Identification of the medicinal off-flavor compound formed from ascorbic acid and (E)-hex-2-enal

A test apple beverage made up of apple juice (20%), high-fructose corn syrup (11.5%), citric acid (0.43%), trisodium citrate (0.02%), apple-odor flavor (0.1%), and ascorbic acid (0.02%) was stored at 40 °C and then analyzed for the change of odor in the beverage. Although no thermoacidophilic bacteria (TAB) were detected, a medicinal off-flavor was perceived after the 8 weeks of storage. Model experiments on the ingredients of the test apple beverage revealed that the off-flavor compound had been formed by ascorbic acid and (E)-hex-2-enal. Synthesis and NMR (1H, 13C, HMQC, and HMBC) analyses identified the compound as 6-propylbenzofuran-7-ol. The odor quality, retention index (RI), and mass spectrum of synthetic 6-propylbenzofuran-7-ol were identical with those of the medicinal odor compound from the test apple beverage. Sensory evaluation revealed the recognition thresholds for medicinal odor were 31.4 ppb in water and 24.0 ppb in apple beverage, and the detection thresholds were 19.6 ppb in water and 8.6 ppb in apple beverage, respectively. The quantified concentration of 6-propylbenzofuran-7-ol formed in test apple beverage was 90 ppb, approximately. This concentration was well above the odor threshold, so it was concluded that the compound was the source of the medicinal off-flavor.     

Identification of bitterness-masking compounds from cheese

Bitterness-masking compounds were identified in a natural white mold cheese. The oily fraction of the cheese was extracted and further fractionated by using silica gel column chromatography. The four fractions obtained were characterized by thin-layer chromatography and nuclear magnetic resonance spectroscopy. The fatty acid-containing fraction was found to have the highest bitterness-masking activity against quinine hydrochloride. Bitterness-masking activity was quantitated using a method based on subjective equivalents. At 0.5 mM, the fatty acid mixture, which had a composition similar to that of cheese, suppressed the bitterness of 0.008% quinine hydrochloride to be equivalent to that of 0.0049-0.0060% and 0.5 mM oleic acid to that of 0.0032-0.0038% solution. The binding potential between oleic acid and the bitter compounds was estimated by isothermal titration calorimetry. These results suggest that oleic acid masked bitterness by forming a complex with the bitter compounds.     

Metabolism of fungicide diethofencarb in grape (Vitis vinifera L.): definitive identification of thiolactic acid conjugated metabolites

The metabolic fate of diethofencarb (isopropyl 3,4-diethoxycarbanilate) separately labeled with (14)C at the phenyl ring and 2-position of the isopropyl moiety was studied in grape (Vitis vinifera L.). The acetonitrile solution of (14)C-diethofencarb at a rate of 500 g a.i. ha(-)(1) was once applied topically to fruits or leaves at the maturity stage of fruits (PHI 35 days), and the plants were grown in the greenhouse until harvest. In the grape plants, diethofencarb was scarcely translocated to the untreated portion and was degraded more in the fruit as compared to the leaf. For the fruit, diethofencarb primary underwent O-deethylation at the 4-position of the phenyl ring to form the phenolic derivative, isopropyl 3-ethoxy-4-hydroxycarbanilate (0.9% of the total radioactive residue, TRR). This metabolite was successively transformed via conjugation with glucose at the phenolic hydroxy group (8.1-18.1% TRR) or with thiolactic acid at the 5-position of the phenyl ring (1.5-1.7% TRR). The thiolactic acid conjugate was further metabolized mainly to two different types of glucose conjugates at the 4-position of the phenyl ring (8.7-13.5% TRR) and the hydroxy group in the thiolactic acid moiety (6.4-7.3% TRR), as evidenced by (1)H NMR and atmospheric pressure chemical ionization-liquid chromatography-mass spectrometry together with cochromatographies with synthetic standards.     

Possible influence of termites (Macrotermes bellicosus) on forms and composition of free sesquioxides in tropical soils

There has been less concern about soil mineralogical alteration than about soil physical, chemical and biological changes induced by termite nest-building activity. Furthermore, much less attention has been paid to free sesquioxides than to phyllosilicate minerals. In the present study, we conducted field morphological observations and selective dissolution analysis to characterize free sesquioxides in termite (Macrotermes bellicosus) mounds as compared with surrounding pedons in different toposequence positions, i.e., seasonally flooded valley bottom, hydromorphic fringe and well-drained upland sites. Distinctive redoximorphic features, such as surface yellowish layers on mound structures from the fringe site, indicate possible alteration of iron sesquioxide forms in the mounds due to the transportation of soil from reductive (aquic subsoil) to oxidative (epigeal mound) environments by the nest-building activity of M. bellicosus. On the other hand, the iron-soluble content in the dithionite-citrate-bicarbonate (DCB) system (Fe_d) was generally higher in the mound structures than at the adjacent sub-surface (Ap2) horizon at each toposequence position, while there was less difference in the content of acid ammonium oxalate (AAO) extractable iron (Fe_o) as compared to Fe_d. As a consequence, the iron activity index (Fe_d/Fe_o ratio) was found for the most part to be lower in the mound structures than in the neighboring Ap2 horizon. In addition, the content of Fe_d, AAO-soluble Al (Al_o) and DCB-extractable Al (Al_d) was significantly correlated with clay content in these soils. These findings suggest that M. bellicosus preferentially collects clay particles, probably from the clay-rich subsoils, such as the argillic horizon, which has been formed by the co-migration of phyllosilicate minerals and relatively crystalline sesquioxides. The species then likely incorporates them into the mounds, which induces an increase in the Fe_d content relative to that of Fe_o, resulting in a decreased iron activity index in the mound structures.     

Microbial Immobilization and Plant Uptake of Different N Forms in Three Forest Types in Shikoku District, Southern Japan

Soil microbial immobilization and plant uptake of N were evaluated for three forest types in Kochi, Shikoku district. During 196-d laboratory incubation, soil NO₃-N production in the Hinoki cypress forest was negligible for the initial 40 d and then rapidly increased, whereas NO₃-N production was rapid from the beginning in Japanese cedar and deciduous hardwood forests. Microbial immobilization of the labeled ¹⁵N decreased in the order of NH₄-N>glycine-N>NO₃-N. The ¹⁵N immobilization was higher for soil in the Hinoki cypress forest than other two soils. The delayed NO₃-N production in the Hinoki cypress forest was likely related with low availability of NH₄-N due to NH₄-N immobilization and substantial NO₃-N immobilization. In the field experiment, ¹⁵N uptake by roots decreased in the order of NH₄-N>NO₃-N>glycine-N. The absorption of the labeled ¹³C suggested direct uptake of organic N. The preference of N forms by root uptake was not different among forest types. Trees in three forest types can absorb inorganic and organic forms of N, suggesting trees absorb the N form that is the most abundant in the soil.     

Improvement of rice (Oryza sativa L.) growth in upland conditions with deep tillage and mulch

The productivity of upland rice in Japan as well as in the world is low and unstable owing to scarce and unpredictable rainfall. The objective of this study was to examine whether agronomic methods could enhance grain yield of upland rice. Four field experiments were conducted from 2001 to 2003 in Nishitokyo, Japan, under upland conditions with different water supplies, in order to quantify the effects of deep tillage combined with deep placement of manure (50-cm depth), straw mulch (6 t ha⁻¹), or their combinations on the growth and grain yield of rice. Mulch kept surface soil moisture higher than without mulch even at reproductive stage, and it increased yield to the greatest extent under the most favourable conditions with much rainfall before heading (i.e., 2003). Deep tillage with deep placement of manure induced deep root proliferation and higher nitrogen uptake, increasing biomass production, and panicle number, and consequently grain yield was enhanced under the two lowest yielding environments with less rainfall before heading. Rice plants with deep tillage with deep manure application without mulch tended to have lower leaf water potential and higher diffusion resistance during drought, and negative effects on grain filling and harvest index in some experiments compared with the control. When deep tillage with deep placement of manure was combined with mulching in two experiments in 2002 and 2003, grain yield always enhanced compared with the control (P < 0.10, 6.0 t ha⁻¹ versus 5.4 t ha⁻¹ on average), suggesting their synergetic mechanisms for yield increase and stabilization. The results showed that deep tillage or mulching can improve grain yield of rice under drought-prone rainfed upland conditions in a temperate climate on an Andosol, and their combination had more consistent and greater positive effects.     

The quality after culture in vitro or in vivo of porcine oocytes matured and fertilized in vitro and their ability to develop to term

The quality of porcine blastocysts produced in vitro is poor in comparison with those that develop in vivo. We examined the quality of in vitro‐matured and fertilized (IVM/IVF) oocytes, their abilities to develop to blastocysts under in vivo and in vitro conditions, and the potential of the embryos to develop to term after transfer. IVM/IVF oocytes were either transferred and the embryos recovered on Days 5 and 6 (100% and 87.5%, respectively) (‘ET‐vivo’ embryos), or cultured in vitro for 5 or 6 days (‘IVC’ embryos). The proportion of blastocysts differed significantly between the two groups on Day 5 (20.6% and 8.0%, respectively), but not on Day 6 (23.8% and 21.2%, respectively). The mean number of cells in ET‐vivo blastocysts on Days 5 or 6 was significantly higher (72.8 and 78.7, respectively) than that in IVC blastocysts (22.1 and 39.7, respectively). When IVM/IVF oocytes and IVC blastocysts on Day 6 were transferred, all (three and three, respectively) developed to piglets (16 and 16, respectively), without any difference in the rates of development to term (2.1% and 2.6%, respectively). These data suggest that, although blastocyst production differs between the two culture conditions, IVM/IVF oocytes possess the same ability to develop to term.     

Fish meal vs. corn gluten meal as a protein source for dry cat food.

To compare the effects of two dietary protein sources, fish meal (FM) and corn gluten meal (CGM), fecal moisture content, nitrogen balance and urinary excretion were examined in adult cats. The dietary protein source did not cause a significant difference in daily food intake, water intake, urine volume, dry matter digestibility or urinary nitrogen excretion, but fecal moisture content was lower (P<0.02) in the CGM group. The HCl-insoluble fraction of urinary sediment tended to be higher in the CGM group (P<0.10), although urinary pH was similar in the two groups. These results suggest that CGM is comparable with FM in respect to nutritional value and the urine acidifying effect, but FM may be preferable to CGM for the prevention of constipation and struvite urolithiasis in cats.     

Molecular complex of lignosulfonic acid/poly(vinyl pyridine) via ionic interaction: characterization of chemical composition and application to material surface modifications

Poly ion complexes of anionic lignosulfonic acid (LSA) with cationic poly(2-vinyl pyridine) or poly(4-vinyl pyridine) were prepared by mixing the polymer solutions in dimethyl sulfoxide or dilute hydrochloric acid. The complexes were formed as soon as the polymer solutions were mixed. Fourier transform infrared (FTIR) measurements for the complexes revealed the presence of strong ionic interactions between sulfonate anions of LSA and pyridinium cations of the vinyl pyridine (VPy) polymers. The strong interaction was supported by detection of a glass transition temperature (T _g) much higher than pristine T _g values of VPy polymers in differential scanning calorimetry. By using the ionic complexation, a coating of LSA onto VPy polymer films was undertaken to modify their original surface property. Formation of a thin complex film was confirmed by observation of absorption bands that are characteristic of the pyridinium cation in reflection FTIR spectra measurements, and by visualization of the attached LSA component in atomic force microscopy. This treatment resulted in the surface of the VPy polymer films becoming hydrophobic. An adhesion test was also conducted by pasting two veneered woods with the polymer complex, followed by shear-tearing them off. The adhesive strength of the complex was estimated to be 1.1 MPa. Part of this report was presented at the 55th (Kyoto, March 2005) and 56th (Akita, August 2006) Annual Meetings of the Japan Wood Research Society