• 제목/요약/키워드: Hydrophobic moiety

검색결과 44건 처리시간 0.028초

Novel pH/Temperature Sensitive Hydrogels of Poly (ethylene glycol)-Poly (caprolactone) -Poly (${\beta}-amino\;ester$) (PAE-PCLA-PEGPCLA-PAE) Biodegradable Polyester Block Copolymer

  • Huynh Dai Phu;Lee Doo-Sung
    • 한국고분자학회:학술대회논문집
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    • 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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    • pp.263-263
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    • 2006
  • Poly (ethylene glycol)(PEG) - Poly (${\varepsilon}-caprolactone(CL)$) - Poly (D,L lactide(LA) (PCLA-PEG-PCLA) was synthesized by ring-opening polymerization to form temperature sensitive hydrogel triblock copolymer. The triblock copolymer was acrylated by acryloyl chloride. ${\beta}-amino$ ester was used as a pH sensitive moiety, in this study ${\beta}$- amino ester obtained from 1,4-butandiol diacrylate, and 4, 4' trimethylene dipiperidine, it have pKb around 6.6. pH/temperature sensitive penta-block copolymer (PAE-PCL-PEG-PCL-PAE) was synthesized by addition polymerization from acrylated triblock copolymer, 1,4-butandiol diacrylate, and 4, 4' trimethylene dipiperidine. Their physicochemical properties of triblock and penta-block copolymers were characterized by $^1H-NMR$ spectroscopy and gel permeation spectroscopy. Sol-gel phase transition behavior of PAE-PCL-PEG-PCL-PAE block copolymers were investigated by remains stable method. Aqueous media of the penta-block copolymer (at 20 wt%) changed from a sol phase at pH 6.4 and $10^{\circ}C$ to a gel phase at pH 7.4 and $37^{\circ}C$. The sol-gel transition properties of these block copolymers are influenced by the hydrophobic/hydrophilic balance of the copolymers, block length, hydrophobicity, stereo-regularity of the hydrophobic of the block copolymer, and the ionization of the pH function groups in the copolymer depended on the changing of environmental pH, respectively. The degradation and the stabilization at pH 7.4 and $37^{\circ}C$, and the stabilization at pH 6.4 and $10^{\circ}C,\;5^{\circ}C,\;0^{\circ}C$, of the gel were determined. The results of toxicity experiment show that the penta block copolymer can be used for injection drug delivery system. The sol?gel transition of this block copolymer also study by in vitro test ($200{\mu}l$ aqueous solution at 20wt% polymer was injected to mouse). Insulin loading and releasing by in vitro test was investigated, the results showed that insulin can loading easily into polymer matrix and release time is around 14-16days. The PAE-PCL-PEG-PCL-PAE can be used as biomaterial for drug, protein, gene loading and delivery.

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융합단백질로 발현된 톡소포자충의 주요막단백질(p30) 절편의 항원성 (Analysis of antigenic domain of GST fused major surface protein (p30) fragments of Toxoplasma gondii)

  • 남호우;임경심
    • Parasites, Hosts and Diseases
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    • 제34권2호
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    • pp.135-142
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    • 1996
  • 톡소포자충(Toxoplosma gondii) 주요막단백질의 하나인 30 kDa 단백질(p30)의 항원부위를 결정하고자 p30의 아미노산 분석에 따른 친수성 부위 및 혐수성 부위에 맞게 유전자를 증폭하고 발현시켜 항원성을 검토하였다 p30의 절편으로는 p30 전체 p30의 N-말단 Signal Sequence와 C- 탈단의 혐수성 부위를 제거한 S28. S28의 N-말단 2/3부위인 Al9. S28의 C-말단 2/3부위인 Pl9. 528의 N-탈난 1/3부위인 X9 중앙 1/3부위인 Y10 및 C-말단 1/5부위인 Z9로 구성하였다. 각절편에 대한 primer에는 EcoR I의 clampsequence를 포함시켜 중합효소반응으로 증폭시켰으며 G57를 발현하는 pGEX-4T-1 vector에 삽입시킨 후 Eschericha coli(.JM105 strain)에 형질변형시키고 IgG로 각 절편이 GST와 융합단백질로 발현되도록 하였다 SDS-PAGE상에서 p30은 63 kDa. S28는 54 kDa Al9과 Pl9은 각각 45 kDa. X9은 35 kDa. Y10은 36 kDa 및 29은 35 kDa 단백질로 발현되었다. 각각의 단백질은 westemblot상에서 GSTdetectionkit와 잘 반응하여 융합단백질임을 확인하였다. 톡소포자충증 환자 혈청과 westem blot에서 p30. S28 및 Al9은 반응하여 항원성이 인정되었으나 Pl9 . X9, Y10 및 Z9는 반응하지 않았다 따라서. p30의 중간 1/3 부위의 존재하에 N-말단 1/3부위가 항원성을 나타내는 구조적 항원이거나. 첫 1/3부위와 중 간 1/3부위의 경계에 위치한 polypeptide가 항원성을 발현하는 것으로 추정되었다.

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불소 변성 폴리우레탄의 합성과 표면 개질 (Synthesis of Fluorine Modified Polyurethane and Surface Modification)

  • 임철환;최희성;노시태
    • 공업화학
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    • 제10권6호
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    • pp.913-916
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    • 1999
  • 과불화 1가 알코올인 N-ethyl-N-2-hydroxyethyl-perfluorooctanesulfonamide(HFA)와 삼관능성 이소시아네이트인 Tris(6-isocyanatohexyl)isocyanurate(TIHI)를 반응시켜 불소를 함유한 디이소이아네이트(FMD)를 합성한 후, poly(tetramethylene) glycol과 반응시켜 폴리우레탄 표면 개질제인 불소 변성 폴리우레탄(FMPU)을 합성하였다. 이렇게 합성한 불소 변성 폴리우레탄(FMPU)을 polyester type의 폴리우레탄(BPU)에 혼합하여 표면 성질과 열적 성질을 각각 접촉각 측정기인 $Kr{\ddot{u}ss$ G-10과 DSC로 측정하였다. 혼합된 폴리우레탄 수지에서 불소 변성 폴리우레탄 함량이 1 wt %로 증가함에 따라서 표면 에너지가 47.82 dyne/cm에서 17.64 dyne/cm로 급격히 감소했으나, 5 wt %에서 10 wt % 범위의 경우에는 접촉각의 변화가 완만하게 관찰되었다. 이와 같은 실험 결과 폴리우레탄 표면 개질제(FMPU)에 함유된 불소의 표면 배향성으로 인하여 표면 성질이 소수성을 띄나 폴리우레탄 표면 개질제(FMPU)의 함량이 5 wt % 이상에서는 불소 변성 폴리우레탄(FMPU)과 폴리우레탄(BPU)의 비상용성에 기인한 상 분리가 현저히 나타났다. 이와 같은 현상은 폴리우레탄 표면 개질제(FMPU)가 첨가된 폴리우레탄의 열적 성질에서 FMPU의 함량이 5 wt % 이상일 때, 비상용성에 의한 상 분리로 인하여 FMPU 고유의 얼적 거동이 관찰됨으로써 확인할 수 있었다.

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아미노산 공중합체/난용성 약물 나노입자의 제조: 고분자 특성 및 가공변수 (Preparation of Amino Acid Copolymers/water-insoluble Drug Nanoparticles: Polymer Properties and Processing Variables)

  • 유지연;이수정;안철희;최지연;이종휘
    • 폴리머
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    • 제29권5호
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    • pp.440-444
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    • 2005
  • 입자크기 감소에 의한 약물의 표면적 증가는 불용성 약물의 생체이용률 즉, 약물의 흡수량과 속도를 향상시켜 주는 효과적인 방법으로 알려져 있다. 그 동안 약물 나노제제 공정 동안 약물 나노입자가 응집되는 것을 방지하기 위한 안정제 또는 분산제로서 한정된 수의 부형제만 사용되어 공정의 개선에 제약이 되었다. 본 연구에서는 N-카복시안하이드라이드 단량체의 개환 중합으로 합성한 소수성과 친수성을 가진 아미노산 공중합체가 불용성 약물인 나프록센 나노입자를 안정화시키기 위한 새로운 물질로서 사용되었다. 합성된 아미노산 공중합체로 안정화된 나프록센 나노입자는 60분간 습식 분쇄 공정에 의해 $200\~500nm$의 크기로 제조되었고, 공중합체의 소수성 부분이 적어도 $10 mol\%$ 이상이어야 효과적인 크기 감소를 볼 수 있으며, 공중합체의 모폴로지와 분자량은 입자 크기 감소를 결정하는 중요 요소가 아니었다. 또한 제조된 약물 나노입자 크기는 눈에 띄는 응집없이 14일까지 안정한 것을 알 수 있었다.

Tertiary Structure of Ginsenoside Re Studied by NMR Spectroscopy

  • Kang, Dong-Il;Jung, Ki-Woong;Kim, Seoung-Keum;Lee, Sung-Ah;Jhon, Gil-Ja;Kim, Yang-Mee
    • Bulletin of the Korean Chemical Society
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    • 제28권12호
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    • pp.2209-2213
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    • 2007
  • Ginseng has long been used as a traditional medicine in Asian countries including Korea and China. In recent years, it has been reported that the biological activities of ginseng are due to its active components, ginsenosides. Ginsenosides are represented by triterpenes of the dammarane type. Ginsenoside Re consists of two glucose rings, one rhamnose ring, and the triterpene ring. In the present study ginsenoside Re has been isolated from the Korean ginseng (Panax ginseng) and the tertiary structure has been determined using NMR spectroscopy. Flexibilities around each linkages described by seven torsion angles were considered. The structures of ginsenoside Re obtained by NMR spectroscopy show the rigidity around the glucopyranosyl ring II and alkene side chain. The dihedral angles of φ5, φ6, φ7 are about 150o, 50o and 45o, respectively. In addition, flexibility exists around rhamnopyranosyl and glucopyronosyl moiety. The linkage around the rhamnopyranosyl and glucopyranosyl ring I, are divided into three groups. This flexibility seems to play important role in regulation of the hydrophobic surface exposed to the solvent. Because of the growing need for the structural determination of ginsenoside, this result can help to understand their well-accepted pharmacological effects of ginsenoside Re.

Self-organized Pullulan/Deoxycholic Acid Nanogels: Physicochemical Characterization and Anti-cancer Drug-releasing Behavior

  • Na, Kun;Park, Kyong-Mi;Jo, Eun-Ae;Lee, Kwan-Shik
    • Biotechnology and Bioprocess Engineering:BBE
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    • 제11권3호
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    • pp.262-267
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    • 2006
  • The objective of this study was to develop new self-organized nanogels as a means of drug delivery in patients with cancer. Pullulan (PUL) and deoxycholic acid (DOCA) were conjugated through an ester linkage between the hydroxyl group in PUL and the carboxyl group in DOCA. Three types of PUL/DOCA conjugates were obtained, differing in the number of DOCA substitutions (DS; 5, 8, or 11) per 100 PUL anhydroglucose units. The physicochemical properties of the resulting nanogels were characterized by dynamic light scattering, transmission electron microscopy, and fluorescence spectroscopy. The mean diameter of DS 11 was the smallest (approx. 100 nm), and the size distribution was unimodal. To determine the organizing behavior of these conjugates, we calculated their critical aggregation concentrations (CACs) in a 0.01-M phosphate buffered saline solution. They were $10.5{\times}10^{-4}mg/mL,\;7.2{\times}10^{-4} mg/mL,\;and\;5.6{\times}10^{-4} mg/mL$ for DS 5, 8, and 11, respectively. This indicates that DOCA can serve as a hydrophobic moiety to create self-organized nanogels. To monitor the drug-releasing behavior of these nanogels, we loaded doxorubicin (DOX) onto the conjugates. The DOX-loading efficiency increased with the degree of DOCA substitution. The release rates of DOX from PUL/DOCA nanogels varied inversely with the DS. We concluded that the PUL/DOCA nanogel has some potential for use as an anticancer drug carrier because of its low CAC and satisfactory drug-loading capacity.

불소화된 폴리우레탄의 합성과 표면특성 (Synthesis and Surface Properties of Fluorinated Polyurethanes)

  • 김형중
    • 폴리머
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    • 제25권1호
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    • pp.33-40
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    • 2001
  • 불소화된 폴리우레탄 탄성체를 4,4'-diphenyl methane diisocyanate(MDI) 혹은 toluene 2,4-diisocyanate(TDI) 같은 diisocyanate와 perfluorinated polyether(Fomblin $ZDOL^{\circledR}$)로부터 2단계 용액 중합법에 의해 합성하였다. 합성된 폴리우레탄의 soft segment 부분 중 10~50%를 Fomblin ZDOL 성분이 되도록 polypropylene glycol(PPG) 혹은 polytetramethylene glycol(PTMG)과 같은 polyether polyol을 반응도중에 혼합하여 반응을 완성하였다. 사슬연장제로는 ethylene diamine 혹은 1,4-butanediol을 사용하였다. 합성 중합체의 확인과 평균분자량 등 특성조사에 FT-IR, $1^H$-NMR, 겔투과 크로마토그래피(GPC), 시차주사열량계(DSC)를 이용하였고 표면특성은 X-ray photoelectron spectroscopy(XPS)와 접촉각으로 조사하였다. 표면분석결과 불소기는 합성된 탄성체 필름의 내면보다 표면에 더 많이 분포함을 알 수 있었다

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THE SYNTHESIS, PHYSICAL PROPERTY, AND THE BIOLOGICAL ACTIVITY OF NOVEL NEO-CERAMIDES

  • Kim, Duck-Hee;Lee, Bo-Seaub;Koo, Myeong-Soo;Kim, Hyun-Jun;Lee, Hae-Kwang;Park, Moon-Jae;Lee, Ok-Sub
    • 대한화장품학회지
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    • 제24권3호
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    • pp.6-16
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    • 1998
  • Ceramides are currently emerging as the major skin care ingredients due to !heir barrier properties in the stratum corneum of the human skin. Thus, major cosmetic companies have developed synthetic ceramide analogs for their own use. In this study, several ceramide mimic compounds , new skin barrier lipids, were designed and synthesized, and their physical and biological properties were investigated to evaluate their skin care capability. Several structures were designed from the variation of hydrophobic alkyl chain and hydrophilic moiety by the use of molecular modeling software. The selected targets were synthesized, and their properties and activities were studied as the pure form, in the emulsion, or in the lamellar mixture containing cholesterol and fatty acid. Some compounds, such as 1,3-bis(N-(2-hydroxyethyl)-palmitoylamino)-2-hydroxypropane, enhanced the restoration of skin barrier damaged by SDS(sodium dodecyl sulfate), and by acetone treatment. The rate of restoration was comparable to that of natural ceramides. The synthesized compounds alleviated SDS induced skin irritation and facilitated lamellar phase liquid crystal formation. The treatment of 1,3-Dis(N-(2-hydroxyethyl)-palmitoylam ino)-2-hyd roxypropane on the acetone damaged skin revealed that the compound promoted the recovery of intercellular lipid lamellar structure of stratum corneum layer. The replacement of palmitoyl groups of the compound with shorter alkyl chain gave lower emulsion viscosity and liquid crystal density, suggesting easier formulation and poorer barrier activity. Most of the synthesized compounds were non-irritable in various toxicological tests proving that they can be safely introduced to the skin care formulations.

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페니실린과 세파로스포린계 항생제의 생합성 (Biosynthesis of Penicillins and Cephalosporins Antibiotics)

  • 김경자;구양모
    • 약학회지
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    • 제27권3호
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    • pp.185-205
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    • 1983
  • Penicillins and cephalosporins are biosynthesized from L-.alpha.-aminoadipic acid, L-cysteine and L-valine. A tripeptide, LLD-$\delta$-($\alpha$-aminoadipyl)cysteinylvaline(LLD-ACV) was isolated from fermentation broths of Cephalosporium acremonium as well as of Penicillium chrysogenum and it was proved that the LL-$\delta$-($\alpha$-aminoadipyl cysteine was formed first in mycelia, to which valine would be connected to give LLD-ACV. However, several points are still unsolved; first, what mechanism is involved in the configurational change from L-valine to D-valine, second, what kind of cyclization mechanism gives a $\betha$-lactam ring and a thiazolidine ring and third, what is the pathways for the ring expansion from penicillins to cephalosporins. At present, it seems clear that LLD-ACV is cyclized to give isopenicillin N, which is transformed to penicillin N and further to cepbalosporin C. Other hydrophobic penicillins, including benzyl penicillin and penicillin V, are formed from isopenicillin N by acyl-exchange reactions catalyzed by penicillin transferase, rather than by acylation reaction on 6-aminopenicillanic acid(6-APA), which was isolated from the fermentation broth of P. chrysogenum and which would be formed by hydrolysis of $\delta-(\alpha$-amincadipyl)amido moiety at the C-6 position in isopenicillin N or penicillin N by penicillin acylase. Acylation of 6-APA is catalyzed also by penicillin acylase, but the reaction is proved not to be involved in penicillin biosynthesis. Understanding the biosynthesis of penicillins and cephalsoporins would provide solutions to increase in fermentation yields of penicillins, especially of cephalosporins and a solution to biological production of 7-aminocepbalosporanic acid (7-ACA) which is of importance in pharmaceutical industry. Still regulation mechanisms in penicillin and cephalosporin biosynthesis are unveiled at all.

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Acrylamide Copolymers에 의한 Liquid Crystal Emulsions의 안정성에 관한 연구 (The Stabilization of Liquid Crystal Emulsions by Acrylamide Copolymers)

  • 류해일;장낙한;전윤석;이명신
    • 한국산학기술학회논문지
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    • 제10권8호
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    • pp.2005-2014
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    • 2009
  • PDLC 필름을 제작하는 데는 여러 방법들이 있으나 그중 하나로서 에멀젼 기술에 기반을 둔 NCAP필름 제조방법이 있다. 이러한 에멀젼 기술은 물에 부분적으로 용해될 수 있는 PVA, PVP와 같은 고분자로 NCAP를 제조할 수 있고, 또한 안정제 없이도 안정한 액정 에멀젼을 형성할 수 있다. 본 연구에서는 물에 녹는 것과 물에 녹지 않는 부분을 가지고 있는 분자로 구성된 공중합체에 대하여 에멀젼의 안정성과 계면장력, 표면장력이 공중합체의 구성, 농도, 소수성 체인 등에 의존한다는 것도 연구하였다. Acrylamide-styrene(AA-ST)계 공중합체는 같은 농도조건에서 사용한 다른 공중합체보다 낮은 계면장력을 나타낸다. 낮은 계면장력 때문에 AA-ST 공중합체는 액정분자들과 좋은 친화성을 갖는다. 또한 액정표면에 쉽게 흡수되는 분자들이 액정 에멀젼 시스템을 더 안정화하다는 것과 형태학적 분석을 통한 액정의 안정성도 논의하였다.