6778-33-2

Basic information

• Product Name: 5-(trimethylammonio)pentanoate
• Synonyms: 5-(trimethylammonio)pentanoate
• CAS NO: 6778-33-2
• Molecular Weight: 159.228
• Mol File: 6778-33-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-(trimethylammonio)pentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(trimethylammonio)pentanoate(6778-33-2)
• EPA Substance Registry System: 5-(trimethylammonio)pentanoate(6778-33-2)

Safety Data

• Hazardous Substances Data: 6778-33-2(Hazardous Substances Data)

Upstream product

• 660-88-8 5-aminopentanoic acid 
• 74-88-4 methyl iodide 
• 66258-96-6 (4-carboxybutyl)trimethylammonium bromide 
• 2067-33-6 5-bromopentanoic acid 
• 14660-52-7 ethyl 5-bromovalerate 

Downstream Products

• 13392-69-3 valeric acid 
• 85806-13-9 methyl N,N-dimethyl-δ-aminovalerate 
• 542-28-9 3,4,5,6-tetrahydro-2H-pyran-2-one 
• 75-50-3 trimethylamine 

Relevant articles and documents

Antioxidant and Anti-Inflammatory Activities of Buffalo Milk ?-Valerobetaine

δ-Valerobetaine (δVB), a constitutive metabolite of ruminant milk, is produced in the rumen from free dietary Ne- trimethyllysine occurring ubiquitously in vegetable kingdom. The biological role of δVB is poorly known. Here, the antioxidant and anti-inflammatory potential of buffalo milk δVB was tested in vitro during high-glucose (HG)-induced endothelial damage. Results indicated that δVB (0.5 mM) ameliorated the HG cytotoxicity (0.57 ± 0.02 vs 0.41 ± 0.018 O.D. (P 0.01). Interestingly, buffalo milk extracts enriched with δVB showed improved significant efficacy in decreasing reactive oxygen species, lipid peroxidation, and cytokine release during HG treatment compared to milk extracts alone (P 0.05). It is noteworthy that δVB reduced the HG-activated inflammatory signal by modulating SIRT1 (0.96 ± 0.05 vs 0.85 ± 0.04 AU), SIRT6 (0.82 ± 0.04 vs 0.61 ± 0.03 AU), and NF-?°B (0.85 ± 0.03 vs 1.23 ± 0.03 AU) (P 0.05). On the whole, our data show the first evidence of δVB efficacy in reducing endothelial oxidative stress and inflammation, suggesting a potential role of this betaine as a novel dietary compound with health-promoting properties.

Intercharge Distance of Flexible Zwitterionic Molecules in Solution

The conformation of flexible zwitterionic molecules in solutions of polar solvents is studied by means of a NMR chemical shift method.This method makes use of chemical shift changes of NMR lines, induced by the electrostatic field caused by the electrical charges of the zwitterion.The electrostatic field at the observed nucleus is calculated, taking distances of zwitterionic (trimethylammonio)alkanoates in aqueous and methanolic solutions are then deduced from the 13C NMR chemical shift data as a function of the number of methylenes linking the cationic and anionic groups of the zwitterion.The comparison of experimental data with the end to end distances predicted by the rotational isomerism state theory shows that the polymethylene chain has a more folded conformation than the free chain.Electrostatic attraction between the two zwitterionic charges is thus important, although it could be expected that it could be offset by steric hindrance, i.e., by the bulkiness of terminal charged groups.