100483-05-4Relevant academic research and scientific papers
Chemoenzymatic synthesis of uridine diphosphate-GlcNAc and uridine diphosphate-GalNAc analogs for the preparation of unnatural glycosaminoglycans
Masuko, Sayaka,Bera, Smritilekha,Green, Dixy E.,Weiwer, Michel,Liu, Jian,Deangelis, Paul L.,Linhardt, Robert J.
, p. 1449 - 1456 (2012)
Eight N-acetylglucosamine-1-phosphate and N-acetylgalactosamine-1-phosphate analogs have been synthesized chemically and were tested for their recognition by the GlmU uridyltransferase enzyme. Among these, only substrates that have an amide linkage to the C-2 nitrogen were transferred by GlmU to afford their corresponding uridine diphosphate(UDP)-sugar nucleotides. Resin-immobilized GlmU showed comparable activity to nonimmobilized GlmU and provides a more facile final step in the synthesis of an unnatural UDP-donor. The synthesized unnatural UDP-donors were tested for their activity as substrates for glycosyltransferases in the preparation of unnatural glycosaminoglycans in vitro. A subset of these analogs was useful as donors, increasing the synthetic repertoire for these medically important polysaccharides.
Versatile acetylation of carbohydrate substrates with bench-top sulfonic acids and application to one-pot syntheses of peracetylated thioglycosides
Chao, Chin-Sheng,Chen, Min-Chun,Lin, Shih-Che,Mong, Kwok-Kong T.
, p. 957 - 964 (2008)
Inexpensive and readily available sulfonic acids, p-toluenesulfonic acid, and sulfuric acid are versatile and efficient catalysts for the peracetylation of a broad spectrum of carbohydrate substrates in good yield and in a practical time frame. Three appealing features in sulfonic acid-catalyzed acetylation of free sugars were explored including (1) suppression of furanosyl acetate formation for d-galactose and l-fucose; (2) high yielding chemoselective acetylation of sialic acid under appropriate conditions; and (3) peracetylation of amino sugars with different amino protecting functions. Simple one-pot two step acetylation-thioglycosidation methods for the expeditious synthesis of p-tolyl per-O-acetyl thioglycosides were also delineated.
Systematic Structural Characterization of Chitooligosaccharides Enabled by Automated Glycan Assembly
Bordoni, Vittorio,Chaube, Manishkumar A.,Delbianco, Martina,Fittolani, Giulio,Grafmüller, Andrea,Seeberger, Peter H.,Tyrikos-Ergas, Theodore
supporting information, p. 2321 - 2325 (2021/01/18)
Chitin, a polymer composed of β(1–4)-linked N-acetyl-glucosamine monomers, and its partially deacetylated analogue chitosan, are abundant biopolymers with outstanding mechanical as well as elastic properties. Their degradation products, chitooligosacchari
COMPOUNDS AND METHODS TO ENHANCE THE ORAL AVAILABILITY OF GLYCOMIMETICS
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, (2014/10/03)
Potent E-selecting antagonist compounds are described herein. In certain embodiments, compounds and methods are provided for enhancing the oral availability of glycomimetics. More specifically, in an embodiment, a glyeomimetic is modified to decrease the
COMPOUNDS AND METHODS TO ENHANCE THE ORAL AVAILABILITY OF GLYCOMIMETICS
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Page/Page column 15, (2014/05/24)
Compounds and methods are provided for enhancing the oral availability of glycomimetics. More specifically, in an embodiment, a glycomimetic is modified to decrease the polar surface area of the glycomimetic in order to increase absorption from the GI tract. In another embodiment, a glycomimetic is targeted to an active transport system, such as the bile acid active transport system, that provides transport across a biological membrane in order to increase absorption of the glycomimetic from the Gl tract.
MAGNETIC LABELING OF BACTERIA
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, (2014/01/08)
The present invention provides novel methods of magnetically labeling a bacterial cell by contacting the call with an affinity ligand and subsequently contacting the cell with a magnetic agent, where the affinity ligand and magnetic agent include bioorthogonally reactive groups that can react with each other to form a covalent bond. Compounds, compositions, kits and applications of the method are also described.
DETECTION OF MYCOBACTERIA
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, (2011/04/18)
A method for determining the presence of mycobacteria species in an organism or biological sample, the method comprising adding to the organism or biological sample a probe molecule comprising a substrate and a label, which probe molecule can be incorporated into mycobacteria, the presence of mycobacteria being determined by a detector responsive to the presence of the label, optionally after applying a stimulus; suitable probe molecules include compounds comprising a label and a substrate, which label is can be detected by a detector responsive to the presence of the label, optionally after applying a stimulus, characterised by compound being able to engage with the active site of Antigen 85B (Ag85B) such that it can form simultaneous hydrogen bonds with two or more amino acids in the active site selected from Arg 43, Trp 264, Ser126, His 262 and Leu 42, or the corresponding amino acids in Antigen 85A (Ag85A) or Antigen 85C (Ag85C), at least one of which is with Ser126.
An Enantiospecific Synthesis of Allosamizoline
Simpkins, Nigel S.,Stokes, Stephen,Whittle, Alan J.
, p. 2471 - 2478 (2007/10/02)
An enantiospecific synthesis of allosamizoline 4, the aglycone of the chitinase inhibitor allosamidin 3, has been achieved, starting from readily available glucosamine.The key step in the synthesis involves the cyclisation of a carbon-centred radical onto
