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Guanosine

Alias: NSC19994; NSC 19994; Guanosine
Cat No.:V21947 Purity: ≥98%
Guanosine (DL-Guanosine) is Kind of nucleoside, which is composed of guanine and ribose ring, and the two are connected by β-N9-glycoside bond.
Guanosine
Guanosine Chemical Structure CAS No.: 118-00-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Guanosine (DL-Guanosine) is Kind of nucleoside, which is composed of guanine and ribose ring, and the two are connected by β-N9-glycoside bond. Guanosine has activity against HSV.
Guanosine is a purine nucleoside composed of the nitrogenous base guanine linked via a β-N9-glycosidic bond to a ribose sugar moiety. It is a fundamental component of nucleic acids (RNA) and plays essential roles in cell metabolism. Guanosine can be phosphorylated to become guanosine monophosphate (GMP), cyclic GMP (cGMP), guanosine diphosphate (GDP), and guanosine triphosphate (GTP). It has also shown neuroprotective and neurotrophic effects.
Biological Activity I Assay Protocols (From Reference)
Targets
Cyto megalovirus DNA polymerase (CMV UL54). Guanosine is an inhibitor of this target. It also serves as a substrate for kinases that phosphorylate it to GMP, cGMP, GDP, and GTP. These nucleotides are involved in various cellular processes, including energy transfer and signal transduction.
ln Vitro
Three different phosphorylated forms of guanosine include guanosine monophosphate (GMP), guanosine triphosphate (GTP), cyclic guanosine monophosphate (cGMP), and guanosine diphosphate (GDP). These forms are essential for many metabolic processes, including the production of proteins and nucleic acids, photosynthesis, contraction of muscles, and intracellular signal transduction (cGMP).
Guanosine possesses anti-HSV activity. It has also shown neuroprotective and neurotrophic effects in glial cells, hippocampal neurons, and pheochromocytoma cells by inducing proliferation and differentiation. Its conversion to GTP and cGMP is essential for metabolism.
ln Vivo
Specific in vivo activity data for Guanosine are limited. It has been studied for its effects on anaerobic growth in Bacillus mojavensis. Its neuroprotective and neurotrophic effects suggest potential in vivo activity in the central nervous system. However, detailed animal model studies are not extensively described.
Enzyme Assay
The in vitro assay for Guanosine's antiviral activity against HSV involves measuring the inhibition of viral replication in infected cell cultures. Cells are infected with HSV and treated with Guanosine, and the reduction in viral titer or viral DNA synthesis is measured.
Cell Assay
Specific in vitro cell-based assay protocols for Guanosine are not detailed. Its effects on cell proliferation and differentiation can be assessed in neuronal cell cultures. Cells are treated with Guanosine, and markers of proliferation and differentiation are measured using techniques such as immunocytochemistry or Western blotting.
Animal Protocol
Specific in vivo animal model protocols for Guanosine are not described. Its neuroprotective effects could be evaluated in animal models of neurodegenerative diseases or brain injury. However, specific studies are not detailed in the available literature.
ADME/Pharmacokinetics
As an endogenous nucleoside, Guanosine is metabolized through the purine nucleotide cycle. It is converted to guanine by purine nucleoside phosphorylase and then to uric acid by xanthine oxidase. Its half-life in the circulation is short.
Toxicity/Toxicokinetics
As an endogenous compound, Guanosine is generally considered safe. High concentrations may have toxic effects, but these are not well-characterized. It is not used as a drug and has a well-established safety profile as a natural metabolite.
References

[1]. De Clercq E1. Guanosine analogues as anti-herpesvirus agents. Nucleosides Nucleotides Nucleic Acids. 2000 Oct-Dec;19(10-12):1531-41.

Additional Infomation
Guanosine is a purine nucleoside in which guanine is linked to ribofuranose via a β-N(9)-glycosidic bond. It is an important metabolite. Guanosine belongs to the purine D-ribonucleotide class and is a member of the guanosine group. It is functionally related to guanine. Guanosine is a nucleoside formed by guanine being linked to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Guanosine can be phosphorylated to produce GMP (guanosine monophosphate), cGMP (cyclic guanosine monophosphate), GDP (guanosine diphosphate), and GTP (guanosine triphosphate), all of which are factors in signal transduction pathways. Guanosine is a metabolite present in or produced by Escherichia coli (K12 strain, MG1655 strain). Ribonucleotides are metabolites present in or produced by Escherichia coli (K12 strain, MG1655 strain).
Guanosine has also been reported in Daphnia pulex, Sinocrassula indica, and other organisms with relevant data.
Guanosine is a purine nucleoside composed of guanine and a ribose ring linked by a β-N9-glycosidic bond, and is essential for metabolism.
Guanosine is found in or produced by Saccharomyces cerevisiae. Saccharomyces cerevisiae is a purine nucleoside in which guanine is linked to the C1 carbon atom of the ribose through its N9 nitrogen atom. It is a component of ribonucleic acid (RNA), and its nucleotides play an important role in metabolism. (Excerpt from Dorland, 28th edition)
Guanosine is a fundamental nucleoside involved in RNA synthesis and cellular metabolism. It is a precursor for GTP, which is essential for protein synthesis and signal transduction. It has also been studied for its neuroprotective and antiviral properties. It is not a drug but has research applications in cell biology and neuroscience.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H13N5O5
Molecular Weight
283.2407
Exact Mass
283.091
CAS #
118-00-3
Related CAS #
Guanosine-8-d-1;Guanosine-15N5
PubChem CID
135398635
Appearance
White to off-white solid powder
Density
2.3±0.1 g/cm3
Boiling Point
756.6±70.0 °C at 760 mmHg
Melting Point
239 °C
Flash Point
411.4±35.7 °C
Vapour Pressure
0.0±2.7 mmHg at 25°C
Index of Refraction
1.955
LogP
-1.9
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
2
Heavy Atom Count
20
Complexity
446
Defined Atom Stereocenter Count
4
SMILES
O1[C@]([H])(C([H])([H])O[H])[C@]([H])([C@]([H])([C@]1([H])N1C([H])=NC2C(N([H])C(N([H])[H])=NC1=2)=O)O[H])O[H]
InChi Key
NYHBQMYGNKIUIF-UUOKFMHZSA-N
InChi Code
InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
Chemical Name
2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
Synonyms
NSC19994; NSC 19994; Guanosine
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 75 mg/mL (~264.79 mM)
H2O : ~1 mg/mL (~3.53 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 3.33 mg/mL (11.76 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 33.3 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.83 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (8.83 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5306 mL 17.6529 mL 35.3057 mL
5 mM 0.7061 mL 3.5306 mL 7.0611 mL
10 mM 0.3531 mL 1.7653 mL 3.5306 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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