Guanosine CAS 118-00-3
Introduction：Basic information about Guanosine CAS 118-00-3, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Guanosine Basic informationDescription Reference
| Product Name: | Guanosine |
| Synonyms: | usafcb-11;O-(BETA-D-RIBOFURANOSYL)GUANINE;D-GUANOSINE;GR;GUANOSINE;GUANINE-9-BETA-D-RIBOFURANOSIDE;GUANINE RIBOSIDE;9-[BETA-D-RIBOFURANOSYL]GUANINE |
| CAS: | 118-00-3 |
| MF: | C10H13N5O5 |
| MW: | 283.24 |
| EINECS: | 204-227-8 |
| Product Categories: | Inhibitors;nucleoside;Carbohydrates & Derivatives;Nucleic acids;Bases & Related Reagents;Nucleotides;Nucleotides and Nucleosides;Biochemistry;Nucleosides and their analogs;Nucleosides, Nucleotides & Related Reagents;Pharmaceutical Intermediates;API intermediates;Purine;118-00-3;Nucleosides-Ribonucleosides |
| Mol File: | 118-00-3.mol |
Guanosine Chemical Properties
| Melting point | 250 °C (dec.) (lit.) |
| alpha | -62 º (c=3, in 0.1 N NaOH) |
| Boiling point | 425.8°C (rough estimate) |
| density | 1.3790 (rough estimate) |
| refractive index | -76 ° (C=1, 1mol/L NaOH) |
| storage temp. | room temp |
| solubility | 0.1 M NaOH: 0.1 g/mL, clear, slightly yellow |
| pka | pK1:1.9(＋1);pK2:9.25(0);pK3:12.33(OH) (25°C) |
| form | Powder |
| color | White to light yellow |
| Odor | Odorless |
| PH | 2.14；9.03 |
| Optical Rotation | [α]20/D -73±2°, c = 1.5% in 1 M NaOH |
| biological source | synthetic |
| Water Solubility | 0.75 g/L (25 ºC) |
| λmax | 256 (pH 0.7)；253，276 (pH 7)；256～266 (pH 11.3) |
| Merck | 14,4566 |
| BRN | 625911 |
| Cosmetics Ingredients Functions | OPACIFYING SKIN CONDITIONING |
| 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 |
| InChIKey | NYHBQMYGNKIUIF-UUOKFMHZSA-N |
| SMILES | [H]O[H].NC1=Nc2c(ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1 |
| LogP | -2.331 (est) |
| CAS DataBase Reference | 118-00-3(CAS DataBase Reference) |
| NIST Chemistry Reference | guanosine(118-00-3) |
| EPA Substance Registry System | Guanosine (118-00-3) |
Safety Information
| Hazard Codes | T,Xi |
| Risk Statements | 25 |
| Safety Statements | 45-24/25-23 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | MF8750000 |
| F | 10-23 |
| Hazard Note | Irritant |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | Ⅲ |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
| Description | Guanosine is a purine nucleoside, in which the guanine attached to the C1 carbon of a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Its phosphorylated derivatives include GMP (guanosine monophosphate), cGMP (cyclic guanosine monophosphate), GDP (guanosine diphosphate), and GTP (guanosine triphosphate). These guanosine derivatives are very important in various biochemical processes, such as synthesis of nucleic acids and proteins, photosynthesis, muscle contraction, and intracellular signal transduction. Guanosine is thought to have neuroprotective properties. It can reduce neuroinflammation, oxidative stress, and excitotoxicity, as well as exerting trophic effects in neuronal and glial cells. It is shown to be protective in central nervous system diseases including ischemic stroke, Alzheimer’s disease, Parkinson’s disease, spinal cord injury, nociception, and depression. Guanosine is found to be associated with purine nucleoside phosphorylase (PNP) deficiency, which is an inborn error of metabolism. |
| Reference | L. E. B. Bettio, J. Gil-Mohapel, A. L. S. Rodrigues, Guanosine and its role in neurophathologies, Purinergic Signal, 2016, vol. 12, pp. 411-426 |
| Description | Guanosine is a purine nucleoside that is comprised of the purine base guanine attached to a ribose moiety. Mono-, di-, tri-, and cyclic monophosphorylated forms of guanosine (GMP, GDP, GTP, and cGMP, respectively) are essential for a variety of endogenous biochemical processes, such as signal transduction, metabolism, and RNA synthesis. |
| Chemical Properties | White, crystalline powder; odorless;mild saline taste. Very slightly soluble in cold water; soluble in boilingwater, dilute mineral acids, hot acetic acid, anddilute bases; insoluble in alcohol, ether, chloroform,and benzene. |
| Uses | Guanosine is used as a constituent of nucleic acids. It is used in metallic paints, simulated pearls,plastics,cosmetics industry etc,. It has been also used in pharmacokinetics as a prodrug. Guanosine is used in cell culture applications as a precursor of GMP. |
| Uses | Guanosine has been used:
|
| Definition | A NUCLEOSIDE present in DNAand RNA and consisting of guanine linkedto D-ribose via a β-glycosidic bond. |
| Definition | ChEBI: A purine nucleoside in which guanine is attached to ribofuranose via a beta-N9-glycosidic bond. |
| General Description | Guanosine is an aromatic organic molecule and a purine nucleoside. It is present in the cerebrospinal fluid, intestinal cells, blood-brain barrier and in brain microvessels. |
| Biochem/physiol Actions | Guanosine nucleoside elicits cellular effect as the guanine-based purinergic system. It modulates glutamate uptake by glutamate transporters. It may have neuroprotective functionality in central nervous system disorders. Guanosine promotes neurite arborization, outgrowth, proliferation and differentiation. Administration of guanosine replenished GTP and elicits protective function in renal ischemic injury. |
| Purification Methods | It crystallises from water as a dihydrate. Dry it at 110o.[Beilstein 26/18 V 81.] |
| References | [1] Biochemistry & Analytical Biochemistry[C]. 1900: 0. DOI: 10.4172/2161-1009 [2] HANSON RICHARD W. Garber A J. Phosphoenolpyruvate carboxykinase. I. Its ce:role in gluconeogenesis[J]. American Journal of Clinical Nutrition, 1972, 25 10: Pages 1010-1021. DOI: 10.1093/ajcn/25.10.1010 [3] NEER E J. G proteins: critical control points for transmembrane signals.[J]. Protein Science, 1994, 3 1: 3-14. DOI: 10.1002/pro.5560030102 [4] T OHTA R E T S Sarkar. The role of guanosine 5’-triphosphate in the initiation of peptide synthesis. 3. Binding of formylmethionyl-tRNA to ribosomes.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1967, 58 4: 1638-1644. DOI: 10.1073/pnas.58.4.1638 |
Guanosine Preparation Products And Raw materials
| Preparation Products | Acyclovir-->Ribavirin-->Guanosine 5'-monophosphate disodium salt-->Calcium 5'-ribonucleotide-->5'-Guanylic acid-->7-METHYLGUANINE-->N2,9-Diacetylguanine-->guanosine 3'-(dihydrogen phosphate)-->2',3'-cyclic UMP-->5-Bromouridine-->7,8-Dihydro-7-methylguanosine-->5-Methyluridine-->cytidine 2',3'-(hydrogen phosphate)-->7-METHYLGUANOSINE-->8-HYDROXYGUANOSINE-->6-THIOGUANOSINE |
