메뉴 건너뛰기




Volumn 5, Issue 3, 2012, Pages 119-123

In situ synthesis of fluorescent membrane lipids (ceramides) using click chemistry

Author keywords

Ceramide; Click chemistry; Fluorescence; GUV

Indexed keywords

1,8 NAPHTHYRIDINE DERIVATIVE; CERAMIDE; HYDROCARBON; MEMBRANE LIPID;

EID: 84866064789     PISSN: 18646158     EISSN: 18646166     Source Type: Journal    
DOI: 10.1007/s12154-012-0075-0     Document Type: Article
Times cited : (10)

References (29)
  • 1
    • 79960821626 scopus 로고    scopus 로고
    • Recent developments in molecular dynamics simulations of fluorescent membrane probes
    • Loura LM, Ramalho JP (2011) Recent developments in molecular dynamics simulations of fluorescent membrane probes. Molecules 16(7):5437-5452
    • (2011) Molecules , vol.16 , Issue.7 , pp. 5437-5452
    • Loura, L.M.1    Ramalho, J.P.2
  • 2
    • 0036293267 scopus 로고    scopus 로고
    • Fluorescent lipid probes: Some properties and applications (a review)
    • DOI 10.1016/S0009-3084(02)00017-8, PII S0009308402000178
    • Maier O, Oberle V, Hoekstra D (2002) Fluorescent lipid probes: some properties and applications (a review). Chem Phys Lipids 116(1-2):3-18 (Pubitemid 34686984)
    • (2002) Chemistry and Physics of Lipids , vol.116 , Issue.1-2 , pp. 3-18
    • Maier, O.1    Oberle, V.2    Hoekstra, D.3
  • 3
    • 77249089970 scopus 로고    scopus 로고
    • Bioorthogonal chemistry: Recent progress and future directions
    • Lim RK, Lin Q (2010) Bioorthogonal chemistry: recent progress and future directions. Chem Commun (Camb) 46(10):1589-1600
    • (2010) Chem Commun (Camb) , vol.46 , Issue.10 , pp. 1589-1600
    • Lim, R.K.1    Lin, Q.2
  • 4
    • 37549026429 scopus 로고    scopus 로고
    • Bioorthogonal click chemistry: Covalent labeling in living systems
    • Baskin JM, Bertozzi CR (2007) Bioorthogonal click chemistry: covalent labeling in living systems. QSAR Comb Sci 26:1211-1219
    • (2007) QSAR Comb Sci , vol.26 , pp. 1211-1219
    • Baskin, J.M.1    Bertozzi, C.R.2
  • 5
    • 70349917806 scopus 로고    scopus 로고
    • Bioorthogonal chemistry: Fishing for selectivity in a sea of functionality
    • Sletten EM, Bertozzi CR (2009) Bioorthogonal chemistry: fishing for selectivity in a sea of functionality. Angew Chem Int Ed Engl 48(38):6974-6998
    • (2009) Angew Chem Int Ed Engl , vol.48 , Issue.38 , pp. 6974-6998
    • Sletten, E.M.1    Bertozzi, C.R.2
  • 6
    • 80053077977 scopus 로고    scopus 로고
    • Developing visible fluorogenic 'click-on' dyes for cellular imaging
    • Qi J, Han MS, Chang YC, Tung CH (2011) Developing visible fluorogenic 'click-on' dyes for cellular imaging. Bioconjug Chem 22(9):1758-1762
    • (2011) Bioconjug Chem , vol.22 , Issue.9 , pp. 1758-1762
    • Qi, J.1    Han, M.S.2    Chang, Y.C.3    Tung, C.H.4
  • 7
    • 78650513165 scopus 로고    scopus 로고
    • Development of benzothiazole 'click-on' fluorogenic dyes
    • Qi J, Tung CH (2011) Development of benzothiazole 'click-on' fluorogenic dyes. Bioorg Med Chem Lett 21(1):320-323
    • (2011) Bioorg Med Chem Lett , vol.21 , Issue.1 , pp. 320-323
    • Qi, J.1    Tung, C.H.2
  • 8
    • 0348109450 scopus 로고    scopus 로고
    • The growing impact of click chemistry on drug discovery
    • DOI 10.1016/S1359-6446(03)02933-7, PII S1359644603029337
    • Kolb HC, Sharpless KB (2003) The growing impact of click chemistry on drug discovery. Drug Discov Today 8(24):1128-1137 (Pubitemid 37547919)
    • (2003) Drug Discovery Today , vol.8 , Issue.24 , pp. 1128-1137
    • Kolb, H.C.1    Sharpless, K.B.2
  • 9
    • 34247237682 scopus 로고    scopus 로고
    • 1,3-Dipolar cycloadditions of azides and alkynes: A universal ligation tool in polymer and materials science
    • Lutz JF (2007) 1,3-Dipolar cycloadditions of azides and alkynes: a universal ligation tool in polymer and materials science. Angew Chem Int Ed Engl 46(7):1018-1025
    • (2007) Angew Chem Int Ed Engl , vol.46 , Issue.7 , pp. 1018-1025
    • Lutz, J.F.1
  • 10
    • 33947526772 scopus 로고    scopus 로고
    • Catalytic azide-alkyne cycloadditions: Reactivity and applications
    • Wu P, Fokin VV (2007) Catalytic azide-alkyne cycloadditions: reactivity and applications. Aldrichimica Acta 40(1):7-17
    • (2007) Aldrichimica Acta , vol.40 , Issue.1 , pp. 7-17
    • Wu, P.1    Fokin, V.V.2
  • 12
    • 60149106725 scopus 로고    scopus 로고
    • Selective fluorescence labeling of lipids in living cells
    • Neef AB, Schultz C (2009) Selective fluorescence labeling of lipids in living cells. Angew Chem 48(8):1498-1500
    • (2009) Angew Chem , vol.48 , Issue.8 , pp. 1498-1500
    • Neef, A.B.1    Schultz, C.2
  • 13
    • 0033884050 scopus 로고    scopus 로고
    • Compartmentalization of Ceramide Signaling: Physical Foundations and Biological Effects
    • DOI 10.1002/1097-4652(200009)184:3<285::AID-JCP2>3.0.CO;2-3
    • Kolesnick RN, Goni FM, Alonso A (2000) Compartmentalization of ceramide signaling: physical foundations and biological effects. J Cell Physiol 184(3):285-300 (Pubitemid 30625491)
    • (2000) Journal of Cellular Physiology , vol.184 , Issue.3 , pp. 285-300
    • Kolesnick, R.N.1    Goni, F.M.2    Alonso, A.3
  • 14
    • 77954709548 scopus 로고    scopus 로고
    • The acid sphingomyelinase/ceramide pathway: Biomedical significance and mechanisms of regulation
    • Zeidan YH, Hannun YA (2010) The acid sphingomyelinase/ceramide pathway: biomedical significance and mechanisms of regulation. Curr Mol Med 10(5):454-466
    • (2010) Curr Mol Med , vol.10 , Issue.5 , pp. 454-466
    • Zeidan, Y.H.1    Hannun, Y.A.2
  • 15
    • 51249103180 scopus 로고    scopus 로고
    • Cholesterol displacement by ceramide in sphingomyelincontaining liquid-ordered domains, and generation of gel regions in giant lipidic vesicles
    • Sot J, Ibarguren M, Busto JV, Montes LR, Goni FM, Alonso A (2008) Cholesterol displacement by ceramide in sphingomyelincontaining liquid-ordered domains, and generation of gel regions in giant lipidic vesicles. FEBS Lett 582(21-22):3230-3236
    • (2008) FEBS Lett , vol.582 , Issue.21-22 , pp. 3230-3236
    • Sot, J.1    Ibarguren, M.2    Busto, J.V.3    Montes, L.R.4    Goni, F.M.5    Alonso, A.6
  • 16
    • 58149188064 scopus 로고    scopus 로고
    • Effects of ceramide and other simple sphingolipids on membrane lateral structure
    • Goni FM, Alonso A (2009) Effects of ceramide and other simple sphingolipids on membrane lateral structure. Biochim Biophys Acta 1788(1):169-177
    • (2009) Biochim Biophys Acta , vol.1788 , Issue.1 , pp. 169-177
    • Goni, F.M.1    Alonso, A.2
  • 17
    • 33646181561 scopus 로고    scopus 로고
    • Effects of a short-chain ceramide on bilayer domain formation, thickness, and chain mobility: Dmpc and asymmetric ceramide mixtures
    • Carrer DC, Schreier S, Patrito M, Maggio B (2006) Effects of a short-chain ceramide on bilayer domain formation, thickness, and chain mobility: DMPC and asymmetric ceramide mixtures. Biophys J 90(7):2394-2403
    • (2006) Biophys J , vol.90 , Issue.7 , pp. 2394-2403
    • Carrer, D.C.1    Schreier, S.2    Patrito, M.3    Maggio, B.4
  • 18
    • 58149201036 scopus 로고    scopus 로고
    • Fret analysis of domain formation and properties in complex membrane systems
    • Loura LM, de Almeida RF, Silva LC, Prieto M (2009) FRET analysis of domain formation and properties in complex membrane systems. Biochim Biophys Acta 1788(1):209-224
    • (2009) Biochim Biophys Acta , vol.1788 , Issue.1 , pp. 209-224
    • Loura, L.M.1    De Almeida, R.F.2    Silva, L.C.3    Prieto, M.4
  • 19
    • 84855958711 scopus 로고    scopus 로고
    • Membrane assembly driven by a biomimetic coupling reaction
    • Budin I, Devaraj NK (2012) Membrane assembly driven by a biomimetic coupling reaction. J Am Chem Soc 134(2):751-753
    • (2012) J Am Chem Soc , vol.134 , Issue.2 , pp. 751-753
    • Budin, I.1    Devaraj, N.K.2
  • 20
    • 34250311282 scopus 로고    scopus 로고
    • Synthesis of a novel ceramide analogue and its use in a high-throughput fluorogenic assay for ceramidases
    • DOI 10.1002/cbic.200600533
    • Bedia C, Casas J, Garcia V, Levade T, Fabrias G (2007) Synthesis of a novel ceramide analogue and its use in a high-throughput fluorogenic assay for ceramidases. Chembiochem 8(6):642-648 (Pubitemid 47194856)
    • (2007) ChemBioChem , vol.8 , Issue.6 , pp. 642-648
    • Bedia, C.1    Casas, J.2    Garcia, V.3    Levade, T.4    Fabrias, G.5
  • 21
    • 36549065351 scopus 로고    scopus 로고
    • Giant unilamellar vesicles electroformed from native membranes and organic lipid mixtures under physiological conditions
    • DOI 10.1529/biophysj.107.116228
    • Montes LR, Alonso A, Goni FM, Bagatolli LA (2007) Giant unilamellar vesicles electroformed from native membranes and organic lipid mixtures under physiological conditions. Biophys J 93(10):3548-3554 (Pubitemid 350190817)
    • (2007) Biophysical Journal , vol.93 , Issue.10 , pp. 3548-3554
    • Montes, L.-R.1    Alonso, A.2    Goni, F.M.3    Bagatolli, L.A.4
  • 22
    • 77649220799 scopus 로고    scopus 로고
    • Electroformation of giant unilamellar vesicles from native membranes and organic lipid mixtures for the study of lipid domains under physiological ionic-strength conditions
    • Montes LR, Ahyayauch H, Ibarguren M, Sot J, Alonso A, Bagatolli LA, Goni FM (2010) Electroformation of giant unilamellar vesicles from native membranes and organic lipid mixtures for the study of lipid domains under physiological ionic-strength conditions. Methods Mol Biol 606:105-114
    • (2010) Methods Mol Biol , vol.606 , pp. 105-114
    • Montes, L.R.1    Ahyayauch, H.2    Ibarguren, M.3    Sot, J.4    Alonso, A.5    Bagatolli, L.A.6    Goni, F.M.7
  • 23
    • 33646179776 scopus 로고    scopus 로고
    • Detergentresistant, ceramide-enriched domains in sphingomyelin/ceramide bilayers
    • Sot J, Bagatolli LA, Goni FM, Alonso A (2006) Detergentresistant, ceramide-enriched domains in sphingomyelin/ceramide bilayers. Biophys J 90(3):903-914
    • (2006) Biophys J , vol.90 , Issue.3 , pp. 903-914
    • Sot, J.1    Bagatolli, L.A.2    Goni, F.M.3    Alonso, A.4
  • 24
    • 58149469939 scopus 로고    scopus 로고
    • Membrane lipid domains and rafts: Current applications of fluorescence lifetime spectroscopy and imaging
    • de Almeida RF, Loura LM, Prieto M (2009) Membrane lipid domains and rafts: current applications of fluorescence lifetime spectroscopy and imaging. Chem Phys Lipids 157(2):61-77
    • (2009) Chem Phys Lipids , vol.157 , Issue.2 , pp. 61-77
    • De Almeida, R.F.1    Loura, L.M.2    Prieto, M.3
  • 25
    • 34547181885 scopus 로고    scopus 로고
    • Raft domain reorganization driven by short- and long-chain ceramide: A combined AFM and FCS study
    • DOI 10.1021/la7010919
    • Chiantia S, Kahya N, Schwille P (2007) Raft domain reorganization driven by short-and long-chain ceramide: a combined AFM and FCS study. Langmuir 23(14):7659-7665 (Pubitemid 47116430)
    • (2007) Langmuir , vol.23 , Issue.14 , pp. 7659-7665
    • Chiantia, S.1    Kahya, N.2    Schwille, P.3
  • 26
    • 69249213490 scopus 로고    scopus 로고
    • Enzymatic generation of ceramide induces membrane restructuring: Correlatedafmand fluorescence imaging of supported bilayers
    • Ira ZS, Ramirez DM, Vanderlip S, Ogilvie W, Jakubek ZJ, Johnston LJ (2009) Enzymatic generation of ceramide induces membrane restructuring: correlatedAFMand fluorescence imaging of supported bilayers. J Struct Biol 168(1):78-89
    • (2009) J Struct Biol , vol.168 , Issue.1 , pp. 78-89
    • Ira, Z.S.1    Ramirez, D.M.2    Vanderlip, S.3    Ogilvie, W.4    Jakubek, Z.J.5    Johnston, L.J.6
  • 27
    • 1642293929 scopus 로고    scopus 로고
    • Ceramide selectively displaces cholesterol from ordered lipid domains (rafts): Implications for lipid raft structure and function
    • Megha, London E (2004) Ceramide selectively displaces cholesterol from ordered lipid domains (rafts): implications for lipid raft structure and function. J Biol Chem 279(11):9997-10004
    • (2004) J Biol Chem , vol.279 , Issue.11 , pp. 9997-10004
    • Megha London, E.1
  • 28
    • 77958166326 scopus 로고    scopus 로고
    • Cholesterol displaces palmitoylceramide from its tight packing with palmitoylsphingomyelin in the absence of a liquiddisordered phase
    • Busto JV, Sot J, Requejo-Isidro J, Goni FM, Alonso A (2010) Cholesterol displaces palmitoylceramide from its tight packing with palmitoylsphingomyelin in the absence of a liquiddisordered phase. Biophys J 99(4):1119-1128
    • (2010) Biophys J , vol.99 , Issue.4 , pp. 1119-1128
    • Busto, J.V.1    Sot, J.2    Requejo-Isidro, J.3    Goni, F.M.4    Alonso, A.5
  • 29
    • 0037201936 scopus 로고    scopus 로고
    • Role of sphingomyelinase and ceramide in modulating rafts: Do biophysical properties determine biologic outcome?
    • DOI 10.1016/S0014-5793(02)03489-0, PII S0014579302034890
    • Cremesti AE, Goni FM, Kolesnick R (2002) Role of sphingomyelinase and ceramide in modulating rafts: do biophysical properties determine biologic outcome? FEBS Lett 531(1):47-53 (Pubitemid 35232783)
    • (2002) FEBS Letters , vol.531 , Issue.1 , pp. 47-53
    • Cremesti, A.E.1    Goni, F.M.2    Kolesnick, R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.