Enzymatic Synthesis of Complex Carbohydrates

Zhao, Wei; Li, Tiehai; Woodward, Robert L.; Xia, Chengfeng; Wang, Peng George; Guan, Wanyi

doi:10.1016/b978-008045382-8.00660-2

Cited by 2 publications

(3 citation statements)

References 179 publications

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“…Taken together, compound 1 offers a protection against hepatic coccidiosis in rabbits, whereas compound 2 and 3 were less effective. However, many synthetic compounds of different structure have been reported to show an anticoccidial activity against different species of Eimeria (Biftu et al, 2005;Yusa et al, 2006;Wang et al, 2009;Zhao et al, 2010).…”

Section: Discussionmentioning

confidence: 99%

“…Since coccidiosis occurs in the liver of the host, it is interesting to study the effect of drugs used for treating the illness on some hepatic enzymes. Glycosidases are important enzymes in processing cellular as well as extracellular carbohydrates (Zhao et al, 2010) and the activity is affected by coccidiosis (Major and Ruff, 1978;Kudweis et al, 1991;Adams et al, 1996). Glycosidases (EC 3.2.1.-) are enzymes hydrolyzing Oand S-glycosyl residues involved in the biosynthesis of oligosaccharide chains and N-linked glycoproteins in the endoplasmic reticulum (Helenius and Aebi, 2001;Long et al, 2006;Yusa et al, 2006).…”

Section: Introductionmentioning

confidence: 99%

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Some heterocyclic thione derivatives exhibit anticoccidial activity by inhibiting glycosidases.

Balbaa

El-Hady²,

Taha³

et al. 2012

Acta Biochim Pol

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Coccidiosis is one of the most common parasitic diseases affecting many species of domestic animals. This disease has a major economic significance and the search for new compounds having anticoccidial activity is of great importance. In this article, different levels of protection from coccidian infection by Eimeria stiedae were developed in rabbits by treatment with compounds incorporating the skeleton of thiourea. These compounds include 4,5-diphenylimidazole-2-thione (1), 4,5-Diphenyl- 1,2,4-triazole-3-thiol (2) and 5-(2-Hydroxyphenyl)-4-phenyl-1,2,4-triazole-3-thiol (3) compared to the anticoccidial drug toltrazuril as a reference compound. Compounds 1-3 inhibit coccidiosis-induced activity of α-glucosidase.The protection from coccidial infection by compound 1 was higher than that shown for compounds 2 and 3. These data suggest that diazole and triazole thione derivatives have a mimetic effect for anticoccidial drugs through their inhibition of glycosidases.

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Some heterocyclic thione derivatives exhibit anticoccidial activity by inhibiting glycosidases.

Balbaa

El-Hady²,

Taha³

et al. 2012

Acta Biochim Pol

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show abstract

“…This reaction is typically driven towards TG rather than hydrolysis at high substrate concentrations. TG activity has been studied for over five decades, as it can result in products that are challenging or impossible to obtain by classical organic synthesis [ 3 ]. Additionally, the addition of glucose units to non-carbohydrate compounds such as secondary metabolites can modify their properties, including increased water solubility due to the high polarity of the sugar moiety, thus improving their bioavailability and potency [ 4 , 5 , 6 ].…”

Section: Introductionmentioning

confidence: 99%

Exploration of the Transglycosylation Activity of Barley Limit Dextrinase for Production of Novel Glycoconjugates

et al. 2023

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A few α-glucan debranching enzymes (DBEs) of the large glycoside hydrolase family 13 (GH13), also known as the α-amylase family, have been shown to catalyze transglycosylation as well as hydrolysis. However, little is known about their acceptor and donor preferences. Here, a DBE from barley, limit dextrinase (HvLD), is used as a case study. Its transglycosylation activity is studied using two approaches; (i) natural substrates as donors and different p-nitrophenyl (pNP) sugars as well as different small glycosides as acceptors, and (ii) α-maltosyl and α-maltotriosyl fluorides as donors with linear maltooligosaccharides, cyclodextrins, and GH inhibitors as acceptors. HvLD showed a clear preference for pNP maltoside both as acceptor/donor and acceptor with the natural substrate pullulan or a pullulan fragment as donor. Maltose was the best acceptor with α-maltosyl fluoride as donor. The findings highlight the importance of the subsite +2 of HvLD for activity and selectivity when maltooligosaccharides function as acceptors. However, remarkably, HvLD is not very selective when it comes to aglycone moiety; different aromatic ring-containing molecules besides pNP could function as acceptors. The transglycosylation activity of HvLD can provide glycoconjugate compounds with novel glycosylation patterns from natural donors such as pullulan, although the reaction would benefit from optimization.

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Enzymatic Synthesis of Complex Carbohydrates

Cited by 2 publications

References 179 publications

Some heterocyclic thione derivatives exhibit anticoccidial activity by inhibiting glycosidases.

Some heterocyclic thione derivatives exhibit anticoccidial activity by inhibiting glycosidases.

Exploration of the Transglycosylation Activity of Barley Limit Dextrinase for Production of Novel Glycoconjugates

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