Skip to main content

Thank you for visiting nature.com. You are using a browser version with limited support for CSS. To obtain the best experience, we recommend you use a more up to date browser (or turn off compatibility mode in Internet Explorer). In the meantime, to ensure continued support, we are displaying the site without styles and JavaScript.

Molecular structures of cytidine-5′-diphosphate and cytidine-5′-diphospho-choline, and their role in intermediary metabolism

Abstract

The nucleotide coenzyme cytidine-5′-diphospho-choline is highly folded. The CMP-5′ parts of the molecules in the crystal structure are strongly linked by metal ligation and hydrogen bonds leaving the phosphoryl-choline residues relatively free. Cytidine-5′-diphosphoric acid exists as a zwitterion with N31 protonated. The P–O bond lengths from the anhydride bridging oxygen in the pyrophosphate are significantly different.

This is a preview of subscription content, access via your institution

Access options

Buy article

Get time limited or full article access on ReadCube.

$32.00

All prices are NET prices.

References

  1. Kennard, O., et al., Proc. R. Soc., A 325, 401–436 (1971).

    ADS  CAS  Article  Google Scholar 

  2. Thompson, G. A., in Comprehensive Biochemistry, 18 (edited by Florkin, M., and Stotz, E. W.), 157 (Elsevier, London, 1970).

    Google Scholar 

  3. Viswamitra, M. A., Nature, 258, 540–542 (1975).

    ADS  CAS  Article  Google Scholar 

  4. Seshadri, T. P., and Viswamitra, M. A., Curr. Sci., 43, 111–112 (1974).

    CAS  Google Scholar 

  5. White, P. S., and Woolfson, M. M., Acta Crystallogr. A 31, 53–56 (1975).

    Article  Google Scholar 

  6. Sundaralingam, M., Biopolymers, 7, 821–860 (1969).

    CAS  Article  Google Scholar 

  7. Sundaralingam, M., and Jensen, L. H., J. molec. Biol., 13, 914–929 (1965).

    CAS  Article  Google Scholar 

  8. Bugg, C. E., and Marsh, R. E., J. molec. Biol., 25, 67–82 (1967).

    CAS  Article  Google Scholar 

  9. Viswamitra, M. A., Reddy, B. S., Lin, G. H., and Sundaralingam, M., J. Am. chem. Soc., 93, 4565–4573 (1971).

    CAS  Article  Google Scholar 

  10. Haschemeyer, A. E. V., and Rich, A., J. molec. Biol., 27, 369–384 (1967).

    CAS  Article  Google Scholar 

  11. Sundaralingam, M., Fifth Jerusalem Symp. Quantum Chem. Biochem. (edit. by Bergmann, E. D., and Pullman, B.), 417 (Israel Academy of Science and Humanities, Jerusalem, 1973).

    Google Scholar 

  12. Saenger, W., and Suck, D., Nature, 242, 610–612 (1973).

    ADS  CAS  Article  Google Scholar 

  13. Young, D. W., Tollin, P., and Wilson, H. R., Nature, 248, 513–514 (1974).

    ADS  CAS  Article  Google Scholar 

  14. Viswamitra, M. A., and Seshadri, T. P., Nature, 252, 176–177 (1974).

    ADS  CAS  Article  Google Scholar 

  15. Wood, M. K., Sax, M., and Pletcher, J., Acta Crystallogr., B 31, 76–85 (1975).

    Article  Google Scholar 

  16. Pletcher, J., and Sax, M., J. Am. chem. Soc., 94, 3998–4005 (1972).

    CAS  Article  Google Scholar 

  17. Carlisle, C. H., and Cook, D. S., Acta Crystallogr., B 25, 1359–1367 (1969).

    CAS  Article  Google Scholar 

  18. Sundaralingam, M., Nature, 217, 35–37 (1968).

    ADS  CAS  Article  Google Scholar 

  19. Baker, R. W., Chothia, C. H., Pauling, P., and Petcher, T. J., Nature, 230, 439–445 (1971).

    ADS  CAS  Article  Google Scholar 

  20. Port, G. N. J., and Pullman, A., J. Am. chem. Soc., 95, 4059–4060 (1973).

    CAS  Article  Google Scholar 

  21. Abrahamsson, S., and Pascher, I., Acta Crystallogr., 21, 79–87 (1966).

    CAS  Article  Google Scholar 

  22. Sundaralingham, M., and Jensen, L. H., Science, 150, 1035–1036 (1965).

    ADS  Article  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Viswamitra, M., Seshadri, T., Post, M. et al. Molecular structures of cytidine-5′-diphosphate and cytidine-5′-diphospho-choline, and their role in intermediary metabolism. Nature 258, 497–501 (1975). https://doi.org/10.1038/258497a0

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1038/258497a0

This article is cited by

Comments

By submitting a comment you agree to abide by our Terms and Community Guidelines. If you find something abusive or that does not comply with our terms or guidelines please flag it as inappropriate.

Search

Quick links

Nature Briefing

Sign up for the Nature Briefing newsletter — what matters in science, free to your inbox daily.

Get the most important science stories of the day, free in your inbox. Sign up for Nature Briefing