Biosynthesis of Radioactive Vitamin B
            <sub>12</sub>
            Containing Cobalt
            <sup>60</sup>

Chaiet, Louis; Rosenblum, Charles; Woodbury, David T.

doi:10.1126/science.111.2892.601

Cited by 82 publications

(10 citation statements)

References 6 publications

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“…of vitamin B-12 and the subsequent determination of the 8-hour urinary excretion of the vitamin, either microbiologically 70 or by labeling with radioactive cobalt 60. 71 Sharply delineated differences were noted between diabetics with retinopahy and those without it. 68 Thus, the diabetic patients without retinopathy excreted an average of 4.2 ug.…”

Section: The Possible Role Of Vitamin B-12 In Diabetic Retinopatbymentioning

confidence: 94%

The Adrenal Cortex and B-Vitamins in Diabetic Retinopathy

et al. 1954

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Section: The Possible Role Of Vitamin B-12 In Diabetic Retinopatbymentioning

confidence: 94%

The Adrenal Cortex and B-Vitamins in Diabetic Retinopathy

et al. 1954

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“…The distribution coefficient (2,8,9 ) of vitamin B12 in the system water-benzyl alcohol is 1.2. This was confirmed with the radioactive vitamin preparaton employed in these experiments.…”

Section: 29mentioning

confidence: 99%

The Determination of the Stability of Vitamin B12 in Multivitamin Mixture by a Radioactive Indicator Method*

Rosenblum

Woodbury

1952

Journal of the American Pharmaceutical Association (Scientific

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“…Early investigators demonstrated that cyanocobalamin could be labeled with cobalt radionuclides (Co-57, -58, -60) (7)(8)(9)(10)(11)(12)(13)(14) and carbon-14 (15). Tritium has also been used to radiolabel cyanocobalamin (16).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and nca-Radioiodination of Arylstannyl−Cobalamin Conjugates. Evaluation of Aryliodo−Cobalamin Conjugate Binding to Transcobalamin II and Biodistribution in Mice

et al. 1996

Bioconjugate Chem.

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A new method of preparing radiolabeled cobalamin derivatives has been developed. The method involves the use of cobalamin-tri-n-butylstannyl hippurate conjugates as intermediates to obtain radioiodinated cobalamin-iodohippurate conjugates. The arylstannyl functionality was used as an exchangeable group to obtain high specific activity radioiodinations and to circumvent some deleterious side reactions common to cobalamins under electrophilic iodination conditions. The first step in the synthesis of tri-n--butylstannyl hippurate conjugates was to obtain free carboxylate groups on the cobalamin moiety. This was accomplished by mild acid hydrolysis of the b-, d-, or e-propionamide side chains on the corrin ring, followed by careful separation of the isomeric products. The second step was to couple a linking molecule (diaminododecane) to the carboxylate. The final step was to conjugate p-tri-n-butylstannyl hippurate to the cobalamin-diaminododecane adduct. All three isomeric cobalamin-p-tri-n-butylstannyl hippurate conjugates were prepared, as were the corresponding cobalamin-p-iodohippurate conjugates (HPLC standards). Radioiodination reactions were conducted with N-chlorosuccinimide and Na[*I]I in Me OH using conditions previously developed for arylstannylations. However, unlike the previous reactions, a key factor in obtaining the desired radioiodinated cobalamins was that the reaction be conducted under neutral conditions. Isolated yields of 40-65% were obtained for all three cobalamin isomers. Specific activities of 10-33% theoretical were obtained for the radioiodinated cobalamins. Evaluation of competitive binding of (nonradioactive) cobalamin-iodohippurate conjugates with recombinant human transcobalamin II showed that the e-isomer bound nearly as well as [57Co]cyanocobalamin (50%), whereas the b-isomer had decreased binding (6%) and the d-isomer was significantly decreased in its binding (0.7%). Two biodistributions of the radioiodinated e-isomer were conducted in athymic mice. One biodistribution investigated tissue localization in mice bearing a renal cell carcinoma xenograft, and the other biodistribution investigated tissue localization when the radioiodinated cyanocobalamin was mixed with 1% BSA prior to injection. A comparison of the results of the two biodistributions and a discussion of how they relate to previous [57/60Co]cyanocobalamin biodistributions are provided.

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Biosynthesis of Radioactive Vitamin B ₁₂ Containing Cobalt ⁶⁰

Cited by 82 publications

References 6 publications

The Adrenal Cortex and B-Vitamins in Diabetic Retinopathy

The Adrenal Cortex and B-Vitamins in Diabetic Retinopathy

The Determination of the Stability of Vitamin B12 in Multivitamin Mixture by a Radioactive Indicator Method*

Synthesis and nca-Radioiodination of Arylstannyl−Cobalamin Conjugates. Evaluation of Aryliodo−Cobalamin Conjugate Binding to Transcobalamin II and Biodistribution in Mice

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Biosynthesis of Radioactive Vitamin B 12 Containing Cobalt 60

Cited by 82 publications

References 6 publications

The Adrenal Cortex and B-Vitamins in Diabetic Retinopathy

The Adrenal Cortex and B-Vitamins in Diabetic Retinopathy

The Determination of the Stability of Vitamin B12 in Multivitamin Mixture by a Radioactive Indicator Method*

Synthesis and nca-Radioiodination of Arylstannyl−Cobalamin Conjugates. Evaluation of Aryliodo−Cobalamin Conjugate Binding to Transcobalamin II and Biodistribution in Mice

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Biosynthesis of Radioactive Vitamin B ₁₂ Containing Cobalt ⁶⁰