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Merck

M3262

N-Methyl-D-aspartic acid

≥98% (TLC), suitable for cell culture

Synonym(s):

(R)-2-(Methylamino)succinic acid, NMDA

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About This Item

Empirical Formula (Hill Notation):
C5H9NO4
CAS Number:
Molecular Weight:
147.13
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32
Beilstein/REAXYS Number:
1724431
MDL number:

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Product Name

N-Methyl-D-aspartic acid, ≥98% (TLC), solid

SMILES string

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

InChI

1S/C5H9NO4/c1-6-3(5(9)10)2-4(7)8/h3,6H,2H2,1H3,(H,7,8)(H,9,10)/t3-/m1/s1

InChI key

HOKKHZGPKSLGJE-GSVOUGTGSA-N

assay

≥98% (TLC)

form

solid

technique(s)

cell culture | mammalian: suitable

color

white

mp

189-190 °C

application(s)

cell analysis

Quality Level

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1 of 4

This Item
A7219454575G1001
form

solid

form

powder

form

solid

form

powder

assay

≥98% (TLC)

assay

98.5-101.0%

assay

>95% (TLC)

assay

≥99% (TLC)

technique(s)

cell culture | mammalian: suitable

technique(s)

cell culture | mammalian: suitable

technique(s)

-

technique(s)

ligand binding assay: suitable

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

200

color

white

color

white to off-white

color

white

color

white to off-white

mp

189-190 °C

mp

>300 °C (dec.) (lit.)

mp

-

mp

200-202 °C (subl.) (lit.)

Application

N-Methyl-D-aspartic acid has been used to induce N-methyl-d-aspartic acid (NMDA) toxicity, cultures of retinal cells were supplemented with NMDA.[1][2]

Biochem/physiol Actions

Excitotoxic amino acid. Prototypic agonist at the NMDA-type glutamate receptor that regulates ion channels; important in long-term potentiation, ischemia, and epilepsy.
N-Methyl-D-aspartic acid (NMDA) plays a crucial role in release of luteinizing hormone and PRL (prolactin) in the pituitary gland and GnRH (gonadotropin releasing hormone) in the hypothalamus.[3][4] It acts as a specific agonist for NMDA type glutamate receptors.[4]

General description

N-Methyl-D-aspartic acid (NMDA) is an endogenously generated molecule in rat nervous system and endocrine glands. NMDA is present at low level (nmol/g) in the adenohypophysis, hypothalamus, brain, and testis. NMDA is derived from D-Asp by an S-adenosylmethionine-dependent enzyme also referred to as NMDA synthase.[3]

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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Occurrence of D-aspartic acid and N-methyl-D-aspartic acid in rat neuroendocrine tissues and their role in the modulation of luteinizing hormone and growth hormone release.
D'Aniello A
Faseb Journal, 14(5), 699-714 (2000)
Juan Ding et al.
Neural regeneration research, 14(12), 2112-2117 (2019-08-10)
N-methyl-D-aspartate receptor hypofunction is the basis of pathophysiology in schizophrenia. Blocking the N-methyl-D-aspartate receptor impairs learning and memory abilities and induces pathological changes in the brain. Previous studies have paid little attention to the role of the N-methyl-D-aspartate receptor subunit
N-methyl-D-aspartic acid (NMDA) in the nervous system of the amphioxus Branchiostoma lanceolatum.
D'Aniello S
BMC Neuroscience, 8:109 (2007)
Guendalina Olivero et al.
Molecular neurobiology, 56(9), 6142-6155 (2019-02-09)
Mouse hippocampal glutamatergic nerve endings express presynaptic release-regulating NMDA autoreceptors (NMDARs). The presence of GluN1, GluN2A, GluN2B, and GluN3A subunits in hippocampal vesicular glutamate transporter type 1-positive synaptosomes was confirmed with confocal microscopy. GluN2C, GluN2D, and GluN3B immunopositivity was scarcely
Calpain- and caspase-mediated aII-spectrin
and tau proteolysis in rat cerebrocortical
neuronal cultures after ecstasy or
methamphetamine exposure.
Warren MW
The International Journal of Neuropsychopharmacology, 9, 1-11 (2006)

Questions

1–4 of 4 Questions  
  1. How should the powder be stored? At room temperature or at -20 C? Is a desiccator required if storing at room temp?

    1 answer
    1. The intended storage temperature for this product is room temperature. A desiccator is not required for storage.

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  3. Which liquid storage form is recommended? And how long do you guarantee a stable dissolved product? How should the dissolved product be stored?

    1 answer
    1. This product is soluble in water at 50mg/mL. Following reconstitution, store refrigerated at 2 - 8°C for several days at 4°C. For long term storage, stock solutions may be stored in aliquots at -20°C.

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  4. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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