P-Boronophenylalanine complexes with fructose and related carbohydrates and polyols
AssigneeGlcosyn Pharmaceuticals, Inc.
InventorsBrian Shull, David Spielvogel, Gerald Head
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Abstract
The present invention is directed to salt-free and essentially salt-free p-boronophenylalanine-carbohydrate or p-boronophenylalanine-polyol complexes, as well as methods for making such compounds. In addition, the present invention provides methods for substantially solubilizing freeze-dried p-boronophenylalanine-carbohydrate and p-boronophenylalanine-polyol complexes. The present invention further provides compositions and methods for enhancing the solubility of boronophenylalanine.
Claims21
A method of making essentially salt-free carbohydrate and polyol (p-boronophenylalanine) complexes, comprising:
- a) providing:
- i) p-boronephenylalanine,
- ii) water,
- iii) a compound selected from the group consisting of carbohydrates and polyols,
- iv) a base, and
- v) an ion-exchange media;
- b) mixing said p-boronophenylalanine, said water, said compound, and said base, to produce a basic solution, such that said p-boronophenylalanine and said compound are substantially dissolved in said basic solution;
- c) adding said ion-exchange media to said basic solution, thereby adjusting the pH of said basic solution to the range of between about 7.3 and 7.5, to produce a mixture at physiological pH;
- and
- d) removing said ion-exchange media from said mixture to produce an essentially salt-free (p-boronophenylalanine) complex in solution.
A freeze-dried essentially salt-free p-boronophenylalanine complex selected from the group consisting of l-p-boronophenylalanine-d-fructose complex, l-p-boronophenylalanine-d-sorbose complex, l-p-boronophenylalanine-d-maltulose complex, l-p-boronophenylalanine-d-lactulose complex, l-p-boronophenylalanine-d-palatinose complex, l-p-boronophenylalanine-d-sorbitol complex, l-p-boronophenylalanine-d-mannitol complex, l-p-boronophenylalanine-dulcitol complex, and l-p-boronophenylalanine-xylitol complex.
A method of solubilizing an essentially salt-free (l-p-boronophenylalanine)-carbohydrate complex, comprising the steps of:
- a) providing, in any order:
- i) a freeze-dried essentially salt-free (l-p-boronophenylalanine)-carbohydrate complex, and
- ii) a solvent, said solvent is selected from the group consisting of water, isotonic saline, and dilute saline;
- b) substantially solubilizing said freeze-dried salt-free (l-p-boronophenylalanine)-carbohydrate complex with said solvent, to provide an iso-osmotic solution.
A method comprising the steps of:
- a) providing, in any order:
- i) a freeze-dried essentially salt-free (l-p-boronophenylalanine)-polyol complex, and
- ii) a solvent, said solvent is selected from the group consisting of water, isotonic saline, and dilute saline;
- b) substantially solubilizing said freeze-dried salt-free (l-p-boronophenylalanine)-polyol complex with said solvent, to provide an iso-osmotic solution.
Dependencies are inferred from the claim text.