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T2455

Sigma-Aldrich

T3MG

Synonym(s):

(±)-threo-3-Methylglutamic acid, 3MG, threo-3-Methylglutamate

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About This Item

Empirical Formula (Hill Notation):
C6H11NO4
CAS Number:
63088-04-0
Molecular Weight:
161.16
MDL number:
MFCD09836097
UNSPSC Code:
12352200
PubChem Substance ID:
329826708
NACRES:
NA.77

form

powder

Quality Level

100

color

white to off-white

solubility

H2O: >1.5 mg/dL

suitability

suitable for TLC (single spot)

storage temp.

room temp

SMILES string

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

InChI

1S/C6H11NO4/c1-3(2-4(8)9)5(7)6(10)11/h3,5H,2,7H2,1H3,(H,8,9)(H,10,11)/t3-,5+/m0/s1

InChI key

FHJNAFIJPFGZRI-WVZVXSGGSA-N

Biochem/physiol Actions

T3MG is a selective inhibitor of excitatory amino acid transporters GLT-1, EAAT2, and EAAT4. T3MG has long been utilized as a gold standard in the study of general EAAT function. It has more recently been shown to be selective for EAAT2 and EAAT4 as compared to EAAT1 and EAAT3 in electrophysiology and glutamate/aspartate uptake assays. Although there are other EAAT2-selective compounds, this is the first tool with selectivity for EAAT4. T3MG is not a substrate for the transporters themselves, nor does it have activity at glutamate ion channels.

Features and Benefits

This compound is featured on the Excitatory Amino Acid Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Preparation Note

T3MG dissolves in water at a concentration that is greater than 1.5 mg/ml.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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British journal of pharmacology, 158 Suppl 1, S1-254 (2009-11-04)

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