Cyclic GMP (TBAOH)

• CAT Number: I041017
• Molecular Formula: C26H49N6O8P
• Molecular Weight: 604.68
• Purity: ≥95%
• Synonyms: 9-[(4aR,6R,7aR)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-1H-purin-6-one;tetrabutylazanium;hydroxide
• InChI: InChI=1S/C16H36N.C10H12N5O7P.H2O/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6;/h5-16H2,1-4H3;2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17);1H2/q+1;;/p-1/t;3-,5?,6+,9-;/m.1./s1
• InChIKey: MLRIRCVSOJNWQD-LOAXFSTJSA-M
• SMILES: CCCC[N+](CCCC)(CCCC)CCCC.C1C2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)O)OP(=O)(O1)O.[OH-]

Cyclic GMP (TBAOH) (Cat No.: I041017) is the tetrabutylammonium hydroxide salt form of cyclic guanosine monophosphate (cGMP), a key intracellular second messenger involved in vasodilation, phototransduction, and cellular signaling. This form enhances solubility in organic solvents, making it suitable for biochemical assays and signal transduction research. cGMP regulates protein kinases, ion channels, and phosphodiesterases, playing a critical role in cardiovascular, neural, and visual systems. Cyclic GMP (TBAOH) is widely used in pharmacological and physiological studies. For research use only in laboratory settings.

Reference

[1]. Wu J, et al. Cyclic GMP-AMP is an endogenous second messenger in innate immune signaling by cytosolic DNA. Science. 2013 Feb 15;339(6121):826-30.
[Content Brief]

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