Skip to Content
Merck
All Photos(1)

Key Documents

P7575

Sigma-Aldrich

L-trans-Pyrrolidine-2,4-dicarboxylic acid

≥98%

Synonym(s):

(2S,4R)-Pyrrolidine-2,4-Dicarboxylic Acid, L-trans-2,4-PDC, trans-4-Carboxy-L-proline

Sign Into View Organizational & Contract Pricing

Select a Size

2 MG
MXP 1,519.00
10 MG
MXP 4,841.00

MXP 1,519.00


Estimated to ship onApril 24, 2025


Request a Bulk Order

Select a Size

Change View
2 MG
MXP 1,519.00
10 MG
MXP 4,841.00

About This Item

Empirical Formula (Hill Notation):
C6H9NO4
CAS Number:
Molecular Weight:
159.14
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

MXP 1,519.00


Estimated to ship onApril 24, 2025


Request a Bulk Order

Quality Level

Assay

≥98%

form

powder

SMILES string

OC(=O)[C@H]1CN[C@@H](C1)C(O)=O

InChI

1S/C6H9NO4/c8-5(9)3-1-4(6(10)11)7-2-3/h3-4,7H,1-2H2,(H,8,9)(H,10,11)/t3-,4+/m1/s1

InChI key

NRSBQSJHFYZIPH-DMTCNVIQSA-N

Related Categories

Application

L-trans-Pyrrolidine-2,4-dicarboxylic acid has been used:
  • as a glutamate transport inhibitor to test its impairing effect on glutamate-induced cell death in HT22 neuronal cells[1]
  • as an analog of glutamate to test its effect on glutamate/glutamine-dependent acid resistance of E. coli and S. flexneri[2]
  • as sodium glutamate (Na+/Glu) cotransporter inhibitor in myogenic cell line C2C12[3]

Biochem/physiol Actions

L-trans-Pyrrolidine-2,4-dicarboxylic acid is a selective glutamate transporter inhibitor.[1]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jan Lewerenz et al.
Journal of neurochemistry, 98(3), 916-925 (2006-06-15)
Oxidative glutamate toxicity in the neuronal cell line HT22 is a model for cell death by oxidative stress. In this paradigm, an excess of extracellular glutamate blocks the glutamate/cystine-antiporter system Xc-, depleting the cell of cysteine, a building block of
Scott R Waterman et al.
FEMS microbiology letters, 224(1), 119-125 (2003-07-12)
Strains of Escherichia coli K-12, O157:H7, and Shigella flexneri grown to stationary phase in complex unbuffered media can survive for several hours at pH 2.5. This stationary-phase acid resistance phenotype is dependent upon the alternate sigma factor sigmas and the
D A Bereiter et al.
Pain, 126(1-3), 175-183 (2006-08-12)
Temporomandibular joint (TMJ) disorders are painful conditions that are more prevalent in women than men. This study tested the hypothesis that acute inflammation of the TMJ region evoked sex-related changes in amino acid transmitter concentrations at the trigeminal subnucleus/upper cervical
Claudio Frank et al.
FEBS letters, 527(1-3), 269-273 (2002-09-11)
We report a study on the regulation by 2-chloro adenosine (2CA) of a glutamate (Glu) transporter in myogenic C2C12 cells. Long-term 2CA exposition significantly increased the V(max) of the Glu transporter. Moreover, 2CA-treated cells responded to Glu challenge by a
Imane Nafia et al.
Journal of neurochemistry, 105(2), 484-496 (2007-11-29)
Nigral depletion of the main brain antioxidant GSH is the earliest biochemical event involved in Parkinson's disease pathogenesis. Its causes are completely unknown but increasing number of evidence suggests that glutamate transporters [excitatory amino acid transporters (EAATs)] are the main

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service