Base Information
- Chemical Name:Dodecanoic acid, amino-, hydrochloride
- CAS No.:92625-27-9
- Molecular Formula:C12H25NO2.ClH
- Molecular Weight:
- Hs Code.:
Synonyms:
Synonyms:
The research focuses on the synthesis and evaluation of polyoxin L analogues containing α-amino fatty acids with saturated fatty acid-like side chains for their potential as anticandidal agents. The purpose of the study was to develop synthetic polyoxins that could be designed to have increased affinity for a peptide transport system and increased stability against intracellular degradation in Candida albicans. The researchers synthesized analogues of polyoxin L using benzyloxycarbonyl-protected α-amino fatty acid p-nitrophenyl esters and uracil polyoxin C, yielding diastereomeric dipeptidyl polyoxin L analogues containing α-aminooctanoic acid, α-aminododecanoic acid, or α-aminohexadecanoic acid. These analogues were tested for their ability to inhibit chitin synthetase from Candida albicans, compete for peptide transport, and resist hydrolysis by cell extracts. The conclusions drawn from the study were that synthetic polyoxin L analogues with alkane-like side chains were effective substrates for the dipeptide transport system in C. albicans, efficient chitin synthetase inhibitors, and in some cases, stable to candidal cell extracts. However, the most potent analogue, compound 4, showed a minimum inhibitory concentration of 40-80 pg/mL, which may not be sufficient for clinical applications. The research involved a series of chemical syntheses, including the use of palladium black, formic acid, and various amino acids and their derivatives, such as α-aminooctanoic acid, α-aminododecanoic acid, and α-aminohexadecanoic acid, among others.
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