137352-60-4

Basic information

• Product Name: Decanal, 9-methyl-
• Synonyms: Decanal, 9-methyl-;9-Methyldecanal
• CAS NO: 137352-60-4
• Molecular Formula: C11H22O
• Molecular Weight: 170
• Product Categories: Aliphatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 137352-60-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: -2°C (estimate)
• Boiling Point: 229.96°C (estimate)
• Appearance: /
• Density: 0.8374 (estimate)
• Refractive Index: 1.4280 (estimate)
• CAS DataBase Reference: Decanal, 9-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Decanal, 9-methyl-(137352-60-4)
• EPA Substance Registry System: Decanal, 9-methyl-(137352-60-4)

Safety Data

• Hazardous Substances Data: 137352-60-4(Hazardous Substances Data)

Usage

Uses

A compound isolated from lemons (Citrus limon Burm).

Upstream product

• 4286-55-9 1-bromo-6-hexanol 
• 4548-78-1 (3-methylbutyl)magnesium bromide 
• 55505-28-7 9-methyldecan-1-ol 
• 10160-24-4 7-bromoheptyl alcohol 

Relevant articles and documents

Modulation of antibiotic sensitivity and biofilm formation in Pseudomonas aeruginosa by interspecies signal analogues

Pseudomonas aeruginosa, a significant opportunistic pathogen, can participate in inter-species communication through signaling by cis-2-unsaturated fatty acids of the diffusible signal factor (DSF) family. Sensing these signals leads to altered biofilm formation and increased tolerance to various antibiotics, and requires the histidine kinase PA1396. Here, we show that the membrane-associated sensory input domain of PA1396 has five transmembrane helices, two of which are required for DSF sensing. DSF binding is associated with enhanced auto-phosphorylation of PA1396 incorporated into liposomes. Further, we examined the ability of synthetic DSF analogues to modulate or inhibit PA1396 activity. Several of these analogues block the ability of DSF to trigger auto-phosphorylation and gene expression, whereas others act as inverse agonists reducing biofilm formation and antibiotic tolerance, both in vitro and in murine infection models. These analogues may thus represent lead compounds to develop novel adjuvants improving the efficacy of existing antibiotics.

Volatile methyl esters of medium chain length from the bacterium Chitinophaga Fx7914

The analysis of the volatiles released by the novel bacterial isolate Chitinophaga Fx7914 revealed the presence of ca. 200 compounds including different methyl esters. These esters comprise monomethyl- and dimethyl-branched, saturated, and unsaturated fatty acid methyl esters that have not been described as bacterial volatiles before. More than 30 esters of medium C-chain length were identified, which belong to five main classes, methyl (S)-2-methylalkanoates (class A), methyl (S)-2,(ω-1)-dimethylalkanoates (class B), methyl 2,(ω-2)-dimethylalkanoates (class C), methyl (E)-2-methylalk-2-enoates (class D), and methyl (E)-2,(ω-1)-dimethylalk-2- enoates (class E). The structures of the compounds were verified by GC/MS analysis and synthesis of the target compounds as methyl (S)-2-methyloctanoate (28), methyl (S)-2,7-dimethyloctanoate ((S)-43), methyl 2,6-dimethyloctanoate (49), methyl (E)-2-methylnon-2-enoate (20a), and methyl (E)-2,7-dimethyloct-2- enoate (41a). Furthermore, the natural saturated 2-methyl-branched methyl esters showed (S)-configuration as confirmed by GC/MS experiments using chiral phases. Additionally, the biosynthetic pathway leading to the methyl esters was investigated by feeding experiments with labeled precursors. The Me group at C(2) is introduced by propanoate incorporation, while the methyl ester is formed from the respective carboxylic acid by a methyltransferase using S-adenosylmethionine (SAM).