The significance of phosphoric esters in metabolism / by Robert Robinson.

  • Robison, Robert, 1883-1941.
Date:
1932
Catalogue details

Licence: In copyright

Credit: The significance of phosphoric esters in metabolism / by Robert Robinson. Source: Wellcome Collection.

    29/136 (page 17)
    hexosediphosphoric ester is a 1:6-diphosphofructofuranose. Hexosediphosphoric ester. CH20P03H2 HO— -C I HO— 1 -C—H | , H— 1 1 -C—OH | H— 1 -C ch2opo3h2 7-fructose-l: 6-diphosphate 1:6-diphosphofructofuranose derivative of 7-fructose, namely, Aldose component of Hexosemonophosphoric ester. HO—C—H H—C—OH I o HO—C—H I PI—C—OH I H—C 1 I ch2opo3h2 glucose-6-phosphate 6-phosphoglucopyranose The methylhexosides of the glucosemonophosphate isolated from the Robison ester have been investigated by King, Morgan, and McLaughlin (1929, 1931), who in this case obtained two different products according to the temperature at which the methylation was carried out. The properties of these methylated products and of the methylhexosides obtained from them by removal of the phosphoric group with bone phosphatase showed them to be derivatives of the reactive and stable forms of glucose respectively. It was, therefore, judged that the phosphoric acid group in glucosemonophosphoric ester cannot be in either position 4 or 5. Position 2 is excluded by the formation of a phospho-osazone; while the identity of this osazone with that ob- tained from fructosediphosphate indicated that the phosphoric acid group is attached to the same C atom, No. 6, in both esters. This conclusion is supported by the fact that Dr. King and I (1931) were unable to obtain a phosphosaccharic acid by vigorous oxidation of the ester. A synthetic glucose-3-phosphate has recently been prepared by Josephson and Proffe (1930) and by Levene and Raymond (1930), and proved to be quite different in properties from the ester of fermentation. All the evidence so far considered, there- fore, goes to show that the aldose component of hexosemono-