Chemical hydrolysis of DOTAP and DOPE in a liposomal environment

被引:14
作者
Vernooij, EAAM
Kettenes-van den Bosch, JJ
Underberg, WJM
Crommelin, DJA
机构
[1] Univ Utrecht, UIPS, Dept Biomol Mass Spectrometry, NL-3508 TB Utrecht, Netherlands
[2] Univ Utrecht, Bijvoet Ctr Biomol Res, NL-3508 TB Utrecht, Netherlands
[3] Univ Utrecht, UIPS, Fac Pharm, Dept Pharmaceut, NL-3508 TB Utrecht, Netherlands
[4] Univ Utrecht, UIPS, Fac Pharm, Dept Pharmaceut Anal, NL-3508 TB Utrecht, Netherlands
[5] OctoPlus BV, NL-2333 CL Leiden, Netherlands
关键词
phospholipids; hydrolysis; cationic liposomes; DOTAP; DOPE;
D O I
10.1016/S0168-3659(01)00534-X
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study the hydrolysis kinetics of I,2-dipalmitoyl-sn-glycero-3-phosphocholine (DPPC), 1,2-dioleoyl-sn-glycerow-3-phosphoethanolamine (DOPE) and 1,2-dioleoyltrimethylammoniumpropane (DOTAP) in net neutral DPPC-DOPE (3:1, mol/mol) and cationic DOTAP-DOPE (1:1, mol/mol) liposomes are described. The log k(obs)-pH profile for DOTAP-DOPE liposomes differs markedly From earlier observed hydrolysis profiles: the slope approaches zero in the acidic region and + 1 in the alkaline region. The concept of amine-influenced hydrolysis is introduced to explain the lack of pH dependency in the acidic region of the log k(obs)-pH profiles. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:299 / 303
页数:5
相关论文
共 20 条
[1]  
BLIGH EG, 1959, CAN J BIOCHEM PHYS, V37, P911
[2]  
BUNDGAARD H, 1977, ACTA PHARM SUEC, V14, P47
[3]  
Crommelin DJA, 1994, COLLOIDAL DRUG DELIV, P73
[4]  
FROKJOER S, 1982, OPTIMIZATION DRUG DE, P384
[5]   HYDROLYSIS OF SATURATED SOYBEAN PHOSPHATIDYLCHOLINE IN AQUEOUS LIPOSOME DISPERSIONS [J].
GRIT, M ;
UNDERBERG, WJM ;
CROMMELIN, DJA .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1993, 82 (04) :362-366
[6]   THE EFFECT OF SURFACE-CHARGE ON THE HYDROLYSIS KINETICS OF PARTIALLY HYDROGENATED EGG PHOSPHATIDYLCHOLINE AND EGG PHOSPHATIDYLGLYCEROL IN AQUEOUS LIPOSOME DISPERSIONS [J].
GRIT, M ;
CROMMELIN, DJA .
BIOCHIMICA ET BIOPHYSICA ACTA, 1993, 1167 (01) :49-55
[7]   HYDROLYSIS OF PARTIALLY SATURATED EGG PHOSPHATIDYLCHOLINE IN AQUEOUS LIPOSOME DISPERSIONS AND THE EFFECT OF CHOLESTEROL INCORPORATION ON HYDROLYSIS KINETICS [J].
GRIT, M ;
ZUIDAM, NJ ;
UNDERBERG, WJM ;
CROMMELIN, DJA .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 1993, 45 (06) :490-495
[8]   CHEMICAL-STABILITY OF LIPOSOMES - IMPLICATIONS FOR THEIR PHYSICAL STABILITY [J].
GRIT, M ;
CROMMELIN, JA .
CHEMISTRY AND PHYSICS OF LIPIDS, 1993, 64 (1-3) :3-18
[9]   DETERMINATION OF PHOSPHATIDYLCHOLINE, PHOSPHATIDYLGLYCEROL AND THEIR LYSO FORMS FROM LIPOSOME DISPERSIONS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY USING HIGH-SENSITIVITY REFRACTIVE-INDEX DETECTION [J].
GRIT, M ;
CROMMELIN, DJA ;
LANG, J .
JOURNAL OF CHROMATOGRAPHY, 1991, 585 (02) :239-246
[10]   HYDROLYSIS OF PHOSPHATIDYLCHOLINE IN AQUEOUS LIPOSOME DISPERSIONS [J].
GRIT, M ;
DESMIDT, JH ;
STRUIJKE, A ;
CROMMELIN, DJA .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1989, 50 (01) :1-6