85-32-5
85-32-5
Chemical Structure
5'-Guanylic acid
Synonym(s): 5'-GMP; 5'-guanosine monophosphate
- CAS. Nr.: 85-32-5
- Formula:C10H14N5O8P
- Molecular Weight:363.22
IUPAC Name: ((2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
InChIKey: RQFCJASXJCIDSX-UUOKFMHZSA-N
SMILES: O=P(O)(OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=C(N)NC3=O)O1)O)O)O
Biological Activity: 5'-Guanylic acid is a purine nucleotide that participates in physiological processes such as energy metabolism, signal transduction, and gene expression regulation. 5'-Guanylic acid regulates the expression of genes related to fatty acid metabolism. 5'-Guanylic acid is the weak agonist for ionotropic glutamate receptors (iGluR), reduces the activity of the glutamatergic system and exhibits neuroprotective effect. 5'-Guanylic acid also causes neuronal cell death at high concentrations[1][2][3].
| Art. -Nr. | Produktname | Reinheit | Beschreibung | Pricing | |||||||||||||||||||
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5'-Guanylic acid | 99.96% | 5'-Guanylic acid is a purine nucleotide that participates in physiological processes such as energy metabolism, signal transduction, and gene expression regulation. 5'-Guanylic acid regulates the expression of genes related to fatty acid metabolism. 5'-Guanylic acid is the weak agonist for ionotropic glutamate receptors (iGluR), reduces the activity of the glutamatergic system and exhibits neuroprotective effect. 5'-Guanylic acid also causes neuronal cell death at high concentrations. | ||||||||||||||||||||
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5'-Guanylic acid (Standard) | 99.74% | 5'-Guanylic acid is a purine nucleotide that participates in physiological processes such as energy metabolism, signal transduction, and gene expression regulation. 5'-Guanylic acid regulates the expression of genes related to fatty acid metabolism. 5'-Guanylic acid is the weak agonist for ionotropic glutamate receptors (iGluR), reduces the activity of the glutamatergic system and exhibits neuroprotective effect. 5'-Guanylic acid also causes neuronal cell death at high concentrations. | ||||||||||||||||||||
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5'-Guanylic acid-13C10 dilithium | 5'-Guanylic acid-13C10 (5'-GMP-13C10 dilithium; 5'-guanosine monophosphate-13C10) dilithium is 13C-labeled 5'-Guanylic acid (HY-N5134). 5'-Guanylic acid (5'-GMP) is involved in several metabolic disorders, including the AICA-ribosiduria pathway, adenosine deaminase deficiency, adenine phosphoribosyltransferase deficiency (aprt), and the 2-hydroxyglutric aciduria pathway. | |||||||||||||||||||||
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5'-Guanylic acid-d12 dilithium | 5'-Guanylic acid-d12 (5'-GMP-d12 dilithium; 5'-guanosine monophosphate-d12) dilithium is deuterium labeled 5'-Guanylic acid (HY-N5134). 5'-Guanylic acid (5'-GMP) is involved in several metabolic disorders, including the AICA-ribosiduria pathway, adenosine deaminase deficiency, adenine phosphoribosyltransferase deficiency (aprt), and the 2-hydroxyglutric aciduria pathway. | |||||||||||||||||||||
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5'-Guanylic acid-15N5,d12 dilithium | 5'-Guanylic acid-15N5,d12 (5'-GMP-15N5,d12 dilithium; 5'-guanosine monophosphate-15N5,d12) dilithium is deuterium and 15N labeled 5'-Guanylic acid (HY-N5134). 5'-Guanylic acid (5'-GMP) is involved in several metabolic disorders, including the AICA-ribosiduria pathway, adenosine deaminase deficiency, adenine phosphoribosyltransferase deficiency (aprt), and the 2-hydroxyglutric aciduria pathway. | |||||||||||||||||||||
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((2R,3S,4R,5R)-5-(2-Amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate-15N4 sodium | ((2R,3S,4R,5R)-5-(2-Amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate-15N4 (sodium) is a 15N-labeled ((2R,3S,4R,5R)-5-(2-Amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate (so | |||||||||||||||||||||
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5'-Guanylic acid-13C10,15N5 dilithium | 5'-Guanylic acid-13C10,15N5 (5'-GMP-13C10,15N5 dilithium; 5'-guanosine monophosphate-13C10,15N5) dilithium is 13C and 15N-labeled 5'-Guanylic acid (HY-N5134). 5'-Guanylic acid (5'-GMP) is involved in several metabolic disorders, including the AICA-ribosiduria pathway, adenosine deaminase deficiency, adenine phosphoribosyltransferase deficiency (aprt), and the 2-hydroxyglutric aciduria pathway. | |||||||||||||||||||||
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5'-Guanylic acid-15N5 dilithium | 99.33% | 5'-Guanylic acid-15N5 (5'-GMP-15N5 dilithium; 5'-guanosine monophosphate-15N5) dilithium is 15N labeled 5'-Guanylic acid (HY-N5134). 5'-Guanylic acid (5'-GMP) is involved in several metabolic disorders, including the AICA-ribosiduria pathway, adenosine deaminase deficiency, adenine phosphoribosyltransferase deficiency (aprt), and the 2-hydroxyglutric aciduria pathway. | ||||||||||||||||||||
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Guanosine 5'-diphosphate | Guanosine 5'-diphosphate (GDP) is a nucleoside diphosphate that activates adenosine 5'-triphosphate-sensitive K+ channel. Guanosine 5'-diphosphate is an iron mobilizer, which forms a complex with hepcidin to inhibit the hepcidin-ferroportin (FPN) interaction and modulates the IL-6/stat-3 pathway. Guanosine 5'-diphosphate ameliorates the Turpentine-induced anemia of inflammation (AI) in mice when combined with FeSO4. Guanosine 5'-diphosphate can be used in the research of AI. | |||||||||||||||||||||
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5'-GMPS | 5'-GMPS is an analogue of 5'-GMP and a substrate, competitive inhibitor or regulator of enzymes that interact with 5'-GMP. 5'-GMPS is suitable as a primer of RNA synthesis by T7 RNA polymerase. | |||||||||||||||||||||
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6-T-5'-GMP | 6-T-5'-GMP (6-Thioguanosine monophosphate) is an analogue of guanosine-5'-O-monophosphate (5'-GMP) and a metabolite of an immunosuppressive drug, Azathioprine (HY-B0256). | |||||||||||||||||||||
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Sp-GDPαS | Sp-GDPαS is a regulator of GDP-binding proteins. Sp-GDPαS is metabolically more stable than GTP. | |||||||||||||||||||||
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Guanosine | 99.23% | Guanosine (DL-Guanosine) is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine possesses anti-HSV activity. | ||||||||||||||||||||
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Guanosine-15N5 | 99.6% | Guanosine-15N5 is the 15N labeled Guanosine. Guanosine (DL-Guanosine) is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine possesses anti-HSV activity. | ||||||||||||||||||||
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Guanosine-13C10,15N5 | 99.9% | Guanosine-13C10,15N5 is the 13C and 15N labeled Guanosine (HY-N0097). Guanosine (DL-Guanosine) is a purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine possesses anti-HSV activity. | ||||||||||||||||||||
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ara-GMP | ara-GMP (ara-G monophosphate) is a metabolite of Arabinosylguanine (ara-G) (HY-N0097A). ara-GMP incorporates into replicating DNA , initiates S phase-specific apoptosis. ara-GMP can be used for the research of cancer, such as T-cell acute lymphoblastic leukemia. | |||||||||||||||||||||
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5'-Guanylic acid disodium salt | 99.53% | 5'-Guanylic acid disodium salt is the disodium salt form of 5'-Guanylic acid (HY-N5134). 5'-Guanylic acid disodium salt is a purine nucleotide that participates in physiological processes such as energy metabolism, signal transduction, and gene expression regulation. 5'-Guanylic acid disodium salt regulates the expression of genes related to fatty acid metabolism. 5'-Guanylic acid disodium salt is the weak agonist for ionotropic glutamate receptors (iGluR), reduces the activity of the glutamatergic system and exhibits neuroprotective effect. 5'-Guanylic acid disodium salt also causes neuronal cell death at high concentrations. | ||||||||||||||||||||
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References
- [1]. Tansutaphanit S, et al. Impact of purine nucleotide on fatty acid metabolism and expression of lipid metabolism-related gene in the liver cell of rainbow trout Oncorhynchus mykiss. Comp Biochem Physiol B Biochem Mol Biol. 2023 Jun-Jul;266:110845. [Content Brief]
- [2]. Almeida RF, et al. Systemic administration of GMP induces anxiolytic-like behavior in rats. Pharmacol Biochem Behav. 2010 Sep;96(3):306-11. [Content Brief]
- [3]. Molz S, et al., Guanosine-5'-monophosphate induces cell death in rat hippocampal slices via ionotropic glutamate receptors activation and glutamate uptake inhibition. Neurochem Int. 2009 Dec;55(7):703-9. [Content Brief]
Keywords
- 5'-Guanylic acid
- 5'-Guanylic acid (Standard)
- 5'-Guanylic acid-13C10 dilithium
- 5'-Guanylic acid-d12 dilithium
- 5'-Guanylic acid-15N5,d12 dilithium
- ((2R,3S,4R,5R)-5-(2-Amino-6-oxo-3,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl phosphate-15N4 sodium
- 5'-Guanylic acid-13C10,15N5 dilithium
- 5'-Guanylic acid-15N5 dilithium
