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Methods in Enzymology Voiwne 31 2 Sphingolipid Metabolis m and Cell Signalin g Part B Alfred H . Merrill, Jr. Yusuf A . Hannun

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Methods in Enzymology

Voiwne 312

Sphingolipid Metabolismand Cell Signaling

Part B

Alfred H. Merrill, Jr.

Yusuf A. Hannun

CONTRIBUTORS TO VOLUME 312 xi

PREFACE XVn

VOLUMES IN SERIES xix

Section I . Methods for Analyzing Sphingolipids

1 . Analysis of Sphingoid Bases and Sphingoid Base 1- ALFRED H . MERRILL, JR . ,

Phosphates by High-Performance Liquid Chro- THOMAS B . CALIGAN,

matography

ELAINE WANG ,

KATHERINE PETERS, AND

JOYCE Ou

3

2. Enzymatic Method for Measurement of Sphingo- LISA EDSALL ,

sine 1-Phosphate

LEWIS VANN ,

SHELDON MILSTIEN, AN D

SARAH SPIEGEL

9

3 . Ceramide Mass Analysis by Normal-Phase High- ANNEMIEK D . TEPPER AND

Performance Liquid Chromatography

WIM J . VAN BLITTERSWIJK

16

4 . Quantitative Determination of Ceramide Using Di- DAVID K . PERRY,

glyceride Kinase

ALICJA E . BIELAWSKA, AN D

YUSUF A . HANNUN

22

5 . Analysis of Sphingomyelin, Glucosylceramide, Cer- M . CAMERON SULLARDS

32

amide, Sphingosine, and Sphingosine 1-Phos-

phate by Tandem Mass Spectrometry

6, Analyses of Glycosphingolipids by High-Perfor- JOHANNES MUTHING

45

mance Liquid Chromatography

7 . Sphingolipid Extraction and Analysis by Thin- GERHILD VAN

Layer Chromatography

ECHTEN-DECKERT

6 4

8 . Extraction and Analysis of Multiple Sphingolipids TAMOTSU TAKETOMI AN D

from a Single Sample

EIKO SUGIYAMA

80

9 . Purification of Sphingolipid Classes by Solid-Phase JACQUES BODENNEC,

Extraction with Aminopropyl and Weak Cation GERARD BRICHON ,

Exchanger Cartridges

GEORGES ZWINGELSTEIN, AND

JACQUES PORTOUKALIAN

101

10 . Ganglioside Analysis by High-Performance Thin- TosHlo ARIGA ANDLayer Chromatography

ROBERT K . Yu

11 5

11. Purification and Analysis of Gangliosides

STEPHAN LADISCH AN DRuIxIANG 1,1

135

12. Thin-Layer Chromatography Blotting Using Poly- DAI ISHIKAWA AN Dvinylidene Difluoride Membrane (Far-Eastern TAKAO TAKT

145Blotting) and Its Application s

13. Thin-Layer Chromatography Immunostaining

DAI IsHIKAwA AN DTAKAO TAKI

157

14. Monoclonal Anti-Glycosphingolipid Antibodies

REul KANNAGI

160

15 . Immunolocalization of Gangliosides by Light Mi- ANDREAS SCHWARZ ANDcroscopy Using Anti-Ganglioside Antibodies

ANTHONY H . FUTE :RMAN

179

16 . Cloud-Point Extraction of Gangliosides Using Non- GEORG C. TERSTAPPEN ,ionic Detergent C14E06

ANTHONY H. FUTERMAN, AN DANDREAS SCHWARZ

187

17. Analyses of Glycosphingolipids Using Clam, Mer- SARA DASTGHEIB ,cenaria mercenaria, Ceramide Glycanase

SHIB S . BASE ,ZHIXIONG Li ,MANJU BASTE, ANDSUBHASU BASU

196

18 . Quantitative Analyses of Binding Affinity and Spec- C . ROGER MACKENZIE AN Dificity for Glycolipid Receptors by Surface I'las- ToMOxo HIRAMA

205mon Resonance

119 . Use of Circular Dichroism for Assigning Stereo- AKIRA KAWAMURA,chemistry of Sphingosine and Other Long- Koii NAKANISHI, ANDChain Bases

NINA BEROVA

21 7

20 . Infrared Determination of Conformational Order RICHARD MENDELSOHN AN Dand Phase Behavior in Ceramides and Stratum DAVID J . MOORE

22 8Corneum Models

21 . Use of Nuclear Magnetic Resonance Spectroscopy DOMENICO ACQUOTrI AN Din Evaluation of Ganglioside Structure, Confor- SANDRO SONNINO

24 7mation, and Dynamic s

22 . Fluorescence Quenching Assay of Sphingolipid/ ERWIN LONDON,Phospholipid Phase Separation in Model Mem- DEBORAH A . BROWN, ANDbranes

XTAOLIAN XU

27 2

Section II . Methods for Analyzing Aspects of SphingolipidMetabolism in Intact Cell s

23. Synthesis of Fluorescent Substrates and Their Ap- ARIE DAGAN ,plication to Study of Sphingolipid Metabolism in VERED AGMON ,Vitro and in Intact Cells

SHIMON GATT, AN DTAMA DINUR

293

24 . Selection of Mammalian Cell Mutants in Sphingo- KENTARO HANADA AN D

lipid Biosynthesis

MASAHIRO NISHIJIMA

30 4

25. Selection of Yeast Mutants in Sphingolipid Metab- TERESA M . DuNN ,

olism

KEN GABLE ,

ERIN MONAGHAN, AND

DAGMAR BACIKOVA

31 7

26 . Fluorescence-Based Selection of Gene-Corrected EDWARD H . SCHUCHMAN,

Hematopoietic Stem and Progenitor Cells Based SHAI ERLICH ,

on Acid Sphingomyelinase Expression

SILVIA R. P . MIRANDA,

TAMA DINUR ,

ARIE DAGAN, AN D

SHIMON GATT

33 0

27. Mammalian Ganglioside Sialidases : Preparation ERHARD BIEBERICH ,

and Activity Assays

SEAN S. ',TOUR, AND

ROBERT K. Yu

33 9

Section III . Sphingolipid-Protein Interactions andCellular Targets

28. Effects of Sphingosine and Other Sphingolipids on E . R . SMITH ,

Protein Kinase C

ALFRED H. MERRILL, JR. ,

LINA M. OBEID, AND

YIJSUF A. HANNUN

361

29 . Kinetic Analysis of Sphingoid Base Inhibition of WEN-1 . Wu AND

Yeast Phosphatidate Phosphatase

GEORGE M . CARMAN

373

30. Assays of Sphingosine-Dependent Kinase for 14-3- TAMAR MEGIDISH ,

3 Protein

AKIKAZU HAMAGUCHI ,

KAZUHISA IWABUCHI, AN D

SEN-ITIROH HAKOMORI

381

31 . Synthesis and Use of Caged Sphingolipids

RODERICK H . SCOTT,JAMIE POLLOCK,

AHMET AYAR,

NICOLA M. THATCHER, AND

URI ZEHAVI

387

32 . Binding of Sphingosine 1-Phosphate to Cell Sur- JAMES R . VAN BROCKLYN AND

face Receptors

SARAH SPIEGEL

401

33. Use of Short-Chain Ceramides

CHIARA LUBERTO AND

YUSUF A . HANNUN

407

34 . Analysis of Ceramide-Activated Protein Phospha- CHARLES E . CHALFANT,

tases

KATSUYA KISHIKAWA ,

ALICJA BIELAWSKA, AND

YuSUF A . HANNUN

420

35. Use of Affinity Chromatography and TID-Cer- STEFAN SCHÜTZE ,

amide Photoaffinity Labeling for Detection of MARC WICKEL ,

Ceramide-Binding Proteins

MICHAEL HEINRICH,

SUPANDI WINOTO-MORBACH ,THOMAS WEBER ,JOSEF BRUNNER, ANDMARTIN KRÖNKE

429

36 . Lectin-Mediated Cell Adhesion to Immobilized BRIAN E . COLLINS,Glycosphingolipids

LYNDA J .-S . YANG, ANDRONALD L . SCHNAAR

438

37 . Analysis of Glycolipid-Dependent Cell Adhesion KAZUKO HANDA ,Based on Carbohydrate-Carbohydrate Inter- NAOYA KOJIMA, AN Daction

SEN-ITIROH HAKOMORI

447

38 . Analysis of Interactions between Glycosphingo- CLIFFORD A . LINGWOOD ,lipids and Microbial Toxins

BETH BOYD, ANDANITA NUTIKKA

459

39 . Oxidation of Aglycone of Glycosphingolipids : Ser- MURUGESAPILLAIine and Ceramide Acid Precursors for Soluble MYLVAGANAM ANDGlycoconjugates

CLIFFORD A. LINGWOOD

473

40 . Separation of Glycosphingolipid-Enriched Micro- KAZUHISA IWABUCHI ,domains from Caveolae Characterized by Pres- KAZUxo HANDA, AN Dence of Caveolin

SEN-ITIROH HAKOMORI

488

41. Reconstitution of Sphingolipid-Cholesterol Plasma DJILAI HAMMACHE,

Membrane Microdomains for Studies of Virus- GERARD PIERONI,Glycolipid Interactions

MARC MARESCA ,SERGE IVALDI,NOUARA YAHI, ANDJACQUES FANTINI

495

42 . Analysis of Ceramides Present in Glycosylphospha- ISABELLE GUILLAS ,tidylinositol Anchored Proteins of Saccharo- MARTINE PFEFFERLI, ANDmyces cerevisiae

ANDREAS CONZELMANN

506

43 . Preparation of Functionalized Lipid Tubules for ELIZABETH M .Electron Crystallography of Macromolecules

WILSON-KUBALEK

515

Section N. Sphingolipid Transport and Trafficking

44 . Applications of BIODIPY-Sphingolipid Analogs RICHARD E. PAGANO ,to Study Lipid Traffic and Metabolism in Cells RIKIO WATANABE ,

CHRISTINE WHEATLEY, ANDMICHEL DOMINGUEZ

523

45 . Using Biotinylated Gangliosides to Study Their Dis- GÜNTER SCHWARZMANN ,

tribution and Traffic in Cells by Immunoelec- ALEXANDER VON COBURG, AN Dtron Microscopy

WIEBKE MÖBIUS

534

46. Assays for Transmembrane Movement of Sphingo- DAN J. SILLENCE,

lipids

RENE J. RAGGERS, AND

GERRIT VAN MEER

56 2

Section V. Other Methods

47 . Compilation of Methods Published in Previous Vol- ALFRED H. MERRILL, JR.

58 3umes of Methods in Enzymology

AUTHOR INDEX 593

SUBJECT INDEX 631