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Alternative structural projections:

cUMP

Uridine- 3', 5'- cyclic monophosphate ( cUMP ), sodium salt
Second messenger
Cat. No.: U 001
    
CAS No.: [56632-58-7]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: U 001-50
Unit: 50 µmol / ~16 mg
$150.00

For other salt forms please inquire. cUMP has been identified in multiple biological systems, but its biological role as a second messenger has long remained unclear. A study by Tal et al. (2021) reveals cUMP and the related cCMP (Cat. No. C 001) as nucleotide second messengers synthesized by specific bacterial pyrimidine cyclases and functioning in bacterial immunity against phages. Detailed technical information available. References: Tal et al., Cell, 184, 5728 - 5739 (2021); Göttle et al., Biochemistry49, 5494 - 5503 (2010); Moll et al., J. Neural. Transm., 113, 1015 - 1032 (2006); Blecher et al., Arch. Biochem. Biophys., 142, 351 - 362 (1971).

Cat. No. U 001
CAS number [56632-58-7]
Purity > 98% HPLC
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₉H₁₀N₂O₈P · Na
Molecular weight [g/mol] 328,2
Lipophilicity 0.68
Absorption max [nm] 262
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 10000
  • 1. Bähre H., Hartwig C., Munder A., Wolter S., Stelzer T., Schirmer B., Beckert U., Frank D. W., Tümmler B., Kaever V.Seifert R., Biochem. Biophys. Res. Commun., 460, 909 - 914 (2015), "cCMP and cUMP Occur in Vivo"
  • 2. Beste K. Y., Spangler C. M., Burhenne H., Koch K.-W., Shen Y., Tang W.-J., Kaever V.Seifert R., PLoS ONE, 8, 0 - 0 (2013), "Nucleotidyl Cyclase Activity of Particulate Guanylyl Cyclase A: Comparison with Particulate Guanylyl Cyclases E and F, Soluble Guanylyl Cyclase and Bacterial Adenylyl Cyclases Cyaa and Edema Factor"
  • 3. Zong X., Krause S., Chen C.-C., Krüger J., Gruner C., Cao-Ehlker X., Fenske S., Wahl-Schott C.Biel M., J. Biol. Chem., 287, 26506 - 26512 (2012), "Regulation of Hyperpolarization-Activated Cyclic Nucleotide-Gated (HCN) Channel Activity by cCMP"
  • 4. Reinecke D., Burhenne H., Sandner P., Kaever V.Seifert R., FEBS Lett., 585, 3259 - 3262 (2011), "Human Cyclic Nucleotide Phosphodiesterases Possess a Much Broader Substrate-Specificity than Previously Appreciated"
  • 5. Göttle M., Dove S., Kees F., Schlossmann J., Geduhn J., König B., Shen Y., Tang W.-J., Kaever V.Seifert R., Biochemistry, 49, 5494 - 5503 (2010), "Cytidylyl and Uridylyl Cyclase Activity of Bacillus anthracis Edema Factor and Bordetella pertussis CyaA"
  • 6. Schweinsberg S., Moll D., Burghardt N. C., Hahnefeld C., Schwede F., Zimmermann B., Drewianka S., Werner L., Kleinjung F., Genieser H.-G., Schuchhardt J.Herberg F. W., Proteomics, 8, 1212 - 1220 (2008), "Systematic interpretation of cyclic nucleotide binding studies using KinetXBase"
  • 7. Scott S.-P., Shea P. W.Dryer S. E., Biochem., 46, 9417 - 9431 (2007), "Mapping Ligand Interactions with the Hyperpolarization Activated Cyclic Nucleotide Modulated (HCN) Ion Channel Binding Domain Using a Soluble Construct"
  • 8. Lin S.-H., Kovac L., Chin A. J., Chin C. C. Q.Lee J. C., Biochemistry, 41, 2946 - 2955 (2002), "Ability of E. Coli Cyclic AMP Receptor Protein To Differentiate Cyclic Nucleotides: Effects of Single Site Mutations"
  • 9. Hahnefeld C.Herberg F. W., Abstract of the 13th Protein Kinase Symposium p. 14, 0, 12 - 15 (2002), "cAMP-dependent Protein Kinase: cAMP Analog Screening Using Surface Plasmon Resonance and Fluorescent Methods"
  • 10. Balint G. A., Galfi M., Rimanoczy A., Falkay G.Juhaaz A., J. Physiol.-Paris, 95, 243 - 245 (2001), "On a Possible New Intracellular Signal-System in Rat Gastric Mucosa"
  • 11. Koizumi M.Breaker R. R., Biochemistry, 39, 8983 - 8992 (2000), "Molecular Recognition of cAMP by an RNA Aptamer"
  • 12. Muhonen W. W.Shabb J. B., Protein Sci., 9, 2446 - 2456 (2000), "Resonant Mirror Biosensor Analysis of Type I(Alpha) cAMP-dependent Protein Kinase B Domain-Cyclic Nucleotide Interactions"
  • 13. Nikolakaki E., Fissentzidis A., Giannakouros T.Georgatsos J. G., Mol. Cell. Biochem., 197, 117 - 128 (1999), "Purification and Characterization of a Dimer Form of the cAMP-dependent Protiein Kinase from Mouse Liver Cytosol"
  • 14. Riegel J. A., Maddrell S. H. P., Farndale F. W.Caldwell F. M., J. Exp. Biol., 201, 3411 - 3418 (1998), "Stimulation of Fluid Secretion of Malpighian Tubules of Drosophila Melanogaster Meig. by Cyclic Nucleotides of Inosine, Cytidine, Thymidine and Uridine"
  • 15. Hebert M. C., Schwede F., Jastorff B.Cote R. H., J. Biol. Chem., 273, 5557 - 5565 (1998), "Structural Features of the Noncatalytic cGMP Binding Sites of Frog Photoreceptor Phoshodiesterase Using cGMP Analogs"
  • 16. Newton R. P., in Proceedings of the Phytochemical Society of Europe (R.P.Newton/T.J.Walton Clarendon Press Oxford, 0, 158 - 181 (1996), "11. Mass Spectrometric Analysis of Cyclic Nucleotides and Related Enzymes"
  • 17. Setzer W. N.Bentrude W. G., J. Org. Chem., 56, 7212 - 7218 (1991), "Solid-State Conformations of Nucleosid Cyclic 3',5'-Monophosphate Derivatives. Effects of Substituents on Phosphorus on Ring Geometries and n/sigma* Orbital Interactions"
  • 18. Shanahan M. F.Edwards B. M., Endocrinology, 125, 1074 - 1081 (1989), "Stimulation of Glucose Transport in Rat Cardiac Myocytes by Guanosine-3',5'-Cyclic-Monophosphate"
  • 19. Hinrichs W., Steifa M., Saenger W.Eckstein F., Nucl. Acids Res., 15, 4945 - 4955 (1987), "Absolute Configuration of Rp-Uridine 3',5'-Cyclic Phosphorothioate"
  • 20. Varughese K. I., Lu C. T.Kartha G., J. Am. Chem. Soc., 104, 3398 - 3401 (1982), "The Crystal and Molecular Structure of Cyclic Adenosine 3', 5'- Monophosphate Sodium Salt, Monoclinic Form"
  • 21. Francis S. H., Lincoln T. M.Corbin J. D., J. Biol. Chem., 255, 620 - 626 (1980), "Characterization of a Novel cGMP Binding Protein from Rat Lung"
  • 22. Nishikori K.Maeno H., J. Biol. Chem., 254, 6099 - 6109 (1979), "Close Relationship between Adenosine 3',5'-Monophosphate-dependent Endogenous Phosphorylation of a Specific Protein and Stimulation of Calcium Uptake in Rat Uterine Microsomes"
  • 23. Kuo J. F., Brackett N. L., Shoji M.Tse J., J. Biol. Chem., 253, 2518 - 2521 (1978), "Cytidine 3':5'-Monophosphate Phosphodiesterase in Mammalian Tissues - Occurence and Biological Involvement"
  • 24. Engels J.Hoftiezer J., Chem. Ber., 110, 2019 - 2406 (1977), "Synthese und Eigenschaften von Uridin- 3', 5' -cyclophosphat-estern"
  • 25. Long R. A., Szekeres G. L., Khwaja T. A., Sidwell R. W., Simon L. N.Robins R. K., J. Med. Chem., 15, 1215 - 1218 (1972), "Synthesis and Antitumor and Antiviral Activities of 1-ß-D-Arabinofuranosylpyrimidine 3', 5'- Cyclic Phosphates"
  • 26. Sundaralingam M.Abola J., J. Amer. Chem. Soc., 94, 5070 - 5076 (1972), "Stereochemistry of Nucleic Acids and Their Constituents. XXVII. The Crystal Structure of 5'-Methyleneadenosine 3',5'-Cyclic Monophosphonate Monohydrate, a Biologically Active Analog of the Secondary Hormonal Messenger Cyclic Adenosine 3',5'-Monophosphate."
  • 27. Steiner A. L., Parker C. W.Kipnis D. M., J. Biol. Chem., 247, 1106 - 1113 (1972), "Radioimmunoassay for Cyclic Nucleotides. I. Preparation of Antibodies and Iodinated Cyclic Nucleotides"
  • 28. Blecher M., Ro'Ane J. T.Flynn P. D., Arch. Biochem. Biophys., 142, 351 - 362 (1971), "Biological Roles for 3',5'- Cyclic Nucleotides. I. Lipolytic Agents in isolated Rat Epididymal Adipose Cells and Substrates for Adipose Tissue Phosphodiesterase"
  • 29. Michal G., Nelböck M.Weimann G., Z. Anal. Chem., 252, 189 - 193 (1970), "Cyclophosphate III. Spaltung Verschiedener Cyclophosphate durch Phosphodiesterase aus Herz und Fettgewebe"
  • 30. Levine R. A.Washington A., Endocrinology, 87, 377 - 382 (1970), "Glycogenolytic Activity of Cyclic 3',5'-Monophosphates in Perfused Rat Liver"
  • 31. Drummond G. I.Powell C. A., Mol. Pharmacol., 6, 24 - 30 (1970), "Analogues of Adenosine 3', 5'-Cyclic Phosphate as Activators of Phosphorylase b Kinase and as Substrates for Cyclic 3', 5'-Nucleotide Phosphodiesterase"
  • 32. Kuo J. F., Krueger B. K., Sanes J. R.Greengard P., Biochim. Biophys. Acta, 212, 79 - 91 (1970), "Cyclic Nucleotide-dependent Protein Kinases - V. Preparation and Properties of Adenosine-3', 5'-Monophosphate-dependent Protein Kinase from Various Bovine Tissues"
  • 33. Hardman J. G.Sutherland E. W., J. Biol. Chem., 240, 3704 - 3705 (1965), "A cyclic 3', 5'- Nucleotide Phosphodiesterase from Heart with Specificity for Uridine 3', 5'- Phosphate"

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