Vitamin B.sub.12 derivatives and methods for their preparation

Details Vitamin B.sub.12 derivatives and methods for their preparation Vitamin B.sub.12 derivatives and methods for their preparation

1999-06-11

2000-11-21

Wilson, James O.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Carbohydrate doai

514 12, 514 15, 4241931, 4241941, 422 61, 435 86, A61K 3170

Patent

active

06150341&

ABSTRACT:
This invention relates to methods for preparing vitamin B.sub.12 (VB.sub.12) derivatives suitable for linking to a polymer, nanoparticle or therapeutic agent, protein or peptide. The methods involve reacting the 5'OH group of VB.sub.12 or an analogue thereof with an active carbonyl electrophile and subsequently obtaining said VB.sub.12 derivatives. The invention also relates to novel VB.sub.12 derivatives, VB.sub.12 derivatives prepared by the methods of the present invention and uses thereof in the preparation of in the preparation of polymer complexes or nanoparticles.

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G.J. Russell-Jones et al., The Use of the Vitamin B.sub.12 Transport System as a carrier for the Oral Delivery of Peptides, Proteins and Nanoparticles, Controlled Release Society, Inc., (1996), pp. 49, 50.
Anton et al., Carbon-13 Nuclear Magnetic Resonance Studies of the Monocarboxylic Acids of Cyanocobalamin. Assignments of the b-,d-, and e-Monocarbodylic Acids .sup.1a, Journal of the American Chemical Society, (1980), pp. 2215-2219.
Russell-Jones et al., Vitamin B.sup.12 Mediated Oral Delivery Systems for Granulocyte-Colony Stimulating Factor and Erythropoietin, Biconjungate Chem., vol. 6, No. 4 (1995), pp. 459-465.
Toraya et al., The Synthesis of Several Immobilized Derivatives of Vitamin B.sub.12 Coenzyme and Their Use As Affinity Adsorbents for a Study of Interactions of Diol Dehydrase with the Coenzyme*, The Journal of Biological Chemistry, vol. 255, No. 8, (1980), pp. 3520-3525.
Annunziato et al., p-Maleimidophenyl Isocyanate: A Novem Heterobifunctional Linker for Hydroxyl to Thiol Coupling, Biioconjugate Chem, (1993), pp. 212-218.

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