6253-56-1
Chemical Structure
Xanthosine-5'-triphosphate
Synonym(s): 5'-XTP
- CAS No.: 6253-56-1
- Formula:C10H15N4O15P3
- Molecular Weight:524.17
IUPAC Name: ((2R,3S,4R,5R)-5-(2,6-dioxo-1,2,3,6-tetrahydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl tetrahydrogen triphosphate
InChIKey: CAEFEWVYEZABLA-UUOKFMHZSA-N
SMILES: O=C(C(N=C1)=C(N2)N1[C@@H]3O[C@H](COP(OP(OP(O)(O)=O)(O)=O)(O)=O)[C@@H](O)[C@H]3O)NC2=O
Biological Activity: Xanthosine-5'-triphosphate (5'-XTP) is a purine nucleotide that stimulates Adenylate Cyclase to induce Cyclic AMP (cAMP) (HY-B1511) biosynthesis, binds to the AL1 allosteric site of the D137N-SAMHD1 mutant to activate dNTP triphosphohydrolase activity, and stimulates P2Y/P2U purinergic receptor-coupled phosphoinositide-specific phospholipase C with Michaelis-Menten kinetics. Xanthosine-5'-triphosphate can be used for HIV-1 research[1][2][3][4][5][6][7].
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Xanthosine-5'-triphosphate | Xanthosine-5'-triphosphate (5'-XTP) is a purine nucleotide that stimulates Adenylate Cyclase to induce Cyclic AMP (cAMP) (HY-B1511) biosynthesis, binds to the AL1 allosteric site of the D137N-SAMHD1 mutant to activate dNTP triphosphohydrolase activity, and stimulates P2Y/P2U purinergic receptor-coupled phosphoinositide-specific phospholipase C with Michaelis-Menten kinetics. Xanthosine-5'-triphosphate can be used for HIV-1 research. | |||||||||||||||||||||
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References
- [1]. Wincek TJ, et al. Effects of prostaglandins and catecholamines on rat spleen adenylate cyclase in vitro. Biochimica et biophysica acta. 1976 Jul 21;437(2):571-6.
- [2]. Morris ER, et al. Crystal structures of SAMHD1 inhibitor complexes reveal the mechanism of water-mediated dNTP hydrolysis. Nature communications. 2020 Jun 23;11(1):3165.
- [3]. Butlen D, et al. Purine and pyrimidine nucleotide-sensitive phosphoinositidase C in ampulla from frog semicircular canal. The American journal of physiology. 1997 Jan;272(1 Pt 2):R51-8.
- [4]. Phillis JW, et al. Effects of adenosine and adenine nucleotides on synaptic transmission in the cerebral cortex. Canadian journal of physiology and pharmacology. 1979 Nov;57(11):1289-312.
- [5]. Tsverava L, et al. Preventing epileptogenesis by interaction between inositol isomers and proteins. Epilepsia open. 2025 Feb;10(1):120-133.
- [6]. Seifert R, et al. Effects of guanine, inosine, and xanthine nucleotides on beta(2)-adrenergic receptor/G(s) interactions: evidence for multiple receptor conformations. Molecular pharmacology. 1999 Aug;56(2):348-58.
- [7]. Boyer JL, et al. A molecularly identified P2Y receptor simultaneously activates phospholipase C and inhibits adenylyl cyclase and is nonselectively activated by all nucleoside triphosphates. Molecular pharmacology. 2000 Apr;57(4):805-10.
