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Page 1
Microbial Oligosaccharides with Biomedical Applications.
Xu JL, Liu ZF, Zhang XW, Liu HL, Wang Y. Xu JL, et al. Mar Drugs. 2021 Jun 21;19(6):350. doi: 10.3390/md19060350. Mar Drugs. 2021. PMID: 34205503 Free PMC article. Review.
The current review highlights the chemical structures, biological activities and divergent biosynthetic origins of three subgroups of oligomers including the acarviosine-containing oligosaccharides, saccharomicins, and orthosomycins....
The current review highlights the chemical structures, biological activities and divergent biosynthetic origins of three subgroups of oligom …
Acarbose rearrangement mechanism implied by the kinetic and structural analysis of human pancreatic alpha-amylase in complex with analogues and their elongated counterparts.
Li C, Begum A, Numao S, Park KH, Withers SG, Brayer GD. Li C, et al. Biochemistry. 2005 Mar 8;44(9):3347-57. doi: 10.1021/bi048334e. Biochemistry. 2005. PMID: 15736945
Also found to be resistant to enzymatic rearrangement was acarviosine-glucose, which has one fewer glucose unit than acarbose. ...Prominent features incorporated into the starting structure of acarbose to facilitate the synthesis of the final tightly bound pseudo-pentasacc …
Also found to be resistant to enzymatic rearrangement was acarviosine-glucose, which has one fewer glucose unit than acarbose. ...Pro …
Enzymatic synthesis of a selective inhibitor for alpha-glucosidases: alpha-acarviosinyl-(1-->9)-3-alpha-D-glucopyranosylpropen.
Lee YS, Lee MH, Lee HS, Lee SJ, Kim YW, Zhang R, Withers SG, Kim KS, Lee SJ, Park KH. Lee YS, et al. J Agric Food Chem. 2008 Jul 9;56(13):5324-30. doi: 10.1021/jf703655k. Epub 2008 Jun 14. J Agric Food Chem. 2008. PMID: 18553919
Here, we describe the enzymatic synthesis of novel inhibitors using acarviosine-glucose as a donor and 3-alpha-D-glucopyranosylpropen (alphaGP) as an acceptor. ...Structural analyses revealed that acarviosine was transferred to either C-7 or C-9 of the alphaGP, whic …
Here, we describe the enzymatic synthesis of novel inhibitors using acarviosine-glucose as a donor and 3-alpha-D-glucopyranosylpropen …
Profiling of acarviostatin family secondary metabolites secreted by Streptomyces coelicoflavus ZG0656 using ultraperformance liquid chromatography coupled with electrospray ionization mass spectrometry.
Geng P, Meng X, Bai G, Luo G. Geng P, et al. Anal Chem. 2008 Oct 1;80(19):7554-61. doi: 10.1021/ac801117s. Epub 2008 Aug 23. Anal Chem. 2008. PMID: 18720947
Some of the features of the novel structures included having up to five acarviosine moieties, an acarviosine moiety at the reducing terminus, or an incomplete acarviosine moiety at the nonreducing terminus. ...
Some of the features of the novel structures included having up to five acarviosine moieties, an acarviosine moiety at the red …
Molecular modelling of acarviosine, the pseudo-disaccharide moiety of acarbose, and other inhibitors of alpha-amylases.
Raimbaud E, Buléon A, Pérez S. Raimbaud E, et al. Carbohydr Res. 1992 Apr 6;227:351-63. doi: 10.1016/0008-6215(92)85084-d. Carbohydr Res. 1992. PMID: 1386789
These homologs have the same core, the pseudo-disaccharide acarviosine, linked to various numbers of glucose residues. The conformations of (R)- and (S)-acarviosine have been analysed. The potential energy maps, obtained by molecular mechanics calculations, show tha …
These homologs have the same core, the pseudo-disaccharide acarviosine, linked to various numbers of glucose residues. The conformati …
Modification of ascorbic acid using transglycosylation activity of Bacillus stearothermophilus maltogenic amylase to enhance its oxidative stability.
Bae HK, Lee SB, Park CS, Shim JH, Lee HY, Kim MJ, Baek JS, Roh HJ, Choi JH, Choe EO, Ahn DU, Park KH. Bae HK, et al. J Agric Food Chem. 2002 May 22;50(11):3309-16. doi: 10.1021/jf011550z. J Agric Food Chem. 2002. PMID: 12010003
The transglycosylation reaction with maltotriose as donor created mono- and di-glycosyl transfer products with an alpha-(1,6)-glycosidic linkage. In addition, two acarviosine-glucosyl transfer products were generated when transglycosylation was performed with acarbose as a …
The transglycosylation reaction with maltotriose as donor created mono- and di-glycosyl transfer products with an alpha-(1,6)-glycosidic lin …
Functional expression and enzymatic characterization of Lactobacillus plantarum cyclomaltodextrinase catalyzing novel acarbose hydrolysis.
Jang MU, Kang HJ, Jeong CK, Kang Y, Park JE, Kim TJ. Jang MU, et al. J Microbiol. 2018 Feb;56(2):113-118. doi: 10.1007/s12275-018-7551-3. Epub 2018 Feb 2. J Microbiol. 2018. PMID: 29392561
Especially, some CDases have been reported to hydrolyze acarbose, a potent alpha-glucosidase inhibitor, and transfer the resulting acarviosine-glucose to various acceptors. In this study, a novel CDase (LPCD) gene was cloned from Lactobacillus plantarum WCFS1, which encode …
Especially, some CDases have been reported to hydrolyze acarbose, a potent alpha-glucosidase inhibitor, and transfer the resulting acarvi
The active center of a mammalian alpha-amylase. Structure of the complex of a pancreatic alpha-amylase with a carbohydrate inhibitor refined to 2.2-A resolution.
Qian M, Haser R, Buisson G, Duée E, Payan F. Qian M, et al. Biochemistry. 1994 May 24;33(20):6284-94. doi: 10.1021/bi00186a031. Biochemistry. 1994. PMID: 8193143
The model includes all 496 residues of the enzyme, one calcium ion, one chloride ion, 393 water molecules, and five bound sugar rings. The pseudodisaccharide acarviosine that is the essential structural unit responsible for the activity of all inhibitors of the acarbose ty …
The model includes all 496 residues of the enzyme, one calcium ion, one chloride ion, 393 water molecules, and five bound sugar rings. The p …
Modulation of hydrolysis and transglycosylation activity of Thermus maltogenic amylase by combinatorial saturation mutagenesis.
Oh SW, Jang MU, Jeong CK, Kang HJ, Park JM, Kim TJ. Oh SW, et al. J Microbiol Biotechnol. 2008 Aug;18(8):1401-7. J Microbiol Biotechnol. 2008. PMID: 18756100
Unexpectedly, mutant H-16 (Gly-Leu-Val-Tyr) showed almost identical hydrolyzing and transglycosylation activities to wild type, whereas K-33 (Ser-Gly-Asp-Glu) showed an extremely low transglycosylation activity. Interestingly, K-33 produced glucose, maltose, and acarviosine
Unexpectedly, mutant H-16 (Gly-Leu-Val-Tyr) showed almost identical hydrolyzing and transglycosylation activities to wild type, whereas K-33 …
Acarviosine-simmondsin, a novel compound obtained from acarviosine-glucose and simmondsin by Thermus maltogenic amylase and its in vivo effect on food intake and hyperglycemia.
Baek JS, Kim HY, Abbott TP, Moon TW, Lee SB, Park CS, Park KH. Baek JS, et al. Biosci Biotechnol Biochem. 2003 Mar;67(3):532-9. doi: 10.1271/bbb.67.532. Biosci Biotechnol Biochem. 2003. PMID: 12723600 Free article.
Simmondsin was modified with acarviosine-glucose using the transglycosylation activity of Thermus maltogenic amylase to synthesize a novel compound with both antiobesity and hypoglycemic activity. The LC/MS and 13C NMR analyses confirmed that the structure of the major tra …
Simmondsin was modified with acarviosine-glucose using the transglycosylation activity of Thermus maltogenic amylase to synthesize a …
29 results