微波蒸馏-顶空固相微萃取-气质联用检测鱼体中土霉昧化合物

采用微波蒸馏-顶空固相微萃取-气质联用检测鱼体中常见的两种土霉味化合物,即2-甲基异茨醇(2-MIB)和土腥素(Geosmin).研究并优化了微波蒸馏萃取过程的关键参数(微波蒸馏时间、载气流量),结果表明微波蒸馏6min、载气流70 mL/min为土霉味化合物微波蒸馏萃取的最佳条件.在此优化的条件下,土霉味化合物能够充分地从鱼体中蒸馏出来,再采用顶空固相微萃取的方法使馏分中的土霉味化合物吸附于纤维涂层上,将其在250℃高温下解吸,并用GC-MS分析.基于此测定方法,鱼肉中2-甲基异茨醇和土腥素的检测限均达到0.1μg/kg,且其在1-20μg/kg的范围内线性关系良好,相关系数R分别达到0.987、0.995.因此,用该方法分析鱼体中痕量的(ppb级)的土霉味化合物,结果可靠.     

微波蒸馏-顶空固相微萃取-气质联用检测鱼体中土霉味化合物

采用微波蒸馏-顶空固相微萃取-气质联用检测鱼体中常见的两种土霉味化合物,即2-甲基异茨醇 (2-MIB) 和土腥素 (Geosmin)。研究并优化了微波蒸馏萃取过程的关键参数 (微波蒸馏时间、载气流量),结果表明微波蒸馏6min、载气流70 mL/min 为土霉味化合物微波蒸馏萃取的最佳条件。在此优化的条件下,土霉味化合物能够充分地从鱼体中蒸馏出来,再采用顶空固相微萃取的方法使馏分中的土霉味化合物吸附于纤维涂层上,将其在 250oC高温下解吸,并用 GC-MS 分析。基于此测定方法,鱼肉中2-甲基异茨醇和土腥素的检测限均达到0.1 µg/kg,且其在1－20 µg/kg的范围内线性关系良好,相关系数 R 分别达到0.987、0.995。因此,用该方法分析鱼体中痕量的(ppb级)的土霉味化合物,结果可靠。     

对(艹孟)烷-3,8-二醇的合成与应用研究进展

对(艹孟)烷-3,8-二醇是一种具有生物活性的化合物,主要来源于柠檬桉精油,可直接用于香水、杀虫剂和药品等.通常采用化学和生物化学的方法合成对(艹孟)烷-3,8-二醇,以替代从柠檬桉叶油分离得到的天然产品.以香茅醛为原料通过Prins环缩合和水解,或者通过Solanum aviculare悬浮培养方式进行生物转化得到对(艹孟)烷-3,8-二醇;通过薄荷醇的氧化,或者以2-丁烯醛为原料与甲基锂、NaClO2等试剂经过较长步骤也可合成对(艹孟)烷-3,8-二醇.对(艹孟)烷-3,8-二醇可应用于制造驱虫剂、凉味剂、药物或者化妆品的添加剂以及海水防护涂料添加剂等.     

苦楝不同部位挥发油成分的气相色谱-质谱分析

采用水蒸气蒸馏法对苦楝的叶、树皮和果皮的挥发油进行提取,用气相色谱--质谱联用技术对挥发性成分进行分析,共鉴定了70个化合物.组成成分分析结果表明,苦楝叶以倍半萜类化合物Elixene(22.53%)、石竹烯(10.75%)和醇类化合物叶绿醇(10.27%)、斯巴醇(5.73%)等为主;苦楝树皮中以饱和烷烃3,8-二甲基十一烷(9.25%)、4,6-二甲基十二烷(9.13%)、十七烷(6.88%)和3-乙基-3-甲基庚烷(5.94%)等为主;果皮中以棕榈酸(27.65%)、己酸(6.94%)、油酸甲酯(5.47%)、肉豆蔻酸(5.00%)和醇类化合物3,7,11,15-四甲基-2-十六烷醇(11.28%)、叶绿醇(4.78%)等为主.这一结果说明苦楝不同部位的挥发性成分相差较大,在综合开发利用苦楝时应分部位加以提取利用.     

白星花金龟聚集信息素的分离鉴定及引诱效果

[目的]明确白星花金龟Protaetia brevitarsis Lewis聚集信息素的有效成分,为白星花金龟的绿色防控提供支持.[方法]通过动态顶空法收集白星花金龟雌虫、雄虫和雌雄虫混合挥发物,用气相色谱-质谱(Gas chromatography-mass spectrometry,GC-MS)联用技术对收集的挥发物进行分析鉴定,并利用触角电位(Electroantennogram,EAG)仪和Y型嗅觉仪测定白星花金龟对8种化合物的触角电位和行为选择反应.[结果]白星花金龟雌虫、雄虫和雌雄虫混合挥发物中皆鉴定出8类15种化合物,包括6种烷烃类、2种酚类、2种芳香烃类、1种烯类、1种吡啶类、1种胺类、1种醇类和1种酮类.EAG试验结果表明,白星花金龟对8种化合物都有EAG反应,且不同挥发物间、同种挥发物不同浓度间的EAG反应存在差异.白星花金龟对蒎烷胺、3,4-二甲基-6-乙基苯酚、2,3-二甲基苯乙酮和2,6,10,14-四甲基十七烷4种挥发物的EAG反应相对值在1μg/μtL时达到最大,对萘、苯并噻唑、百里酚和正十四烷4种挥发物的EAG反应相对值在10 μtg/μtL时达到最大.行为选择反应表明,白星花金龟雌成虫、雄成虫对2,3-二甲基苯乙酮有明显趋向性,选择反应率大于70％,对2,6,10,14-四甲基十七烷、萘、苯并噻唑、百里酚和正十四烷5种物质均表现出显著或极显著的驱避效果,对3,4-二甲基-6-乙基苯酚和蒎烷胺表现出了性别上的差异,雄虫对3,4-二甲基-6-乙基苯酚表现出显著的趋向性,对蒎烷胺表现出显著的驱避性,而雌虫对这2种挥发物却无明显反应.[结论]2,3-二甲基苯乙酮对白星花金龟雌成虫、雄成虫有明显的引诱效果,2,6,10,14-四甲基十七烷、萘、苯并噻唑、正十四烷和百里酚有较强的驱避作用,推测2,3-二甲基苯乙酮是白星花金龟聚集信息素的有效组分.     

蓝桉果实中的脂溶性成分

从蓝桉(Eucalyptus globulusLabill.)果实乙醇提取物的石油醚部位分离鉴定出6个化合物,通过理化和波谱分析结构鉴定为:5-羟基-4′,7-二甲氧基-6-甲基黄酮(1)、blumenol A(2)、蓝桉醇(3)、绿花白千层醇(4)、β-谷甾醇(5)、二十二烷酸(6),其中化合物1~4和化合物6系首次从该植物中分离得到,化合物1和2首次从桉属植物中分离得到.     

解脂耶氏酵母中羽扇豆醇合成途径的构建与调控

羽扇豆醇因其具有抗癌抗炎等生理活性而广泛应用于医药领域.本研究分别利用源自木榄和蓖麻的羽扇豆醇合酶(LUS)在解脂耶氏酵母(Yarrowia lipolytica)中构建生物合成羽扇豆醇途径(GLU-1、GLU-2),并由对该途径中关键限速酶3-羟基-3-甲基戊二酰辅酶a还原酶(tHMGR)和异戊烯基二磷酸异构酶(ID...     

丽江白雪茶化学成分的研究

丽江雪茶属地衣类茶科植物,生长于海拔4 000 m以上的雪域高山苔藓植物带,系天然野生,不能人工栽培。白雪茶可以单独泡饮,也可以作为配茶,具有清热、消暑、生津止渴、清肝明目等功效。为了阐明其化学物质基础,该研究应用柱层析法、薄层层析、波谱法对丽江白雪茶甲醇提取物进行分离纯化、结构鉴定。结果表明:共分离得到9个化合物,分别鉴定为8,11,14,17-四羟基-4,4,20,20-四甲基-1,23-二十三烷二酸二甲酯(1)和8,11,14,17-四羟基-4,4,20,20-四甲基-1,24-二十四烷二酸-24-甲酯(2),2-羟基-正二十四烷酸甲酯(3),2,3-二甲氧基-5-甲基苯酚(4),2-羟基-4,5-二甲基-1,3-苯二甲酸二甲酯(5),2-羟基-4-甲氧基-6-甲基-1,3-苯二甲酸-3-甲酯(6),麦角甾烷-7,22-二烯-3-醇(7),麦角甾烷-5,8,22-三烯-3-醇(8),β-谷甾醇(9)。其中,化合物1,2,3,4,5,6首次从该植物中提取得到,化合物1和2为新结构化合物。该研究结果为开发利用雪茶植物资源提供了基础数据。     

东湖富营养水体中藻菌异味性次生代谢产物的研究

以自制的开环吹脱捕捉（ＯＬＳＡ）装置富集东湖营养水的藻菌异味性次生代谢产物,并对这些化合物进行鉴定和周年测,同时计数水样中的藻、菌生物量。研究发现,东湖水体产生“土霉味”的主要成分为２－甲基异茨醇（ＭＩＢ）,它来源于席藻和放线菌的次生代谢,其随季节变化的规律为一年有５个高峰期,即１月、４月和９月;并且,ＭＩＢ的浓度与水体富营养化程度以及席藻和放线菌的生物量呈正相关。     

构建酿酒酵母工程菌合成香紫苏醇

香紫苏醇是一种来源于植物的双环二萜醇,常用于香味成分且具有重要生物学活性。为实现香紫苏醇的微生物生产,以酿酒酵母为宿主,表达焦磷酸赖百当烯二醇酯合酶和香紫苏醇合酶,构建香紫苏醇的人工生物合成途径。发现过表达前体代谢关键酶、蛋白质融合增强底物通道效应及去除异源蛋白信号肽等,有利于香紫苏醇合成。在摇瓶培养条件下,组合优化得到的工程菌株S6的香紫苏醇产量达到8.96 mg/L。研究结果对其他萜类化合物的异源生物合成具有参考价值。     

Studies on the earthy-musty odours in natural water (IV). Mechanism of earthy-musty odour production of actinomycetes

Many reservoirs for water supply have been troubled with earthy-musty odour compounds--2-metylisoborneol (2-MIB) and geosmin. Both of these compounds are terpenoid and related to the metabolite of L-methionine. An experiment using [CD3]methionine and [14CH3]methionine showed that the C-2 methyl group in 2-MIB originate from L-methionine. In the incubation experiment with 10-1000 mg/l of L-methionine, 2-MIB and geosmin appeared in the earlier stages, in greater amounts than in the control. The maximum production of 2-MIB and geosmin increased considerably in the experiments with 10 and 100 mg/l of L-methionine. The effective time for L-methionine addition was after 1 d. Additions after 3 and 5 d were similar to the control. In the incubation experiment with 10-1000 mg/l of folic acid, 2-MIB and geosmin increased only during the 1000 mg/l addition. There seems to be little doubt that L-methionine takes part in the metabolism of 2-MIB and geosmin.     

Studies on the earthy-musty odours in natural water (IV). Mechanism of earthy-musty odour production of actinomycetes

Many reservoirs for water supply have been troubled with earthy-musty odour compounds—2-methylisoborneol (2-MIB) and geosmin. Both of these compounds are terpenoid and related to the metabolite of l-methionine. An experiment using [CD₃]methionine and [¹⁴CH₃]methionine showed that the C-2 methyl group in 2-MIB originate from l-methionine. In the incubation experiment with 10–1000 mg/l of l-methionine, 2-MIB and geosmin appeared in the earlier stages, in greater amounts than in the control. The maximum production of 2-MIB and geosmin increased considerably in the experiments with 10 and 100 mg/l of l-methionine. The effective time for l-methionine addition was after 1 d. Additions after 3 and 5 d were similar to the control. In the incubation experiment with 10–1000 mg/l of folic acid, 2-MIB and geosmin increased only during the 1000 mg/l addition. There seems to be little doubt that l-methionine takes part in the metabolism of 2-MIB and geosmin.     

First report of geosmin and 2-methylisoborneol (2-MIB) in Dolichospermum and Oscillatoria from Vietnam

Limnology - Cyanobacteria are the major producers of the taste and odour compounds geosmin and 2-methylisoborneol (2-MIB) in drinking water and fish worldwide. In recent years, the outbreaks of...     

Effects of light and temperature on the odor production of 2-methylisoborneol-producing Pseudanabaena sp. and geosmin-producing Anabaena ucrainica (cyanobacteria)

Frequent off-flavor events caused by geosmin and 2-methylisoborneol (MIB) have attracted research on the main producers, cyanobacteria. This study evaluated the effects of light and temperature on the odor production of MIB-producing Pseudanabaena sp. Lauterborn and geosmin-producing Anabaena ucrainica (Schhorb.) Watanabe. The maximum MIB production and lowest growth rate (indicated by the chlorophyll a (Chl a)) were observed at 35 °C compared with that at 10 °C and 25 °C. Cultures grown under a light intensity of 60 μmol photons m⁻² s⁻¹ demonstrated the highest MIB production and minimum growth rate, whereas the minimum MIB production and maximum growth rate were obtained under 10 μmol photons m⁻² s⁻¹. Similar patterns were observed for geosmin production. A. ucrainica had the highest geosmin production and lowest Chl a concentration under 10 °C and 60 μmol photons m⁻² s⁻¹. Moreover, greater proportions of geosmin and MIB were released into extracellular under growth-inhibiting temperatures and light intensities. An inverse correlation between odor production and the cell growth rate was suggested, and this relationship may reflect the competition for substrates of odor and Chl a synthesis. Thus, the accumulation of geosmin and MIB was probably the result of decreased cellular metabolic activity in cyanobacteria.     

Biotransformations of 2-Methylisoborneol by Camphor-Degrading Bacteria

Many camphor-degrading bacteria that are able to transform 2-methylisoborneol (2-MIB) have been identified. Three of these strains have been examined in detail. Rhodococcus ruber T1 metabolizes camphor through 6-hydroxycamphor but converts 2-MIB to 3-hydroxy-2-MIB. Pseudomonas putida G1, which metabolizes camphor through 5-hydroxycamphor, converts MIB primarily to 6-hydroxy-2-MIB. Rhodococcus wratislaviensis DLC-cam converts 2-MIB through 5-hydroxy-2-MIB to 5-keto-2-MIB. Together, these three strains produce metabolites resulting from hydroxylation at all of the three available secondary carbons on the six-member ring of 2-MIB.     

A SYSTEMATIC STUDY OF GIGAR-TINACEAE FROM PACIFIC NORTH AMERICA BASED ON MOLECULAR AND MORPHOLOGICAL EVIDENCE

Frequent episodes of algal-related tastes and odors (T & O) in drinking waters in metropolitan Phoenix, Arizona prompted initiation of a three-year project in July 1999 to investigate the occurrence of T & O metabolites and to develop a comprehensive management strategy to reduce the problems in drinking water supplies in arid environments. Two metabolites, 2-methylisoborneol (MIB) and geosmin, have been identified as compounds responsible for the earthy-musty tastes and odors in water supplies. Both were detected in the water supply system, including source rivers, reservoirs, canal delivery system and water treatment plants. Higher concentrations of MIB and geosmin occurred in distribution canals than in the upstream reservoirs indicating that significant production of the T & O compounds occurs within the canal system. A baseline-monitoring program has been established for the complex water supply system, with special emphasis on the canal system. Efforts are underway to investigate possible correlations between physical/chemical parameters, algal composition and biomass, with the occurrence of MIB and geosmin. In addition, several physical and chemical treatments are planned for the canal system to reduce algal growth and related MIB and geosmin concentrations.     

Causative microorganisms for musty odor occurrence in the eutrophic Lake Kasumigaura

The musty odor phenomenon in Lake Kasumigaura, Japan (a eutrophic lake that is used for various purposes, including water supply source) was examined. The causative microorganisms responsible for the production of the odor compounds, geosmin and/or 2-methylisoborneol (MIB), and the odor release mechanism were studied in vitro and in situ. The numbers of the filamentous P. tenue in the lake water column were closely correlated with the concentration of MIB, but not geosmin. The isolated monoxenic P. tenue in culture produced only MIB. Geosmin concentration was well correlated with the number of actinomycetes in the sediment. Forty isolates of actinomycetes from the sediment around the water supply intake tower produced both geosmin and MIB in culture. Furthermore, the average ratio of production of geosmin to MIB was 1.40–1.0. Actinomycetes in the sediment played an important role in geosmin production. We concluded that geosmin and MIB from actinomycetes in the sediment, and MIB from P. tenue in the water column were jointly responsible for the severe musty odor occurrence of the waters supply source at Lake Kasumigaura.     

ALGAL‐RELATED TASTES AND ODORS IN PHOENIX WATER SUPPLY: PRELIMINARY REPORT

Frequent episodes of algal‐related tastes and odors (T & O) in drinking waters in metropolitan Phoenix, Arizona prompted initiation of a three‐year project in July 1999 to investigate the occurrence of T & O metabolites and to develop a comprehensive management strategy to reduce the problems in drinking water supplies in arid environments. Two metabolites, 2‐methylisoborneol (MIB) and geosmin, have been identified as compounds responsible for the earthy‐musty tastes and odors in water supplies. Both were detected in the water supply system, including source rivers, reservoirs, canal delivery system and water treatment plants. Higher concentrations of MIB and geosmin occurred in distribution canals than in the upstream reservoirs indicating that significant production of the T & O compounds occurs within the canal system. A baseline‐monitoring program has been established for the complex water supply system, with special emphasis on the canal system. Efforts are underway to investigate possible correlations between physical/chemical parameters, algal composition and biomass, with the occurrence of MIB and geosmin. In addition, several physical and chemical treatments are planned for the canal system to reduce algal growth and related MIB and geosmin concentrations.