The relation between natural and synthetical glycerylphosphoric acids. Pt. 2 / by Frank Tutin and A.C.O. Hann.
- Tutin, Frank.
- Date:
- [1906]
Licence: In copyright
Credit: The relation between natural and synthetical glycerylphosphoric acids. Pt. 2 / by Frank Tutin and A.C.O. Hann. Source: Wellcome Collection.
5/14 page 1751
![When /2-diglycerylphosphoric acid was boiled with water, it was found that hydrolysis slowly took place, giving the desired fi-ylyceryl- phosphoric acid, (CH2-0H)2:CH-0*P03H2. The fact that the barium and brucine salts of these four prepa» ations of glycerylphosphoric acid differ in composition and in many of their properties will be seen from the following table : Barium Salts. Natural Synthetical a-Glyceryl- /3-Glyceryl- glyceryl- glyceryl- phosphate. phosphate. phosphate. phosphate. Appearance ... . Well-defined Quite amor- Leaflets, but not Granular leaflets phous nearly so well defined as the rt-salt powder Percentage ot H20 in air-dried salt . Solubility in water 1-0 5 1 2-4 2-5 at 17° . One part in One part in One part in One part in 26-6 36-8 139 53 7 Brucine Salts. Natural Synthetical a-Glyceryl* /8-Glyceryl- glyceryl- glyceryl- phosphate. phosphate. phosphate. phosphate. Appearance. Water of crystal lisa- Needles • Needles Needles Needles tion . . 9 molecules 11^ molecules molecules 7 molecules M. p. of dried salt... Optical rotation : 157—158° 157—158° 158—159° 158—159° In water . [«]„ -25-3° [«]D -23-9° [a]D -23-9° [a]D - 24 ’6° In alcohol . [a]D -32-5° [«]„ -28T° [a]D -27-9° [a]D -28-2° It will be seen from the above results that the natural and syntheti¬ cal glycerylphosphoric acids are not identical. Moreover, neither of them consists of the pure a- or /2-acid ; but, as has previously been mentioned, the natural acid must consist, in part at least, of the a- or unsyminetrical acid. Natural glycerylphosphoric acid is therefoie a mixture of the a- and /2-acids. As the synthetical acid is not identical with either of the pure isomerides, it may be concluded that this pre¬ paration is also a mixture of the a- and /2-acids. It must, however, be admitted that the results obtained are somewhat auomalous, and do not permit of a ready explanation. For instance, if the barium salts of the natural and synthetical acids are both mixtures of the salts of 0—C’H2 OH ch2*oh / \ / I both of the substances PO— OH CH*OH and PO—0-CH (compare Carre, \ I \ I o—ch2 0—ch2 Compt. rend., 1903, 137, 1070), and not the diglyceryl ester, (C8H70s)2:P02H (compare Adrian and Trillat, J. Pharm., 1898, 7, 226), as the salts of the above- mentioned “ di-ester” are insoluble in alcohol.](https://iiif.wellcomecollection.org/image/b30610035_0005.jp2/full/800%2C/0/default.jpg)
