Manninotriose from stachyose

In his preparation of manninotriose from crystalline stachyose, Onuki followed the procedure worked out by Tanret, and obtained a product with somewhat higher optical rotation [a]26n + 174.57° (c 0.5, in water). 

Synthesis of melibiose Isolation of manninotriose, stachyose (manneotetrose) from ash manna correct molecular formula for Fischer 1902 13... 

From the structural point of view, manninotriose has been of critical significance in relationship to its parent tetrasaccharide, stachyose. Almost invariably, structural studies on manninotriose have gone hand-in-glove with complementary studies on stachyose. 

As part of his monumental study20 on stachyose, Onuki converted manninotrionic acid into its completely methylated derivative, which he hydrolyzed, to obtain methylated D-galactoses and methylated D-gluconic acid. These products were isolated and identified by Onuki as 2,3,4,6-tetra-O-methyl-D-galactose, 2,3,4-tri-O-methyl-D-galactose and 2,3,5,6-tetra-O-methyl-D-gluconic acid. From these findings, Onuki proposed that manninotriose is... 

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