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Ether-bond scission in the biodegradation of alcohol ethoxylate nonionic surfactants by Pseudomonas sp. strain SC25A

机译:醚 - 粘合在醇乙氧基化物非离子表面活性剂的生物降解中通过假单胞菌SP进行释放。菌株SC25A

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Pseudomonas sp. strain SC25A, previously isolated for its ability to grow on alcohol ethoxylates (PEG dodecyl ethers) as sole source of carbon and energy, was shown to be capable of growth on the dodecyl ethers of mono-, di, tri- and octaethylene glycols. Comparative growth yields for this series of alcohol ethoxylate nonionic surfactants indicated that, whereas all of the carbon of monoethylene glycol dodecyl ether (MEGDE) was assimilable, only the alkyl chains were assimilated from the higher ethoxamers. These results are interpreted in terms of a primary biodegradation mechanism in which the scission of the dodecyl-ether bond is the first step. In the case of MEGDE this step separates the dodecyl chain from a C2 fragment, both of which are readily assimilable; for the higher ethoxamers, the assimilable dodecyl chain is accompanied by an ether-containing PEG derivative which would require further rounds of ether scission before assimilation. Whole cells and cell extracts converted [1-14C]MEGDE initially and very rapidly to radiolabelled dodecanol. Disappearance of [14C]dodecanol was accompanied by production of [14C]dodecanal. [14C]Dodecanoic acid was present at relatively low concentrations throughout the incubation periods. [14C]Dodecan-1, 12-dioic acid was produced in significant quantities (up to 25% of radiolabel), and the onset of its production coincided with the peak concentration of dodecanal, the disappearance of which mirrored the appearance of the dioic acid. Under anaerobic conditions in the presence of cell extracts, dodecanol (55% of radiolabel) and dodecanal (22%) accumulated rapidly from MEGDE, but there was little subsequent conversion to mono- or dicarboxylic acids. These results are interpreted in terms of a pathway initiated by dodecyl-ether cleavage to produce dodecanol, which is subsequently oxidized to dodecanal and dodecanoic acid. The formation of dodecan-1, 12-dioic acid, probably from dodecanal, may represent a means of harbouring carbon under non-growing conditions.
机译:Pseudomonas sp。先前分离出其在醇乙氧基化物(PEG十二烷基醚)上作为唯一碳和能量源生长的能力的菌株SC25a被证明能够在单乙基醚的十二烷基醚上生长。对该系列醇乙氧基化物非离子表面活性剂的比较生长产率表明,虽然单乙二醇十二烷基醚(MEGDE)的所有碳是可分化的,但仅从高乙氧基溶解物中同化烷基链。这些结果是根据原发性生物降解机制解释,其中十二烷基 - 醚键的裂变是第一步。在MEGDE的情况下,该步骤将十二烷基链与C 2片段分离,两者都易于可分离;对于较高的乙氧基,可同化的十二烷基链伴有含有醚的PEG衍生物,其在同化之前需要进一步回合的乙醚易碎。全细胞和细胞提取物最初和非常迅速地转化为放射性标记十二烷醇的[1-14C]兆。 [14c]十二烷醇的消失伴随着[14c]十二烷的生产。在整个孵育期间,在相对低的浓度下存在十二烷酸。 [14c]十二烷-1,12-二甲酸以显着的量(高达25%的放射性标记)制备,并且其生产的发作恰逢十二烷的峰值浓度,其消失反映了二氧乙酸的外观。在细胞提取物存在下的厌氧条件下,十二烷醇(55%的放射性标记)和十二烷醛(22%)从兆迅速累积,但随后将随后转化为单 - 或二羧酸。这些结果以十二烷基 - 醚裂解引发的途径来解释,以生产十二烷醇,其随后被氧化成十二烷和十二烷酸。十二烷-1,12-二甲酸的形成,可能来自十二烷,可以代表在非生长条件下含碳的方法。

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