EGLU

EGLU
Identifiers
	IUPAC name (2S)-2-Amino-2-ethylpentanedioic acid;
CAS Number	170984-72-2 [yes];
PubChem CID	5311079;
IUPHAR/BPS	1400;
ChemSpider	4470613 ;
CompTox Dashboard (EPA)	DTXSID50415504 ;
Chemical and physical data
Formula	C7H13NO4
Molar mass	175.184 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(O)CC[C@](N)(C(=O)O)CC;
	InChI InChI=1S/C7H13NO4/c1-2-7(8,6(11)12)4-3-5(9)10/h2-4,8H2,1H3,(H,9,10)(H,11,12)/t7-/m0/s1 ; Key:QFYBYZLHPIALCZ-ZETCQYMHSA-N ;
	(what is this?) (verify)

EGLU ((2S)-α-ethylglutamic acid ) is a drug that is used in neuroscience research. It was one of the first compounds found that acts as a selective antagonist for the group II metabotropic glutamate receptors (mGluR_2/3), and so has been useful in the characterization and study of this receptor subfamily.^[1]^[2]^[3]^[4]^[5]^[6]^[7]

References

^ Jane DE, Thomas NK, Tse HW, Watkins JC (1996). "Potent antagonists at the L-AP4- and (1S,3S)-ACPD-sensitive presynaptic metabotropic glutamate receptors in the neonatal rat spinal cord". Neuropharmacology. 35 (8): 1029–35. doi:10.1016/S0028-3908(96)00048-2. PMID 9121605. S2CID 6238847.
^ Huang L, Rowan MJ, Anwyl R (February 1999). "Induction of long-lasting depression by (+)-alpha-methyl-4-carboxyphenylglycine and other group II mGlu receptor ligands in the dentate gyrus of the hippocampus in vitro". European Journal of Pharmacology. 366 (2–3): 151–8. doi:10.1016/S0014-2999(98)00918-2. PMID 10082195.
^ Palazzo E, Marabese I, de Novellis V, Oliva P, Rossi F, Berrino L, et al. (March 2001). "Metabotropic and NMDA glutamate receptors participate in the cannabinoid-induced antinociception". Neuropharmacology. 40 (3): 319–26. doi:10.1016/S0028-3908(00)00160-X. PMID 11166324. S2CID 41189905.
^ Iserhot C, Gebhardt C, Schmitz D, Heinemann U (November 2004). "Glutamate transporters and metabotropic receptors regulate excitatory neurotransmission in the medial entorhinal cortex of the rat". Brain Research. 1027 (1–2): 151–60. doi:10.1016/j.brainres.2004.08.052. PMID 15494166. S2CID 33373525.
^ Cahusac PM, Wan H (April 2007). "Group II metabotropic glutamate receptors reduce excitatory but not inhibitory neurotransmission in rat barrel cortex in vivo". Neuroscience. 146 (1): 202–12. doi:10.1016/j.neuroscience.2007.01.049. PMID 17346894. S2CID 37975672.
^ Kim WY, Vezina P, Kim JH (August 2008). "Blockade of group II, but not group I, mGluRs in the rat nucleus accumbens inhibits the expression of conditioned hyperactivity in an amphetamine-associated environment". Behavioural Brain Research. 191 (1): 62–6. doi:10.1016/j.bbr.2008.03.010. PMID 18433894. S2CID 24250755.
^ Altinbilek B, Manahan-Vaughan D (January 2009). "A specific role for group II metabotropic glutamate receptors in hippocampal long-term depression and spatial memory". Neuroscience. 158 (1): 149–58. doi:10.1016/j.neuroscience.2008.07.045. PMID 18722513. S2CID 40251815.

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[1] Jane DE, Thomas NK, Tse HW, Watkins JC (1996). "Potent antagonists at the L-AP4- and (1S,3S)-ACPD-sensitive presynaptic metabotropic glutamate receptors in the neonatal rat spinal cord". Neuropharmacology. 35 (8): 1029–35. doi:10.1016/S0028-3908(96)00048-2. PMID 9121605. S2CID 6238847.

[2] Huang L, Rowan MJ, Anwyl R (February 1999). "Induction of long-lasting depression by (+)-alpha-methyl-4-carboxyphenylglycine and other group II mGlu receptor ligands in the dentate gyrus of the hippocampus in vitro". European Journal of Pharmacology. 366 (2–3): 151–8. doi:10.1016/S0014-2999(98)00918-2. PMID 10082195.

[3] Palazzo E, Marabese I, de Novellis V, Oliva P, Rossi F, Berrino L, et al. (March 2001). "Metabotropic and NMDA glutamate receptors participate in the cannabinoid-induced antinociception". Neuropharmacology. 40 (3): 319–26. doi:10.1016/S0028-3908(00)00160-X. PMID 11166324. S2CID 41189905.

[4] Iserhot C, Gebhardt C, Schmitz D, Heinemann U (November 2004). "Glutamate transporters and metabotropic receptors regulate excitatory neurotransmission in the medial entorhinal cortex of the rat". Brain Research. 1027 (1–2): 151–60. doi:10.1016/j.brainres.2004.08.052. PMID 15494166. S2CID 33373525.

[5] Cahusac PM, Wan H (April 2007). "Group II metabotropic glutamate receptors reduce excitatory but not inhibitory neurotransmission in rat barrel cortex in vivo". Neuroscience. 146 (1): 202–12. doi:10.1016/j.neuroscience.2007.01.049. PMID 17346894. S2CID 37975672.

[6] Kim WY, Vezina P, Kim JH (August 2008). "Blockade of group II, but not group I, mGluRs in the rat nucleus accumbens inhibits the expression of conditioned hyperactivity in an amphetamine-associated environment". Behavioural Brain Research. 191 (1): 62–6. doi:10.1016/j.bbr.2008.03.010. PMID 18433894. S2CID 24250755.

[7] Altinbilek B, Manahan-Vaughan D (January 2009). "A specific role for group II metabotropic glutamate receptors in hippocampal long-term depression and spatial memory". Neuroscience. 158 (1): 149–58. doi:10.1016/j.neuroscience.2008.07.045. PMID 18722513. S2CID 40251815.

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Identifiers

IUPAC name (2S)-2-Amino-2-ethylpentanedioic acid
CAS Number	170984-72-2^Y[yes]
PubChem CID	5311079
IUPHAR/BPS	1400
ChemSpider	4470613^N
CompTox Dashboard (EPA)	DTXSID50415504
Chemical and physical data
Formula	C₇H₁₃NO₄
Molar mass	175.184 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(O)CC[C@](N)(C(=O)O)CC
InChI InChI=1S/C7H13NO4/c1-2-7(8,6(11)12)4-3-5(9)10/h2-4,8H2,1H3,(H,9,10)(H,11,12)/t7-/m0/s1^N Key:QFYBYZLHPIALCZ-ZETCQYMHSA-N^N
^NY (what is this?) (verify)