850359-46-5Relevant academic research and scientific papers
Towards the biotechnological isomerization of branched sugars: d-tagatose-3-epimerase equilibrates both enantiomers of 4-C-methyl-ribulose with both enantiomers of 4-C-methyl-xylulose
Rao, Devendar,Yoshihara, Akihide,Gullapalli, Pushpakiran,Morimoto, Kenji,Takata, Goro,da Cruz, Filipa P.,Jenkinson, Sarah F.,Wormald, Mark R.,Dwek, Raymond A.,Fleet, George W.J.,Izumori, Ken
, p. 3316 - 3321 (2008)
Microbial oxidation of 2-C-methyl-d-ribitol and 2-C-methyl-d-arabinitol by Gluconobacter thailandicus NBRC 3254 produces 4-C-methyl-l-ribulose and 4-C-methyl-d-ribulose, respectively. Further, 4-C-methyl-l-ribulose and 4-C-methyl-d-ribulose were equilibra
Carbon-branched carbohydrate chirons: practical access to both enantiomers of 2-C-methyl-ribono-1,4-lactone and 2-C-methyl-arabinonolactone
Booth, Kathrine V.,da Cruz, Filipa P.,Hotchkiss, David J.,Jenkinson, Sarah F.,Jones, Nigel A.,Weymouth-Wilson, Alexander C.,Clarkson, Robert,Heinz, Thomas,Fleet, George W.J.
experimental part, p. 2417 - 2424 (2009/04/06)
Readily crystallized 2-C-methyl-d-ribono-1,4-lactone is formed in a one-pot procedure from d-glucose without any protecting groups by treatment with dimethylamine to give an Amadori ketose and then with aqueous calcium hydroxide in yields of approximately 25%; 2-C-methyl-l-ribono-1,4-lactone is similarly produced from l-glucose. 3,4-O-Isopropylidene-2-C-methyl-d-arabinono-1,5-lactone and 2-C-methyl-d-arabinono-1,4-lactone were prepared in a combined 60% yield by the Kiliani reaction of sodium cyanide with a protected 1-deoxy-d-ribulose derived from d-erythronolactone; the enantiomeric arabinonolactones are similarly available from l-erythronolactone.
Anomeric stereospecific synthesis of 2′-C-methyl β-nucleosides; the Holy reaction of cyanamide with 2-C-methyl-d-arabinose
Jenkinson, Sarah F.,Jones, Nigel A.,Moussa, Adel,Stewart, Alistair J.,Heinz, Thomas,Fleet, George W.J.
, p. 4441 - 4444 (2008/02/03)
The sequential reactions of 2-C-methyl-d-arabinose with cyanamide and methyl propiolate afford an anhydronucleoside, which may be opened under acid conditions with inversion at C2′, to give 2′-C-methyl uridine; ring opening with sodium hydroxide gave 2′-C
Amadori ketoses with calcium hydroxide and the Kiliani reaction on 1-deoxy ketoses: Two approaches to the synthesis of saccharinic acids
Hotchkiss, David J.,Jenkinson, Sarah F.,Storer, Richard,Heinz, Thomas,Fleet, George W.J.
, p. 315 - 318 (2007/10/03)
Saccharinic acids (2-C-methyl aldonic acids) may be formed by treatment of Amadori ketoses with calcium hydroxide or by the Kiliani reaction of 1-deoxy ketoses with cyanide. Thus (i) N,N-dibenzyl or N,N-dimethyl-1-amino-1-deoxy-D- fructose with aqueous ca
