Proceedings of the 11th International Symposium on

glOLUMINESCENCECHEMILUMINESCENCE

Asilomar Conference Grounds, Pacific Grove, Monterey, California, USA6 - 1 0 September 2000

UNIVERSITATSBIBL1OTHEK ^HANNOVER

, TECHN1SCHEfcciltol^INFORMATIONSBiBLIOTHEK J

JF CaseMarine Science Institute, UCSB, USA

PJ HerringSouthampton Oceanography Centre, UK

BH RobisonMonterey Bay Aquarium Research Institute, USA

SHD HaddockMonterey Bay Aquarium Research Institute, USA

LJ KrickaUniversity of Pennsylvania, USA

PE StanleyCRTTLtd., Cambridge, UK

w World ScientificNfc Singapore • New Jersey • London • Hong Kong

CONTENTS

Preface

Introduction to the 11th SymposiumCase JF and Robison BH

IN MEMORIAM

pH 14 Science: McElroy and the Pursuit of Fundamental ResearchHastings JW

PART 1. MARINE BIOLUMINESCENCE

Heterodimerization Between Blue and Green Forms of AequoreaVictoria GFP 13

Barbieri CM, Thomson CM and Ward WW

The Bioluminescent bays of Vieques — A Message to the ScientificCommunity 17

Bernache-Baker B

Intracellular Imaging of Bioluminescence in Pyrocystis Noctiluca 19Behrmann G, Hardeland R, Stickan Wand Siebert I

Weak ELF Magnetic Field Effects on Gonyaulax sp.Bioluminescence 23

Berden M, Zrimec A and Jerman I

Diel Variations of In Situ Planktonic Bioluminescence 27Cussatlegras AS and Geistdoerfer P

On the Function and Evolution of Bacterial Luminescence 31Czyz A and Wegrzyn G

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viii Contents

Bioluminescence in the Brittle Star Amphipholis Squamata(Echinodermata): An Overview of 10 Years of Research 35

Deheyn DD

Involvement of Calcium in the Luminescence Control of ThreeOphiuroid Species (Echinodermata): A Comparative Study 39

DewaelY and MallefetJ

Bioluminescence and Genetic Variability in Amphipholis squamata 43Dupont S, Mallefet J and Baret P

Origin and Consequences of Aggregation on BioluminescenceDistribution in the Brittle Star Amphipholis squamata 47

Dupont S, Dumont F and Mallefet J

Effect of Habitat on Intraspecific Diversity of Bioluminescenceof the Ophiuroid Amphipholis squamata 51

Dupont S, Vandemeulebroecke G, Mallefet J,Costanzo M-T and Salpietro L

Sensitivity of Obelin and Apoobelin to Digestion by Some Proteases 55Frank LA, Bondar VS and Vysotski ES

Bioluminescent Patrolling of Marine Ecosystems — BioAlarm 59Gitelson JI, Levin LA, Shevirnogov AP and Ytyushev RN

Luminous Bacteria Culture Collection IBSO: Natural Biodiversityand Applied Aspects 63

Gitelson JI, Vydryakova GA, Kuznetsov AM, Rodicheva EK,Medvedeva SE and Chugaeva YuV

Observations of Bioluminescence on the Abyssal Seafloor 67Herring PJ, Priede IG, Bagley PM, Way Sand Partridge JC

Large Scale Bioluminescent Phenomena in the Ocean 71Herring PJ

Contents ix

All Three Calcium-Binding Sites Participate in the Regulation ofObelin Luminescence 75

Illarionov BA, Illarionova VA, Bondar VS, Vysotski ESand Blinks JR

Where Does Manganese Bind When it Triggers the Luminescenceof Calcium-Regulated Photoproteins? 79

Illarionov BA, Illarionova VA, Bondar VS, Vysotski ESand Blinks JR

Divergence of the Proteins for Bacterial Bioluminescence was Drivenby GC Ratio Requirements for Bacterial Genomes 83

Johnston TC and Cox JR

Purification and Properties of the Luciferase from the MarineOstracod Vargula Hilgendorfii 87

Kobayashi K, Ohmiya Y, Shinohara D, Ohmiya Y,Nabetani T and Niwa H

On the Origin of Bioluminescent Systems 91Labas YA, Matz MV and Zakhartchenko VA

Flow-Stimulated Dinoflagellate Bioluminescence 95LatzMlandRohrJ

Protein Conformational Changes in Obelin Shown by !5N-HSQCNuclear Magnetic Resonance 99

Lee J, Glushka JN, Markova SVand Vysotski ES

Kinetics and Fluorescence of a Bacterial Luciferase MutantWith Only Two Tryptophans 103

Lin L, Szittner R and Meighen E

Natural Animal Coloration Can be Determined by a Non-FluorescentGFPHomolog 107

Lukyanov KA, FradkovAF, Gurskaya NG, Matz MV, Labas YA,SavitskyAP, ZhaoX, Fang Y, Tan W and Lukyanov SA

x Contents

Measurement of Acyl Homoserine Lactones with Mass Spectrometry 111Makemson J and Eberhard A

Obelin Hyperexpression in E. coli, Purification and Characterization 115Markova SV, Vysotski ES and Lee J

Multiple Regulatory Proteins Control Induction of Luminescence inVibrio harveyi 119

Miyamoto C, Chatterjee J, Lin Y and Meighen E

Spatial and Temporal Variability of Bioluminesence Potentialin Coastal Regions 123

Moline MA, Heine EK, Case JF, Herren CM and Schofield O

Syntheses of the Mechanism-Based Inhibitors of CoelenterazineBioluminescence 127

Nakamura H, Wu C, Kato M, Kimura M and Inouye S

Chimeric B arterial Luciferases 131Szittner R, Lin L and Meighen E

Obelin Crystal Structure: Implications for the BioluminescenceMechanism 135

Vysotski ES, Liu Z-J, Deng L, Rose J, Wang BC and Lee J

Efficiency of Apophotoprotein Charging Depends Strongly onProtein Concentration 139

Vysotski ES, Frank LA and Bondar VS

PART 2. FIREFLY BIOLUMINESCENCE

Mutational Studies of Stringently Conserved Firefly LuciferaseActive Site Residues 145

Branchini BR, Magyar RA, Murtiashaw MH, Portier NCandZimmerM

Contents xi

Central Control of Larval Firefly Luminescence 149Carlson AD

A Neurobehavioral Approach to Firefly Flash Code Evolution 153Case JF and Buck J

Mechanisms of Synchrony in a Coastal Georgia Firefly 157Copeland J, Fitzgerald K and MoiseffA

Stabilization of Firefly Luciferase Activity Against Oxidationwith Antioxidants 161

Davies RH, Van Wagenen RA andAndradeJD

Guanidinium Chloride-Induced Inactivation of Firefly Luciferaseand its Reactivation 165

Dementieva El, Maloshenok LG and Ugarova NN

Luciferase Knock-Out Mutants by Site-Directed Mutagenesisof AMP Binding Site 169

Ispas G, Famelaer I, Elmalki F and Jacobs M

Spectral Tuning of Bioluminescence Emission and Visual SensitivityAmong Beetles 173

LallAB, CarvalhoAA, de Souza JM, Bechara EJHand Cronin TW

Mating Behavior of a Synchronous North American Firefly 177MoiseffA, Copeland J, Kubke MF and Faust L

Protein Engineering and Molecular Modelling of Firefly Luciferase 181Prebble SE, Price RL, Lingard B, Tisi LC and White PJ

Luciferase Imaging Reveals Distinct Patterns of Gene Regulation inLive Brain Slices 185

Sigworth LA, Chandler TR, Liao L and Geusz ME

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Mutagenesis of Solvent-Exposed Hydrophobic Residues inFirefly Luciferase 189

Tisi L, Lowe C and Murray J

Thermoinactivation and Reactivation of Firefly Luciferase 193Ugarova NN, Dementieva El and Lundovskikh IA

Playing With Luciferin — New Results on the Luminescenceof a Well-Known Molecule 197

Weiss D, Beckert R, Lamm K, Baader WJ, Bechara EJHand Stevani CV

Design and Selection of Firefly Luciferases With NovelIn Vivo and In Vitro Properties 201

Willey TL, Squirrell TJ and White PJ

PART 3. CHEMILUMINESCENCE

Microwave-Assisted Synthesis of Chemiluminescent Acridinium Salts 207Adamczyk M, Mattingly PG, Chen Y-Y and Fino JR

Too Much of a Good Thing? Modulating the Signal ofAcridinium-9-Carboxamide Salts 211

Adamczyk M, Chen Y-Y, Fishpaugh JR, Mattingly PG, Moore JA,Pan Y, Shreder K and Z Yu

Recent Advances in Chemiluminescent Enzyme Substrates 215Akhavan-Tafti H, De Silva KR, Thakur K, Eickholt RA,Chrovian C, Lauwers K, Handley RS, Siripurapu S,Endreszl C and Schaap AP

Antibacterial and Antioxidant Leaf Fractions fromActinidia Chinensis 219

Basile A, Sorbo S, Vuotto ML, Sepe J, Miranda R, Ielpo MIL,Simeone I, Maestrale M, Ricciardi L, De Sole P, Ferrara LandMontesano D

Contents xiii

Antimicrobial and Antioxidant Activities in Feijoa Sellowiana 223Skin and Pulp

Basile A, Vuotto ML, Ricciardi L, Pezone L, Mancino D,Senatore F and De Prisco R

Effect of Solvents and Polymers on the Boronic Acid EnhancedPeroxidase-Luminol-Peroxide Reaction 227

Maglia G and Kricka LJ

A New Visible Oscillating Chemiluminescence System withTetraalkylammonium Hydroxide 231

Samadi-Maybodi A and Ourad SM

An Alternative to Chemiluminescent Detection: A FluorometricMethod to Quantitate Acridinium in Acridinium Labeled Proteins 235

Shah DO and Salbilla VA

Decomposition of "Environmental Hormones" by Singlet Oxygen 239Suzuki N, Mizumoto I, Nagai T, Nomoto T, Matsuya H, Yoda B,Kozawa K and Kozawa A

Chemiluminescence as a Product of the Spontaneous Oxidationof Sulfide in Seawater 243

Tapley DW

A Method for Highly Efficient Chemiluminescence ofImidazopyrazinone in Water 247

Teranishi K

Ab Initio Calculation for D-(-)-Luciferin and Its Intermediates inDimethyl Sulfoxide 251

Wada N and Sameshima K

Phenolic and Indolic Radical Scavengers as Luminophores 255Wendler J, Hoist S, Hardeland R, Zsizsik BK, Haldar Cand Poeggeler B

xiv Contents

PART 4. APPLICATIONS OF BIOLUMINESCENCE

New Bioluminescent Assay of Alkaline Phosphatase UsingAdenosine-3'-Phosphate-5'-Phosphosulfate as Substrate andLuciferin-Luciferase Reaction 261

Arakawa H, Shiokawa M, Imamura O, Kokado A and Maeda M

Bioluminescence as a Tool to Assist in the Developmentof Biosorbents for Food-Borne Bacterial Pathogens 265

Brovko L, Sun W, Khosravi F and Griffiths M

Biosensors for the Detection of Heavy Metals and Genotoxicity 269Corbisier P, Taghavi S, Bossus A, Brits E, Van der Lelie Dand Verschaeve L

Development of an ATP-Based Chemosensitivity Assay 273Cree IA, Kurbacher CM, Sartori C andAndreotti PE

Bioluminescent Method to Control the Bactericidal Effect of Blood 277Froundjian VG, Ugarova NN and Brovko L

Rapid Detection of Staphylococcus Aureus and Coliforms UsingFirefly Luciferase 281

Fukuda S, Masuda-Nishimura I, Tatsumi H, Igarashi Hand Igimi S

Recombinant Firefly Luciferases and Their Application for theDetection of Microorganisms 285

Fukuda S, Murakami S and Tatsumi H

Evolution of a Thermostable Luciferase for Application inATP Assays 289

Hannah RR, Hall MP, Beck MT and Wood KV

Detection of Surface Antigens on Tumor Cells by Immunoluminescenceand Enzymatic Analysis 293

LaubeF

Contents xv

Solubility of a Luciferase-GFP Fusion Protein in Bacterialand Mammalian Cells 297

Nelson GM and Escher A

Rapid Detection of Food-Borne Bacteria Using Bacteriophageand AK Bioluminescence 301

Price RL, Murphy MJ, Squirrell DJ and Sanders MF

Bioluminescent Assay of ATP Leakage from Yeast Cells AfterPhotodynamic Damage 305

Romanova NA, Pometun EvV, Brovko LYu, Ugarova NNand Savitsky AP

Optimizing Biosensor Design with Computer Modeling:A Case Study Involving Creatine 309

Smith JW, Davies RH, Andrade JD and van Wagenen RA

BIOMATE: Development of Custom-Designed BioluminescentSensors for Toxicity Testing 313

Wiles S, Whiteley A, Philp J and Bailey M

PART 5. APPLICATIONS OF CHEMILUMINESCENCE

Chemiluminescent Assay of Alkaline Phosphatase UsingDihydroxyacetone Phosphate as Substrate With Lucigenin 319

Kokado A, Arakawa H and Maeda M

Response of an Enhanced Chemiluminescence Assay toSelected Substances 323

McHillis JC, Rippey B and Fitzgerald SP

A Chemiluminescent Whole Cell Biosensor for AssessingEstrogenic Activity 327

PasiniP, GentilomiG, GuardigliM, BaraldiniM,MusianiMand RodaA

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PART 6. IMMUNOASSAY AND DNA PROBE ASSAYS

Carbonyl-Reactive Chemiluminescent Labels:Acridinium Hydroxylamines (AHA) 333

Adamczyk M, Grote J, Mattingly PG, Moore JA and Pan Y

Thiol-Specific Acridinium Reagents for Labeling Proteinsand Nucleic Acids 337

Adamczyk M, Mattingly PG, Moore JA and Rege SD

Quantitation of Free Chemiluminescent Acridinium-9-CarboxamideSalts in Bioconjugates 341

Gebler JC, Adamczyk M, Shreder K and Wu J

Characterization of Acridinium-9-Carboxamide-Monoclonal AntibodyBioconjugates by Electrospray Ionization Mass Spectrometry 345

Gebler JC, Adamczyk M, Shreder K and Wu J

Chemiluminescent Immunoassays for the Detection ofOrganochlorine Pesticides 349

Girotti S, Fini F, Rauch P, Mickova B, Karasova L, Fukal L,Abad A, Manclus JJ, Mercader JV and Montoya A

Development of Bioluminescent Assay for Pyruvate PhosphateDikinase and Its Application to Bioluminescent EnzymeImmunoassay 353

Ito K, Nishimura K, Murakami S, Arakawa H and Maeda M

Development and Application of a Bioluminescent Immunoassayusing Aequorin as a Label 357

Mirasoli M, Deo S, Lewis JC and Daunert S

Rapid Bacterial Detection Using Adenylate Kinase (AK) in aMagnetic Bead Immunoassay 361

Sellick-Harmon NV, Murphy MJ, Price RL and Squirrell DJ

Contents xvii

Combined HIV Antigen and Antibody Assay on a Fully AutomatedChemiluminescence Based Analyzer 365

Shah D, Chang CD, Cheng K, Wachter A and Stewart J

Luminescent PCR-ELISA Assay to Detect TB 369YangX

The Quantification of Reactive Oxygen Species and theirScavenger from Photon Emission 373

Yoshiki Y, Akiyama Y, Abe Kand Okubo K

Development of a Chemiluminescence Immunoassay for Clara CellProtein at Sub-pM Levels 377

Zomer G

PART 7. CELLULAR LUMINESCENCE

Molecular Oxygen, Phagocyte Microbicidal Action and Luminescence 383Allen RC

The Chemiexcitation of the Photosensitizers in the Cellular Cultures 387Bancirova M, Kolarova H, Lenobel R and Lasovsky J

Effect of Methotrexate on Leucocyte Respiratory Burst inRheumatoid Arthritis Patients 391

De Sole P, Nocca G, Fresu R, Pompa A and Zoli A

Critical Leg Ischaemia: In Vitro Modulation of PeripheralLeucocyte Activity by (+)-Catechin 395

De Sole P, Vuotto ML, Miranda R, Nappo C, Ielpo MTL,Moscatiello V, Laghi E, Asso G, Ricciardi L and Basile A

The Function of Neutrophil Granulocytes After Radiotherapy 399Hengster P, Brandacher G, Schneeberger S and De Vries A

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Impaired Granulocyte Function Precedes Infection inImmuno-Compromised Allograph Recipients 403

Hengster P, Mark W, Margreiter R and Egger G

Inhibitory Effect of Terbinafine on Reactive OxygenSpecies (ROS) Generation by Candida albicans 407

Hipler U-Ch, Schroeter Ch, HiplerBand Wollina U

Fluorescence Analysis of Reactive Oxygen Species (ROS)Generated by Six Isolates of Aspergillus famigatus 411

Hipler U-Ch, Wollina U, Denning D and Hipler B

Analysis of Neutrophil-Derived Reactive Oxygen SpeciesUsing a Highly Sensitive Chemiluminescence Probe L012 415

Imada I, Sato EF, Kira Y, Minamiyama Y, Konaka R,Ichimori Y, Honda S and Inoue M

NADPH Oxidase Activity Changes by Atherogenic andAtheroprotective Lipoproteins 419

Kopprasch S, Graessler J, Schroder He and Pietzsch J

Training Effects on Chemiluminescent Response of AlveolarMacrophage in Matured Rats 423

Kumae T and Arakawa H

Inhibition Analysis of Chicken Heterophil Luminol andLucigenin Luminescence 427

Merrill GA and Allen RC

Neutrophil CL Activity in a Hyper-IgE Associated LeukocytoclasticVasculitis Case 430

Vuotto ML, Miranda R, lelpo MTL, Nappo C, Montanaro D,Laghi E, Ricciardi L, Gattoni A, Romano C and Cecere A

Phagocyte Activity in Old and Young Mice Undergoing Surgical Stress 434Vuotto ML, lelpo MTL, Miranda R, Nappo C, Spatuzzi D,Ricciardi I,De Sole P, Astarita C, Gargano D and Manguso E

Contents xix

PART 8. REPORTER GENES IN CELL BIOLOGY AND ANALYSIS

Secreted Renilla Luciferase as a Marker of Gene Expression inMammalian Systems 441

Filippova M, Liu J and EscherA

The Glial Cell-Line Derived Neurotrophic Factor-Luciferase Fusionis Fully Functional Upon Secretion from Mammalian Cells 445

Liu H and Szalay AA

Visualization of Bacteria in Live Animals Using Luciferase Labeling 449Shabahang S and Szalay AA

GFP in Plant Biotechnology and Agriculture 453Stewart CNJr, Halfhill MD and Richards HA

Visualization of Vaccinia Virus Infection Using thei?em7/a-Luciferase-GFP Fusion Protein 457

Timiryasova TM, Yu YA, Shabahang S, Fodor I and Szalay AA

Genome-Wide Expression Profiling With luxCDABE Gene Fusions 461Van Dyk TK, Gonye GE, Reeve MJG, DeRose EJ, Dolan M,HanafeyMK, Wei Y, RqfalskiJA andLarossa RA

Inducible Gene Expression In Vivo Using a Renilla Luciferase-GFPFusion Construct 465

Yu YA, Caltharp S and Szalay AA

Synthetic Luciferase Genes as Better Reporter Molecules 469Zhuang Y, Paguio AP, Gruber MG and Wood KV

PART 9. LUMINESCENCE IN SCIENCE AND EDUCATION

Public Understanding of Science and Health: The Florence Project 475Pinzani P, Orlando C, Salvadori B, Pazzagli M, Torricelli F

and Mercati L

xx Contents

GFP as an Educational Tool in Biotechnology Distance LearningWard WW, Swiatek GC and Thomson CM 479

PART 10. INSTRUMENTATION AND IMAGING OF LUMINESCENCE

The NorthStar™ HTS Workstation Luminescence Detection System 485Olesen CEM, Boldt-HouleDM.Yan S, D'Eon BJ, Liu B,Tillotson B, Voyta JC and Bronstein I

Instrumentation for In Vivo Imaging of Bioluminescent Reporters 489Rice BW, Cable M, Nelson B and Steams D

Development of a Time-Resolved Fluorescence Microscope forImaging Analysis 493

Roda A, Guardigli M, Pasini P and Baraldini M

The Study of Luminescence Resonance Energy Transfer in CellExtracts of Transformed Cells Using a Low Light Imaging System 497

Wang Y and Szalay AA

Index 501