• Title/Summary/Keyword: Poly amino acid

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Characterizations of Novel Poly(aspartic acid) Derivatives Conjugated with γ-Amino Butyric Acid (GABA) as the Bioactive Molecule

  • Kim, Seung-Il;Son, Chang-Mo;Jeon, Young-Sil;Kim, Ji-Heung
    • Bulletin of the Korean Chemical Society
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    • v.30 no.12
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    • pp.3025-3030
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    • 2009
  • Novel poly(aspartic acid) derivatives conjugated with $\gamma$-amino butyric acid, GABA, moieties, and their amphiphilic analogs were synthesized and characterized. The chemical structures of these polymers were confirmed by FT-IR and $^1H$ NMR spectroscopy. Their physicochemical properties in aqueous media were characterized by electrophonetic light scattering spectrophotometry (ELS), acid-base titration, and UV-spectroscopy. In addition, the in vitro cell activity of the GABA-conjugated polymer was examined. These results indicated that GABA-conjugated poly(aspartic acid) derivatives showed cell-growth activity and nanoparticle formation of a suitable size within aqueous media. These polymers have potential application in the cosmetic and pharmaceutical fields.

Physiological activities of poly(amino acid)'s derivatives with β-sheet structure on the skin (베타시트 구조가 도입된 폴리아미노산 유도체의 피부활성에 관한 연구)

  • Shin, Sung Gyu;Han, Sa Ra;Jung, Naseul;Ji, Yoonsook;Jeong, Jae Hyun
    • Journal of the Korean Applied Science and Technology
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    • v.37 no.6
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    • pp.1597-1604
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    • 2020
  • In this study, a synthesized poly(amino acid) self-assembly grafted with valine molecules was investigated on the skin activity of skin growth factors. The amphiphilic grafted poly(amino acid) derivatives were successfully synthesized by varying of degree of substitution(DS) and polymerization (DP) with valine molecules forming a β-sheet structure. Then, the pro-collagen biosynthesis of EGF(epidermal growth factor) was improved by 20%, and the inhibitory ability of tyrosinase activity was increased by 6.5 times by self-assembling of EGF with the poly(amino acid)s having β-sheet structures. This strategy of preparing protein self-assembly with poly(amino acid) derivatives will help improve the stability of protein growth factors and use it in medicals as well as cosmeceuticals through skin improvement.

Separation of ε-poly-L-lysine from the fermentation broth of Streptomyces albulus (Streptomyces albulus 배양액으로부터 ε-poly-L-lysine의 분리)

  • Sun, Heung-Suk;Park, Chan-Young
    • Journal of the Korean Society of Industry Convergence
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    • v.2 no.1
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    • pp.77-83
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    • 1999
  • Grown in the secondary broth of production media, the strain Streptomyces albulus has increased more the production of its metabolite ${\varepsilon}$-poly-L-lysine, one of poly(amino acid)s used as disinfecting food additives, than the strain in the primary culture of growth nutrients. Having the strain removed, the large concentrate obtained by ultrafiltrating the secondary culture broth. The concentrated production broth exchanged into followed by detecting in UV flowcell at 220nm the peptide bond of the components eluting the adsorbed proteins and polylysine with NaCl salt of gradient concentration, and has separated into five components. Among them the component in the fourth peak fraction has proved to be the pure ${\varepsilon}$-poly-L-lysine after the portion being hydrolyzed the fraction with HCl into amino acid followed by being the composing amino acid analysis.

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Studies on Synthesis of Block Copolymers Containing Polyester and Polypeptide for Drug Delivery System Ⅰ. Synthesis and Characterization of Copolymer of L-Lactic Acid and L-Glutamic Acid (폴리펩티드-의약 전달체 및 폴리펩티드 공중합체의 합성 및 물성에 관한 연구 (Ⅰ) L-Lactic Acid 와 L-Glutamic Acid 공중합체의 합성 및 그의 물성)

  • Kim, Hong Beom;Seong, Yong Gil;Jeong, Jae Hui;Baek, Hyeong Ge;Min, Tae Jin;Kim, Yeong Sun
    • Journal of the Korean Chemical Society
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    • v.34 no.2
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    • pp.203-210
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    • 1990
  • As a possible biocompatible and biodegrable polymer skeleton for drug delivery system, block copolymers of L-lactic acid and L-glutamic acid with different composition were synthesized and characterized. Poly (L-lactide) was prepared by polymerization of L-lactide with zine oxide at $130^{\circ}C$ for 72 hrs. 3-Amino-l-propanol was introduced to poly (L-lactide) by an ester linkage in order to initiate polymerization. Polymerization of $\gamma-benzyl-L-glutamate-N-carboxyanhydride(\gamma-BLG-NCA)$ utiliizing the amino group of modified poly (L-lactide) as an initiator gave rise to the block copoly $(L-lactide-\gamma-benzyl-L-glutamate).$ The NMR study of resulting block copolymers showed that the composition of L-lactic acid and $\gamma-benzyl-L-glutamate$ in block copolymers was depended on the weight ratio of poly (L-lactide) and $\gamma-BLG-NCA.$ The thermal properties of the resulting block copolymers were determined by the differential scanning calorimetry and by the thermogravimetry.

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Synthesis and Physical Properties of Biodegradable Polymers -Poly (glycine-co-lactic acid) and Poly (glycine-co-glycolic acid)- (생체분해성 고분자의 합성 및 물성에 관한 연구 -Poly (glycine-co-lactic acid) 와 Poly (glycine-co-glycolic acid)-)

  • 성용길;김정엽
    • Journal of Biomedical Engineering Research
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    • v.9 no.1
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    • pp.37-46
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    • 1988
  • Synthetic biodegradable polymers are of great interest for biomedical applications such as surgical sutures and drug delivery systems. The copolymers of ${alpha}-amino$ acids and ${alpha}-hydroxy$ matrices having the required permeability for drugs. Poly (glycine.co-lactic acid) and poly (glycine-co-glycolic acid) have been synthesized by ring-opening polymerization. Morpholine-2, 5-diane, lactide, and glycolid have been used as starting materials for polydepsipeptides. The synthesized monomers and copoylmers have been identified by NMR and FT-lR spectrophotometer. The thermal properties and glass transition temperatures ($T_g$) of the copolymers have been measured by differential scanning calorimetry. The $T_g$ values of poly (glycine-co-lactic acid) and poly (glycine co.glycolic acid) are increased with increasing mole fraction of morpholine-2, 5-dione in the copolymers.

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Preparation and Properties of Biodegradable Superabsorbent Gels Based on Poly(aspartic acid)s with Amino Acid Pendants (아미노산 곁사슬 치환 폴리아스팔트산계 생분해성 고흡수성 젤의 제조와 물성)

  • Son, Chang-Mo;Jeon, Young-Sil;Kim, Ji-Heung
    • Polymer(Korea)
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    • v.35 no.6
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    • pp.558-564
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    • 2011
  • The biocompatibility and biodegradability of poly(amino acid) make them ideal candidates for many bio-related applications. Poly(aspartic acid), PASP, is one of synthetic water-soluble polymers with proteinlike structure, and has been extensively explored for the potential industrial and biomedical applications due to its biodegradable, biocompatible and pH-responsive properties. In this work, amino acid-conjugated PASPs were prepared by aminolysis reaction onto polysuccinimide (PSI) using ${\gamma}$-aminobutylic acid(GABA) and ${\beta}$-alanine methyl ester and a subsequent hydrolysis process. Their chemical gels were prepared by crosslinking reaction with ethylene glycol diglycidyl ether (EGDE). The hydrogels were investigated for their basic swelling behavior, hydrolytic degradation and morphology. The crosslinked gels showed a responsive swelling behavior, which was dependent on pH and salt concentration in aqueous solution, and relatively fast hydrolytic degradation.

Decrease of Protease-Resistant PrPSc Level in ScN2a Cells by Polyornithine and Polyhistidine

  • Waqas, Muhammad;Trinh, Huyen Trang;Lee, Sungeun;Kim, Dae-hwan;Lee, Sang Yeol;Choe, Kevin K.;Ryou, Chongsuk
    • Journal of Microbiology and Biotechnology
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    • v.28 no.12
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    • pp.2141-2144
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    • 2018
  • Based on previous studies reporting the anti-prion activity of poly-${\text\tiny{L}}$-lysine and poly-${\text\tiny{L}}$-arginine, we investigated cationic poly-${\text\tiny{L}}$-ornithine (PLO), poly-${\text\tiny{L}}$-histidine (PLH), anionic poly-${\text\tiny{L}}$-glutamic acid (PLE) and uncharged poly-${\text\tiny{L}}$-threonine (PLT) in cultured cells chronically infected by prions to determine their anti-prion efficacy. While PLE and PLT did not alter the level of $PrP^{Sc}$, PLO and PLH exhibited potent $PrP^{Sc}$ inhibition in ScN2a cells. These results suggest that the anti-prion activity of poly-basic amino acids is correlated with the cationicity of their functional groups. Comparison of anti-prion activity of PLO and PLH proposes that the anti-prion activity of poly-basic amino acids is associated with their acidic cellular compartments.

Self-assembly of Retinoic Acid-conjugated Poly(Amino Acid)'s Derivative (레티노익산이 접목된 폴리아미노산 유도체의 자기조립 현상)

  • Han, Sa Ra;Lee, Hyeongyeong;Kim, Hee-Jin;Cho, Yoon Na;Lee, Seung-Jun;Zhoh, Choon-Koo;Jeong, Jae Hyun
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.42 no.4
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    • pp.433-440
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    • 2016
  • In this study, a poly (amino acid)s derivative grafted with retinoic acids, which could form self-assemblies in an aqueous solution, was successfully synthesized. The synthesized amphiphilic poly (amino acid)s were controlled with 5, 10, 30 mol% substitution of retinoic acid. Then, the amphiphilic poly (amino acid)s were self-assembled by inter/intra molecular stacking of retinoic acids in an aqueous solution. Also, the increasing the degree of substitution (DS) of retinoic acids decreased the size of self-assembled nanoparticles and induced structural transition to bilayer structure from spherical structure. The retinol was stably encapsulated into a core of self-assembled nanoparticle with 10 mol% of DS. This strategy to prepare the self-assemblies of amphiphilic polyaspartamide will serve to improve the efficiency of targeted delivery for a functional cosmetic with various biological modalities.

Cloning and Analysis of Medium-Chain-Length Poly(3-Hydroxyalkanoate) Depolymerase Gene of Pseudomonas luteola M13-4

  • Park, In-Jae;Rhee, Young-Ha;Cho, Nam-Young;Shin, Kwang-Soo
    • Journal of Microbiology and Biotechnology
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    • v.16 no.12
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    • pp.1935-1939
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    • 2006
  • The gene encoding the extracellular medium-chain-length poly(3-hydroxyalkanoate) (MCL-PHA) depolymerase of Pseudomonas luteola Ml3-4, $phaZ_{plu}$, was cloned and analyzed. It was found to be 849 bp, with a deduced protein of 282 amino acids, and was revealed to have a typical leader peptide at its N terminus. The amino acid sequence of $PhaZ_{plu}$ revealed relatively low identity (69 to 72%) with those of other Pseudomonas MCL-PHA depolymerases. In comparison with the amino acid sequences of all available MCL-PHA depolymerases, the depolymerase was found to consist of three domains in sequential order; signal peptide, an N-terminal substrate binding domain, and a catalytic domain, indicating that $PhaZ_{plu}$ belongs to the type IV depolymerases family. The enzyme also contained Asn as an oxyanion hole amino acid.

Saccharide Effect on the Lower Critical Solution Temperature of Poly(organophosphazenes) with Methoxy-poly(ethylene glycol) and Amino Acid Esters as Side Groups

  • Lee, Sang-Beom;Sohn, Youn-Soo;Song, Soo-Chang
    • Bulletin of the Korean Chemical Society
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    • v.24 no.7
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    • pp.901-905
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    • 2003
  • The lower critical solution temperature (LCST) of thermosensitive poly(organophosphazenes) with methoxypoly(ethylene glycol) (MPEG) and amino acid esters as side groups was studied as a function of saccharide concentration in aqueous solutions of mono-, di-, and polysaccharides. Most of the saccharides decreased the LCST of the polymers, and the LCST decrease was more prominently observed by saccharides containing a galactose ring, such as D-galactose, D-galactosamine and D-lactose, and also the polysacccharide, 1-6-linked D-dextran effectively decreased the LCST of the polymers. Such an effect was discussed in terms of intramolecular hydrogen bonding of saccharides in polymer aqueous solution. The saccharide effect was found to be almost independent on the kinds of the amino acid esters and MPEG length of the polymers. Such a result implies that the polymer-saccharide interaction in aqueous solution is clearly influenced by the structure of sacchardes rather than by that of the polymers. The acid saccharides such as D-glucuronic and D-lactobionic acid increased the LCST, which seems to be due to their pH effect.