Batrakov Stanislav G, Rodionova Tatiana A, Esipov Stanislav E, Polyakov Nikita B, Sheichenko Vladimir I, Shekhovtsova Nina V, Lukin Sergey M, Panikov Nikolai S, Nikolaev Yuri A
Russian Research Centre Hydrobios of Ministry of Health, ul. Kosmonavtov 18, korp. 2, Moscow 129301, Russia.
Biochim Biophys Acta. 2003 Nov 15;1634(3):107-15. doi: 10.1016/j.bbalip.2003.09.004.
A new Bacillus licheniformis strain, 603, isolated from a mixture of drilling fluid and subsurface thermal water, has been found to produce a cyclic lipopeptide which is released into cultural medium as well as present in cells as the major lipid constituent (57% of the total cell lipids extractable with 2:1 chloroform-methanol). The quantitative ratio of the extracellular and intracellular lipopeptide has been estimated as 23:10. The metabolite represents a heptapeptide, L-Asp-->L-Leu-->L-Leu-->L-Val-->L-Val-->L-Glu-->L-Leu, N-acylated to the N-terminal amino acid, L-Asp, by a 3-hydroxy fatty acid (from 13:0 to 17:0 with n-, iso-, and anteiso-chains), the 3-OH group of which is esterified by the C-terminal amino acid, L-Leu. The chemical structure of the lipopeptide has been established by means of infrared (IR), 1H- and 13C-nuclear magnetic resonance (NMR) spectroscopy, electrospray ionisation (ESI) mass spectrometry (MS), including secondary ion mass spectrometry, along with chemical and enzymatic degradation. Although a diversity of similar metabolites synthesised by various B. licheniformis strains are presently known, such a structure has not been reported thus far. Added to the growth medium of strain 603 at the concentration of 1.6 microg/ml, the lipopeptide prevents adhesion of cells to a glass surface. Also, it exhibits a considerable growth-inhibiting activity against Corynebacterium variabilis and a much lower activity against Acinetobacter sp.
从钻井液和地下热水混合物中分离出的一种新型地衣芽孢杆菌菌株603,已被发现能产生一种环状脂肽,该脂肽会释放到培养基中,并且作为主要脂质成分存在于细胞中(占可被2:1氯仿 - 甲醇提取的总细胞脂质的57%)。细胞外和细胞内脂肽的定量比例估计为23:10。该代谢产物是一种七肽,L - 天冬氨酸→L - 亮氨酸→L - 亮氨酸→L - 缬氨酸→L - 缬氨酸→L - 谷氨酸→L - 亮氨酸,其N端氨基酸L - 天冬氨酸被一种3 - 羟基脂肪酸(碳链长度从13:0到17:0,包括正链、异链和anteiso链)N - 酰化,该3 - OH基团被C端氨基酸L - 亮氨酸酯化。通过红外(IR)、1H和13C核磁共振(NMR)光谱、电喷雾电离(ESI)质谱(MS),包括二次离子质谱,以及化学和酶促降解,确定了该脂肽的化学结构。尽管目前已知各种地衣芽孢杆菌菌株合成的多种类似代谢产物,但迄今为止尚未报道过这种结构。以1.6微克/毫升的浓度添加到菌株603的生长培养基中时,该脂肽可防止细胞粘附到玻璃表面。此外,它对可变棒状杆菌表现出相当强的生长抑制活性,而对不动杆菌属的活性则低得多。