• Title/Summary/Keyword: diester

Search Result 49, Processing Time 0.036 seconds

Synthesis of Several Diester Group-Containing Calix[4]arenes

  • 남계준;양용식;전종철;최용국
    • Bulletin of the Korean Chemical Society
    • /
    • v.17 no.6
    • /
    • pp.502-506
    • /
    • 1996
  • Several ester group-containing calix[4]arenes were synthesized by the reaction of calix[4]arene and various acyl chlorides. Two or four ethyl succinyl units could be introduced into the calix[4]arene lower rim depending on the reaction conditions. But the mixture of three and four ethyl malonyl substituted calix[4]arenes were obtained and only three ethyl oxalyl units were introduced at the lower rim of calix[4]arene. Interestingly when calix[4]arene was treated with ethyl oxalyl chloride in the presence of aluminum chloride, two ethyl oxalyl units were introduced at the upper rim of calix[4]arene. The conformation of those ester-containing calix[4]arenes was presented based on the 1H and 13C NMR spectra.

Enzymatic Formation of 13,26-Dihexyl-1,14-dioxacyclohexacosane-2,15-dione via Oligomerization of 12-Hydroxystearic Acid

  • Lee, Chan-Woo;Kimura, Yoshiharu;Chung, Jin-Do
    • Macromolecular Research
    • /
    • v.17 no.11
    • /
    • pp.919-925
    • /
    • 2009
  • The enzymatic polymerization of 12-hydroxystearic acid (12-HSA) was carried out with Lipase $CA^{(R)}$ in benzene to produce poly(12-hydroxystearate) (PHS) with a low molecular weight. When this polymerization was continued for a long reaction time, the PHS once formed was depolymerized into a cyclic diester, 13,16-dihexyl-1,14-dioxacyclohexacosane-2,15-dione (12-HSAD). Similar polymerization and depolymerization were observed when 12-hydroxyoleic acid (12-HOA) was treated with Lipase $CA^{(R)}$, whereas only polymerization occurred when 12-hydroxydodecanoic acid (12-HDA) was treated in a similar manner. The preferential formation of cyclic diesters for 12-HSA was attributed to the structural requirements due to the bulky n-hexyl side groups stemming from the ring systems.

An Eurpium(III) Hydrolytic Catalyst Favoring Anionic Phosphate Esters over Phosphate Triester'

  • Yun, Chang Won;O, Sun Jin;Jeon, Yeong Jin;Choe, Yeong Seo;Son, Yun Gyeong;HwangBo, Seok;Gu, Ja Gang;Park, Jun Won
    • Bulletin of the Korean Chemical Society
    • /
    • v.22 no.2
    • /
    • pp.199-204
    • /
    • 2001
  • A Cryptate (221) having a short alcohol pendant (2) was metallated with europium(Ⅲ) in anhydrous condition, and its hydrolytic activity for phosphate esters at neutral pH was examined. While the activity for the phosphate diester and monoester is comparable to that of the parent metal complex [1Eu]3+, its hydrolytic activity towards a phosphate triester is significantly suppressed. Potentiometric titration and luminescence spectroscopic studies for the equilibrium behavior of the complex in solution suggest that a dimer formation through the metal hydroxides as well as the pendant alcohol is likely to happen. The low hydrolytic activity for the triester seems to be associated with the dimer formation.

Purification and Characterization of the Red Carotenoprotein from the Skin of Ascidian, Halocynthia roretzi 2. Chemical Structure of Carotenoid (멍게 껍질로부터 분리정제한 적색 Carotenoprotein의 특성 2. Carotenoid의 화학구조)

  • Kang, Ok-Ju;Suh, Myung-Ja;Lee, An-Jong;Kim, Se-Kwon
    • Journal of Life Science
    • /
    • v.5 no.4
    • /
    • pp.181-189
    • /
    • 1995
  • Carotenoids liberated from the red carotenoprotein from the skin of ascidian(Halocynthia roretzi)were developed on TLC, and two bands were obtained with different Rfvalues. Their chemical reactivities and spectroscopic properties were studied and elucidated as astaxanthin diester and astaxanthin monoester. After saponification of carotenoid ester, GC analysis was performed. The carotenoid ester contained oleic acid, palmitic acid and palmitoleic acids as 50% of total amount, and had higher content unsaturated fatty acid including eicosapentanoic acid than saturated fatty acid.

  • PDF

Evaluation of Bioavailability of Phosphorus Accumulated in Arable Soils (농경지 토양에 집적된 인산의 생물이용가능성 평가)

  • Lee, Seul-Bi;Lee, Chang-Hoon;Kim, Gun-Yeob;Lee, Jong-Sik;So, Kyu-Ho;Kim, Sang-Yoon;Kim, Pil-Joo
    • Korean Journal of Environmental Agriculture
    • /
    • v.31 no.4
    • /
    • pp.293-299
    • /
    • 2012
  • BACKGROUND: Soil utilization pattern can be the main factor affecting soil physico-chemical properties, especially in soil phosphorus (P). Understanding the distribution and bioavailability of P is important for developing management to minimize P release from arable soils to environment. This study was conducted to evaluate the potential bioavailability of soil organic P by using phosphatase hydrolysis method. METHODS AND RESULTS: Twenty-four soils from onion-rice double cropping and 30 soils from plastic film house were selected from Changyeong and Daegok in Gyeongnam province, respectively. The P accumulation pattern (total P, inorganic P, organic P, residual P) and water soluble P were characterized. Commercial phosphatase enzymes were used to classify water-extractable molybdate unreactive P from arable soils into compounds that could be hydrolysed by (i) alkaline phosphomonoesterase (comprising labile orthophosphate monoesters), (ii) a combination of alkaline phosphomonoesterase and phosphodiesterase (comprising labile orthophosphate monoesters and diesters), and (iii) phytase (including inositol hexakisphosphate). Available P was highly accumulated with 616 and 1,208 mg/kg in double cropping system and plastic film house, respectively. Dissolved reactive P (DRP) and dissolved unreactive P (DUP) had similar trends with available P, showing 24 and 109 mg/kg in double cropping and 37 and 159 mg/kg in plastic film house, respectively, indicating that important role of dissolved organic P in the environments had been underestimated. From the result of phosphatase hydrolysis, about 39% and 66% of DUP was evaluated as bioavailable in double cropping and plastic film house, respectively. CONCLUSION(S): Orthophosphate monoester and orthophosphate diester accounted for high portion of dissolved organic P in arable soils, indicating that these organic P forms give important impacts on bioavailability of P released from P accumulated soils.

Enzymatic Synthesis of Fructose-based Sugar Fatty Acid Ester Using Methyl Fructoside (메틸프룩토시드를 이용한 과당계열 당 지방산 에스테르의 효소적 합성)

  • 허주형;김해성
    • KSBB Journal
    • /
    • v.13 no.6
    • /
    • pp.706-717
    • /
    • 1998
  • Enzymatic synthesis of fructose-based sugar fatty acid esters, such as methyl fructoside oleic acid mono and diester, was investigated using methyl fructoside as a sugar starting material. For the production of methyl fructoside fatty acid monoester by solvent process, 2-methyl 2-propanol was found to be a god reaction medium resulting a higher yield and productivity due to its high sugar solubility. The yield and productivity of methyl fructoside oleic acid monoester were 70% and 12.6g/L-hr, respectively, when molar ratio of methyl fructoside, initial concentration of methyl fructoside, enzyme(Novozym 435) content, and reaction temperature were 3:1, 200g/L, 1%(w/v), and $60^{\circ}C$, respectively. Methyl fructoside oleic acid diester was prepared by lipase-catalyzed diacylation of methyl fructoside and oleic acid in the solvent-free process. Maximum yield of 98% and productivity of 140g/L-hr were achieved when molar ratio(methyl fructoside and oleic acid) of 1:2 enzyme content of 10%(w/v) and reaction temperature of $70^{\circ}C$ were applied for the operating conditions under a reduced pressure of 20∼200 mmHg.

  • PDF

Surface Properties and the Catalytic Activity of Amorphous Iron Aluminophosphates: Effect of Fe Loading (비정질 인산알루미늄 철의 표면 성질 및 촉매 특성: 함유된 철의 양에 의한 효과)

  • Vijayasankar, A.V.;Aniz, C.U.;Nagaraju, N.
    • Journal of the Korean Chemical Society
    • /
    • v.54 no.1
    • /
    • pp.131-136
    • /
    • 2010
  • Iron aluminophosphates (FeAlP) with different percentage of iron were synthesized and characterized for their surface and bulk properties. The catalytic activity was determined in the transesterification of diethyl malonate with benzyl alcohol. Benzyl ethylmalonate and dibenzyl malonate were obtained as the only products. FeAlP with 0.025 mole % of iron was found to be distinctly different in its textural and catalytic properties. Formation of diester was found to be favored by the acid sites of intermediate strength. The presence of hydrated alumina and the polycondensed phosphates in the materials reduced the catalytic activity of iron aluminophosphates in transesterification reaction.

Hydrolysis of Phosphate Diesters as Nucleic Acid Model (핵산 모델로서 Phosphate Diester들의 가수분해 반응)

  • Sung, Nack-Do
    • Applied Biological Chemistry
    • /
    • v.37 no.6
    • /
    • pp.447-450
    • /
    • 1994
  • Rate of hydrolysis ethylene phosphate, dimethylphosphate and hydroxyethylmethylphosphate in neutral water have been measured. Hydrolysis of ethylene phosphate proceeds with P-0 bond cleavage $(k_{obs}=3{\times}10^{-7}s^{-1}\;at\;100^{\circ}C,\;{\Delta}H{\neq}=24\;kcal,\;{\Delta}S{\neq}=25.5\;eu)$. In constrast, hydrolysis of dimethylphosphate proceeds with C-O bond cleavage $(k_{obs}=3{\times}10^{-7}s^{-1}\;at\;150^{\circ}C)$. The rate constant for P-O bond cleavage of dimethylphosphate is estimated at $1{\times}10^{-11}s^{-1}\;at\;150^{\circ}C,\;({\Delta}H{\neq}=36\;kcal,\;{\Delta}S{\neq}=25.5\;eu)$. A phosphodiesterase catalyzed hydrolysis of dimethylphosphate is $10^{17}$ times faster than the simple water rate. The observed rate of hydrolysis of hydroxyethylmethylphosphate is comparable to that of dimethylphosphate indicating C-O bond cleavage $(k_{obs}=6{\times}10^{-7}s^{-1}\;at\;150^{\circ}C)$.

  • PDF

Crystal Structure and Molecular Stereochemistry of Novel Polymeric Cu2(DMP)44(DMSO) as a Platform for Phosphate Diester Binding

  • Rafizadeh, Massoud;Tayebee, Reza;Amani, Vahid;Nasseh, Mohammad
    • Bulletin of the Korean Chemical Society
    • /
    • v.26 no.4
    • /
    • pp.594-598
    • /
    • 2005
  • Treatment of a solution of $CuCl_2$ in dimethyl phosphate (DMP) with DMSO under nitrogen atmosphere afforded to a light blue fluorescence powder. Slow evaporation of $H_2O$-DMSO solution of this powder resulted in blue-sky crystals of a new polymeric Cu(II) complex, with a unit cell composed of $Cu_2(DMP)_4$(DMSO), (1). The crystal and molecular structure of the complex acquired crystallographically. Compound (1) crystallizes in the monoclinic space group $P2_1$/n with a = 12.8920(11) $\AA$, b = 13.1966(11) $\AA$, c = 14.7926(13) $\AA$, $\alpha$ = 90$^{\circ}$, $\beta$ = 98.943(2)$^{\circ}$, $\gamma$ = 90$^{\circ}$, V= 2486.1(4) ${\AA}^3$, and Z = 4. A square pyramidal environment for the metal center was established by coordination of oxygen atoms of four bridging DMP ligands in the basal positions and binding a tri-centered oxygen atom of DMSO in the apical disposition of Cu(II). The sixth position was also affected by a weak interaction with the sulfur atom of another DMSO. The phosphorous atom in the bridging DMP was arranged in a deformed tetrahedron with (gg) conformation for methyl esters with $C_{2v}$ symmetry.

광용혈에 대한 Ketocarotenoids의 현저한 세포 보호작용에 관한 연구

  • Lee, Su-Nam;Lee, Dae-Hyeong;Lee, Tae-Yeong
    • Journal of the Society of Cosmetic Scientists of Korea
    • /
    • v.13 no.1
    • /
    • pp.45-71
    • /
    • 1987
  • ${\beta}$-Carotene has been known as an effective quenching agent of singlet oxygen and the carotenoid pigments in general are expected to protect cells against photosensitized oxidations. We are determined the quenching rate constants of several Ketocarotenoids including capsanthin, capsanthin diester, astaxanthin and fucoxanthin, and the relative quenching actiyities against singlet oxygen were compared with those of ${\beta}$-carotene and reported carotenoids. Nevertheless the ketocarotenoids exhibited lower quenching rate constants than ${\beta}$-carotene, they showed more pronounced protective activitives than ${\beta}$-carotene against photohemlysis induced by singlet oxygen. Among the ketocarotenoids investigated, fucoxanthin indicated a significant protective activity for the cell. The results suggested that. 1) 1O2 may be alikely initiator of photohemolysis, but this reaction is followed by slow dark reactions involving secondary reactive species. 2) For protection of RBC against photodynamic action with carotenoids, carotenoids having functional groups such as -C=0 and -OH groups are most efficient. This suggests that partition of carotenoids between the buck and the mombrane and/or their specific binding to membrane proteins are more critical for the photo-protection by carotenoids than is a diffusional quenching of 1O2.

  • PDF