Molecular structure of 1-Aminocyclobutane-trans-1,3-dicarboxylic acid, CAS Number: 73550-55-7
1-Aminocyclobutane-trans-1,3-dicarboxylic acid (CAS 73550-55-7)
Alternate Names:
cis-1-Aminocyclobutane-1,3-dicarboxylic acid; cis-ACBD
Application:
1-Aminocyclobutane-trans-1,3-dicarboxylic acid is a potent inhibitor of EAAT
CAS Number:
73550-55-7
Molecular Weight:
159.14
Molecular Formula:
C6H9NO4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Description
Technical Information
Safety Information
SDS & Certificate of Analysis
1-Aminocyclobutane-trans-1,3-dicarboxylic acid is a potent, competitive and selective inhibitor of glutamate transporter (EAAT). Certain confusion exists over the naming of this compound because of apparent contradictions in the literature. This is the isomer which has the carboxylic acid and the amino groups on the same side. This confusion most likely stems from the difficulty in assigning priority to the functional groups: Cis/Trans nomenclature puts priority on the longest carbon chain, whereas other priority assignments typically follow Cahn/Ingold priority rules. The Cis isomer is also available under sc-200438.
1-Aminocyclobutane-trans-1,3-dicarboxylic acid (CAS 73550-55-7) References
- Differentiation of substrate and nonsubstrate inhibitors of the high-affinity, sodium-dependent glutamate transporters. | Koch, HP., et al. 1999. Mol Pharmacol. 56: 1095-104. PMID: 10570036
- Inhibition of high affinity L-glutamic acid uptake into rat cortical synaptosomes by the conformationally restricted analogue of glutamic acid, cis-1-aminocyclobutane-1,3-dicarboxylic acid. | Fletcher, EJ., et al. 1991. Neurosci Lett. 121: 133-5. PMID: 1673544
- Synthesis and activity of a potent N-methyl-D-aspartic acid agonist, trans-1-aminocyclobutane-1,3-dicarboxylic acid, and related phosphonic and carboxylic acids. | Allan, RD., et al. 1990. J Med Chem. 33: 2905-15. PMID: 2145435
- The mechanism and regulation of vesicular glutamate transport: Coordination with the synaptic vesicle cycle. | Eriksen, J., et al. 2020. Biochim Biophys Acta Biomembr. 1862: 183259. PMID: 32147354
- Adenosine triphosphate depletion reverses sodium-dependent, neuronal uptake of glutamate in rat hippocampal slices. | Madl, JE. and Burgesser, K. 1993. J Neurosci. 13: 4429-44. PMID: 8105040
- Differences in the release of L-glutamate and D-aspartate from primary neuronal chick cultures. | Lewin, L., et al. 1996. Neurochem Res. 21: 79-85. PMID: 8833227
- Persistent depression of synaptic responses occurs in quisqualate sensitized hippocampal slices after exposure to L-aspartate-beta-hydroxamate. | Roon, RJ. and Koerner, JF. 1996. Brain Res. 734: 223-8. PMID: 8896828
- Affinity of an insect Na+-dependent glutamate transporter for plant-derived cyclic substrates[J]. | Caveney S, McLean H M, Watson I. 1996. Insect Biochemistry and Molecular Biology,., 26(10):: 1027-1036.
- EPSP amplitudes at crayfish neuromuscular junctions are sensitive to methods of increasing glutamate concentrations in the synaptic cleft[J]. | Kaler M, Newton J, Simmons K. 2013. Pioneering Neuroscience,., 2:: 45-50.
- Fluoxetine and hyperforin appear to act like a known glutamate reuptake inhibitor by increasing EPSP duration in the crayfish neuromuscular junction[J]. | Hoye A, Mitchell D, Tucker A. 2013. Pioneering Neuroscience,., 3:: 41-44.
Inhibitor of:
EAAT.Activator of:
NMDAε1.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1-Aminocyclobutane-trans-1,3-dicarboxylic acid, 10 mg | sc-361072 | 10 mg | $139.00 | |||
1-Aminocyclobutane-trans-1,3-dicarboxylic acid, 50 mg | sc-361072A | 50 mg | $585.00 |