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Merck

G6752

Guanosine

≥98%

Synonym(s):

9-(β-D-Ribofuranosyl)guanine, Guanine-9-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C10H13N5O5
CAS Number:
118-00-3
Molecular Weight:
283.24
PubChem Substance ID:
24895268
UNSPSC Code:
41106305
MDL number:
MFCD00010182
NACRES:
NA.51
EC Number:
204-227-8
Beilstein/REAXYS Number:
625911
Assay:
≥98%
Biological source:
microbial
Form:
powder
Solubility:
formic acid:water (1:1): 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

Key Documents

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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

InChI key

NYHBQMYGNKIUIF-UUOKFMHZSA-N

SMILES string

[H]O[H].NC1=Nc2c(ncn2[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)C(=O)N1

biological source

microbial

assay

≥98%

form

powder

mp

250 °C (dec.) (lit.)

solubility

formic acid:water (1:1): 50 mg/mL, clear to very slightly hazy, colorless to faintly yellow

Quality Level

200

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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.

Application

Guanosine has been used:
  • as a reference standard for the analysis of glucosinolates by high-performance liquid chromatography with diode-array detection and electrospray ionization tandem mass spectrometry (HPLC-DAD-ESI/MS)
  • as a component of Mouse Embryonic Fibroblasts (MEFs) culture
  • as a standard for the detection of residual RNA contaminant in oil palm plant genome samples by HPLC

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 Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

G6752-100G: + G6752-VAR: + G6752-5G: + G6752-500G: + G6752-1G: + G6752-BULK: + G6752-25G: + G6752-100MG-KC: + G6752-100MG: + 2530134:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4753
BCCM2782
BCCL5219
BCCL7461
BCCJ8525

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Guanosine: a neuromodulator with therapeutic potential in brain disorders
Lanznaster D, et al.
Aging and disease, 7(5), 657-657 (2016)
Guanosine supplementation reduces apoptosis and protects renal function in the setting of ischemic injury
Kelly KJ, et al.
The Journal of Clinical Investigation, 108(9), 1291-1298 (2001)
mTORC1 couples nucleotide synthesis to nucleotide demand resulting in a targetable metabolic vulnerability
Valvezan AJ, et al.
Cancer Cell, 32(5), 624-638 (2017)
Qualitative and quantitative analysis of glucosinolates and nucleosides in Radix Isatidis by HPLC and liquid chromatography tandem mass spectrometry
Wang X, et al.
Acta Pharmaceutica Sinica. B, 3(5), 337-344 (2013)
Variations in genomic DNA methylation during the long-term in vitro proliferation of oil palm embryogenic suspension cultures
Rival A, et al.
Plant Cell Reports, 32(3), 359-368 (2013)
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