Cyclic-di-GMP-¹³C₂₀,¹⁵N₁₀ disodium  (Synonyms: c-di-GMP-13C20,15N10 disodium; cyclic diguanylate-13C20,15N10 disodium; 5GP-5GP-13C20,15N10 disodium)

¹³C20,¹⁵N10-Cyclic di-GMP (¹³C20,¹⁵N10-c-di-GMP) is ¹³C and ¹⁵N labeled Cyclic-di-GMP (disodium). Cyclic-di-GMP disodium is a STING agonist and a bacterial second messenger that coordinates different aspects of bacterial growth and behavior, including motility, virulence, biofilm formation, and cell cycle progression. Cyclic-di-GMP disodium has anti-cancer cell proliferation activity and also induces elevated CD4 receptor expression and cell cycle arrest. Cyclic-di-GMP disodium can be used in cancer research^{[1][2][3][4][5]}.

1. This compound can be used as a tracer.
2. This compound can be used as an internal standard for quantitative analysis by NMR, GC-MS, or LC-MS.

764.16

¹³C₂₀H₂₂¹⁵N₁₀Na₂O₁₄P₂

2222132-40-1

O=[13C]1[15NH][13C]([15NH2])=[15N][13C]2=[13C]1[15N]=[13CH][15N]2[13C@H](O[13C@@]([13C@@]3([H])OP(O[13CH2][13C@]([13C@@]4([H])OP5(O[Na])=O)(O[13C@@H]([15N]6[13C]([15N]=[13C]([15NH2])[15NH][13C]7=O)=[13C]7[15N]=[13CH]6)[13C@@H]4O)[H])(O[Na])=O)([13CH2]O5)[H])[13C@@H]3O

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216.  [Content Brief]

  [2]. Karaolis DK, et al. 3',5'-Cyclic diguanylic acid (c-di-GMP) inhibits basal and growth factor-stimulated human colon cancer cell proliferation. Biochem Biophys Res Commun. 2005 Apr 1;329(1):40-5.  [Content Brief]

  [3]. Steinberger O, et al. Elevated expression of the CD4 receptor and cell cycle arrest are induced in Jurkat cells by treatment with the novel cyclic dinucleotide 3',5'-cyclic diguanylic acid. FEBS Lett. 1999 Feb 5;444(1):125-9.  [Content Brief]

  [4]. Wang Z, et al. STING activator c-di-GMP enhances the anti-tumor effects of peptide vaccines in melanoma-bearing mice. Cancer Immunol Immunother. 2015 Aug;64(8):1057-66.  [Content Brief]

  [5]. Jenal U, et al. Cyclic di-GMP: second messenger extraordinaire. Nat Rev Microbiol. 2017 May;15(5):271-284.  [Content Brief]