Radioiodination of cyanocobalamin conjugates containing hydrophilic linkers: Preparation of a radioiodinated cyanocobalamin monomer and two dimers, and assessment of their binding with transcobalamin II

Bioconjugate Chemistry

Volumn 10, Issue 5, 1999, Pages 912-920

  Wilbur, D Scott ^a   Pathare, Pradip M ^a   Hamlin, Donald K ^a   Rothenberg, Sheldon P ^b   Quadros, Edward V ^b  

^a UNIVERSITY OF WASHINGTON SCHOOL OF MEDICINE   (United States)

^b SUNY DOWNSTATE MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; CARBOXYLATION; ESTERS; HYDROPHILICITY; ISOMERS; MONOMERS; PLANTS (BOTANY);

ARYLSTANNANES; CORRINS; CROSS LINKING; HYDROPHILICS; MILD ACID HYDROLYSIS; MONOMERICS; NON-SPECIFIC BINDING; RADIOIODINATION; SYNTHESISED; WATER SOLUBILITIES;

DIMERS;

EID: 0033198847     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc9900340     Document Type: Article

References (25)

1. Banerjee, R. (1997) The Yin-Yang of Cobalamin Biochemistry. Chem. Biol. 4, 175-186.
2. 12): Synthesis and Biological Significance. Annu. Rev. Microbiol. 50, 137-181.
3. Wagner, A. F., and Folkers, K. (1964) Cyanocobalamin and the Cobamide Coenzymes. Vitamins and Coenzymes, pp 194-243, Interscience Publishers, New York.
4. Ellenbogen, L. (1975) Absorption and Transport of Cobalamin. Intrinsic Factor and the Transcobalamins. In Cobalamin. Biochemistry and Pathophysiology (B. M. Babior, Ed.) pp 215-286, Wiley-Interscience, New York.
5. 12 Transport Proteins. Prog. Hematol. 9, 57-84.
6. Seetharam, B. (1994) Gastrointestinal Absorption and Transport of Cobalamin (Vitamin B12). In Physiology of the Gastrointestinal Tract. (L. R. Johnson, Ed.) pp 1997-2026, Raven Press, New York.
7. Rothenberg, S. P., and Quadros, E. V. (1995) Transcobalamin II and the membrane receptor for the transcobalamin II-cobalamin complex. Baillieres Clin. Haematol. 8, 499-514.
8. Nicolas, J. P., and Gueant, J. L. (1995) Gastric intrinsic factor and its receptor. Baillieres Clin. Haematol. 8, 515-531.
9. Linnell, J. C. (1975) The Fate of Cobalamins in vivo. In Cobalamin. Biochemistry and Pathophysiology (B. M. Babior, Ed.) pp 287-333, Wiley-Interscience, New York.
10. Mahoney, M. J., and Rosenberg, L. E. (1975) Inborn Errors of Cobalamin Metabolism. In Cobalamin. Biochemistry and Pathophysiology (B. M. Babior, Ed.) pp 369-402, Wiley-Interscience, New York.
11. Beck, W. S. (1975) Metabolic Features of Cobalamin Deficiency in Man. In Cobalamin. Biochemistry and Pathophysiology (Babior, B. M., Ed.) pp 403-450, Wiley-Interscience, New York.
12. 12 (B. Zagalak and W. Friedrich, Eds.) pp 1045-1054, Walter de Gruyter & Co., Berlin.
13. 12 Vitamins. Biochem. J. 52, 387-388.
14. 12. J. Chem. Soc. 4702-4704.
15. 58 for the preparation of labeled vitamin B12. Lancet 267, 476-477.
16. 12d. Biochem. J. 52, 389-395.
17. 12. Bioinorg. Chem. 4, 245-255.
18. Collins, D. A., and Hogenkamp, H. P. C. (1996) Synthesis and Biological Activity of Radiolabeled DTPA-Cobalamin Analogues. J. Nucl. Med. 37, 350P.
19. Wilbur, D. S., Hamlin, D. K., Pathare, P. M., Heusser, S., Vessella, R. L., Buhler, K. R., Stray, J. E., Daniel, J., Quadros, E. V., McLoughlin, P., and Morgan, A. C. (1996) Synthesis and raco-radioiodination of arylstannylcobalamin conjugates. Evaluation of aryliodocobalamin conjugate binding to transcobalamin II and biodistribution in mice. Bioconjugate Chem. 7, 461-474.
20. Pathare, P. M., Wilbur, D. S., Heusser, S., Quadros, E. V., McLoughlin, P., and Morgan, A. C. (1996) Synthesis of cobalamin-biotin conjugates that vary in the position of cobalamin coupling. Evaluation of cobalamin derivative binding to transcobalamin II. Bioconjugate Chem. 7, 217-232.
21. Pathare, P. M., Wilbur, D. S., Hamlin, D. K., Heusser, S., Quadros, E. V., McLoughlin, P., and Morgan, A. C. (1997) Synthesis of cobalamin dimers using isophthalate cross-linking of corrin ring carboxylates and evaluation of their binding to transcobalamin II. Bioconjugate Chem 8, 161-172.
22. Wilbur, D. S. (1992) Radiohalogenation of Proteins: An Overview of Radionuclides, Labeling Methods, and Reagents for Conjugate Labeling. Bioconjugate Chem. 3, 433-470.
23. Wilbur, D. S., Hamlin, D. K., Pathare, P. M., and Weerawarna, S. A. (1997) Biotin Reagents for Antibody Pretargeting. Synthesis, Radioiodination and In Vitro Evaluation of Water Soluble, Biotinidase Resistant Biotin Derivatives. Bioconjugate Chem. 8, 572-584.
24. Quadros, E. V., Sai, P., and Rothenberg, S. P. (1993) Functional Human Transcobalamin II Isoproteins Are Secreted by Insect Cells Using the baculovirus Expression System. Blood 81, 1239-1245.
25. Wilbur, D. S., Hamlin, D. K., Pathare, P. M., and Weerawarna, S. A. (1997) Biotin Reagents for Antibody Pretargeting. 2. Synthesis and In Vitro Evaluation of Biotin Dimers and Trimers for Cross Linking of Streptavidin. Bioconjugate Chem. 8, 819-832.