2',3'-cGMP sodium
2',3'-cGMP sodium（CAS No.: 15718-49-7）is the sodium salt form of 2',3'-cGMP. 2',3'-cGMP is an endogenous cyclic nucleotide in mammals, mainly derived from RNA degradation, metabolized by 2',3'-cyclic nucleotide 3'-phosphodiesterase（CNPase）to 2'-GMP/3'-GMP and ultimately to guanosine, constituting the 2',3'-cGMP - guanosine pathway; it can competitively inhibit the high-affinity cGMP transporter in erythrocytes and weakly activate cGMP-specific ATPase; the pathway end product guanosine has neuroprotective, renoprotective, and anti-inflammatory and antioxidant activities; only when generated intracellularly can it participate in the apoptotic process by regulating mitochondrial pore opening, while exogenous administration has no direct apoptosis-inducing activity.
Human erythrocyte inside-out vesicle experiment: after co-incubation with 1 μM [³H] 3',5'-cGMP at 37℃ for 120 min, the Ki for inhibition of its high-affinity transport was 4.1±0.3 μM; at a concentration of 2 μM, it increased cGMP-specific ATPase activity to 430±160% of the basal value. When applied exogenously to A549 lung adenocarcinoma cells, it did not induce apoptosis.
In anesthetized mice, infusion via the jugular vein at a rate of 0.3 μmol・kg⁻¹・min⁻¹ for 45 min significantly increased urinary excretion of 2',3'-cGMP, 2'-GMP, 3'-GMP, and guanosine; basal urinary 2',3'-cGMP excretion was increased by 147% in CNPase knockout mice; this infusion dose had no significant effect on mean arterial pressure in mice.
References:
[1] Boadu E, Vaskinn S, Sundkvist E, Jaeger R, Sager G. Inhibition by guanosine cyclic monophosphate (cGMP) analogues of uptake of [(3)H]3',5'-cGMP without stimulation of ATPase activity in human erythrocyte inside-out vesicles. Biochem Pharmacol. 2001 Aug 15;62(4):425-9. doi: 10.1016/s0006-2952(01)00682-7. PMID: 11448451.
[2] Sokurenko JV, Zelenikhin PV, Ulyanova VV, Kolpakov AI, Muler D, Ilinskaya ON. [Identification of 2',3'-cGMP as an intermediate of RNA catalytic cleavage by binase and evaluation of its biological action]. Bioorg Khim. 2015 Jan-Feb;41(1):37-43. Russian. doi: 10.1134/s1068162015010136. PMID: 26050470.
[3]Jackson EK, Mi Z, Janesko-Feldman K, Jackson TC, Kochanek PM. 2',3'-cGMP exists in vivo and comprises a 2',3'-cGMP-guanosine pathway. Am J Physiol Regul Integr Comp Physiol. 2019 Jun 1;316(6):R783-R790. doi: 10.1152/ajpregu.00401.2018. Epub 2019 Feb 21. PMID: 30789788; PMCID: PMC6620655.
| Storage | 4°C, protect from light, stored under nitrogen |
| M.Wt | 367.19 |
| Cas No. | 15718-49-7 |
| Formula | C10H12N5O7P.Na |
| Synonyms | Guanosine, cyclic 2′,3′-(hydrogen phosphate), sodium salt (1:1) |
| Chemical Name | sodium (3aR,4R,6R,6aR)-4-(2-amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-6-(hydroxymethyl)tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-2-olate 2-oxide |
| Canonical SMILES | C(O)[C@H]1O[C@H]([C@]2([C@@]1(OP(=O)(O)O2)[H])[H])N3C4=C(N=C3)C(=O)N=C(N)N4.[Na] |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |