Production of 10(S)-hydroxy-8(E)-octadecenoic and 7,10(S,S)-hydroxy-8(E)-octadecenoic ethyl esters by Novozym 435 in solvent-free media.

Novozym 435, lipase B from Candida antarctica, was used in this study for the production of ethyl esters. For the first time, trans-hydroxy-fatty acid ethyl esters were synthesized in vitro in solvent-free media. We studied the effects of the substrate-ethanol molar ratio and enzyme synthetic stability of the biocatalyst. To determine the structure of the formed compounds, Fourier transformed infrared spectroscopy, nuclear magnetic resonance, and matrix-assisted laser desorption/ionization-time-of-flight mass spectrometry were used, three less time-consuming structural techniques. trans-Hydroxy-fatty acid ethyl esters were synthesized with a reaction yield of 90 % or higher with optimal reaction conditions.

Examining Cuphea as a potential host for western corn rootworm (Coleoptera: Chrysomelidae): larval development.

In previous crop rotation research, adult emergence traps placed in plots planted to Cuphea PSR-23 (a selected cross of Cuphea viscosissma Jacq. and Cuphea lanceolata Ait.) caught high numbers of adult western corn rootworms, Diabrotica virgifera virgifera LeConte (Coleoptera: Chrysomelidae), suggesting that larvae may have completed development on this broadleaf plant. Because of this observation, a series of greenhouse and field experiments were conducted to test the hypothesis that Cuphea could serve as a host for larval development. Greenhouse-grown plants infested with neonates of a colonized nondiapausing strain of the beetle showed no survival of larvae on Cuphea, although larvae did survive on the positive control (corn, Zea mays L.) and negative control [sorghum, Sorghum bicolor (L.) Moench] plants. Soil samples collected 20 June, 7 July, and 29 July 2005 from field plots planted to Cuphea did not contain rootworm larvae compared with means of 1.28, 0.22, and 0.00 rootworms kg(-1) soil, respectively, for samples collected from plots planted to corn. Emergence traps captured a peak of eight beetles trap(-1) day(-1) from corn plots on 8 July compared with a peak of 0.5 beetle trap(-1) day(-1) on 4 August from Cuphea plots. Even though a few adult beetles were again captured in the emergence traps placed in the Cuphea plots, it is not thought to be the result of successful larval development on Cuphea roots. All the direct evidence reported here supports the conventional belief that rootworm larvae do not survive on broadleaf plants, including Cuphea.

Conversion of lesquerolic acid to 14-oxo-11(Z)-eicosenoic acid by genetically variable Sphingobacterium multivorum strains.

We investigated new microbial systems for their ability to convert lesquerolic acid (LQA; 14-hydroxy-11(Z)-eicosenoic acid) to value-added products. A strain of Sphingobacterium multivorum (NRRL B-23212) was found previously to convert LQA to 14-oxo-11(Z)-eicosenoic acid (14-OEA) as determined by gas chromatography-mass spectrometry and nuclear magnetic resonance analyses. Conversion of LQA was subsequently extended to examine S. multivorum and closely related species of Pedobacter, Spirosoma, Chryseobacterium, and Flavobacterium. Among 25 of such environmental isolates, a group of bacteria, whose identity was further confirmed by 16S rRNA gene sequence analysis as S. multivorum, was the only species found to conduct LQA conversion to produce 14-OEA. Among these strains, however, NRRL B-14797 was a variant strain devoid of the specific biologic activity. A new culture medium at pH 7.0 was defined to include Fe(2+) and Mn(2+) mineral ions, glycerol, and EDTA.2Na to improve the production of 14-OEA from the initial yields of 2% to 13% to approximately > or =75% for the reactive S. multivorum strains. These S. multivorum strains represent the first group of bacteria reported to carry out the functional modification of LQA.

Biofumigant compounds released by field pennycress (Thlaspi arvense) seedmeal.

Defatted field pennycress (Thlaspi arvense L.) seedmeal was found to completely inhibit seedling germination/emergence when added to a sandy loam soil containing wheat (Triticum aestivum L.) and arugula [Eruca vesicaria (L.) Cav. subsp. sativa (Mill.) Thell.] seeds at levels of 1.0% w/w or higher. Covering the pots with Petri dishes containing the soil-seedmeal mixture decreased germination of both species at the lowest application rate (0.5% w/w), suggesting that the some of the phytotoxins were volatile. CH2Cl2, MeOH, and water extracts of the wetted seedmeal were bioassayed against wheat and sicklepod (Senna obtusifolia (L.) H. S. Irwin & Barneby) radicle elongation. Only the CH2Cl2 extract was strongly inhibitory to both species. Fractionation of the CH2Cl2 extract yielded two major phytotoxins, identified by gas chromatography-mass spectrometry and NMR as 2-propen-1-yl (allyl) isothiocyanate (AITC) and allyl thiocyanate (ATC), which constituted 80.9 and 18.8%, respectively, of the active fraction. When seeds of wheat, arugula and sicklepod were exposed to volatilized AITC and ATC, germination of all three species was completely inhibited by both compounds at concentrations of 5 ppm or less. In field studies, where seedmeal was applied at 0.50, 1.25, and 2.50 kg/m2 and tarped with black plastic mulch, all of the treatments significantly reduced dry weight of bioassay plants compared to the tarped control, with the highest seedmeal rate decreasing dry matter to less than 10% of the control 30 d after seedmeal application. Field pennycress seedmeal appears to offer excellent potential as a biofumigant for high-value horticultural crops for both conventional and organic growers.

Evaluation of Cuphea as a rotation crop for control of western corn rootworm (Coleoptera: Chrysomelidae).

The ability to prevent significant root feeding damage to corn, Zea mays L., by the western corn rootworm, Diabrotica virgifera virgifera LeConte, by crop rotation with soybean, Glycine max (L.) Merr., has been lost in portions of the Corn Belt because this pest has adapted to laying eggs in soybean fields. Cuphea spp. has been proposed as a new broadleaf crop that may provide an undesirable habitat for rootworm adults because of its sticky surface and therefore may reduce or prevent oviposition in these fields. A 4-yr study (1 yr to establish seven rotation programs followed by 3 yr of evaluation) was conducted to determine whether crop rotation with Cuphea would provide cultural control of corn rootworm. In support of Cuphea as a rotation crop, fewer beetles were captured by sticky traps in plots of Cuphea over the 4 yr of this study compared with traps in corn and soybean, suggesting that fewer eggs may be laid in plots planted to Cuphea. Also, corn grown after Cuphea was significantly taller during vegetative growth, had significantly lower root damage ratings for 2 of 3 yr, and had significantly higher yields for 2 of 3 yr compared with continuous corn plots. In contrast to these benefits, growing Cuphea did not prevent economic damage to subsequent corn crops as indicated by root damage ratings > 3.0 recorded for corn plants in plots rotated from Cuphea, and sticky trap catches that exceeded the threshold of five beetles trap(-1) day(-1). Beetle emergence from corn plots rotated from Cuphea was significantly lower, not different and significantly higher compared with beetle emergence from continuous corn plots for 2002, 2003 and 2004 growing seasons, respectively. A high number of beetles were captured by emergence cages in plots planted to Cuphea, indicating that rootworm larvae may be capable of completing larval development by feeding on roots of Cuphea, although peak emergence lagged approximately 4 wk behind peak emergence from corn. Based on these data, it is unlikely that crop rotation with Cuphea will provide consistent, economical, cultural control of corn rootworm.