TY - JOUR
T1 - Synthesis and characterization of anaerobic degradation biomarkers of n-alkanes via hydroxylation/carboxylation pathways
AU - Zhou, Jing
AU - Bian, Xin-Yu
AU - Zhou, Lei
AU - Mbadinga, Serge Maurice
AU - Yang, Shi-Zhong
AU - Liu, Jin-Feng
AU - Gu, Ji-Dong
AU - Mu, Bo-Zhong
PY - 2016/2/1
Y1 - 2016/2/1
N2 - Metabolite profiling is a powerful method in research on anaerobic biodegradation of hydrocarbons. Hydroxylation and carboxylation are proposed pathways in anaerobic degradation but very little direct evidence is available about metabolites and signature biomarkers. 2-Acetylalkanoic acid is a potential signature metabolite because of its unique and specific structure among possible intermediates. A procedure for the synthesis of four homologues with various carbon chain lengths was proposed and the characteristics of 2-acetyl–alkanoic acid esters were investigated using four derivatization processes, namely methyl, ethyl, n-butyl and trimethylsilyl esterification. Four intermediate fragments observed were at m/z 73 + 14n, 87 + 14n, 102 + 14n (n = 1, 2 and 4 for methyl, ethyl and n-butyl ester, respectively) and [M − 42]+ for three of the derivatization methods. For silylation, characteristic ions were observed at m/z 73, 117, [M − 42]+ and [M − 55]+. These are basic and significant data for the future identification of potential intermediates of the hydroxylation and carboxylation pathways in hydrocarbon degradation.
AB - Metabolite profiling is a powerful method in research on anaerobic biodegradation of hydrocarbons. Hydroxylation and carboxylation are proposed pathways in anaerobic degradation but very little direct evidence is available about metabolites and signature biomarkers. 2-Acetylalkanoic acid is a potential signature metabolite because of its unique and specific structure among possible intermediates. A procedure for the synthesis of four homologues with various carbon chain lengths was proposed and the characteristics of 2-acetyl–alkanoic acid esters were investigated using four derivatization processes, namely methyl, ethyl, n-butyl and trimethylsilyl esterification. Four intermediate fragments observed were at m/z 73 + 14n, 87 + 14n, 102 + 14n (n = 1, 2 and 4 for methyl, ethyl and n-butyl ester, respectively) and [M − 42]+ for three of the derivatization methods. For silylation, characteristic ions were observed at m/z 73, 117, [M − 42]+ and [M − 55]+. These are basic and significant data for the future identification of potential intermediates of the hydroxylation and carboxylation pathways in hydrocarbon degradation.
KW - hydroxylation/carboxylation
KW - potential biomarkers
KW - 2-acetylalkanoic acid
KW - synthesis of biomarkers
KW - Mass spectral characteristics
U2 - 10.1255/ejms.1402
DO - 10.1255/ejms.1402
M3 - 文章
SN - 1469-0667
SP - 31
EP - 37
JO - European Journal of Mass Spectrometry
JF - European Journal of Mass Spectrometry
ER -