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I2879

Sigma-Aldrich

Inosine 5′-monophosphate from Saccharomyces cerevisiae

≥98%

Synonym(s):

I-5′-P, IMP, Inosinic Acid

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About This Item

Empirical Formula (Hill Notation):
C10H13N4O8P
CAS Number:
131-99-7
Molecular Weight:
348.21
EC Number:
205-045-1
MDL number:
MFCD00066754
UNSPSC Code:
41106305
PubChem Substance ID:
24896014
NACRES:
NA.51

Quality Level

200

Assay

≥98%

form

powder

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to almost colorless

storage temp.

−20°C

SMILES string

CC1(OCP(O)(O)=O)[C@@](O)(C)[C@@](C)(O)[C@@](N(C=N2)C3=C2C(NC=N3)=O)(C)O1

InChI

1S/C10H13N4O8P/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)

InChI key

GRSZFWQUAKGDAV-UHFFFAOYSA-N

Application

Inosine 5′-monophosphate (IMP) has been used as an umami tastant along with MSG to study their cortical responses and interactions in the human brain. It may be used as a substrate to study the distribution, specificity, and kinetics of inosine-5′-monophosphate dehydrogenase (IMPDH).

Biochem/physiol Actions

Inosine 5′-monophosphate is a purine nucleotide with a flavor-enhancing property. It acts as a precursor for the synthesis of both guanosine monophosphate (GMP) and adenosine monophosphate (AMP).

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

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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Yasuka Toda et al.
The Journal of biological chemistry, 288(52), 36863-36877 (2013-11-12)
Umami taste perception in mammals is mediated by a heteromeric complex of two G-protein-coupled receptors, T1R1 and T1R3. T1R1/T1R3 exhibits species-dependent differences in ligand specificity; human T1R1/T1R3 specifically responds to L-Glu, whereas mouse T1R1/T1R3 responds more strongly to other L-amino
H Mori et al.
Applied microbiology and biotechnology, 48(6), 693-698 (1998-02-11)
A novel process for producing inosine 5'-monophosphate (5'-IMP) has been demonstrated. The process consists of two sequential bioreactions; the first is a fermentation of inosine by a mutant of Corynebacterium ammoniagenes, and the second is a unique phosphorylating reaction of
Christine M Ordija et al.
American journal of physiology. Lung cellular and molecular physiology, 312(6), L1018-L1028 (2017-04-08)
Lung injury can release intracellular actin into the alveolar milieu and is also associated with increased susceptibility to secondary infections. We investigated the effect of free (extracellular) actin on lung macrophage host defense functions. Western blot analysis demonstrated free actin
Vivek Vinod et al.
Biochimica et biophysica acta. General subjects, 1865(1), 129758-129758 (2020-10-09)
Bacterial surface proteins act as potential adhesins or invasins. The GroEL is a signal peptide-free surface expressed protein that aids adhesion in Escherichia coli by binding to LOX-1 receptor of the host cells. Mycobacterium tuberculosis (Mtb) expresses GroEL2 protein, having
Haruhiko Oda et al.
Neurology, 81(20), 1741-1745 (2013-10-15)
To compare the usefulness of brain perfusion SPECT and (123)I-metaiodobenzylguanidine ((123)I-MIBG) in predicting the conversion of possible dementia with Lewy bodies (DLB) to probable DLB. We examined 94 patients with possible DLB based on the Consensus Criteria for the Clinical
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