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SML0462

Sigma-Aldrich

Alda-1

≥98% (HPLC)

Synonyme(s) :

N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide

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About This Item

Formule empirique (notation de Hill):
C15H11Cl2NO3
Numéro CAS:
349438-38-6
Poids moléculaire :
324.16
Numéro MDL:
MFCD02055160
Code UNSPSC :
12352200
ID de substance PubChem :
329824740
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 10 mg/mL (clear solution)

Température de stockage

2-8°C

Chaîne SMILES 

Clc1cccc(Cl)c1C(=O)NCc2ccc3OCOc3c2

InChI

1S/C15H11Cl2NO3/c16-10-2-1-3-11(17)14(10)15(19)18-7-9-4-5-12-13(6-9)21-8-20-12/h1-6H,7-8H2,(H,18,19)

Clé InChI

NMKJFZCBCIUYHI-UHFFFAOYSA-N

Application

Alda-1 has been used as an aldehyde dehydrogenase 2 (ALDH2) agonist:
  • to study its cryoprotective effects on H2O2-induced Achilles tendinopathy in mice Achilles tenocytes
  • to study its protective effects against alcohol-derived DNA damage in ALDH2 knock out mice
  • to study its effects on cutaneous wound healing in mice

Actions biochimiques/physiologiques

Alda-1 is an ALDH2 agonist; cell-permeable activator of both the wild-type ALDH2*1 and the asian E487K mutant ALDH2*2 forms of mitochondrial aldehyde dehydrogenase 2. ALDH2 is the oxidative enzyme, which removes the ethanol metabolite acetaldehyde and other aliphatic aldehydes. Also. ALDH2 is involved in bioconversion of vasodilator nitroglycerin to nitric oxide. Alda-1 increases acetaldehyde oxidation by ALDH2*1 (wild type) and ALDH2*2 9 Asian variant) approximately 1.5- and 6-fold, respectively. It appears that Alda-1 stimulates acetaldehyde oxidation by ALDH2 by improving NAD binding, but does not improve the nitroglycerin binding affinity of the Asian variant.
Alda-1 plays a role in reducing the damage caused by oxidative stress in several human cells like lung endothelial, umbilical vein endothelial, and hepatic cells.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Tingting Fang et al.
Molecular medicine reports, 18(3), 2807-2815 (2018-07-18)
The aim of the present study was to investigate whether necroptosis occurs in high glucose (HG)-induced H9c2 cardiac cell injury and whether the activation of aldehyde dehydrogenase 2 (ALDH2) can inhibit necroptosis. H9c2 cardiac cells were treated with 35 mM glucose
Gina D Kusuma et al.
Scientific reports, 7, 42397-42397 (2017-02-17)
High resistance to oxidative stress is a common feature of mesenchymal stem/stromal cells (MSC) and is associated with higher cell survival and ability to respond to oxidative damage. Aldehyde dehydrogenase (ALDH) activity is a candidate "universal" marker for stem cells.
Jianlu Guo et al.
Nan fang yi ke da xue xue bao = Journal of Southern Medical University, 38(11), 1288-1293 (2018-12-06)
To investigate whether CaN-NFAT3 pathway mediates the protective effects of aldehyde dehydrogenase (ALDH) 2 in high glucose-treated neonatal rat ventricular myocytes. The ventricular myocytes were isolated from the heart of neonatal (within 3 days) SD rats by enzyme digestion and
Weiming Yan et al.
BMC ophthalmology, 20(1), 55-55 (2020-02-20)
Retinitis pigmentosa (RP) is a kind of inherited retinal degenerative diseases characterized by the progressive loss of photoreceptors. RP has been a conundrum without satisfactory countermeasures in clinic until now. Acetaldehyde dehydrogenase 2 (ALDH2), a major enzyme involved in aldehyde
Che-Hong Chen et al.
EBioMedicine, 55, 102753-102753 (2020-05-14)
Aldehyde dehydrogenase 2 (ALDH2) catalyzes the detoxification of aliphatic aldehydes, including acetaldehyde. About 45% of Han Chinese (East Asians), accounting for 8% of humans, carry a single point mutation in ALDH2*2 (E504K) that leads to accumulation of toxic reactive aldehydes.
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