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Structure elucidation and proposed de novo synthesis of an unusual mono-rhamnolipid by Pseudomonas guguanensis from Chennai Port area

机译:钦奈港区古关氏假单胞菌的异常单鼠李糖脂的结构解析和拟从头合成

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摘要

In this paper, we describe the isolation of an unusual type of high molecular weight monorhamnolipid attached to esters of palmitic, stearic, hexa and octadecanoic acids as against the routinely reported di-rhamnolipids linked to hydroxydecanoic acids. The bioemulsifier was column-purified and the chemical nature of the compound was elucidated using FT-IR, GC-MS and 1D [1H and13C] and 2D NMR. This monorhamnolipid is extracted from a bacterium, Pseudomonas guganensis and is not reported to have biological activities, let alone emulsification abilities. The bacterium continually produced rhamnolipids when nourished with n-hexadecane as its lone carbon source. The extracellularly secreted monorhamnolipids are capable of degrading hydrocarbons, with most preference to n-hexadecane [EI24 of 56 ± 1.42% by 2 mL of the spent medium]. Whilst the crude ethyl acetate partitioned extract had an EI24 of 65 ± 1.43%; the purified rhamnolipid product showed 78 ± 1.75% both at 12.5 mg/mL concentration. The used-up n-hexadecane is biotransformed to prepare its own rhamnolipids which in return is utilized to degrade n-alkanes thus creating a circular pathway which is proposed herein. This bacterium can be seen as a new source of bioemulsifier to reduce hydrocarbon in polluted waters.
机译:在本文中,我们描述了一种与棕榈酸,硬脂酸,六酸和十八烷酸的酯连接的不寻常类型的高分子量单鼠李糖脂的分离方法,与常规报道的与羟基癸酸连接的二鼠李糖脂的分离方法不同。对生物乳化剂进行了柱纯化,并使用FT-IR,GC-MS和1D [ 1 H和 13 C]和2D NMR阐明了化合物的化学性质。该单鼠李糖脂是从细菌假单胞菌(Pseudomonas guganensis)提取的,没有生物学活性,更不用说乳化能力了。当细菌以正十六烷为唯一碳源滋养时,会不断产生鼠李糖脂。细胞外分泌的单鼠李糖脂能够降解碳氢化合物,其中最优先选择的是正十六烷[EI2为56±1.42%,用2 mL的废培养基处理]。粗制的乙酸乙酯分配萃取物的EI24为65±1.43%。纯化的鼠李糖脂产物在12.5μg/ mL浓度下均显示78±±1.75%。对用完的正十六烷进行生物转化,以制备其自身的鼠李糖脂,而鼠李糖脂则可用于降解正构烷烃,从而形成本文提出的环状途径。该细菌可被视为减少污染水中碳氢化合物的新生物乳化剂来源。

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