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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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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.
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
Monika Mittal et al.
Toxicology and applied pharmacology, 316, 63-73 (2016-12-27)
Aldehyde dehydrogenases (ALDHs) are a family of enzymes involved in detoxifying aldehydes. Previously, we reported that an ALDH inhibitor, disulfiram caused bone loss in rats and among ALDHs, osteoblast expressed only ALDH2. Loss-of-function mutation in ALDH2 gene is reported to
Fayez T Hammad et al.
Drug development research, 79(7), 315-323 (2018-10-07)
Renal ischemia-reperfusion injury (IRI) induces the production of aldehydes which are detoxified by aldehyde dehydrogenases (ALDHs). Alda-1 is a selective ALDH2 agonist and its protective effect was demonstrated in several conditions. The effect of Alda-1 on the kidney or on
Qiankun Zhu et al.
Clinical science (London, England : 1979), 131(11), 1123-1136 (2017-03-23)
Many studies demonstrate that activation of aldehyde dehydrogenase 2 (ALDH2) protects against oxidative stress via detoxification of cytotoxic aldehydes, and could attenuate cardiac, cerebral, lung and renal ischaemia-reperfusion (I/R) injuries. However, the effect of ALDH2 in intestinal I/R is unknown. The
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