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(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
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