P. Levene, H. S. Simms
Jun 1, 1926
Citations
0
Influential Citations
12
Citations
Journal
Journal of Biological Chemistry
Abstract
In a previous paper’ it was shown that when gluconic (A), galactonic (IS), glucoheptonic (C), and mannonic (D) acids are allowed to stand in aqueous solution, each forms two types of lactones. The lactone with a 6-membered ring forms rapidly but to a small extent, while the “5-ring” lactone forms slowly and to a larger extent. Each acid gives a curve for rate of lactone formation which is the resultant of the two reactions. The la&one formation was observed polarimetrically. Furthermore, 4-methyl glucoheptonic acid (E) and 2,3,4,6tetramethyl mannonic acid (8’) form only the 5-ring lactones, while 2,3,5,6-tetramethyl mannonic acid (G) forms only the 5-ring la&one, as predicted from chemical evidence for the structure of these substances. This method was shown to be useful in disclosing the ring structures of methylated sugars, particularly when the corresponding acids permit the formation of only one lactone.