0 Items - $0.00
A to Z

c-diAMP

Cyclic diadenosine monophosphate ( c-diAMP ), sodium salt
Bacterial second messenger
Cat. No.: C 088
    
CAS No.: [54447-84-6]
Shipping: ambient
Product Name Price (net) Qty
Cat. No.: C 088-01
Unit: 1 µmol / ~0.7 mg
$110.00

For other salt forms please inquire. c-diAMP was identified as a second messenger that signals DNA integrity in Bacillus subtilis during sporulation, and is considered to be an additional purine-based signalling nucleotide with a more general function in prokaryotes. Detailed technical information available. The structurally related bacterial second messenger c-diGMP (Cat. No. C 057) is offered as well. References: Simm et al., J. Bacteriol., 189, 3613 - 3623 (2007); Witte et al., Mol. Cell, 30, 167 - 178 (2008); Oppenheimer-Shaanan et al., EMBO Rep., 12, 594 - 601 (2011).

Cat. No. C 088
CAS number [54447-84-6]
Purity > 98% HPLC (typically > 99%)
Salt form Sodium
Storage temperature -20°C / -4°F
Molecular formula C₂₀H₂₄N₁₀O₁₂P₂ (free acid)
Molecular weight [g/mol] 658.4 (free acid)
Absorption max [nm] 259
Molar extinction coefficient ε [L·mol⁻¹·cm⁻¹] 27000
  • 1. Huynh T. N., Luo S., Pensinger D., Sauer J.-D., Tong L.Woodward J. J., PNAS, 0, 0 - 0 (2015), "An HD-Domain Phosphodiesterase Mediates Cooperative Hydrolysis of c-di-AMP to Affect Bacterial Growth and Virulence"
  • 2. Li W., Cui T., Hu L., Wang Z., Li Z.He Z.-G., Nature Communications, 0, 0 - 0 (2015), "Cyclic Diguanylate Monophosphate Directly Binds to Human Siderocalin and Inhibits its Antibacterial Activity"
  • 3. Gundlach J., Dickmanns A., Schröder-Tittmann K., Neumann P., Kaesler J., Kampf J., Herzberg C., Hammer E., Schwede F., Kaever V., Tittmann K., Stülke J.Ficner R., J.Biol.Chem., 290, 3069 - 3080 (2015), "Identification, Characterization, and Structure Analysis of the Cyclic di-AMP-binding PII-like Signal Transduction Protein DarA"
  • 4. Bai Y., Yang J., Zarrella T. M., Zhang Y., Metzger D. W.Bai G., J. Bacteriol., 196, 614 - 623 (2014), "Cyclic di-AMP Impairs Potassium Uptake Mediated by a c-di-AMP Binding Protein in Streptococcus pneumonia"
  • 5. Blaauboer S. M., Gabrielle V. D.Jin L., J. Immunol., 192, 492 - 502 (2014), "MPYS/STING-Mediated TNF-alpha, Not Type I IFN, Is Essential for the Mucosal Adjuvant Activity of (3´–5´)-Cyclic-Di-Guanosine-Monophosphate In Vivo"
  • 6. Lolicato M., Bucchi A., Arrigoni C., Zucca S., Nardini M., Schroeder I., Simmons K., Aquila M., DiFrancesco D., Bolognesi M., Schwede F., Kashin D., Fishwick C. W. G., Johnson A. P., Thiel G.Moroni A., Nat. Chem. Biol., 10, 457 - 462 (2014), "Cyclic Dinucleotides bind the C-linker of HCN4 to Control Channel cAMP Responsiveness"
  • 7. Sureka K., Choi P. H., Precit M., Delince M., Pensinger D. A., Huynh T. N., Jurado A. R., Goo Y. A., Sadilek M., Iavarone A. T., Sauer J. D., Tong L.Woodward J. J., Cell, 158, 1389 - 1401 (2014), "The Cyclic Dinucleotide c-diAMP is an Allosteric Regulator of Metabolic Enzyme Function"
  • 8. Wu J., Sun L., Chen X., Du F., Shi H., Chen C.Chen Z. J., Science, 339, 826 - 830 (2013), "Cyclic GMP-AMP is an Endogenous Second Messenger in Innate Immune Signaling by Cytosolic DNA"
  • 9. Sun L., Wu J., Du F., Chen X.Chen Z. J., Science, 339, 786 - 791 (2013), "Cyclic GMP-AMP Synthase Is a Cytosolic DNA Sensor That Activates the Type I Interferon Pathway"
  • 10. Corrigan R. M., Campeotto I., Jeganathan T., Roelofs K. G., Lee V. T.Gründling A., Proc. Natl. Acad. Sci. USA, 110, 9084 - 9089 (2013), "Systematic Identification of Conserved Bacterial c-di-AMP Receptor Proteins"
  • 11. Danilchanka O.Mekalanos J. J., Cell, 154, 962 - 970 (2013), "Cyclic Dinucleotides and the Innate Immune Response"
  • 12. Shanahan C. A., Gaffney B. L., Jones R. A.Strobel S. A., Biochemistry, 52, 365 - 377 (2013), "Identification of c-di-GMP Derivatives Resistant to an EAL Domain Phosphodiesterase"
  • 13. Witte C. E., Whiteley A. T.Burke T. P., mBio, 4(3), 4, 0 - 0 (2013), "Cyclic di-AMP Is Critical for Listeria monocytogenes Growth, Cell Wall Homeostasis, and Establishment of Infection"
  • 14. Bai Y., Yang J., Eisele L. E., Underwood A. J., Koestler B. J., Waters C. M., Metzger D. W.Bai G., Journal of Bacteriology, 195, 5123 - 5132 (2013), "Two DHH Subfamily 1 Proteins in Streptococcus pneumoniae Possess Cyclic di-AMP Phosphodiesterase Activity and Affect Bacterial Growth and Virulence"
  • 15. Schaap P., IUBMB Life, 65, 65, 897 - 903 (2013), "Cyclic di-Nucleotide Signaling Enters the Eukaryote Domain"
  • 16. Yi G., Brendel V. P., Shu C., Li P., Palanathan S.Kao C. C., PLoS One., 8(10), 0, 0 - 0 (2013), "Single Nucleotide Polymorphisms of Human STING Can affect Innate Immune Response to Cyclic Dinucleotides"
  • 17. Mehne F. M. P., Gunka K., Eilers H., Herzberg C., Kaever V.Stülke J., J. Biol. Chem., 288, 2004 - 2017 (2013), "Cyclic Di-AMP Homeostasis in Bacillus subtilis: Both Lack and High Level Accumulation of the Nucleotide Are Detrimental for Cell Growth"
  • 18. Abdul-Sater A. A., Tattoli I., Jin L., Grajkowski A., Levi A., Koller B. H., Allen I. C., Beaucage S. L., Fitzgerald K. A., Ting J. P.-Y., Cambier J. C., Girardin S. E.Schindler C., EMBO Rep., 14, 900 - 906 (2013), "Cyclic-di-GMP and Cyclic-di-AMP Activate the NLRP3 Inflammasome"
  • 19. Dubensky T. W., Kanne D. B.Leong M. L., Ther. Adv. Vaccines, 1, 131 - 143 (2013), "Rationale, Progress and Development of Vaccines Utilizing STING-activating Cyclic Dinucleotide Adjuvants"
  • 20. Abdul-Sater A. A., Grajkowski A., Erdjument-Bromage H., Plumlee C., Levi A., Schreiber M. T., Lee C., Shuman H., Beaucage S. L.Schindler C., Microbes Infect., 14, 188 - 197 (2012), "The Overlapping Host Reponses to Bacterial Cyclic Dinucleotides"
  • 21. Chen Z.-H.Schaap P., Nature, 488, 680 - 683 (2012), "The Prokaryote Messenger c-di-GMP Triggers Stalk Cell Differentiation in Dictyostelium"
  • 22. Davies B. W., Bogard R. W., Young T. S.Mekalanos J. J., Cell, 149, 358 - 370 (2012), "Coordinated Regulation of Accessory Genetic Elements Produces Cyclic Di-Nucleotides for V. Cholerae Virulence"
  • 23. Corrigan R. M., Abbotts J. C., Burhenne H., Kaever V.Gründling A., PLoS Pathogens, 7, 0 - 0 (2011), "C-di-AMP Is a New Second Messenger in Staphylococcus Aureus with a Role in Controlling Cell Size and Envelope Stress"
  • 24. Ebensen T., Libanova R., Schulze K., Yevsa T., Morr M.Guzman C. A., Vaccine, 29, 5210 - 5220 (2011), "Bis-(3',5')-cyclic Dimeric Adenosine Monophosphate: Strong Th1/Th2/Th17 Promoting Mucosal Adjuvant"
  • 25. Gomelsky M., Mol. Microbiol., 79, 562 - 565 (2011), "cAMP, c-di-GMP, c-di-AMP and now cGMP: Bacteria use Them All!"
  • 26. Oppenheimer-Shaanan Y., Wexselblatt E., Katzhendler J., Yavin E.Ben-Yehuda S., EMBO Rep., 12, 594 - 601 (2011), "c-di-AMP Reports DNA Integrity During Sporulation in Bacillus subtilis"
  • 27. Smith K. D.Strobel S. A., Biochem. Soc. Trans., 39, 647 - 651 (2011), "Interactions of the c-di-GMP Riboswitch with its Second Messenger Ligand"
  • 28. Tchigvintsev A., Xu X., Singer A., Chang C., Brown G., Proudfoott M., Cui H., Flick R., Anderson W. F., Joachimiak A., Galperin M. Y., Savchenko A.Yakunin A. F., J. Mol. Biol., 402, 524 - 538 (2010), "Structural Insight into the Mechanism of c-Di-GMP Hydrolysis by EAL Domain Phosphodiesterases"
  • 29. Woodward J. J., Iavarone A. T.Portnoy D. A., Science, 328, 1703 - 1705 (2010), "c-di-AMP Secreted by Intracellular Listeria monocytogenes Activates a Host Type I Interferon Response"
  • 30. Rao F., See R. Y., Zhang D., Toh D. C., Ji Q.Liang Z.-X., J. Biol. Chem., 285, 473 - 482 (2010), "YybT is a Signaling Protein that Contains a Cyclic Dinucleotide Phosphodiesterase Domain and a GGDEF Domain with ATPase Activity"
  • 31. Libanova R., Ebensen T., Schulze K., Bruhn D., Nörder M., Yevsa T., Morr M.Guzman C. A., Vaccine, 28, 2249 - 2258 (2010), "The Member of the cyclic Di-Nucleotide Family bis-(3', 5')-cyclic Dimeric Inosine Monophosphate Exerts Potent Activity as Mucosal Adjuvant"
  • 32. Pesavento C.Hengge R., Curr. Opin. Microbiol., 12, 170 - 176 (2009), "Bacterial Nucleotide-based Second Messengers"
  • 33. Witte G., Hartung S., Büttner K.Hopfner K.-P., Mol. Cell, 30, 167 - 178 (2008), "Structural Biochemistry of a Bacterial Checkpoint Protein Reveals Diadenylate Cyclase Activity Regulated by DNA Recombination Intermediates"
  • 34. Römling U., Sci. Signal., 1, 1 - 39 (2008), "Great Times for Small Molecules: c-di-AMP, a Second Messenger Candidate in Bacteria and Archaea"
  • 35. Simm R., Lusch A., Kader A., Andersson M.Römling U., J. Bacteriol., 189, 3613 - 3623 (2007), "Role of EAL-containing Proteins in Multicellular Behavior of Salmonella enterica Serovar Typhimurium"

Show more