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219991

Sigma-Aldrich

4-Imidazoleacetic acid hydrochloride

98%

Synonym(s):

(4-Imidazolyl)acetic acid hydrochloride, I4AA

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O2 · HCl
CAS Number:
Molecular Weight:
162.57
Beilstein:
3701591
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

218-222 °C (lit.)

solubility

water: soluble 100 mg/mL, clear, faintly yellow

functional group

carboxylic acid

SMILES string

Cl.OC(=O)Cc1c[nH]cn1

InChI

1S/C5H6N2O2.ClH/c8-5(9)1-4-2-6-3-7-4;/h2-3H,1H2,(H,6,7)(H,8,9);1H

InChI key

MWHLCFYPFGFBQO-UHFFFAOYSA-N

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Application

4-Imidazoleacetic acid hydrochloride was used in the synthesis of:
  • imidazolyl-polyethylenimine modified nanoparticles
  • pyridyl and imidazoyl functionalized carboproteins, potential metal ion chelators

Biochem/physiol Actions

Competitive antagonist at GABAC receptors.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Pernille Tofteng et al.
Organic & biomolecular chemistry, 5(14), 2225-2233 (2007-07-05)
De novo design and total chemical synthesis of proteins provides a powerful approach for biological and biophysical studies with the ability to prepare artificial proteins with tailored properties, potentially of importance for biophysical studies, material science, nanobioscience, and as molecular
Archana Swami et al.
International journal of pharmaceutics, 335(1-2), 180-192 (2006-12-16)
The derivatives of polyethylenimine (PEI 25 and 750kDa) were synthesized by partially substituting their amino groups with imidazolyl moieties. The series of imidazolyl-PEIs thus obtained were cross-linked with polyethylene glycol (PEG) to get imidazolyl-PEI-PEG nanoparticles (IPP). The component of hydrophobicity
Nan Yan et al.
Small (Weinheim an der Bergstrasse, Germany), 15(41), e1903016-e1903016 (2019-08-20)
Developing tumor-responsive diagnosis and therapy strategies for tumor theranostics is still a challenge owing to their high accuracy and specificity. Herein, an AND logic gated-DNA nanodevice, based on the fluorescence nucleic acid probe and polymer-modified MnO2 nanosheets, for glutathione (GSH)-gated
Xumin Zhang et al.
Molecular & cellular proteomics : MCP, 6(11), 2032-2042 (2007-08-07)
A new method for enrichment of phosphopeptides in complex mixtures derived by proteolytic digestion of biological samples has been developed. The method is based on calcium phosphate precipitation of the phosphopeptides prior to further enrichment with established affinity enrichment methods.
Terrence M Black et al.
Journal of proteome research, 6(6), 2269-2276 (2007-05-03)
Advances in analytical techniques, specifically in mass spectrometry, have allowed for both facile protein identification and routine sequencing of proteins at increased sensitivity levels. Protein modifications present additional challenges because they occur at low stoichiometries and often change the analytical

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