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M196

(+)-α-Methyl-4-carboxyphenylglycine

solid

Synonym(s):

(+)-MCPG, S(+)-α-Amino-4-carboxy-α-methyl-benzeneacetic acid

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Pack SizeSKUAvailabilityPrice
5 mg
Please contact Customer Service for Availability
CZK 6,500.00

About This Item

Empirical Formula (Hill Notation):
C10H11NO4
CAS Number:
Molecular Weight:
209.20
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
Form:
solid
Quality level:

CZK 6,500.00


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form

solid

Quality Level

optical activity

[α]20/D +89.54°, c = 0.33 in 6 M HCl(lit.)

solubility

0.1 M NaOH: 15 mg/mL

SMILES string

C[C@@](N)(C(O)=O)c1ccc(cc1)C(O)=O

InChI

1S/C10H11NO4/c1-10(11,9(14)15)7-4-2-6(3-5-7)8(12)13/h2-5H,11H2,1H3,(H,12,13)(H,14,15)/t10-/m0/s1

InChI key

DNCAZYRLRMTVSF-JTQLQIEISA-N

Gene Information

rat ... Grm1(24414)

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SML1686A6816462711
form

solid

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powder

form

solid

form

solid

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

300

solubility

0.1 M NaOH: 15 mg/mL

solubility

DMSO: 15 mg/mL, clear

solubility

H2O: 1 mg/mL (warm), 0.1 M HCl: 3.5 mg/mL, 0.1 M NaOH: 4.3 mg/mL, DMSO: 4.3 mg/mL, 1 M HCl: 50 mg/mL

solubility

water: soluble

optical activity

[α]20/D +89.54°, c = 0.33 in 6 M HCl(lit.)

optical activity

[α]/D 37 to 45°, c = 0.1 in chloroform

optical activity

-

optical activity

-

Gene Information

rat ... Grm1(24414)

Gene Information

-

Gene Information

rat ... Gria1(50592), Gria2(29627), Gria3(29628), Gria4(29629), Grik1(29559), Grik2(54257), Grin2a(24409), Grm1(24414), Grm2(24415), Grm4(24417), Grm5(24418), Slc1a1(25550), Slc1a2(29482), Slc1a3(29483)

Gene Information

-

Application

Active enantiomer of (±)-MCPG

Biochem/physiol Actions

(+)-α-Methyl-4-carboxyphenylglycine, also known as MCPG, is a competitive metabotropic glutamate receptor antagonist.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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G Riedel et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 15(1 Pt 1), 87-98 (1995-01-01)
Metabotropic glutamate receptors (mGluRs) are critically involved in the maintenance of long-term potentiation (LTP) (Reymann and Matthies, 1989; Behnisch et al., 1991; Izumi et al., 1991; Bashir et al., 1993). In order to assess further the physiological role of MGluRs
(R,S)-alpha-methyl-4-carboxyphenylglycine (MCPG) fails to block long-term potentiation under urethane anaesthesia in vivo.
Martin SJ and Morris RG1
Neuropharmacology, 36(10), 1339-1354 (1997)
D E Jane et al.
Neuropharmacology, 32(7), 725-727 (1993-07-01)
The (+)-enantiomer of alpha-methyl-4-carboxyphenylglycine (MCPG) stereoslectively antagonized the depolarization of neonatal rat motoneurones and the excitation of rat thalamic neurons induced by the specific metabotropic glutamate receptor agonist (1S,3R)-1-aminocyclopentane-1,3-dicarboxylate (ACPD). (+)-MCPG preferentially reduced (1S,3R)-ACPD-induced responses relative to responses induced by

Global Trade Item Number

SKUGTIN
M196-5MG04061833007655

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