5'-Phosphoguanylyl-(3',5')-guanosine

For research use only. Not for therapeutic Use.

  • CAT Number: I044656
  • CAS Number: 33008-99-0
  • Molecular Formula: C20H26N10O15P2
  • Molecular Weight: 708.43
  • Purity: ≥95%
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5′-Phosphoguanylyl-(3′,5′)-guanosine (pGpG) is an intermediate molecule produced by the pathway for enzymatic cyclic diguanylate (c-di-GMP) degradation. 5′-Phosphoguanylyl-(3′,5′)-guanosine can be used to detect the metabolism of nucleic acids[1][2].
5′-Phosphoguanylyl-(3′,5′)-guanosine reduces the rate of c-di-GMP degradation in cell lysates and inhibits the activity of EAL-dependent PDEs (PA2133, PvrR, and purified recombinant RocR) from P. aeruginosa[2].


Catalog Number I044656
CAS Number 33008-99-0
Synonyms

[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-4-hydroxy-2-(phosphonooxymethyl)oxolan-3-yl] hydrogen phosphate

Molecular Formula C20H26N10O15P2
Purity ≥95%
InChI InChI=1S/C20H26N10O15P2/c21-19-25-13-7(15(34)27-19)23-3-29(13)17-10(32)9(31)5(43-17)1-42-47(39,40)45-12-6(2-41-46(36,37)38)44-18(11(12)33)30-4-24-8-14(30)26-20(22)28-16(8)35/h3-6,9-12,17-18,31-33H,1-2H2,(H,39,40)(H2,36,37,38)(H3,21,25,27,34)(H3,22,26,28,35)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1
InChIKey ZEHOHLFQOXAZHX-MHARETSRSA-N
SMILES C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OC4C(OC(C4O)N5C=NC6=C5N=C(NC6=O)N)COP(=O)(O)O)O)O)N=C(NC2=O)N
Reference

[1]. Nesbitt NM, et, al. Modification of a bi-functional diguanylate cyclase-phosphodiesterase to efficiently produce cyclic diguanylate monophosphate. Biotechnol Rep (Amst). 2015 May 5;7:30-37.
 [Content Brief]

[2]. Cohen D, et, al. Oligoribonuclease is a central feature of cyclic diguanylate signaling in Pseudomonas aeruginosa. Proc Natl Acad Sci U S A. 2015 Sep 8;112(36):11359-64.
 [Content Brief]

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