SYNTHESIS, SPECTRAL PROPERTIES AND ENZYMATIC-HYDROLYSIS OF FLUORESCENT DERIVATIVES OF CEREBROSIDE SULFATE CONTAINING LONG-WAVELENGTH-EMISSION PROBES

被引:28
作者
MARCHESINI, S [1 ]
PRETI, A [1 ]
ALEO, MF [1 ]
CASELLA, A [1 ]
DAGAN, A [1 ]
GATT, S [1 ]
机构
[1] HEBREW UNIV JERUSALEM,HADASSAH MED SCH,DEPT MEMBRANE BIOCHEM & NEUROCHEM,IL-91010 JERUSALEM,ISRAEL
关键词
arylsulfatase A; fluorescent sulfatides; long-wavelength-emission fluorophores;
D O I
10.1016/0009-3084(90)90042-P
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Fluorescent derivatives of cerebroside sulfate (sulfogalactosyl ceramide, sulfatide) containing long-wavelength-emission fluorophores were synthesized. For this purpose a procedure was developed for preparing a cerebroside 3-sulfate derivative with an amino group on the terminal carbon atom of its fatty acyl residue. The latter compound has been used to prepare cerebroside 3-sulfate, coupled to lissamine-rhodamine, fluoresceine, eosine and NBD. The spectroscopic properties of these compounds, in different solvent systems and when incorporated into micelles of a non-ionic detergent or liposomes of a phospholipid, are reported. Incubation of these respective sulfatides with a human leukocyte preparation, resulted in the formation of the corresponding fluorescent cerebrosides. © 1990.
引用
收藏
页码:165 / 175
页数:11
相关论文
共 15 条
[1]   STEAROYL[1-C-14]SULFOGALACTOSYLSPHINGOSINE ([C-14]SULFATIDE) AS SUBSTRATE FOR CEREBROSIDE SULFATASE ASSAY [J].
DUBOIS, G ;
ZALC, B ;
LESAUX, F ;
BAUMANN, N .
ANALYTICAL BIOCHEMISTRY, 1980, 102 (02) :313-317
[2]   SIMPLE PROCEDURES FOR THE RAPID CLEAVAGE OF ESTER LIPIDS AND FOR THE LARGE-SCALE ISOLATION FROM BRAIN OF CEREBROSIDE SULFATE [J].
HARA, A ;
RADIN, NS .
ANALYTICAL BIOCHEMISTRY, 1979, 100 (02) :364-370
[3]   METABOLISM OF CEREBROSIDE SULFATE AND SUBCELLULAR-DISTRIBUTION OF ITS METABOLITES IN CULTURED SKIN FIBROBLASTS FROM CONTROLS, METACHROMATIC LEUKODYSTROPHY, AND GLOBOID-CELL LEUKODYSTROPHY [J].
INUI, K ;
FURUKAWA, M ;
OKADA, S ;
YABUUCHI, H .
JOURNAL OF CLINICAL INVESTIGATION, 1988, 81 (02) :310-317
[4]  
LAPIDOT Y, 1967, J LIPID RES, V8, P142
[5]   ENHANCEMENT OF FLUORESCENCE OF PYRENE-CONTAINING LIPIDS BY POLAR MEDIA, DETERGENTS AND PHOSPHOLIPIDS [J].
LEVADE, T ;
SALVAYRE, R ;
GATT, S .
EXPERIENTIA, 1987, 43 (09) :1002-1006
[6]   UPTAKE AND INTRACELLULAR DEGRADATION OF FLUORESCENT SPHINGOMYELIN BY FIBROBLASTS FROM NORMAL INDIVIDUALS AND A PATIENT WITH NIEMANN-PICK DISEASE [J].
LEVADE, T ;
GATT, S .
BIOCHIMICA ET BIOPHYSICA ACTA, 1987, 918 (03) :250-259
[7]   SPHINGOLIPID METABOLISM IN CULTURED FIBROBLASTS - MICROSCOPIC AND BIOCHEMICAL-STUDIES EMPLOYING A FLUORESCENT CERAMIDE ANALOG [J].
LIPSKY, NG ;
PAGANO, RE .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-BIOLOGICAL SCIENCES, 1983, 80 (09) :2608-2612
[8]  
MARCHESINI S, 1987, BIOCHEM INT, V14, P491
[9]   SYNTHESIS OF PYRENE DERIVATIVES OF CEREBROSIDE SULFATE AND THEIR USE FOR DETERMINING ARYLSULFATASE-A ACTIVITY [J].
MARCHESINI, S ;
VIANI, P ;
CESTARO, B ;
GATT, S .
BIOCHIMICA ET BIOPHYSICA ACTA, 1989, 1002 (01) :14-19
[10]   USE OF THE FLUORESCENCE ACTIVATED CELL SORTER FOR STUDYING UPTAKE OF FLUORESCENT FATTY-ACIDS INTO CULTURED-CELLS [J].
NAHAS, N ;
FIBACH, E ;
GILOH, H ;
GATT, S .
BIOCHIMICA ET BIOPHYSICA ACTA, 1987, 917 (01) :86-91