SML0462

Alda-1

≥98% (HPLC)

• Synonym(s): N-(1,3-Benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide
• Empirical Formula (Hill Notation): C₁₅H₁₁Cl₂NO₃
• CAS Number: 349438-38-6
• Molecular Weight: 324.16
• MDL number: MFCD02055160
• UNSPSC Code: 12352200
• PubChem Substance ID: 329824740
• NACRES: NA.77

Properties

• Quality Level: 100
• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3