68Ga-labeling of biotin analogues and their characterization

Bioconjugate Chemistry

Volumn 20, Issue 6, 2009, Pages 1146-1151

  Blom, Elisabeth ^a   Långström, Bengt ^a,b   Velikyan, Irina ^a,b  

^a UPPSALA UNIVERSITY   (Sweden)

^b GEHC   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

BINDING ENERGY; COENZYMES; MICROWAVE HEATING; POLYETHYLENE GLYCOLS;

BINDING AFFINITIES; CONVENTIONAL HEATING; ELEVATED TEMPERATURE; HEATING MODE; ISLETS OF LANGERHANS; LABELINGS; MICROWAVE-HEATING; PRE-CONCENTRATION; SPECIFIC ACTIVITY; SYNTHESISED;

GLYCOPROTEINS;

1,4,7,10 TETRAAZACYCLODODECANE 1,4,7,10 TETRAACETIC ACID; 2,2',2'' [10 [2 OXO 2 [[5 [[5 [2 OXOHEXAHYDRO 1H THIENO[3,4 D]IMIDAZOL 4 YL]PENTANOYL]AMINO]PENTYL]AMINO]ETHYL] 1,4,7,10 TETRAAZACYCLODODECANE 1,4,7 TRIYL]TRIACETIC ACID; 2,2',2'' [10 [2,13 DIOXO 17 [2 OXOHEXAHYDRO 1H THIENO[3,4 D]IMIDAZOL 4 YL] 6,9 DIOXA 3,12 DIAZAHEPTADEC 1 YL] 1,4,7,10 TETRAAZACYCLODODECANE 1,4,7 TRIYL]TRIACETIC ACID; 2,2',2'' [10 [2,16 DIOXO 20 (2 OXOHEXAHYDRO 1H THIENO[3,4 D]IMIDAZOL 4 YL) 6,9,12 TRIOXA 3,15 DIAZAICOS 1 YL] 1,4,7,10 TETRAAZACYCLODODECANE 1,4,7 TRIYL]TRIACETIC ACID; AVIDIN; BIOTIN DERIVATIVE; GALLIUM 68; MACROGOL; N [2 [2 (2 AMINOETHOXY)ETHOXY]ETHYL] 5 [2 OXOHEXAHYDRO 1H THIENO[3,4 D]IMIDAZOL 4 YL]PENTANAMIDE; N [2 [2 [2 (2 AMINOETHOXY)ETHOXY]ETHOXY]ETHYL] 5 [2 OXOHEXAHYDRO 1H THIENO(3,4 D)IMIDAZOL 4 YL]PENTANAMIDE; UNCLASSIFIED DRUG; 1,4,7,10-TETRAAZACYCLODODECANE- 1,4,7,10-TETRAACETIC ACID; ALKANE; BIOTIN; DRUG DERIVATIVE; GALLIUM; MACROGOL DERIVATIVE; SINGLE HETEROCYCLIC RINGS;

ARTICLE; BINDING AFFINITY; DRUG BINDING; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; TEMPERATURE MEASUREMENT; CHEMISTRY; HUMAN; METABOLISM; PROTEIN STABILITY; STAINING;

ALKANES; AVIDIN; BIOTIN; GALLIUM RADIOISOTOPES; HETEROCYCLIC COMPOUNDS, 1-RING; HUMANS; POLYETHYLENE GLYCOLS; PROTEIN STABILITY; STAINING AND LABELING;

EID: 67649218994     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc800538s     Document Type: Article

References (19)

1. Shapiro, A. M., Lakey, J. R., Ryan, E. A., Korbutt, G. S., Toth, E., Warnock, G. L., Kneteman, N. M., and Rajotte, R. V. (2000) Islet transplantation in seven patients with type 1 diabetes mellitus using a glucocorticoid-free immunosuppressive regimen. N. Engl. J. Med. 343, 230-238. (Pubitemid 30490390)
2. Paty, B. W., Bonner-Weir, S., Laughlin, M. R., McEwan, A. J., and Shapiro, A. M. (2004) Toward development of imaging modalities for islets after transplantation: insights from the National Institutes of Health Workshop on Beta Cell Imaging. Transplantation 77, 1133-1137. (Pubitemid 38580285)
3. Combs, G. F. J. (1992) The Vitamins: Fundamental Aspects of Nutrition and Health, p 336, Academic Press Inc, New York.
4. Bayer, E. A., and Wilchek, M. (1980) The use of the avidin-biotin complex as a tool in molecular biology. Methods Biochem. Anal. 26, 1-45.
5. DeLange, R. J., and Huang, T.-S. (1971) Egg white avidin. III. Sequence of the 78-residue middle cyanogen bromide peptide. Complete amino acid sequence of the protein subunit. J. Biol. Chem. 246, 698-709.
6. Green, N. M. (1975) Avidin. Adv. Protein Chem. 29, 85-133.
7. Livnah, O., Bayer, E. A., Wilchek, M., and Sussman, J. L. (1993) Three-dimensional structures of avidin and the avidin-biotin complex. Proc. Natl. Acad. Sci. U.S.A. 90, 5076-5080. (Pubitemid 23182979)
8. Sabatino, G., Chinol, M., Paganelli, G., Papi, S., Chelli, M., Leone, G., Papini, A. M., De Luca, A., and Ginanneschi, M. (2003) A new biotin derivative-DOTA conjugate as a candidate for pretargeted diagnosis and therapy of tumors. J. Med. Chem. 46, 3170-3173. (Pubitemid 36780942)
9. Davis, F., Abuchowski, A., Van Es, T., Palczuk, N., Chen, R., Savoca, K., and Wieder, K. (1978) Enzyme Engl. 4, 169-173.
10. Harris, J. M., and Chess, R. B. (2003) Effect of pegylation on pharmaceuticals. Nat. Rev. Drug Discovery 2, 214-221. (Pubitemid 37361666)
11. Harris, J. M., Martin, N. E., and Modi, M. (2001) Pegylation: a novel process for modifying pharmacokinetics. Clin. Pharmacokinet. 40, 539-551. (Pubitemid 32738660)
12. 125I-labeled RGD peptide are improved by PEGylation. Nucl. Med. Biol. 31, 11-19.
13. Roberts, M. J., Bentley, M. D., and Harris, J. M. (2002) Chemistry for peptide and protein PEGylation. Adv. Drug. Delivery Rev. 54, 459-476. (Pubitemid 34615543)
14. Velikyan, I., Beyer, G. J., and Langstrom, B. (2004) Microwave-supported preparation of (68)Ga bioconjugates with high specific radioactivity. Bioconjugate Chem. 15, 554-560. (Pubitemid 38657861)
15. Antunes, P., Ginj, M., Walter, M. A., Chen, J., Reubi, J. C., and Maecke, H. R. (2007) Influence of different spacers on the biological profile of a DOTA-somatostatin analogue. Bioconjugate Chem. 18, 84-92. (Pubitemid 46145997)
16. Cauchon, N., Langlois, R., Rousseau, J. A., Tessier, G., Cadorette, J., Lecomte, R., Hunting, D. J., Pavan, R. A., Zeisler, S. K., and van Lier, J. E. (2007) PET imaging of apoptosis with (64)Cu-labeled streptavidin following pretargeting of phosphatidylserine with biotinylated annexin-V. Eur. J. Nucl. Med. Mol. Imaging 34, 247-258. (Pubitemid 46147508)
17. Eich, T., Eriksson, O., Sundin, A., Estrada, S., Brandhorst, D., Brandhorst, H., Langstrom, B., Nilsson, B., Korsgren, O., and Lundgren, T. (2007) Positron emission tomography: a real-time tool to quantify early islet engraftment in a preclinical large animal model. Transplantation 84, 893-898. (Pubitemid 351338951)
18. Toso, C., Zaidi, H., Morel, P., Armanet, M., Andres, A., Pernin, N., Baertschiger, R., Slosman, D., Buhler, L. H., Bosco, D., and Berney, T. (2005) Positron-emission tomography imaging of early events after transplantation of islets of Langerhans. Transplantation 79, 353-355. (Pubitemid 40299544)
19. Shoup, T. M., Fischman, A. J., Jaywook, S., Babich, J. W., Strauss, H. W., and Elmaleh, D. R. (1994) Synthesis of fluorine-18-labeled biotin derivatives: biodistribution and infection localization. J. Nucl. Med. 35, 1685-1690. (Pubitemid 24307766)