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57510

Sigma-Aldrich

Inosine 5′-monophosphate disodium salt hydrate

≥99.0% (HPLC)

Synonym(s):

5′-IMP-Na2, 5′-Inosinic acid disodium salt hydrate, I-5′-P, IMP, Inosinic Acid

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About This Item

Empirical Formula (Hill Notation):
C10H11N4O8PNa2 · xH2O
CAS Number:
352195-40-5
Molecular Weight:
392.17 (anhydrous basis)
MDL number:
MFCD00150372
UNSPSC Code:
41106305
PubChem Substance ID:
24880778
NACRES:
NA.51

Quality Level

100

assay

≥99.0% (HPLC)

form

powder or crystals

optical activity

[α]20/D −32±2°, c = 1% in H2O

impurities

~25% water

SMILES string

[Na+].[Na+].O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP([O-])([O-])=O)n2cnc3C(=O)NC=Nc23

InChI

1S/C10H13N4O8P.2Na.H2O/c15-6-4(1-21-23(18,19)20)22-10(7(6)16)14-3-13-5-8(14)11-2-12-9(5)17;;;/h2-4,6-7,10,15-16H,1H2,(H,11,12,17)(H2,18,19,20);;;1H2/q;2*+1;/p-2/t4-,6-,7-,10-;;;/m1.../s1

InChI key

KQCIGEIXDXQSGM-MSQVLRTGSA-L

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Application

Inosine-5′-monophosphate (5′-IMP) may be used as a substrate to study the activity, specificity and kinetics of inosine 5′-monophosphate dehydrogenase (IMPDH) EC 1.1.1.205, the rate limiting enzyme for the formation of GMP and the guanine nucleotide pool.

Biochem/physiol Actions

Inosine monophosphate, or inosinic acid, is the ribonucleotide of hypoxanthine and the first nucleotide formed during purine synthesis.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Inosine 5′-monophosphate dehydrogenase activity as a biomarker in the field of transplantation.
Glander P, Hambach P, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry (2011)
Tomonori Nakanishi et al.
International immunopharmacology, 10(1), 91-97 (2009-10-21)
Inosine 5'-monophosphate dehydrogenase (IMPDH) inhibition is a critical target in solid organ transplantation, and the development of mycophenolate mofetil (MMF) represents a major advance in transplant medicine. In this study, the in vitro and in vivo pharmacological effects of BMS-566419
Sofie Haglund et al.
Therapeutic drug monitoring, 33(2), 200-208 (2011-02-12)
There is a large interindividual variability in thiopurine metabolism. High concentrations of methylthioinosine-5'-monophosphate (meTIMP) and low concentrations of 6-thioguanine nucleotides (6-TGNs) have been associated with a lower response rate and an increased risk of adverse events. In this study, the
Chanporn Chaosap et al.
Food science of animal resources, 40(3), 338-349 (2020-05-20)
The effects of organic Zn-L-selenomethionine (Zn-L-SeMet) at 0.3 ppm on carcass composition, meat characteristics, fatty acid composition, glutathione peroxidase activity, and ribonucleotide content were compared against the commercial inorganic sodium selenite (Na-Se) and the combination of the two, in commercial
L Hedstrom et al.
Current medicinal chemistry, 18(13), 1909-1918 (2011-04-27)
Inosine 5'-monophosphate dehydrogenase (IMPDH) catalyzes the first committed step of guanosine 5'-monophosphate (GMP) biosynthesis, and thus regulates the guanine nucleotide pool, which in turn governs proliferation. Human IMPDHs are validated targets for immunosuppressive, antiviral and anticancer drugs, but as yet
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