87984-31-4Relevant academic research and scientific papers
Carbocyclic Substrate Analogues Reveal Kanosamine Biosynthesis Begins with the α-Anomer of Glucose 6-Phosphate
Vetter, Natasha D.,Jagdhane, Rajendra C.,Richter, Brett J.,Palmer, David R. J.
, p. 2205 - 2211 (2020/09/01)
NtdC is an NAD-dependent dehydrogenase that catalyzes the conversion of glucose 6-phosphate (G6P) to 3-oxo-glucose 6-phosphate (3oG6P), the first step in kanosamine biosynthesis in Bacillus subtilis and other closely-related bacteria. The NtdC-catalyzed r
Transformation of glucose into a novel carbasugar amino acid dipeptide isostere
Lastdrager, Bas,Timmer, Mattie S. M.,Van Der Marel, Gijsbert A.,Overkleeft, Herman S.,Overhand, Mark
, p. 41 - 59 (2008/04/18)
The synthesis of a novel carbasugar amino acid (15), starting from D-glucose and using the Ferrier rearrangement as a key step, is reported. Compound 15 is implemented as dipeptide isostere in the synthesis of a Leu-enkephalin analog. Copyright Taylor & F
Process for preparation of voglibose
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Page/Page column 4-5, (2008/06/13)
A process capable of conveniently preparing voglibose at a low cost in a safe process, and an intermediate which can be suitably used in the process and a process for preparing the intermediate are provided. An inositol derivative represented by the formula (VI): wherein Prt is a protecting group of hydroxyl group; a process for preparing the inositol derivative, wherein a cyclohexanone compound represented by the formula (IV): wherein Prt is as defined above, is dihydroxyaminated using a dihydroxyaminating agent and a reducing agent; and a process for preparing voglibose represented by the formula (VIII): wherein the inositol derivative is oxidized to give an inositol compound, and the protecting group, Prt of the inositol compound is deprotected.
Surprising bacterial nucleotidyltransferase selectivity in the conversion of carbaglucose-1-phosphate
Ko, Kwang-Seuk,Zea, Corbin J.,Pohl, Nicola L.
, p. 13188 - 13189 (2007/10/03)
The drive to understand the molecular determinants of carbohydrate binding as well as the search for more chemically and biochemically stable sugar derivatives and carbohydrate-based therapeutics has led to the synthesis of a variety of analogues that rep
Palladium chloride mediated rearrangement of 6-deoxyhex-5-enopyranosides into cyclohexanones
Iimori, Takamasa,Takahashi, Hideyo,Ikegami, Shiro
, p. 649 - 652 (2007/10/02)
PdCl2 was found to mediate the Ferrier rearrangement of broad range of substrates catalytically in neutral conditions. In this reaction, the stereoselectivity of newly formed chiral center was controlled by the hydroxyl protective groups on the starting sugar moiety and was rationally explained by the consideration of chair like conformations.
Enantioselective syntheses of polyhydroxylated nortropane derivatives: Total synthesis of (+) and (-)-calystegine B2
Boyer, Francois-Didier,Lallemand, Jean-Yves
, p. 10443 - 10458 (2007/10/02)
(+) and (-)-Calystegine B2 were prepared from D-Glucose via Ferrier reaction followed by regiospecific ring enlargement of a polysubstituted cyclohexanone and intramolecular cyclisation of 4-aminocycloheptanone.
