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I4125

Sigma-Aldrich

Inosine

≥99% (HPLC)

Synonym(s):

(−)-Inosine, Hypoxanthine 9-β-D-ribofuranoside

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About This Item

Empirical Formula (Hill Notation):
C10H12N4O5
CAS Number:
58-63-9
Molecular Weight:
268.23
Beilstein/REAXYS Number:
624896
EC Number:
200-390-4
MDL number:
MFCD00066770
UNSPSC Code:
41106305
PubChem Substance ID:
24896051
NACRES:
NA.51
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Quality Level

200

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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General description

Inosine is a non-canonical nucleotide majorly present as monophosphate. It has ability to base pair with deoxythymidine, deoxyadenosine and deoxyguanosine.[1] Incorporation of inosine in place of guanine modulates translational events.[2] Inosine has antioxidant, anti-inflammatory and neuroprotective functionality. Inosine is prescribed as a therapeutic supplement for nerve injury, inflammation and oxidative stress.[3] It modulates biological processes through adenosine receptors. Its enhances neurite outgrowth in depressive disorders via adenosine receptors.[4] Inosine is also used for treating sepsis in infections.[5]

Application

Inosine has been used:
  • as a medium supplement in nucleotide rescue experiments in pancreatic cancer cell lines.[6]
  • as a component in holidic (synthetic) medium and in larval two-choice preference assay.[7]
  • as a reference standard in mass spectroscopy.[8]

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

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000453192
0000452941
0000452940
0000452941
0000453192

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Inosine in DNA and RNA
Alseth I, et al.
Current Opinion in Genetics & Development, 26, 116-123 (2014)
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)
Inosine induces context-dependent recoding and translational stalling
Licht K, et al.
Nucleic Acids Research (2018)
Inosine-a Multifunctional Treatment for Complications of Neurologic Injury
Doyle C, et al.
Cellular Physiology and Biochemistry, 49(6), 2293-2303 (2018)
Oral administration of inosine produces antidepressant-like effects in mice
Muto J, et al.
Scientific Reports, 4, 4199-4199 (2014)
View All Related Papers

Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. is it HPLC suitable???

    1 answer

    1. The purity of this product is determined by HPLC. While the item is not listed specifically as suitable for HPLC, the material is expected to perform well in this application.

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