G137
(2S,4R)-4-Methylglutamic acid
solid
别名:
SYM-2081
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关于此项目
经验公式（希尔记法）:
C6H11NO4
化学文摘社编号:
分子量:
161.16
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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
SMILES string
C[C@H](C[C@H](N)C(O)=O)C(O)=O
InChI key
KRKRAOXTGDJWNI-DMTCNVIQSA-N
form
solid
optical activity
[α]23/D +23.2°, c = 0.73 in 6 M HCl(lit.)
color
white
solubility
H2O: >10 mg/mL
Gene Information
human ... GRIK1(2897), GRIK2(2898), SLC1A1(6505), SLC1A2(6506)
rat ... Gria1(50592), Grik1(29559), Grin2a(24409), Slc1a2(29482)
Application
(2S,4R)-4-Methylglutamic acid has been used as a kainate receptor (KAR) antagonist to test its effect on acetylcholine release in muscle cells.
Biochem/physiol Actions
(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.
存储类别
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
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
L M Zhou et al.
The Journal of pharmacology and experimental therapeutics, 280(1), 422-427 (1997-01-01)
Glutamic acid activates ionotropic glutamate receptors that mediate excitatory transmission in the central nervous system. The introduction of a methyl group at position 4 of glutamic acid imparts selectivity for kainate receptors, relative to other (N-methyl-D-aspartate and alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) ionotropic
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
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)
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