For research use only. Not for therapeutic Use.
5′-Phosphoguanylyl-(3′,5′)-guanosine(Cat No.:I044656), also known as pppGpp or guanosine tetraphosphate, is a regulatory nucleotide involved in the bacterial stringent response. It modulates transcription, translation, and enzyme activity during stress conditions such as amino acid starvation. By interacting with RNA polymerase and other cellular targets, it reprograms gene expression to promote survival and adaptation. This molecule plays a central role in bacterial physiology, virulence, and antibiotic resistance. As a signaling molecule in prokaryotes, 5′-Phosphoguanylyl-(3′,5′)-guanosine is a key focus in microbial research and a potential target for novel antimicrobial strategies.
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% |
IUPAC Name | [(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 |
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(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O[C@@H]4[C@H](O[C@H]([C@@H]4O)N5C=NC6=C5N=C(NC6=O)N)COP(=O)(O)O)O)O)N=C(NC2=O)N |
Chemistry Calculators | Dilution Calculator In vivo Formulation Calculator Molarity Calculator Molecular Weight Calculator Reconstitution Calculator |