SML0462
Alda-1
≥98% (HPLC)
Synonym(s):
N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide
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About This Item
Empirical Formula (Hill Notation):
C15H11Cl2NO3
CAS Number:
Molecular Weight:
324.16
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 10 mg/mL (clear solution)
storage temp.
2-8°C
SMILES string
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)
InChI key
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
Biochem/physiol Actions
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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Certificates of Analysis (COA)
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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
Yu Zhao et al.
Arteriosclerosis, thrombosis, and vascular biology, 39(11), 2303-2319 (2019-09-13)
Hypoxia-induced pulmonary hypertension (HPH) increases lipid peroxidation with generation of toxic aldehydes that are metabolized by detoxifying enzymes, including ALDH2 (aldehyde dehydrogenase 2). However, the role of lipid peroxidation and ALDH2 in HPH pathogenesis remain undefined. Approach and Results: To
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
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