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Identification of a novel undecamethylhenicosane and three oxygenated precursors in a Maoming Basin shale, China

摘要:Further to our recent identification of a C33 botryococcane, a C33 botryococcan-24-one and two C31 botryococcanes (2,3,6,7,10,12,15,16,19,20-decamethylhenicosanes: C31 DMHs) with a methyl group β-positioned to the sole quaternary carbon in the skeleton in a sediment sample from the Maoming Basin, we report the NMR-based structural identification of a new C32 botryococcane (2,3,6,7,10,10,12,15,16,19,20-undecamethylhenicosane: C32 UMH), and MS-based structural identification of a C32 botryococcanal (C32 UMH-al) and two C31 epimeric botryococcanols (C31 DMH-ols) in the same sediment sample after trimethylsilylation. These three oxygenated botryococcanoids are speculated to possess the same β-positioned methyl group (to the sole quaternary carbon). We propose that the C32 UMH-al and two epimeric C31 DMH-ols are degradation products of the C[dbnd]C double bond in the ethenyl group connected to the sole quaternary carbon in their biological precursor C33 botryococcene with a unique β-positioned methyl group (to the quaternary carbon), and are geochemical precursors for the C32 UMH and previously identified C31 DMHs, respectively. Since it is known that abiotic degradation (photo-mediated or autoxidation) preferentially acts on the internal double bond while sedimentary bacteria preferentially degrade the terminal double bond, our finding of a degraded terminal C24-25 double bond and an intact internal double bond (at C11-12) is indicative of bacterially mediated degradation. A detailed bacterially mediated degradation pathway is proposed to explain the formation of C31–C33 botryococcanes and their oxygenated derivatives.
© 2020 Elsevier Ltd

ISSN号:0146-6380

卷、期、页:v 141,

发表日期:2020-03-01

影响因子:3.231000

期刊分区(SCI为中科院分区):三区

收录情况:SCIE(科学引文索引网络版)

发表期刊名称:Organic Geochemistry

参与作者:廖晶,卢鸿,冯乔,周玉平,彭平安,盛国英

第一作者:史权

论文类型:期刊论文

论文概要:廖晶,卢鸿,冯乔,周玉平,史权,彭平安,盛国英,Identification of a novel undecamethylhenicosane and three oxygenated precursors in a Maoming Basin shale, China,Organic Geochemistry,2020,v 141,

论文题目:Identification of a novel undecamethylhenicosane and three oxygenated precursors in a Maoming Basin shale, China

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