5129-64-6

Upstream product

• 37179-47-8 (S)-6-methyloctanal 
• 110453-78-6 (S)-(+)-6-methyl-1-octanol 
• 186581-53-3 diazomethane 
• 123648-40-8 (S)-8- methyldecanoic acid 
• 89986-46-9 methyl 5-methylheptanoate 
• 54089-01-9 5-methyl-1-bromoheptane 
• 292638-85-8 acrylic acid methyl ester 
• 7212-53-5 5-methyl-1-heptanol 
• 10422-35-2 1-bromo-2-methyl-butane 

Downstream Products

• 5601-60-5 (±)-8-methyldecanoic acid 

Relevant academic research and scientific papers

Bulbimidazoles A-C, Antimicrobial and Cytotoxic Alkanoyl Imidazoles from a Marine Gammaproteobacterium Microbulbifer Species

Three new alkanoyl imidazoles, designated bulbimidazoles A-C (1-3), were found from the culture extract of the gammaproteobacterium Microbulbifer sp. DC3-6 isolated from a stony coral of the genus Tubastraea. The absolute configuration of the anteiso-methyl substitution in 1 was established to be a mixture of (R)- and (S)-configurations in a ratio of 9:91 by applying the Ohrui-Akasaka method. Compounds 1-3 displayed unique broad-spectrum antimicrobial activity against Gram-positive and -negative bacteria and fungi with MICs ranging from 0.78 to 12.5 μg/mL. They also exhibited cytotoxicity toward P388 murine leukemia cells with IC50 in the micromolar range.

Novel fatty acid methyl esters from the actinomycete Micromonospora aurantiaca

The volatiles released by Micromonospora aurantiaca were collected by means of a closed-loop stripping apparatus (CLSA) and analysed by GC-MS. The headspace extracts contained more than 90 compounds from different classes. Fatty acid methyl esters (FAMEs) comprised the major compound class including saturated unbranched, monomethyl and dimethyl branched FAMEs in diverse structural variants: Unbranched, α-branched, γ-branched, (ω-1)-branched, (ω-2)-branched, α-and (ω-1)-branched, γ-and (ω-1)-branched, γ-and (ω-2)-branched, and γ-and (ω-3)-branched FAMEs. FAMEs of the last three types have not been described from natural sources before. The structures for all FAMEs have been suggested based on their mass spectra and on a retention index increment system and verified by the synthesis of key reference compounds. In addition, the structures of two FAMEs, methyl 4,8-dimethyldodecanoate and the ethyl-branched compound methyl 8-ethyl-4-methyldodecanoate were deduced from their mass spectra. Feeding experiments with isotopically labelled [ 2H10]leucine, [2H10]isoleucine, [2H8]valine, [2H5]sodium propionate, and [methyl-2H3]methionine demonstrated that the responsible fatty acid synthase (FAS) can use different branched and unbranched starter units and is able to incorporate methylmalonyl-CoA elongation units for internal methyl branches in various chain positions, while the methyl ester function is derived from S-adenosyl methionine (SAM).

Volatile lactones - (5S,S)-5-methyl-3-(methylalkyl)furan-2(5H)-ones - Identified in the submerged cultivation of Streptomyces avermitilis

Six new compounds have been identified in the volatile fractions produced during the submerged cultivation of Streptomyces avermitilis. By recording the GC/MS, GC/FTIR, CD, 1H and 13C NMR data and by performing chemical degradation experiments, these compounds were determined to be (5S,S)-5-methyl-3-(methylalkyl)furan-2(5H)-ones. Herein, the existence of volatile lactones with an anteiso structure of the side-chain is thus documented for the first time. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.