Devulapalle Kumari S, Gómez de Segura Aranzazu, Ferrer Manuel, Alcalde Miguel, Mooser Gregory, Plou Francisco J
School of Dentistry, University of Southern California, 925 W 34th Street, Los Angeles, CA 90089-0641, USA.
Carbohydr Res. 2004 Apr 28;339(6):1029-34. doi: 10.1016/j.carres.2004.01.007.
Mutans streptococci are oral bacteria with a key role in the initiation of dental caries, because their glucosyltransferases synthesize polysaccharides from sucrose that allow them to colonize the tooth surface. Among the strategies to prevent dental caries that are being investigated are (1) the inhibition of bacterial growth of mutans streptococci or (2) the inhibition of glucosyltransferases involved in polysaccharide formation. Pure fatty acid esters of sucrose, maltose and maltotriose were synthesized by an enzyme-catalyzed process and tested as inhibitors of two glucosyltransferases of great homology, those from Streptococcus sobrinus and Leuconostoc mesenteroides NRRL B-512F. In spite of having their nonreducing end glucose blocked at 6-OH, they did not inhibit dextran synthesis. However, their effect on the growth of S. sobrinus in the solid and liquid phase was notable. 6-O-Lauroylsucrose, 6'-O-lauroylmaltose and 6"-O-lauroylmaltotriose at 100 microg/mL showed complete inhibition of S. sobrinus in agar plates. Consequently, these nontoxic derivatives are very promising for inclusion in oral-hygiene products aimed at disrupting plaque formation and preventing caries.
变形链球菌是口腔细菌，在龋齿的起始过程中起关键作用，因为它们的葡糖基转移酶能从蔗糖合成多糖，使其能够在牙齿表面定植。正在研究的预防龋齿的策略包括：（1）抑制变形链球菌的细菌生长；或（2）抑制参与多糖形成的葡糖基转移酶。通过酶催化过程合成了蔗糖、麦芽糖和麦芽三糖的纯脂肪酸酯，并将其作为两种高度同源的葡糖基转移酶（来自远缘链球菌和肠膜明串珠菌NRRL B - 512F）的抑制剂进行测试。尽管它们的非还原端葡萄糖在6 - OH处被封闭，但它们并未抑制葡聚糖的合成。然而，它们对远缘链球菌在固相和液相中的生长有显著影响。100μg/mL的6 - O - 月桂酰蔗糖、6'-O - 月桂酰麦芽糖和6''-O - 月桂酰麦芽三糖在琼脂平板上显示出对远缘链球菌的完全抑制作用。因此，这些无毒衍生物非常有希望被纳入旨在破坏牙菌斑形成和预防龋齿的口腔卫生产品中。
