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SML0304

Sigma-Aldrich

Caged MK801

≥98% (HPLC)

Synonym(s):

10,11-Dihydro-5-methyl-5H-dibenzo[a,d]cyclohepten-5,10-imine-12-carboxylic acid (4,5-dimethoxy-2-nitrophenyl)methyl ester, Dizocilpine N-(4,5-dimethoxy-2-nitrobenzyl) carbamate, cMK801

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About This Item

Empirical Formula (Hill Notation):
C26H24N2O6
CAS Number:
217176-91-5
Molecular Weight:
460.48
UNSPSC Code:
12352200
PubChem Substance ID:
329825309
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

white to light yellow

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

COc1cc(COC(=O)N2[C@@H]3Cc4ccccc4[C@@]2(C)c5ccccc35)c(cc1OC)[N+]([O-])=O

InChI

1S/C26H24N2O6/c1-26-19-10-6-4-8-16(19)12-22(18-9-5-7-11-20(18)26)27(26)25(29)34-15-17-13-23(32-2)24(33-3)14-21(17)28(30)31/h4-11,13-14,22H,12,15H2,1-3H3/t22-,26+/m1/s1

InChI key

WZDXUEMCALAOAY-GJZUVCINSA-N

Biochem/physiol Actions

Caged MK801 is an inactive caged form of the potent selective non-competitive irreversible NMDA glutamate receptor open-channel blocker MK801.
Caged MK801 is an inactive caged form of the potent selective non-competitive irreversible NMDA glutamate receptor open-channel blocker MK801. Caged MK801 is cleaved by exposure to UV light, liberating the active MK801. The caged compound is stable within cells. Intracellular compartment-specific photorelease allowed study the locus of induction and expression of timing-dependent long-term depression (t-LTD). Caged MK801 is thus a useful tool to uncover compartment-specific biological functions.

Features and Benefits

This compound is featured on the Glutamate Receptors (Ion Channel Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
032M4621V

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Xiangping Peng et al.
International journal of molecular medicine, 44(1), 227-239 (2019-05-23)
Endoplasmic reticulum (ER) stress in alveolar epithelial cells (AECs) is associated with the pathogenesis of pulmonary fibrosis. Bone marrow‑derived mesenchymal stromal cells (BM‑MSCs) can exert protective effects on ER‑stressed AECs via paracrine signaling. In the present study, mouse lung epithelial

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