiroyuki Konno, Yuri Nikaido, Mamiko Nakadate, Hiioshi Endo, Satomi Ise, Akira

Sanjoh, Kazuya Kobayashi, Yasunao Hattori, Kenichi Akaji 207

Study on the Plasmin Inhibitors: Replacement of the P2 and PI' Residues

Ayako Suzuki, Koushi Hidaka,, Keigo Gohda, Naoki Teno, Keiko Wanaka, Yuko

Tsuda 209

Structural Analysis of SARS 3CL Protease Complexed with Containing Aza-

decalin Isomer

KentaTeruya, Yasuhiro Shimamoto, Yasunao Hattori, Kazuya Kobayashi, Akira

Sanjoh, Eiki Yamashita, Atsushi Nakagawa, Kenichi Akaji 211

Structure Analysis of GLP-1 in DPC Micelle

Sakiko Mori, Hironao Yamada, Yoh Noguchi, Takeshi Miyakawa, Ryota Morikawa,

Takuya Watanabe, Masako Takasu 213

Synthesis and Conformational Analysis of Helical Oligomers with a ChangeableChiral Acetal Moiety

Ryo Eto, Makoto Oba, Atsushi Veda, Naoko Ishikawa, Masaaki Kurihara, Yosuke

Demizu, Hiroshi Suemune, Mitsunobu Doi, Masakazu Tanaka 217

XV

Estimation of a-Helix Stability in Water Using Molecular Dynamics Simulation

Koji Inai, Masahito Oka 219

Theoretical Reflection on the Conformation Characters of Polypeptides Having

Charged Side-Chain Groups

Koji Inai, Yoshiaki Hirano, Masahito Oka 223

Theoretical Reflection on the Conformation Characters of Proline-Rich

Periodic Polypeptides

Koji Inai, Yoshiaki, Hirano Masahito Oka 227

Metastable Ions of Peptides Observed in MALDI-TOFMS — Applications for

Protein Identification

Yang Wang, Yoshihito Okamura, Etsuko Nakajima, Toshifumi Takao 231

2+Infrared Study of the Ca -bound Coordination Structure of Tobacco

Calmodulin: Synthetic Peptide Analogues Corresponding to the Site I-Iv

Masayuki Nara, Takuya Miyakawa, Masaru Tanokura, Kazuyuki Kuchitsu, Takashi

Shimizu, Hisayuki Morii 235

Synchrotron-Infrared Microscopy Analysis of Amyloid Fibrils of Calcitonin

Peptide Irradiated by Free-Electron Laser Tuned to Amide I Band

Takayasu Kawasaki, Toyonari Yaji, Takayuki Imai, Toshiaki Ohta, Koichi Tsukiyama 237

Optimization ofNeurokinin-3 Receptor (NK3R)-Selective Agonists

Koki Yamamoto, Shinya Oishi, Ryosuke Misu, Taro Noguchi, Hiroaki Ohno, Takashi

Yamamura, Hiroaki Okamura, Nobutaka Fujii 241

Development of Cyclic Didehydrodipeptide-type Novel Anti-microtubule Agents

Possessing 2-PyridyI and Benzophenone Structures

Yoshiki Hayashi, Haruka Takeno, Daiki Nakazawa, Takumi Chinen, Kyohei

Muguruma, Kohei Okuyama, Akihiro Taguchi, Kentaro Takayama, Fumika Yakushiji,Masahiko Miura, Takeo Usui, Yoshio Hayashi 243

Preparation of Disulfide Type Prodrug of Plinabulin for Antibody-drug

ConjugateKyohei Muguruma, Ryosuke Kawamata, Daichi Akiyama, Risako Arima, Akihiro

Taguchi, Kentaro Takayama, Fumika Yakushiji, Takeshi Fukuhara, Tetsuro Watabe,

Yuji Ito, Yoshio Hayashi 245

YVT

Structure-Activity Relationship Studies of the Peptidic Inactivators of Histone

Demethylase LSD1

Taeko Kakizawa, Yosuke Ota, Yukihiro Itoh, Takayoshi Suzuki 247

Truncation Studies of Histone H3 Peptide Analogs as Lysinc-Specific

Demethylase 1 Inactivators

Taeko Kakizawa, Yosuke Ota, Yukihiro Itoh. Takayoshi Suzuki 249

A Novel Detection Method for Pathogens Using Antimicrobial Peptides

Tatsuyuki Koshiyama, Satoshi Tomisawa, Takashi Kikukawa, Yasuhiro Kumaki.

Masakatsu Kamiya, Keiichi Kawano, Makoto Demura, Tomoyasu Aizawa 251

Identification of Proglucagon (proGL) Secreted from a Duodenal Cancer Cell

Line

Naoki Sakura, Tomomi Ide, Kanako Wakabayashi-Nakao, Keiichi Ohshima, Keiichi

Hatakeyama, Shun-ichiro Ogura Tohru Mochizuki 253

Exploring of Peptides with Affinity to HER2 from Random Peptide Libraries

Using Radioisotope: Random Hexapeptide Libraries with Fixed Amino Acid

Sequence at 1 and 2 Positions

Ichiro Sasaki, Hirofumi Hanaoka, Keiichi Yamada, Shigeki Watanabe, Yumi Sugo,Yasuhiro Ohshima, Hiroyuki Suzuki, Noriko S. Ishioka 257

Cell Adhesion-Mediated Drug Resistance (CAM-DR) in Acute MyelogenousLeukemia Cells and its Abrogation by the Antiadhesive Peptide FNIII14

Taro mizunuma, Takuya Iyoda, Fumio Fukai 261

Development of Universal Phage Vaccine Displaying Extracellular Domains of

M2e Derived from Human Influenza A Viruses

Ryohei Shioya, Ryuji Miyahara, Yoshitsugu Shoji.Kazuhisa Sugimura, Shuhei

Hashiguchi 265

Synthesis of Multicyclic Library for Finding Strong Target-Specific Binders

Yoshinari Arai, Masumi Taki 267

Artificial Macrocycle as a Functional-Equivalent of Catalytic Antibody

Hiroaki Inoue, Rika Asano, Masumi Taki 269

Design of Helix-Loop-Helix Peptide Inhibitor for p53-HDM2 Interaction

Hidekazu Kitada, Masahiro Oguri, Daisuke Fujiwara, Ikuo Fujii 271

Tumor Growth Inhibition by Anti-VEGF Microantibody

Masatak Michigami, Zhengmao Ye, Yasuhiko Koezuka, Ikuo Fujii 273

XVII

Epitope Mapping of Monoclonal Antibodies Targeting the Loop Region of

Plasmodium falciparum Enolase

Hiroyuki Oku, Risa Onishi, Utako Arai, Yudai Kimoto, Keiichi Yamada, Kazuo

Shinozuka, Kazuhiko Yano, Shigeyuki Kano 275

Regulation of ILKAP Phosphatase Activity by Lipid Molecules

Nanase Tsukahara, Yuhei Kiyota, Yukiko Shirahata, Kazuyasu Sakaguchi 279

An in silico Genomic Search of Endomorphin-Like Opioid Peptide

Ayami Matsushima, Kanako O. Koyanagi, Hirokazu Nishimura, Shogo Inamine,

Yudai Motomatsu, Yasuyuki Shimohigashi 281

Identifying Membrane Proteins Involved in Cellular Uptake of Octaarginine

Peptide by Photocrosslinking

Yoshimasa Kawaguchi, Keiko Kuwata, Toshihide Takeuchi, Shiroh Futaki 283

Interation of Acidic Liposome with TV-Lauroyl Membrane Affinity Peptide

Tetsuya Marume, Akihiro Tashiro, Junko Kuwahara, Hajime Mita 285

Design of Protease-Activable Cyclic Peptide Nucleic Acid

Seiji Sakamoto, Yasuyuki Araki, Takehiko Wada 287

Synthesis and Analysis of Intracellular Molecular Dynamics of a Novel

Fluorescent Probe Having a Myristoylated PeptideShuhei Toyofuku .Haruka Morita ,Setsuko Ando ,Kentaro Okuma, Noriyoshi

Nagahora, Yasunori A izawa,Hiroyuki Nakagawa,Kosei Shioji 289

18The Study of Labeling Method Using [ F] Fluoromethionine for Peptide Imaging

Hiroshi Yamaguchi 293

Detection of Boron-Containing Amino Acids and Peptides Using Fluorescent

Boron-Sensor

Yoshihide Haitori, Miki Ishimura, Youichirou Ohta, Hiroshi Takenaka, Mitsunori

Kirihata 295

Evaluation of a Specific Peptide Substrate for Membrane-Type 1 Matrix

Metalloproteinase

Masanari Taniguchi, Ryuji Iemura. Aya Kojima, Motomi Konishi, Toshifumi Akizawa 299

In vitro Studies on Cellular Binding and Stability of MCu-Labeled Peptide for

Tumor Imaging

Yumi Sugo, Yasuhiro Ohshima, Ichiro Sasaki, Noriko S. Ishioka 303

YVIIT

Infrared Studies on Amyloid Structure of Insulin

Hisayuki Morii, Masayuki Nara, Shu Konakahara, Takashi Tsuji. Takashi Shimizu 307

P-Amyloid Aggregation Inhibitors Possessing a Turn Mimic Template

Yoshio Hamada, Naoko Miyamoto, Yoshiaki Kiso 309

Molecular Design of Protein Kinase Inhibitors: Conjugation of ATP-CompctitiveMolecules with Kinase Surface-Targeted Peptides

Isolation of Anti-VEGF Neutralizing Microantibodies from Phage-displayed

Peptide Library

Effect of Spacer, Between Peptide and Polysaccharide, on the Biological Activityof Peptide-Polysaccharide Matrices

Jun Kumai, Fumihiko Katagiri, Kentaro Hozumi, Yamalo Kikkawa Motoyoshi Nomizu 317

Endothelial Cell Adhesion on ePTFE Substrate Immobilized with REDV Peptide

via Tyrosine Residue

Sachiro Kakinoki, Atsushi Mahara, Tetsuji Yamaoka 321

Coacervation Property and Structural Analysis of Synthetic Dimer Peptides of

Aromatic Amino Acid Containing Elastin-Derived Peptides

Keitaro Suyama, Daiki Tatsubo, Suguru Taniguchi, Hitoshi Kesamaru, Iori Maeda,

Takeru Nose 323

Site-Specific Mineralization of Silica and Calcium on DNAs Using a Designed

Peptide

Kenji Usui, Hiroto Nishiyama, Aoi Yamada, Makoto Ozaki, Takaaki Tsuruoka, Kin-ya

Tomizaki 325

Development of Functional Silk Fiber Using a Silk-Binding Peptide, YN42

Megumi Sumitani, Rika Fujii-Muramatsu, Ai Asaoka, Masaomi Minaha, Hirofumi

Watanabe, Ken-ichi Nakajima, Tetsuya Iizuka, Ken-ichiro Talemal.su, Hideki Sezul.su,

Jun Ishibashi 327

Amphiphilic Photofunctional Pigments by Introduction of Hydrophilic Moieties

into the 17-Propionate Residue of Chlorophyll Derivatives

Yoshitaka Saga, Naoya Takahashi, Shogo Nagata, Hiroshi Okazaki 329

Ubiquitination on an Artificial RING Finger as an E3 Ligase

Kazuhide Miyamoto 3 31

Ryo Takayama, Daisuke Fujiwara, Ikuo Fujii 313

Miho Suzuki, Masataka Michigami, Zhengmao Ye, Ikuo Fujii 315

XIX

Meta-Analysis of Pigment-Binding Amino Acid Residues in PhotosyntheticProteins

Toru Oba, Hitoshi Tamiaki

Directed Evolution of tRNA-Aminophosphonating Ribozymes for Ribosomal

Phosphono-Peptide Synthesis

Takashi Kawakami

Proteomic Mapping of Biological Complexes Using Directed Ligand Evolution

and Ultra-High Sensitive Mass SpectrometryTakashi Kawakami, Shungo Adachi, Koji Ogawa, Tomohisa Hatta, Tai Kubo, Naoki

Goshima, Tohru Natsume

Elucidation of Influential Factors for Heterologous Productivity of the

Antimicrobial Peptide, Cecropin PI Using Escherichia coli

Chiharu Abe, Taichi Nakazumi, Beak Mihwa, Masakatsu Kamiya, Takashi Kikukawa,

Keiichi Kawano,, Makoto Demura Tomoyasu Aizawa

Alternative Polyadenylation Analyses of Neuropeptide Genes in Bisphenol A-

exposed Hypoactive Mouse Brain

Makiko Sugiyama, Shouta Kajiyama, Tatsuya Saito, Eriko Uchimura, Yudai

Motomatsu, Ayaka Matsuo, Ayami Matsushima, Yasuyuki Shimohigashi

Structural and Molecular Evolutionary Analysis of the Ligand-Binding Domain

of Forty-Eight Human Nuclear Receptors

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

Shimohigashi

A Novel Method to Identify and Quantify the Coactivator Proteins that Couplewith Human Nuclear Receptor: The Use of Interacting Interface a-Helix Peptidefor Quantitative Inhibition

Xiaohui Liu, Ayami Matsushima, Yasuyuki Shimohigashi

Synthesis of Water-Soluble Cyclophane Derivatives Having Four Peptide Chains

Kotaro Matsuki.Oasmu Hayashida, Setsuko Ando

Keyword Index

Author Index

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