Remarkable enhancement of antioxidant activity of vitamin C in an artificial bilayer by making it lipo-soluble

被引：29

作者：

Liu, XY ^{[1
]}

Guo, FL ^{[1
]}

Wu, LM ^{[1
]}

Liu, YC ^{[1
]}

Liu, ZL ^{[1
]}

机构：

[1] LANZHOU UNIV, NATL LAB APPL ORGAN CHEM, LANZHOU 730000, GANSU, PEOPLES R CHINA

来源：

CHEMISTRY AND PHYSICS OF LIPIDS | 1996年 / 83卷 / 01期

关键词：

vitamin C; ascorbyl palmitate; antioxidant activity; vesicle; ESR;

D O I：

10.1016/0009-3084(96)02591-1

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：

The reaction kinetics between 4-palmitoyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO-16) and vitamin C (VC) and its lipophilic derivative ascorbyl-6-palmitate (VC-16) was studied by stopped-flow ESR spectroscopy in a synthetic surfactant vesicle sodium 1-pentadecyl hexadecyl sulfate (SPHS). TEMPO-16 reacted with VC very slowly and showed a biphasic first-order kinetics with rate constants of 9.6 x 10(-4) and 2.5 x 10(-4) s(-1), corresponding to diffusion of TEMPO-16 from the external monolayer of SPHS to the bulk water and flip-flop of TEMPO-16 from the internal to external monolayer of the vesicle, respectively. On the other hand, the reaction of TEMPO-16 with VC-16 was second-order and over three orders of magnitude faster than that with VC, presumably due to VC-16 induced fusion of the vesicle.

引用

页码：39 / 43

页数：5

共 24 条

[1] MICELLAR SOLUTIONS OF SULFATE SURFACTANTS STUDIED BY ELECTRON-SPIN-RESONANCE OF NITROXIDE RADICALS .2. USE OF C-8, C-12, AND C-16 DERIVATIVES OF PIPERIDINYL-1-OXY [J].

BAGLIONI, P ;

FERRONI, E ;

MARTINI, G ;

OTTAVIANI, MF .

JOURNAL OF PHYSICAL CHEMISTRY, 1984, 88 (21) :5107-5113

[2] AUTOXIDATION OF BIOLOGICAL MOLECULES .2. THE AUTOXIDATION OF A MODEL MEMBRANE - A COMPARISON OF THE AUTOXIDATION OF EGG LECITHIN PHOSPHATIDYLCHOLINE IN WATER AND IN CHLOROBENZENE [J].

BARCLAY, LRC ;

INGOLD, KU .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (21) :6478-6485

[3] SYNTHESIS OF 6-FATTY ACID-ESTERS OF L-ASCORBIC-ACID [J].

COUSINS, RC ;

SEIB, PA ;

HOSENEY, RC ;

DEYOE, CW ;

LIANG, YT ;

LILLARD, DW .

JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1977, 54 (08) :308-312

[4] ANTIOXIDANT AND CO-ANTIOXIDANT ACTIVITY OF VITAMIN-C - THE EFFECT OF VITAMIN-C, EITHER ALONE OR IN THE PRESENCE OF VITAMIN-E OR A WATER-SOLUBLE VITAMIN-E ANALOG, UPON THE PEROXIDATION OF AQUEOUS MULTILAMELLAR PHOSPHOLIPID LIPOSOMES [J].

DOBA, T ;

BURTON, GW ;

INGOLD, KU .

BIOCHIMICA ET BIOPHYSICA ACTA, 1985, 835 (02) :298-303

[5] H+-INDUCED AND CA-2+-INDUCED FUSION AND DESTABILIZATION OF LIPOSOMES [J].

ELLENS, H ;

BENTZ, J ;

SZOKA, FC .

BIOCHEMISTRY, 1985, 24 (13) :3099-3106

[6]

FENDLER JH, 1982, MEMBRANE MIMETIC CHE, P113

[7] PROSPECTS FOR THE PREVENTION OF FREE-RADICAL DISEASE, REGARDING CANCER AND CARDIOVASCULAR-DISEASE [J].

GEY, KF .

BRITISH MEDICAL BULLETIN, 1993, 49 (03) :679-699

[8] ROLE OF LIPID PHASE SEPARATIONS AND MEMBRANE HYDRATION IN PHOSPHOLIPID VESICLE FUSION [J].

HOEKSTRA, D .

BIOCHEMISTRY, 1982, 21 (12) :2833-2840

[9] STUDIES ON PHOSPHATIDYLCHOLINE VESICLES . FORMATION AND PHYSICAL CHARACTERISTICS [J].

HUANG, CH .

BIOCHEMISTRY, 1969, 8 (01) :344-+

[10]

KORNBERG RD, 1971, BIOCHEMISTRY-US, V10, P1111

← 1 2 3 →