• Title/Summary/Keyword: poly(aspartic 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.

Synthesis and Characterization of Novel Amino Acid-conjugated Poly(aspartic acid) Derivatives

  • Kim, Seung-Il;Min, Seok-Kee;Kim, Ji-Heung
    • Bulletin of the Korean Chemical Society
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    • v.29 no.10
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    • pp.1887-1892
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    • 2008
  • Novel poly(aspartic acid) derivatives conjugated with L-lysine moieties and their amphiphilic analogs were synthesized and characterized. The chemical structures of these polymers were confirmed using FT-IR and $^1HNMR$ spectroscopy. The physicochemical properties of amphiphilic copolymers were characterized using an electrophonetic light scattering spectrophotometer (ELS) and transmission electron microscopy (TEM). These results indicated a stable nanoparticle formation within aqueous media. These polymers have potential applications in the pharmaceutical and cosmetic fields as delivery vehicles for bioactive molecules.

Swelling Behavior of Biodegradable Crosslinked Gel based on Poly(aspartic acid) and PEG-diepoxide

  • Min, Suk-Kee;Kim, Ji-Heung;Chung, Dong-Jun
    • Macromolecular Research
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    • v.9 no.3
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    • pp.143-149
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    • 2001
  • Poly(aspartic acid), PASP, is a biodegradable, water-soluble polymer and offers a biodegradable alternative to polycarboxylates and other non-degradable water-soluble polymers. PASP one of poly (amino acid)s, possesses carboxylic acid pendant group in its repeating unit, which can be used for various further modification purposes. In this study we prepared high molecular weight polysuccinimide, as the precursor polymer for PASP, by thermal polycondensation ofL-aspartic acid in the presence of phosphoric acid. The polysuccinimide was hydrolyzed with 0.1 N sodium hydroxide, and then acidified to give PASP. High water-absorbent gels were produced by thermal crosslinking of freeze-dried mixture of partially-neutralized PASP and different amount of low moi. wt. PEG-diepoxide compounds in aqueous medium. The swelling behavior of the prepared gels from different size and composition of crosslinking reagent in different media was investigated and the results were discussed. This PASP-based hydrogel materials possessing inherent biodegradability, potential non-toxicity and biocompatibility, is expected to be used as a substrate for various biomedical applications as well as a general purpose super-absorbent polymer.

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A Novel Approach to Controlling CaCO3 Crystalline Assembly by Changing the Concentration of Poly(aspartic acid)

  • Zhou, Hongjian;Gao, Yanmin;Hwang, Sun-Gu;Lee, Dong-Yun;Park, Jung-Youn;Lee, Jae-Beom
    • Bulletin of the Korean Chemical Society
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    • v.32 no.11
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    • pp.4027-4034
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    • 2011
  • $CaCO_3$ crystalline structures having novel assemblies were in situ fabricated as analogs of naturally occurring proteins and polysaccharides for biomineralization. The calcite crystal was mineralized in a poly(vinyl alcohol)-$Ca^{2+}$ complex film immersed in a $Na_2CO_3$ solution containing poly(aspartic acid). The morphology and size of the $CaCO_3$ crystals were tuned by varying the concentration of poly(aspartic acid). The mechanisms of their nucleation orientation and formation were investigated experimentally and through molecular dynamics (MD) simulations in order to obtain a better understanding of the interactions between the polymers and the crystal at the molecular level. Both the MD results and experimental results indicate that the interaction between PVA and calcite mainly depends on the concentration of the polymer. The novel approach proposed herein for the fabrication of inorganic crystalline assembly structures can be used to fabricate precise crystalline structures.

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.

Nanoliposomes of L-lysine-conjugated poly(aspartic acid) Increase the Generation and Function of Bone Marrowderived Dendritic Cells

  • Im, Sun-A;Kim, Ki-Hyang;Ji, Hong-Geun;Yu, Hyoung-Gyoung;Park, Sun-Ki;Lee, Chong-Kil
    • IMMUNE NETWORK
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    • v.11 no.5
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    • pp.281-287
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    • 2011
  • Background: Biodegradable polymers have increasingly been recognized for various biological applications in recent years. Here we examined the immunostimulatory activities of the novel poly(aspartic acid) conjugated with L-lysine (PLA). Methods: PLA was synthesized by conjugating L-lysine to aspartic acid polymer. PLA-nanoliposomes (PLA-NLs) were prepared from PLA using a microfluidizer. The immunostimulatory activities of PLA-NLs were examined in mouse bone marrow-derived dendritic cells (BM-DCs). Results: PLA-NLs increased the number of BM-DCs when added to cultures of GM-CSF-induced DC generation on day 4 after the initiation of cultures. Examination of the phenotypic properties showed that BM-DCs generated in the presence of PLA-NLs are more mature in terms of the expression of MHC class II molecules and major co-stimulatory molecules than BM-DCs generated in the absence of PLA-NLs. In addition, the BM-DCs exhibited enhanced capability to produce cytokines, such as IL-6, IL-12, TNF-${\alpha}$ and IL-$1{\beta}$. Allogeneic mixed lymphocyte reactions also confirmed that the BMDCs were more stimulatory on allogeneic T cells. PLA- NL also induced further growth of immature BM-DCs that were harvested on day 8. Conclusion: These results show that PLA-NLs induce the generation and functional activities of BM-DCs, and suggest that PLA-NLs could be immunostimulating agents that target DCs.

Molecular Conformation-Dependent Complexation between Acidic- and Basic-Polypeptides via Hydrogen Bonding in Solution

  • Jang, Cheon Hak;Kim, Hyeon Don;Jo, Byeong Gi;Lee, Jang U
    • Bulletin of the Korean Chemical Society
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    • v.16 no.1
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    • pp.42-47
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    • 1995
  • Interpolymer complex formation between basic polypeptide poly(L-proline) Form Ⅱ (PLP(Ⅱ)) and acidic polypeptides poly(L-glutamic acid) (PLGA) and poly(L-aspartic acid)(PLAA) has been studied in water-methanol (1:2 v/v) mixed-solvent by viscometry, potentiometry, light scattering and circular dichroism (CD) measurements. It has been found that polymer complexes between PLP(Ⅱ) and PLGA (or PLAA) are formed via hydrogen bonding with a stoichiometric ratio of PLP(Ⅱ)/PLGA (or PLAA)=1:2 (in unit mole ratio) and that PLP(Ⅱ) forms polymer complex more favorably with PLGA than with PLAA. In addition, the minimum (for pH 5.0) and the maximum (for pH 3.2) in reduced viscosity of dilute PLP(Ⅱ)-PLGA mixed solutions are observed at 0.67 unit mole fraction of PLGA (i.e., [PLP(Ⅱ)]/[PLGA]=1/2). These findings could be explained in terms of molecular structure (or conformation) of the complementary polymers associated with the complex formation.

Protein and amino acid composition of korea apricot seeds (한국산 살구씨앗의 단백질 및 아미노산 조성)

  • Namkung, Sok;Lee, Jeong-Yun
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.16 no.4
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    • pp.306-310
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    • 1987
  • These experiments were conducted to find out the possibility of utilizing apricot seed as resources of food protein. The apricot seed contained 23.3% of crude protein. The salt soluble protein of apricot seed was highly dispersible in 0.2M sodium phosphate buffer containing about 0.3M $MgSO_4$, and the extractability of seed protein was about 35%. Major amino acid composition of apricot protein were glutamic acid and aspartic acid. The electrophoretic analysis showed 9 bands in apricot seed protein. Molecular weight for the main protein of the apricot seed separated by 1% SDS polyacrylamide gel electrophoresis was 49,000. Molecular weights of salt soluble protein measured by Sephadex G-200 was 110,000.

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Purification and N-Terminal Study of Bence Jones Proteins (Bence Jones 단백질(蛋白質)의 정제(精製) 및 N-말단검출(末端檢出))

  • Kim, Jun-Pyong
    • Applied Biological Chemistry
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    • v.13 no.1
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    • pp.59-64
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    • 1970
  • Human Bence Jones Protein could be purified by DEAF-Sephadex A-50 column $(2{\times}37cm)$ with 0.02M phosphate Buffer (pH 8.0) and gradient increasing with NaCl concentration as in Fig. 2-4. Sample As (K-type Bence Jones Protein) had two component, F-I was major component and its dried weight was 350mg. of starting material of 500mg. Other Sample Im and Ik (${\lambda}$-type Bence Jones Protein) was purified by DEAE-Sephadex A-50 with 0.02M phosphate Buffer(pH 8.0)too. F-I (major component) of Im and F-I of Ik were 242mg and 146mg. its dried weight respectively. K-type of Bence Jones Protein's(As, Ko, Ta.) N-terminal amino acid residue was determined by method of DNP,. K-type of Bence Jones Protein's amino acid residue were either glutamic acid or aspartic acid. Sample Ta was confirmed as glutamic acid its N-Terminal. As and Ko were aspartic acid. Each yellowish spot (DNP-amino acids) were extracted with 4ml. of pH 8.05% $NaHCO_3$ solution and calculated its recovery by O.D. $(360m{\mu}$ using the ${\varepsilon}=18.1{\times}10^3DNP$ $Asp\;{\varepsilon}=17.41{\times}10^(3)\;DNP\;Glu$ considering 50% lose during; the acid (6N-HCI) hydrolysis. Recovery of ko and As were 54.3% and 65% of its starting materials (DNP-Protein). Sample Ta's recovery was 85% of its DNP-protein. ${\lambda}$-type of Bence Jones Protein was rot investigated its N-terminal amino acid residue by DNP-method, probably it was blocked its N-terminal residue with glutamic acid.

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Development of Worm-like Polymeric Drug Carriers with Multiple Ligands for Targeting Heterogeneous Breast Cancer Cells

  • Lee, A-Hyeong;Oh, Kyung-Taek;Baik, Hye-Jung;Lee, Bo-Reum;Oh, Young-Taik;Lee, Don-Haeng;Lee, Eun-Seong
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2265-2271
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    • 2010
  • In this study, wormorm-like polymeric micelles were construted from poly(L-lactic acid)-b-poly(ethyelen glycol) (PLLA-b-PEG) block copolymers via worm-like (or cylindrical) self- assembly that consisted of a relatively long PLLA block ($M_n$ 7K Daltons) at the core and a relatively short PEG block ($M_n$ 2K Daltons) as the shell. Several cancer-targeting moieties (such as folate, cobalamin, and cyclic arginine-glycine-aspartic (RGD) peptide) were chemically coupled with the succinylated or maleimided PEG block of PLLA-b-PEG to act as a cancer cell-specific targeting ligand for breast cancer. The worm-like micelles with muplite cancer cell-specific ligands proved to be successful in recognizing different breast cancer cells at once. This has the potential to aid in cancer-specific drug delivery and to be used as an effective treatment for breast cancer.