Synthesis and Crystal Structure of Ethyl 2-(6-(1,3-Dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl) Butanoate

The title compound ethyl 2-（6-（1,3-dioxo-4,5,6,7-tetrahydro-lH-isoindol-2（3H）- yl）-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4（3H）-yl） butanoate 3 was synthesized by the reaction of ethyl 2-（6-amino-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4（3H）-yl） butanoate with 4,5,6,7- tetraydrophthalic anhydride, and its structure was determined by X-ray single-crystal diffraction. The crystal belongs to the monoclinic system, space group P2 1/n with a = 9.3469（2）, b = 16.7715（5）, c = 13.7153（4） A, β= 104.9680（10）°, μ = 0.107 mm^-1, Mr = 430.42, V= 2077.08（10） ,A3, Z= 4, Dc = 1.376 g/cm3, F（000） = 904, T= 296（2） K, R = 0.0508 and wR = 0.1478.

Synthesis and Characterization of a Novel Galactosylated Cholesterol

A novel galactosylated cholesterol with mono-galactoside moiety, （5-cholesten-3-yl）-4-oxo-4-[2-（lactobionylamido）ethylamido]butanoate 6 was synthesized. Its chemical structure was characterized by IR, ESI-MS, ^13C NMR, ^1H NMR. Doxorubicin entrapped in the liposomes containing 10% mol/mol 6 was rapidly accumulated in liver and mainly uptake by parenchymal cells in mice.

Chemical Kinetic Modeling for the Effects of Methyl Ester Moiety in Biodiesel on PAHs and NO_x Formation

In order to investigate the effects of methyl ester moiety on polycyclic aromatic hydrocarbons (PAHs) and NO x formation in biodiesel combustion, the combined models were developed based on detailed methyl butanoate (MB) oxidation model and n-butane model. Also, PAHs detailed reaction mechanism and NO x formation mechanism were added to the detailed models to form the combined models. The combined models were used to compare the combustion of n-butane and MB in a shock tube simulation to understand the effects of methyl ester moiety. The results indicated that compared with n-butane, the methyl ester moiety in MB leads to different reaction pathways, more CO and CO 2 formation and less formation of PAHs precursors such as ethylene and acetylene. In addition, a better chemical insight into the effects of methyl ester moiety on NO x formation was given, which will help to understand the combustion process of biodiesel.

Dietary supplementation with 2-hydroxy-4-methyl(thio)butanoic acid and DL-methionine improves productive performance,egg quality and redox status of commercial laying ducks

This experiment aimed to study the effects of supplemental methionine sources,2-hydroxy-4 methyl(thio)butanoic acid(HMTBa)and DL-Methionine(DL-Met),on productive performance,egg quality,and redox status of laying ducks.A total of 792 healthy 25-wk-old Longyan laying ducks with similar body weights were randomly allotted to 11 treatment groups.Each treatment group had 6 replicates of 12 ducks.The trial lasted for 16 wk.Ducks were fed a basal deficient diet(Met:0.24%;Met+Cys:0.51%)or supplemented with DL-Met or HMTBa at 0.05%,0.12%,0.19%,0.26%,and 0.33%of diet,respectively.Compared with the basal diet,supplementation with either DL-Met or HMTBa increased the average egg weight,egg mass,and decreased feed to egg ratio during the whole trial period(P<0.05).Albumen weight and its ratio to total egg weight were increased,but yolk and shell ratio,albumen height,Haugh unit and shell breaking strength were decreased(P<0.05).Dietary DL-Met or HMTBa supplementation increased taurine,methionine,leucine,tryptophan and arginine content,and decreased serine and lysine content in plasma(P<0.05).The redox status of laying ducks was improved by enhancing the glutathione peroxidase and catalase activities,glutathione content and its ratio relative to glutathione(oxidized)content and decreasing malondialdehyde content and increasing mRNA expression of superoxide dismutase-1,glutathione peroxidase-1,hemeoxygenase-1 and nuclear factor-like 2 in liver and ileum with the supplementation of DL-Met or HMTBa(P<0.05).Liver health status measured by average area proportion lipid droplet was improved with supplementation of DL-Met or HMTBa(P<0.05).Villus height and villus height to crypt depth ratio in the ileum and the ileal gene expression of tight junction protein and occludin were increased with DL-Met or HMTBa supplementation(P<0.05).Taken together,these results suggested that the efficacy of dietary supplementation of HMTBa was similar to DL-Met,and it ranged from 98%to 100%for productive performance and egg albumen ratio in laying ducks(25 to 41 wk).

A systematic review of metabolism of methionine sources in animals:One parameter does not convey a comprehensive story

The goal of this review article,based on a systematic literature search,is to critically assess the state of knowledge and experimental methodologies used to delineate the conversion and metabolism of the 2 methionine(Met)sources DL-methionine(DL-Met)and DL-2-hydroxy-4-(methylthio)butanoic acid(HMTBa).The difference in the chemical structures of HMTBa and DL-Met indicates that these molecules are absorbed and metabolized differently in animals.This review explores the methodologies used to describe the 2-step enzymatic conversion of the 3 enantiomers(D-HMTBa,L-HMTBa and D-Met)to L-Met,as well as the site of conversion at the organ and tissue levels.Extensive work was published documenting the conversion of HMTBa and D-Met into L-Met and,consequently,the incorporation into protein using a variety of in vitro techniques,such as tissue homogenates,cell lines,primary cell lines,and everted gut sacs of individual tissues.These studies illustrated the role of the liver,kidney,and intestine in the con-version of Met precursors into L-Met.A combination of in vivo studies using stable isotopes and infusions provided evidence of the wide conversion of HMTBa to L-Met by all tissues and how some tissues are net users of HMTBa,whereas others are net secreters of L-Met derived from HMTBa.Conversion of D-Met to L-Met in organs other than the liver and kidney is poorly documented.The methodology cited in the literature to determine conversion efficiency ranged from measurements of urinary,fecal,and respiratory excretion to plasma concentration and tissue incorporation of isotopes after intraperitoneal and oral in-fusions.Differences observed between these methodologies reflect differences in the metabolism of Met sources rather than differences in conversion efficiency.The factors affecting conversion efficiency are explored in this paper and are mostly associated with extreme dietary conditions,such as noncommercial crystalline diets that are very deficient in total sulfur amino acids with respect to requirements.Impli-cations in the diversion of the 2 Met sources toward transsulfuration over transmethylation pathways are discussed.The strengths and weaknesses of some methodologies used are discussed in this review.From this review,it can be concluded that due to the inherent differences in conversion and metabolism of the 2 Met sources,the experimental methodologies(e.g.,selecting different organs at different time points or using diets severely deficient in Met and cysteine)can impact the conclusions of the study and may explain the apparent divergences of conclusion found in the literature.It is recommended when con-ducting studies or reviewing the literature to properly select the experimental models that allow for differences in how the 2 Met precursors are converted to L-Met and metabolized by the animal to enable a proper comparison of their bioefficacy.

A Green and Novel Method for the Synthesis of 4,4-Difluoro-3- oxo-2-（triphenylphosphoranylidene） 5-Lactones by Reformatsky Reaction

In the presence of In/CuCl, ethyl 4-bromo-4,4-difluoro-3-oxo-2-（triphenylphosphoranylidene）butanoate reacted with various aldehydes in aqueous medium at room temperature to give the a,a-difluorinated β-hydroxy carbonyl compounds. Furthermore, treating Reformatsky addition compounds with 1 equiv, of sodium hydroxide in the mixture of tetrahydrofuran and water afforded gem-difluoromethylenated 2-triphenylphosphoranylidene δ-lactones in excellent yields.