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Merck

G137

Sigma-Aldrich

(2S,4R)-4-Methylglutamic acid

solid

别名:

SYM-2081

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About This Item

经验公式(希尔记法):
C6H11NO4
CAS号:
分子量:
161.16
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:

形狀

solid

光學活性

[α]23/D +23.2°, c = 0.73 in 6 M HCl(lit.)

顏色

white

溶解度

H2O: >10 mg/mL

SMILES 字串

C[C@H](C[C@H](N)C(O)=O)C(O)=O

InChI

1S/C6H11NO4/c1-3(5(8)9)2-4(7)6(10)11/h3-4H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,4+/m1/s1

InChI 密鑰

KRKRAOXTGDJWNI-DMTCNVIQSA-N

應用

(2S,4R)-4-Methylglutamic acid has been used as a kainate receptor (KAR) antagonist to test its effect on acetylcholine release in muscle cells.

生化/生理作用

(2S,4R)-4-Methylglutamic acid (SYM 2081) is a selective antagonist for the kainate receptor that elicits antihyperalgesic and antinociceptive functionality. It may be useful to treat mechanical allodynia associated with the cold-freeze injury model. SYM 2081 also mediates the suppression of glutamate release from injured C-fibers. It may also be involved in the attenuation of heat hyperalgesia in nerve injury models.

儲存類別代碼

13 - Non Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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Mariia S Shypshyna et al.
Neuroscience letters, 585, 1-5 (2014-12-03)
The role of Ca(2+)-permeable AMPA-receptors (CP-AMPARs) in the induction of paired-pulse depression (PPD) at glutamatergic nociceptive sensory synapses was examined in co-culture of rat's dorsal root ganglion and dorsal horn neurons. CP-AMPARs make a considerable contribution to excitatory postsynaptic currents
T Minami et al.
Brain research, 895(1-2), 178-185 (2001-03-22)
Glutamate is the main excitatory neurotransmitter in the central nervous system and has been shown to be involved in spinal nociceptive processing. We previously demonstrated that intrathecal (i.t.) administration of prostaglandin (PG) E(2) and PGF(2 alpha) induced touch-evoked pain (allodynia)
Keith J Todd et al.
Journal of neurophysiology, 91(2), 828-840 (2004-02-06)
The development and function of the vertebrate neuromuscular junction (NMJ) is continually being redefined. Previous studies have indicated that glutamate may play a role in the development or function of the NMJ by associating with presynaptic receptors. We have used
L E Ta et al.
Brain research, 858(1), 106-120 (2000-03-04)
Cold-freeze injury at -4 degrees C to the rat sciatic nerve produces mechanical allodynia and thermal hyperalgesia [M.A. Kleive, P.S. Jungbluth, J.A. Uhlenkamp, K.C. Kajander, Cold injury to rat sciatic nerve induces thermal hyperalgesia or analgesia, 8th World Congress on
N J Toms et al.
Neuropharmacology, 36(11-12), 1483-1488 (1998-03-28)
Since kainate evokes large non-desensitizing currents at alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors, kainate is of limited use in discriminating between AMPA and kainate receptors. Following recent reports that (2S,4R)-4-methylglutamate is a kainate receptor-selective agonist, we have radiolabelled and subsequently characterized the

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