The relation between natural and synthetical glycerylphosphoric acids. Pt. II / by Frank Tutin and A.C.O. Hann.
- Tutin, Frank.
- Date:
- 1906
Licence: Attribution 4.0 International (CC BY 4.0)
Credit: The relation between natural and synthetical glycerylphosphoric acids. Pt. II / by Frank Tutin and A.C.O. Hann. Source: Wellcome Collection.
Provider: This material has been provided by The Royal College of Surgeons of England. The original may be consulted at The Royal College of Surgeons of England.
5/14 page 1751
![When /3-diglycerylphosphoric acid was boiled with water, it was found that hydrolysis slowly took place, giving the desired ^-glyceryl- phosphoric acid, (CH2-0H)2!CH,0,P03H2. The fact that the barium and brucine salts of these four prepai ations of glyceryl phosphoric acid differ in composition and in many of their properties will be seen from the following table : Appearance Percentage of H20 in air-dried salt Solubility in water at 17° Appearance Water of crystallisa- tion M. p. of dried salt... Optical rotation : In water In alcohol Barium Salts. Natural a-Glyceryl- £-Glyceryl- glyceryl- phosphate. phosphate. phosphate. Well-defined Quite amor- Leaflets, but not leaflets phous nearly so well defined as the «-salt 1-0 51 2-4 One part in One part in One part in 26-6 36-8 1-3 9 Brucine Salts. Natural a-Glyceryl- ^-Glyceryl- glyceryl- phosphafe. phosphate. phosphate. Needles Needles Needles 9 molecules 1H molecules 6ft molecules 157—158° 157—158° 158—159° [a]D -25-3° [a]„ -23-9° [a]„ -23-9° [a]D -32-5° [a]D -281° [a]D -27-9° Synthetical glyceryl- phosphate. Granular powder 2-5 One part in 537 Synthetical glyceryl - phosphate. Needles 7 molecules 158—159° [a]u -24-6° la],, -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 /3-acid ; but, as has previously been mentioned, the natural acid must consist, in part at least, of the a- or unsymmetrical acid. Natural glycerylphosphoric acid is therefore a mixture of the a- and /3-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 /3-acids. It must, however, be admitted that the results obtained are somewhat anomalous, 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 /O—CH2 ^OH ch2-oh both of the substances PO—OH CH’OH and PO—0—OH (compare Carre, O CH2 CH2 Compt. rend., 1903, 137, 1070), and not the diglyceryl ester, (C3H70s)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/b22425433_0007.jp2/full/800%2C/0/default.jpg)
