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Chemoenzymatic synthesis of sialylated lactuloses

Sialylated oligosaccharides are important components of human milk oligosaccharides (HMOs) that can block adhesion of pathogens to the epithelia in the intestine. Sources of synthetic HMO-mimics is limited due to inefficient and expensive synthesis methods. This paper investigated the synthesis of sialylated lactuloses using the one-pot two-enzyme (OPTE) system.

The OPTE sialylation approach involved α2,3- or α2,6-sialyltransferases and lactulose (OL03995) as the acceptor substrate, to synthesise Neu5Ac-α2,3-lactulose and Neu5Ac-α2,6-lactulose. The resulting novel HMO-mimics demonstrated enhanced anti-microbial activity against S. aureus, compared to non-sialylated lactulose. The proposed mechanism of antibacterial activity is by disrupting the cell membrane and inhibiting growth by disrupting DNA synthesis.

For further information, please refer to the original paper: Zeng et al, 2018

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