SCOPUS 정보 검색 플랫폼

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 20, 2012, Pages 6154-6161

Novel fluorescent ceramide derivatives for probing ceramidase substrate specificity

(4) Bhabak, Krishna P a Proksch, Denny a Redmer, Susanne a Arenz, Christoph a

a HUMBOLDT UNIVERSITY (Germany)

Author keywords

Ceramidases; Fluorescent dyes; Sphingolipids

Indexed keywords

ACID CERAMIDASE; CERAMIDASE; CERAMIDE DERIVATIVE; FLUORESCENT DYE; NEUTRAL CERAMIDASE; NILE RED; SPHINGOSINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL LABELING; CONTROLLED STUDY; ENZYME MECHANISM; ENZYME SPECIFICITY; ENZYME SUBSTRATE; ENZYME SUBSTRATE COMPLEX; FLUORESCENCE ANALYSIS; HYDROLYSIS; LIPOPHILICITY; MOLECULAR PROBE; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; SYNTHESIS;

CERAMIDASES; CERAMIDES; FLUORESCENT DYES; HYDROLYSIS; KINETICS; OXAZINES; STRUCTURE-ACTIVITY RELATIONSHIP; SUBSTRATE SPECIFICITY;

EID: 84866919128 PISSN: 09680896 EISSN: 14643391 Source Type: Journal
DOI: 10.1016/j.bmc.2012.08.035 Document Type: Article

Times cited : (29)

References (57)

1
- 0033152727
- T. Kolter, and K. Sandhoff Angew. Chem., Int. Ed. 38 1999 1532
- (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1532
- Kolter, T.¹ Sandhoff, K.²

2
- 80051514415
- Y.A. Hannun, and L.M. Obeid J. Biol. Chem. 286 2011 27855
- (2011) J. Biol. Chem. , vol.286 , pp. 27855
- Hannun, Y.A.¹ Obeid, L.M.²

3
- 80054079107
- A.H. Merrill Jr. Chem. Rev. 111 2011 6387
- (2011) Chem. Rev. , vol.111 , pp. 6387
- Merrill Jr., A.H.¹

4
- 33845296931
- J.H. Park, and E.H. Schuchman Biochim. Biophys. Acta. 1758 2006 2133
- (2006) Biochim. Biophys. Acta. , vol.1758 , pp. 2133
- Park, J.H.¹ Schuchman, E.H.²

5
- 0038218405
- S. Spiegel, and S. Milstien Nat. Rev. Mol. Cell. Biol. 4 2003 397
- (2003) Nat. Rev. Mol. Cell. Biol. , vol.4 , pp. 397
- Spiegel, S.¹ Milstien, S.²

6
- 38549152194
- Y.A. Hannun, and L.M. Obeid Nat. Rev. Mol. Cell. Biol. 9 2008 139
- (2008) Nat. Rev. Mol. Cell. Biol. , vol.9 , pp. 139
- Hannun, Y.A.¹ Obeid, L.M.²

7
- 0036667737
- E. London Curr. Opin. Struct. Biol. 12 2002 480
- (2002) Curr. Opin. Struct. Biol. , vol.12 , pp. 480
- London, E.¹

8
- 0030949124
- K. Simons, and E. Ikonen Nature 387 1997 569
- (1997) Nature , vol.387 , pp. 569
- Simons, K.¹ Ikonen, E.²

9
- 79958052481
- D. Canals, D.M. Perry, R.W. Jenkins, and Y.A. Hannun Brit. J. Pharmacol. 163 2011 694
- (2011) Brit. J. Pharmacol. , vol.163 , pp. 694
- Canals, D.¹ Perry, D.M.² Jenkins, R.W.³ Hannun, Y.A.⁴

10
- 0000675223
- S. Gatt J. Biol. Chem. 238 1963 3131
- (1963) J. Biol. Chem. , vol.238 , pp. 3131
- Gatt, S.¹

11
- 0029070822
- K. Bernardo, R. Hurwitz, T. Zenk, R.J. Desnick, K. Ferlinz, E.H. Schuchman, and K. Sandhoff J. Biol. Chem. 270 1995 11098
- (1995) J. Biol. Chem. , vol.270 , pp. 11098
- Bernardo, K.¹ Hurwitz, R.² Zenk, T.³ Desnick, R.J.⁴ Ferlinz, K.⁵ Schuchman, E.H.⁶ Sandhoff, K.⁷

12
- 0032104250
- C.M. Li, S.B. Hong, G. Kopal, X. He, T. Linke, W.S. Hou, J. Koch, S. Gatt, K. Sandhoff, and E.H. Schuchman Genomics 50 1998 267
- (1998) Genomics , vol.50 , pp. 267
- Li, C.M.¹ Hong, S.B.² Kopal, G.³ He, X.⁴ Linke, T.⁵ Hou, W.S.⁶ Koch, J.⁷ Gatt, S.⁸ Sandhoff, K.⁹ Schuchman, E.H.¹⁰

13
- 0030479325
- J. Koch, S. Gartner, C.M. Li, L.E. Quintern, K. Bernardo, O. Levran, D. Schnabel, R.J. Desnick, E.H. Schuchman, and K. Sandhoff J. Biol. Chem. 271 1996 33110
- (1996) J. Biol. Chem. , vol.271 , pp. 33110
- Koch, J.¹ Gartner, S.² Li, C.M.³ Quintern, L.E.⁴ Bernardo, K.⁵ Levran, O.⁶ Schnabel, D.⁷ Desnick, R.J.⁸ Schuchman, E.H.⁹ Sandhoff, K.¹⁰

14
- 0014663246
- A. Nilsson Biochim. Biophys. Acta. 176 1969 339
- (1969) Biochim. Biophys. Acta. , vol.176 , pp. 339
- Nilsson, A.¹

15
- 0018965399
- W. Stoffel, and I. Melzner Hoppe Seylers Z. Physiol. Chem. 361 1980 755
- (1980) Hoppe Seylers Z. Physiol. Chem. , vol.361 , pp. 755
- Stoffel, W.¹ Melzner, I.²

16
- 0034647935
- S. El Bawab, P. Roddy, T. Qian, A. Bielawska, J.J. Lemasters, and Y.A. Hannun J. Biol. Chem. 275 2000 21508
- (2000) J. Biol. Chem. , vol.275 , pp. 21508
- El Bawab, S.¹ Roddy, P.² Qian, T.³ Bielawska, A.⁴ Lemasters, J.J.⁵ Hannun, Y.A.⁶

17
- 0034602962
- M. Tani, N. Okino, S. Mitsutake, T. Tanigawa, H. Izu, and M. Ito J. Biol. Chem. 275 2000 3462
- (2000) J. Biol. Chem. , vol.275 , pp. 3462
- Tani, M.¹ Okino, N.² Mitsutake, S.³ Tanigawa, T.⁴ Izu, H.⁵ Ito, M.⁶

18
- 0036163625
- S. El Bawab, J. Usta, P. Roddy, Z.M. Szulc, A. Bielawska, and Y.A. Hannun J. Lipid. Res. 43 2002 141
- (2002) J. Lipid. Res. , vol.43 , pp. 141
- El Bawab, S.¹ Usta, J.² Roddy, P.³ Szulc, Z.M.⁴ Bielawska, A.⁵ Hannun, Y.A.⁶

19
- 0016682741
- M. Sugita, M. Willians, J.T. Dulaney, and H.W. Moser Biochim. Biophys. Acta. 398 1975 125
- (1975) Biochim. Biophys. Acta. , vol.398 , pp. 125
- Sugita, M.¹ Willians, M.² Dulaney, J.T.³ Moser, H.W.⁴

20
- 0035854766
- C. Mao, R. Xu, Z.M. Szulc, A. Bielawska, S.H. Galadari, and L.M. Obeid J. Biol. Chem. 276 2001 26577
- (2001) J. Biol. Chem. , vol.276 , pp. 26577
- Mao, C.¹ Xu, R.² Szulc, Z.M.³ Bielawska, A.⁴ Galadari, S.H.⁵ Obeid, L.M.⁶

21
- 33748665711
- R. Xu, J. Jin, W. Hu, W. Sun, J. Bielawski, Z. Szulc, T. Taha, L.M. Obeid, and C. Mao FASEB J. 20 2006 1813
- (2006) FASEB J. , vol.20 , pp. 1813
- Xu, R.¹ Jin, J.² Hu, W.³ Sun, W.⁴ Bielawski, J.⁵ Szulc, Z.⁶ Taha, T.⁷ Obeid, L.M.⁸ Mao, C.⁹

22
- 38149088114
- W. Sun, R. Xu, W. Hu, J. Jin, H.A. Crellin, J. Bielawski, Z.M. Szulc, B.H. Thiers, L.M. Obeid, and C. Mao J. Invest. Dermatol. 128 2008 389
- (2008) J. Invest. Dermatol. , vol.128 , pp. 389
- Sun, W.¹ Xu, R.² Hu, W.³ Jin, J.⁴ Crellin, H.A.⁵ Bielawski, J.⁶ Szulc, Z.M.⁷ Thiers, B.H.⁸ Obeid, L.M.⁹ Mao, C.¹⁰

23
- 37549022394
- K. Ehlert, M. Frosch, N. Fehse, A. Zander, J. Roth, and J. Vormoor Pediatr. Rheumatol. Online. J. 5 2007 15
- (2007) Pediatr. Rheumatol. Online. J. , vol.5 , pp. 15
- Ehlert, K.¹ Frosch, M.² Fehse, N.³ Zander, A.⁴ Roth, J.⁵ Vormoor, J.⁶

24
- 41849092177
- V. Teichgraber, M. Ulrich, N. Endlich, J. Riethmuller, B. Wilker, C.C. De Oliveira-Munding, A.M. van Heeckeren, M.L. Barr, G. von Kurthy, K.W. Schmid, M. Weller, B. Tummler, F. Lang, H. Grassme, G. Doring, and E. Gulbins Nat. Med. 14 2008 382
- (2008) Nat. Med. , vol.14 , pp. 382
- Teichgraber, V.¹ Ulrich, M.² Endlich, N.³ Riethmuller, J.⁴ Wilker, B.⁵ De Oliveira-Munding, C.C.⁶ Van Heeckeren, A.M.⁷ Barr, M.L.⁸ Von Kurthy, G.⁹ Schmid, K.W.¹⁰ Weller, M.¹¹ Tummler, B.¹² Lang, F.¹³ Grassme, H.¹⁴ Doring, G.¹⁵ Gulbins, E.¹⁶

25
- 38449123215
- X. Liu, S. Elojeimy, L.S. Turner, A.E. Mahdy, Y.H. Zeidan, A. Bielawska, J. Bielawski, J.Y. Dong, A.M. El-Zawahry, G.W. Guo, Y.A. Hannun, D.H. Holman, S. Rubinchik, Z. Szulc, T.E. Keane, M. Tavassoli, and J.S. Norris Front. Biosci. 13 2008 2293
- (2008) Front. Biosci. , vol.13 , pp. 2293
- Liu, X.¹ Elojeimy, S.² Turner, L.S.³ Mahdy, A.E.⁴ Zeidan, Y.H.⁵ Bielawska, A.⁶ Bielawski, J.⁷ Dong, J.Y.⁸ El-Zawahry, A.M.⁹ Guo, G.W.¹⁰ Hannun, Y.A.¹¹ Holman, D.H.¹² Rubinchik, S.¹³ Szulc, Z.¹⁴ Keane, T.E.¹⁵ Tavassoli, M.¹⁶ Norris, J.S.¹⁷

26
- 0034829843
- N.S. Radin Eur. J. Biochem. 268 2001 193
- (2001) Eur. J. Biochem. , vol.268 , pp. 193
- Radin, N.S.¹

27
- 0026629794
- A. Bielawska, C.M. Linardic, and Y.A. Hannun J. Biol. Chem. 267 1992 18493
- (1992) J. Biol. Chem. , vol.267 , pp. 18493
- Bielawska, A.¹ Linardic, C.M.² Hannun, Y.A.³

28
- 17544366509
- A. Bielawska, M.S. Greenberg, D. Perry, S. Jayadev, J.A. Shayman, C. McKay, and Y.A. Hannun J. Biol. Chem. 271 1996 12646
- (1996) J. Biol. Chem. , vol.271 , pp. 12646
- Bielawska, A.¹ Greenberg, M.S.² Perry, D.³ Jayadev, S.⁴ Shayman, J.A.⁵ McKay, C.⁶ Hannun, Y.A.⁷

29
- 33845346791
- A. Delgado, J. Casas, A. Llebaria, J.L. Abad, and G. Fabrias Biochim. Biophys. Acta. 1758 2006 1957
- (2006) Biochim. Biophys. Acta. , vol.1758 , pp. 1957
- Delgado, A.¹ Casas, J.² Llebaria, A.³ Abad, J.L.⁴ Fabrias, G.⁵

30
- 0030795329
- M. Nikolova-Karakashian, E.T. Morgan, C. Alexander, D.C. Liotta, and A.H. Merrill Jr. J. Biol. Chem. 272 1997 18718
- (1997) J. Biol. Chem. , vol.272 , pp. 18718
- Nikolova-Karakashian, M.¹ Morgan, E.T.² Alexander, C.³ Liotta, D.C.⁴ Merrill Jr., A.H.⁵

31
- 0003949573
- A.H. Merill, Y.A. Hannun, Academic Press San Diego
- A. Dagan, V. Agmon, S. Gatt, and T. Dinur A.H. Merill, Y.A. Hannun, Methods Enzymol 1999 Academic Press San Diego
- (1999) Methods Enzymol
- Dagan, A.¹ Agmon, V.² Gatt, S.³ Dinur, T.⁴

32
- 0032929235
- M. Tani, N. Okino, S. Mitsutake, and M. Ito J. Biochem. 125 1999 746
- (1999) J. Biochem. , vol.125 , pp. 746
- Tani, M.¹ Okino, N.² Mitsutake, S.³ Ito, M.⁴

33
- 0026464991
- P. Antes, G. Schwarzmann, and K. Sandhoff Eur. J. Cell. Biol. 59 1992 27
- (1992) Eur. J. Cell. Biol. , vol.59 , pp. 27
- Antes, P.¹ Schwarzmann, G.² Sandhoff, K.³

34
- 0036206513
- W.F. Nieuwenhuizen, S. van Leeuwen, F. Gotz, and M.R. Egmond Chem. Phys. Lipids. 114 2002 181
- (2002) Chem. Phys. Lipids. , vol.114 , pp. 181
- Nieuwenhuizen, W.F.¹ Van Leeuwen, S.² Gotz, F.³ Egmond, M.R.⁴

35
- 34250311282
- C. Bedia, J. Casas, V. Garcia, T. Levade, and G. Fabrias ChemBioChem 8 2007 642
- (2007) ChemBioChem , vol.8 , pp. 642
- Bedia, C.¹ Casas, J.² Garcia, V.³ Levade, T.⁴ Fabrias, G.⁵

36
- 78650062702
- C. Bedia, L. Camacho, J.L. Abad, G. Fabrias, and T. Levade J. Lipid. Res. 51 2010 3542
- (2010) J. Lipid. Res. , vol.51 , pp. 3542
- Bedia, C.¹ Camacho, L.² Abad, J.L.³ Fabrias, G.⁴ Levade, T.⁵

37
- 75149186973
- Z. Xia, J.M. Draper, and C.D. Smith Bioorg. Med. Chem. 18 2010 1003
- (2010) Bioorg. Med. Chem. , vol.18 , pp. 1003
- Xia, Z.¹ Draper, J.M.² Smith, C.D.³

38
- 0035824355
- O. Wichmann, and C. Schultz Chem. Commun. 2001 2500
- (2001) Chem. Commun. , pp. 2500
- Wichmann, O.¹ Schultz, C.²

39
- 30444443603
- O. Wichmann, J. Wittbrodt, and C. Schultz Angew. Chem., Int. Ed. 45 2006 508
- (2006) Angew. Chem., Int. Ed. , vol.45 , pp. 508
- Wichmann, O.¹ Wittbrodt, J.² Schultz, C.³

40
- 0021923858
- P. Greenspan, E.P. Mayer, and S.D. Fowler J. Cell. Biol. 100 1985 965
- (1985) J. Cell. Biol. , vol.100 , pp. 965
- Greenspan, P.¹ Mayer, E.P.² Fowler, S.D.³

41
- 0033860661
- T.Y. Wang, and J.R. Silvius Biophys. J. 79 2000 1478
- (2000) Biophys. J. , vol.79 , pp. 1478
- Wang, T.Y.¹ Silvius, J.R.²

42
- 18744364727
- G. van Meer, and R.M.J. Liskamp Nat. Meth. 2 2005 14
- (2005) Nat. Meth. , vol.2 , pp. 14
- Van Meer, G.¹ Liskamp, R.M.J.²

43
- 27644572136
- P. Nussbaumer, P. Ettmayer, C. Peters, D. Rosenbeiger, and K. Hogenauer Chem. Commun. 2005 5086
- (2005) Chem. Commun. , pp. 5086
- Nussbaumer, P.¹ Ettmayer, P.² Peters, C.³ Rosenbeiger, D.⁴ Hogenauer, K.⁵

44
- 33847675759
- C. Peters, A. Billich, M. Ghobrial, K. Hogenauer, T. Ullrich, and P. Nussbaumer J. Org. Chem. 72 2007 1842
- (2007) J. Org. Chem. , vol.72 , pp. 1842
- Peters, C.¹ Billich, A.² Ghobrial, M.³ Hogenauer, K.⁴ Ullrich, T.⁵ Nussbaumer, P.⁶

45
- 0032582591
- I. Ojima, and E.S. Vidal J. Org. Chem. 63 1998 7999
- (1998) J. Org. Chem. , vol.63 , pp. 7999
- Ojima, I.¹ Vidal, E.S.²

46
- 33748602110
- M.S.J. Briggs, I. Bruce, J.N. Miller, C.J. Moody, A.C. Simmonds, and E. Swann J. Chem. Soc., Perkin. Trans. 1 1997 1051
- (1997) J. Chem. Soc., Perkin. Trans. , vol.1 , pp. 1051
- Briggs, M.S.J.¹ Bruce, I.² Miller, J.N.³ Moody, C.J.⁴ Simmonds, A.C.⁵ Swann, E.⁶

47
- 71849114210
- J. Novotny, K. Pospechova, A. Hrabalek, R. Cap, and K. Vavrova Bioorg. Med. Chem. Lett. 19 2009 6975
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 6975
- Novotny, J.¹ Pospechova, K.² Hrabalek, A.³ Cap, R.⁴ Vavrova, K.⁵

48
- 18344394549
- M. Raisova, G. Goltz, M. Bektas, A. Bielawska, C. Riebeling, A.M. Hossini, J. Eberle, Y.A. Hannun, C.E. Orfanos, and C.C. Geilen FEBS Lett. 516 2002 47
- (2002) FEBS Lett. , vol.516 , pp. 47
- Raisova, M.¹ Goltz, G.² Bektas, M.³ Bielawska, A.⁴ Riebeling, C.⁵ Hossini, A.M.⁶ Eberle, J.⁷ Hannun, Y.A.⁸ Orfanos, C.E.⁹ Geilen, C.C.¹⁰

49
- 84857897138
- D. Proksch, J.J. Klein, and C. Arenz J. Lipids 2011 2011 971618
- (2011) J. Lipids , vol.2011 , pp. 971618
- Proksch, D.¹ Klein, J.J.² Arenz, C.³

50
- 33845448903
- S. Mukherjee, H. Raghuraman, and A. Chattopadhyay Biochim. Biophys. Acta. 1768 2007 59
- (2007) Biochim. Biophys. Acta. , vol.1768 , pp. 59
- Mukherjee, S.¹ Raghuraman, H.² Chattopadhyay, A.³

51
- 0032514902
- G. Wilkening, T. Linke, and K. Sandhoff J. Biol. Chem. 273 1998 30271
- (1998) J. Biol. Chem. , vol.273 , pp. 30271
- Wilkening, G.¹ Linke, T.² Sandhoff, K.³

52
- 0026747197
- W. Furst, and K. Sandhoff Biochim. Biophys. Acta. 1126 1992 1
- (1992) Biochim. Biophys. Acta. , vol.1126 , pp. 1
- Furst, W.¹ Sandhoff, K.²

53
- 0000223691
- A. Giehl, T. Lemm, O. Bartelsen, K. Sandhoff, and A. Blume Eur. J. Biochem. 261 1999 650
- (1999) Eur. J. Biochem. , vol.261 , pp. 650
- Giehl, A.¹ Lemm, T.² Bartelsen, O.³ Sandhoff, K.⁴ Blume, A.⁵

54
- 1542314913
- P. Ettmayer, A. Billich, T. Baumruker, D. Mechtcheriakova, H. Schmid, and P. Nussbaumer Bioorg. Med. Chem. Lett. 14 2004 1555
- (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 1555
- Ettmayer, P.¹ Billich, A.² Baumruker, T.³ Mechtcheriakova, D.⁴ Schmid, H.⁵ Nussbaumer, P.⁶

55
- 0033570079
- X. He, C.M. Li, J.H. Park, A. Dagan, S. Gatt, and E.H. Schuchman Anal. Biochem. 274 1999 264
- (1999) Anal. Biochem. , vol.274 , pp. 264
- He, X.¹ Li, C.M.² Park, J.H.³ Dagan, A.⁴ Gatt, S.⁵ Schuchman, E.H.⁶

56
- 18744387424
- L. Kuerschner, C.S. Ejsing, K. Ekroos, A. Shevchenko, K.I. Anderson, and C. Thiele Nat. Methods 2 2005 39
- (2005) Nat. Methods , vol.2 , pp. 39
- Kuerschner, L.¹ Ejsing, C.S.² Ekroos, K.³ Shevchenko, A.⁴ Anderson, K.I.⁵ Thiele, C.⁶

57
- 36249006160
- H. Schulze, U. Schepers, and K. Sandhoff Biol. Chem. 388 2007 1333
- (2007) Biol. Chem. , vol.388 , pp. 1333
- Schulze, H.¹ Schepers, U.² Sandhoff, K.³

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.