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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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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
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
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
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