| Identification | More | [Name]
2-Amino-9-beta-D-ribofuranosyl-9H-purine-6-(1H)-one hydrate | [CAS]
118-00-3 | [Synonyms]
2-AMINO-9-BETA-D-RIBOFURANOSYL-9H-PURINE-6-(1H)-ONE
9-B-D-RIBOFURANOSYLGUANINE
9-[BETA-D-RIBOFURANOSYL]GUANINE
D-GUANOSINE
GR
GUANINE-9-BETA-D-RIBOFURANOSIDE
GUANINE RIBOSIDE
GUANOSINE
O-(BETA-D-RIBOFURANOSYL)GUANINE
VERNINE
2(3H)-Imino-9-beta-D-ribofuranosyl-9H-purin-6(1H)-one
2-Amino-1,9-dihydro-9beta-d-ribofuranosyl-6H-purin-6-one
2-amino-inosin
6H-Purin-6-one, 2-amino-1,9-dihydro-9-beta-d-ribofuranosyl-
9-beta-d-ribofuranosyl-guanin
beta-d-Ribofuranoside, guanine-9
Guanine, 9beta-d-ribofuranosyl-
guanine-9,beta-d-ribofuranosid
Guanozin
Guo | [EINECS(EC#)]
204-227-8 | [Molecular Formula]
C10H13N5O5 | [MDL Number]
MFCD00010182 | [Molecular Weight]
283.24 | [MOL File]
118-00-3.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline | [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. ]
Store at RT. | [solubility ]
0.1 M NaOH: 0.1 g/mL, clear, slightly yellow
| [form ]
Powder | [pka]
pK1:1.9(＋1);pK2:9.25(0);pK3:12.33(OH) (25°C) | [color ]
White to light yellow | [Odor]
Odorless | [optical activity]
[α]20/D -73±2°, c = 1.5% in 1 M NaOH | [Water Solubility ]
0.75 g/L (25 ºC) | [Merck ]
14,4566 | [BRN ]
625911 | [InChIKey]
NYHBQMYGNKIUIF-UUOKFMHZSA-N | [LogP]
-2.331 (est) | [CAS DataBase Reference]
118-00-3(CAS DataBase Reference) | [NIST Chemistry Reference]
guanosine(118-00-3) | [EPA Substance Registry System]
118-00-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi | [Risk Statements ]
R25:Toxic if swallowed. | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
MF8750000
| [F ]
10-23 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
Ⅲ | [HS Code ]
29349990 |
| Questions And Answer | Back Directory | [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
|
| Hazard Information | Back Directory | [Chemical Properties]
White, crystalline powder; odorless;
mild saline taste. Very slightly soluble in cold water; soluble in boiling
water, dilute mineral acids, hot acetic acid, and
dilute bases; insoluble in alcohol, ether, chloroform,
and benzene. | [Uses]
A constituent of nucleic acids. | [Definition]
A NUCLEOSIDE present in DNA
and RNA and consisting of guanine linked
to 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. | [storage]
4°C, protect from light | [Purification Methods]
It crystallises from water as a dihydrate. Dry it at 110o.[Beilstein 26/18 V 81.] |
|
|