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Merck

77951

Imidazolepropionic acid

≥98.0% (GC)

Synonym(s):

1H-Imidazole-4-propanoic acid, 1H-Imidazole-5-propanoic acid, 3-(1H-Imidazol-4-yl)propionic acid, 3-(Imidazol-4(5)-yl)propionic acid, Deamino-histidine, Dihydrourocanic acid, NSC 66737

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About This Item

Empirical Formula (Hill Notation):
C6H8N2O2
CAS Number:
1074-59-5
Molecular Weight:
140.14
NACRES:
NA.25
PubChem Substance ID:
329768045
UNSPSC Code:
12352106
EC Number:
214-045-0
MDL number:
MFCD18459271
Assay:
≥98.0% (GC)
Form:
powder

Key Documents

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Quality Level

100

assay

≥98.0% (GC)

form

powder

storage temp.

2-8°C

SMILES string

OC(CCC1=CN=CN1)=O

InChI

1S/C6H8N2O2/c9-6(10)2-1-5-3-7-4-8-5/h3-4H,1-2H2,(H,7,8)(H,9,10)

InChI key

ZCKYOWGFRHAZIQ-UHFFFAOYSA-N

Biochem/physiol Actions

Imidazolepropionic acid is a product of histidine metabolism, which may involve oxidation or transamination

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP0201
BCCK7700
BCCH4693
BCCC9841
BCBS3337V

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A nitrogen-15 nuclear magnetic resonance study of the acid-base and tautomeric equilibriums of 4-substituted imidazoles and its relevance to the catalytic mechanism of .alpha.-lytic protease.
Roberts, J. D. , et al.
Journal of the American Chemical Society, 104, 3945-3949 (1982)
A covalent nicotinamide adenine dinucleotide intermediate in the urocanase reaction.
L H Matherly et al.
Biochemistry, 21(11), 2789-2794 (1982-05-25)
Histidine metabolism in the human adult: histidine blood tolerance, and the effect of continued free L-histidine ingestion on the concentration of imidazole compounds in blood and urine.
W D Block et al.
The Journal of nutrition, 91(2), 189-194 (1967-02-01)
I Antener et al.
International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition, 53(2), 199-209 (1983-01-01)
The present study, as a part of a broader investigation on protein-energy-malnutrition (PEM) in rural Zaire, was undertaken in order to clarify varying aspects of histidine metabolism in patients suffering from protein-energy malnutrition (PEM). Measurement of histidine and its derivatives
Raminta Venskutonytė et al.
Nature communications, 12(1), 1347-1347 (2021-03-03)
The human microbiome can produce metabolites that modulate insulin signaling. Type 2 diabetes patients have increased circulating concentrations of the microbially produced histidine metabolite, imidazole propionate (ImP) and administration of ImP in mice resulted in impaired glucose tolerance. Interestingly, the
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Global Trade Item Number

SKUGTIN
77951-250MG04061832405261
77951-50MG04061832405278
77951-10MG04061832860640

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