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I4125

Sigma-Aldrich

Inosine

≥99% (HPLC)

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Synonym(s):
(−)-Inosine, Hypoxanthine 9-β-D-ribofuranoside
Empirical Formula (Hill Notation):
C10H12N4O5
CAS Number:
Molecular Weight:
268.23
Beilstein:
624896
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

Assay

≥99% (HPLC)

mp

222-226 °C (dec.) (lit.)

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3C(=O)NC=Nc23

InChI

1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7-,10-/m1/s1

InChI key

UGQMRVRMYYASKQ-KQYNXXCUSA-N

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This Item
PHR2412A4036G6752
Inosine ≥99% (HPLC)

Sigma-Aldrich

I4125

Inosine

Adenosine Impurity G Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR2412

Adenosine Impurity G

Adenosine suitable for cell culture, BioReagent

Sigma-Aldrich

A4036

Adenosine

Guanosine ≥98%

Sigma-Aldrich

G6752

Guanosine

mp

222-226 °C (dec.) (lit.)

mp

222-226 °C (dec.) (lit.)

mp

234-236 °C (lit.)

mp

250 °C (dec.) (lit.)

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

100, 200

General description

Inosine is a non-canonical nucleotide majorly present as monophosphate. It has ability to base pair with deoxythymidine, deoxyadenosine and deoxyguanosine. Incorporation of inosine in place of guanine modulates translational events. Inosine has antioxidant, anti-inflammatory and neuroprotective functionality. Inosine is prescribed as a therapeutic supplement for nerve injury, inflammation and oxidative stress. It modulates biological processes through adenosine receptors. Its enhances neurite outgrowth in depressive disorders via adenosine receptors. Inosine is also used for treating sepsis in infections.

Application

Inosine has been used:
  • as a medium supplement in nucleotide rescue experiments in pancreatic cancer cell lines.
  • as a component in holidic (synthetic) medium and in larval two-choice preference assay.
  • as a reference standard in mass spectroscopy.

Biochem/physiol Actions

Inosine is a potent stimulator of nerve growth factor (NGF) induced neurite outgrowth. The elevated levels of inosine in brain following injury are associated with the increased expression proteins related to axonal regeneration and growth. Mice given inosine demonstrated enhanced recovery of fine motor control following ischemic brain damage. Inosine may be used in studies of the process A-to-I RNA editing.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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25G
Pack Size/Quantity

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Inosine-a Multifunctional Treatment for Complications of Neurologic Injury
Doyle C, et al.
Cellular Physiology and Biochemistry, 49(6), 2293-2303 (2018)
Inosine in DNA and RNA
Alseth I, et al.
Current Opinion in Genetics & Development, 26, 116-123 (2014)
The taste of ribonucleosides: Novel macronutrients essential for larval growth are sensed by Drosophila gustatory receptor proteins
Mishra D, et al.
PLoS Biology, 16(8), e2005570-e2005570 (2018)
Inosine reduces systemic inflammation and improves survival in septic shock induced by cecal ligation and puncture
Liaudet L, et al.
American Journal of Respiratory and Critical Care Medicine, 164(7), 1213-1220 (2001)
Oral administration of inosine produces antidepressant-like effects in mice
Muto J, et al.
Scientific Reports, 4, 4199-4199 (2014)

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