Effects of acidity and molecular size on properties of beer bacteriostatic hop derivates

被引:30
作者
Blanco, Carlos A. [1 ]
Rojas, Antonio [1 ]
Nimubona, Dieudonne [1 ]
机构
[1] Univ Valladolid, Dept Ingn Agr & Forestal, Area Tecnol Los Alimentos, ETS Ingn Agr, Palencia 34004, Spain
关键词
PARTITION-COEFFICIENTS; FREE-ENERGY; LACTOBACILLUS-BREVIS; ALPHA-ACIDS; LOG-P; RESISTANCE; BACTERIA; ISOHUMULONE; HUMULONE; BINDING;
D O I
10.1016/j.tifs.2006.09.005
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
Isohumulones exert bacteriostatic effects on most gram-positive bacteria. Hop compounds can cross cytoplasmic membranes in undissociated form, being dissociated internally. Transport pathway across cell membranes requires a reasonably hydrophobic solute of moderate size. Hydrophobicities of solutes can readily be determined by measuring partition coefficients, P. Therefore, in order to evaluate the antimicrobial activity of isohumulones and structurally similar molecules, a free energy correlation has been used which allows estimation of log P values. Moreover, the maximum molecular diameter of these molecules has been calculated by using an AM1 semiempirical calculation. A comparative analysis of the antimicrobial potential of the hop derived molecules which might be present in beer is then established.
引用
收藏
页码:144 / 149
页数:6
相关论文
共 43 条
[1]  
[Anonymous], [No title captured]
[2]  
BENITEZ JL, 1997, HOPS HOP PRODUCTS EB, P41
[3]   Correlation of complexation rate constants of 1:1 iron chelates with ligand dissociation constants.: Food considerations [J].
Blanco, CA ;
Rojas, A ;
Verdu, J ;
Ronda, F ;
Caballero, PA .
JOURNAL OF FOOD BIOCHEMISTRY, 2003, 27 (04) :321-332
[4]   Chelation of aqueous iron(III) by 2-acetyl-1,3-cyclohexanedione and beer ageing [J].
Blanco, CA ;
Caballero, I ;
Rojas, A ;
Gomez, M ;
Alvarez, J .
FOOD CHEMISTRY, 2003, 81 (04) :561-568
[5]  
BLANCO CA, 1998, J CHEM SOC P2, V12, P2741
[6]   A better control of beer properties by predicting acidity of hop iso-α-acids [J].
Blanco, Carlos A. ;
Rojas, Antonio ;
Caballero, Pedro A. ;
Ronda, Felicidad ;
Gomez, Manuel ;
Caballero, Isabel .
TRENDS IN FOOD SCIENCE & TECHNOLOGY, 2006, 17 (07) :373-377
[7]  
Bolvig S, 1996, MAGN RESON CHEM, V34, P467
[8]   Standard partition coefficients of anionic drugs in the n-octanol/water system determined by voltammetry at three-phase electrodes [J].
Bouchard, G ;
Galland, A ;
Carrupt, PA ;
Gulaboski, R ;
Mirceski, V ;
Scholz, F ;
Girault, HH .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2003, 5 (17) :3748-3751
[9]   Purification and characterization of the bacterial MraY translocase catalyzing the first membrane step of peptidoglycan biosynthesis [J].
Bouhss, A ;
Crouvoisier, M ;
Blanot, D ;
Mengin-Lecreulx, D .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2004, 279 (29) :29974-29980
[10]  
BURTON PS, 1992, J CONTROL RELEASE, V19, P87, DOI 10.1016/0168-3659(92)90067-2