Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

B141

Sigma-Aldrich

(±)-4-Bromohomoibotenic acid

solid

Synonym(s):

(±)-α-Amino-4-bromo-2,3-dihydro-3-oxo-5-isoxazolepropanoic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H7BrN2O4
CAS Number:
71366-32-0
Molecular Weight:
251.03
MDL number:
MFCD00153776
UNSPSC Code:
12352200
PubChem Substance ID:
329773184

form

solid

color

white

solubility

H2O: moderately soluble

SMILES string

NC(CC1=C(Br)C(=O)NO1)C(O)=O

InChI

1S/C6H7BrN2O4/c7-4-3(13-9-5(4)10)1-2(8)6(11)12/h2H,1,8H2,(H,9,10)(H,11,12)

InChI key

JRTOQOAGTSUNHA-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

Potent AMPA receptor agonist

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

T Coquelle et al.
Neuroreport, 11(12), 2643-2648 (2000-09-08)
The lack of subtype-selective compounds for AMPA receptors (AMPA-R) led us to search for compounds with such selectivity. Homoibotenic acid analogues were investigated at recombinant GluR1o, GluR2o(R), GluR3o and GluR1o + 3o receptors expressed in Sf9 insect cells and affinities
T G Banke et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 21(9), 3052-3062 (2001-04-20)
Although GluR1(o) and GluR3(o) are homologous at the amino acid level, GluR3(o) desensitizes approximately threefold faster than GluR1(o). By creating chimeras of GluR1(o) and GluR3(o) and point amino acid exchanges in their S2 regions, two residues were identified to be
Mai Marie Holm et al.
Proceedings of the National Academy of Sciences of the United States of America, 102(34), 12053-12058 (2005-08-16)
Glutamate receptors (GluRs) are the most abundant mediators of the fast excitatory neurotransmission in the human brain. Agonists will, after activation of the receptors, induce different degrees of desensitization. The efficacy of agonists strongly correlates with the agonist-induced closure of
D S Chung et al.
Journal of neurochemistry, 63(1), 133-139 (1994-07-01)
Glutamate activates a family of receptors, known as metabotropic glutamate receptors (mGluRs), that are coupled to various second messenger systems through G proteins. All mGluR subtypes characterized to date in rat brain slices are activated by the glutamate analogue 1-aminocyclopentane-1S,3R-dicarboxylic
U Madsen et al.
European journal of pharmacology, 230(3), 383-386 (1993-01-19)
The D-enantiomer of bromohomoibotenic acid (Br-HIBO) was inactive in electrophysiological experiments when administered alone, but enhanced depolarizations evoked by L-Br-HIBO or quisqualate when co-administered with these agonists. In addition, quisqualate induced a long-lasting (> 120 min) sensitization of cortical wedge
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service