포스파젠 고분자를 이용한 Wittig 반응에 관한 연구

권석기,전창림 ( Suk Ky Kwon,Chang Lim Jun ) 한국공업화학회 1994 공업화학 Vol.5 No.5

[NP(OC_6H_5)_(1.7)(OC_6H₄P(Ph)₂=CHCH₂CH₂CH₃)_(0.3)]_n과 같은 포스파젠 고분자에 부착된 Wittlg 시약을 [NP(OC_6H_5)_(1.7)(OC_6H₄Br)_(0.3)]_n에 n-butyllithium, diphenylchlorophosphine, 그리고 n-butyl iodide 등으로 처리하여 만들었다. 고분자의 반응들은 [NP(OC_6H_5)_5(OC_6H₄P(Ph)₂)]와 같은 고리형 삼중체를 이용한 모델반응 조건들을 고려해 이루어졌다. 포스파젠 고분자에 부착된 Wittig 시약과 benzophenone을 반응시켜 원하는 알켄과 고분자에 부착된 phosphine oxide를 성공적으로 만들었다. Polyphosphazene-bound Wittig reagents such as [NP(OC_6H_5)_(1.7)(OC_6H₄P(Ph)₂=CHCH₂CH₂CH₃)_(0.3)]_n were synthesized by treating [NP(OC_6H_5)_(1.7)(OC_6H₄Br)_(0.3)]_n with n-butyllithium, diphenylchlorophosphine, and n-butyl iodide. Polymeric reactions were carried out according to the reaction conditions with cyclic trimers such as [N₃P₃(OC_6H_5)_5(OC_6H₄P(Ph)₂)]. The desired alkene and polymer-bound phosphine oxide were prepared successfully by the reaction of polyphosphazene-bound Wittig reagents with benzophenone.

Synthesis of Water-Soluble Aminoaryloxy-Methylamino Cosubstituted Polyphosphazenes as Carrier Species for Biologically Active Agents

권석기,Gwon, Seok Gi Korean Chemical Society 2001 Bulletin of the Korean Chemical Society Vol.22 No.11

The water-soluble poly(aminoaryloxy-methylamino phosphazene) has been synthesized and investigated as a polymeric carrier species for the covalent attachment of biologically active agents. The cyclic trimeric model systems were utilized for the synthesis of polymeric analogues containing bioactive side groups. The sodium salt of 4-acetamidophenol was first allowed to react with (NPCl2)3 or (NPCl2)n and was then treated with excess methylamine to yield derivatives of type [NP(NHCH3)x(OArNHCOCH3)y]3 or [NP(NHCH3)x(OArNHCOCH3)y]n. The 4-acetamido groups were then hydrolyzed to 4-aminophenoxy units with potassium tert-butoxide. Coupling reactions between amino group and N-acetylglycine was accomplished with the use of dicyclohexylcarbodiimide. Their properties and structural characterization are discussed.

당뇨병 환자의 혈당치 측정을 위한 다층 젤라틴 필름을 이용한 진단막의 제조에 관한 기초연구

권석기,음성진 한국막학회 1998 멤브레인 Vol.8 No.1

혈중 글루코우즈의 농도를 측정하기 위한 진단막의 제조를 위해 다층 젤라틴 필름이 사용되었다. 혈당치를 얻기위해 glucose dehydrogenase와 diaphorase를 이용하여 다층 젤라틴 필름을 통과하는 글루코우즈의 확산속도를 측정하였다. 글루코우즈의 최대 확산속도에 미치는 코팅의 간격거리, 효소의 양, 필름의 두께, 그리고 외부 온도의 영향에 대해 조사하였다. Multi-layered gelatin films were used for the preparation of diagnostic membranes to measure blood glucose concentration. Diffusion rates of glucose through multi-layer gelatin films were monitored to obtain blood-glucose level by using glucose dehydrogenase and diaphorase. The effects of coating edge distance, enzyme quantities, film thickness, and outside temperature on the maximum diffusion rates of glucose were examined.

당뇨병 진단을 위한 젤라틴 진단막에 관한 연구 1 : 온도와 습도가 글루코우즈의 확산 조절에 미치는 영향

권석기,이병철 한국막학회 1999 멤브레인 Vol.9 No.2

당뇨병 환자의 혈당치 측정을 위하여 다층젤라틴 필름으로 만들어진 진단막을 제조하였다. 플라즈마와 혈액 속의 글루코우즈의 농도 변화에 따른 최대확산속도를 측정하였다. 여러 가지 온도에서 3일, 2주, 4주 보관후 온도가 글루코우즈의 확산속도에 미치는 영향을 조사하였다. 다층 젤리탄 진단막의 안정성을 상대습도 80%에서 측정하였다. Diagnostic membranes by using multi-layered gelatin films were prepared to measure blood glucose level of diabetics. Maximum diffusion rates through multi-layered gelatin film were measured at various concentration of glucose in plasma or blood. The effects of storage temperatures on the diffusion rates of glucose were studied after storage of 3 days, 2 weeks and 4 weeks at various temperatures. The stabilities of diagonostic membranes with multi-layered gelation films were examined at RH 80%.

페녹시기와 카르복시레이토페녹시기가 함께 치환된 포스파젠 고분자를 이용한 당뇨병 진단막의 제조

권석기 한국막학회 2017 멤브레인 Vol.27 No.2

새로운 형태의 페녹시-카르복시레이토페녹시기가 함께 치환된 포스파젠 고분자를 여러 치환율을 가지고 합성하였 다. 이러한 형태의 포스파젠 고분자를 이용해 당뇨병 진단막을 제조하여 혈액 속의 글루코우즈의 농도를 변화시켜가며 680 nm에서의 흡광도를 측정하였다. 기본적으로 흡광도가 시간에 따라 변화하는 양(K/S)과 글루코우즈의 농도가 직선적인 관계 를 가지는 것으로 나타났다. 소수성기인 페녹시기와 친수성기인 카르복시레이토페녹시기의 치환율이 글루코우즈 농도 측정에 미치는 영향을 조사하였다. 친수성기의 치환율이 10% 이하인 경우에는 글루코우즈의 침투속도가 너무 느려 글루코우즈의 농 도 측정이 어려웠다. 그러나 친수성기의 치환율이 10% 이상으로 증가함에 따라 글루코우즈의 농도와 K/S의 기울기 값 (Dose-Response Slope : DRS)이 점차 증가하였다. 하지만 친수성기의 치환율이 30% 이상일 경우에는 글루코우즈가 너무 빨 리 침투하여 DRS가 급격히 증가하였다. The new types of phenoxy-carboxylatophenoxy cosubstituted polyphosphazene were synthesized with various substitution rates. Diabetic diagnostic membranes were prepapared with these types of polyphosphazenes and final absorbances at 680 nm through these membranes were measured at various concentrations of glucose in blood. Basically, the end-point results of varying absorbance values according to time (K/S) had a linear relationship to the glucose concentration. The effects of substitution rates with hydrophilic carboxylatophenoxy groups and hydrophobic phenoxy groups on the glucose concentration measurements were examined. It was very difficult to measure glucose concentration in less than 10% of the hydrophilic substitution rates, because the glucose penetration rate was too slow. But dose-response slope (DRS) values between glucose concentration and K/S values increased as the hydrophilic substitution rates increased in more than 10% of the hydrophilic substitution rates. However, in more than 30% of the hydrophilic substitution rates, DRS value was too rapidly increased, because glucose penetration rate was too fast.

포스파젠 고분자의 친수성 겔을 이용한 효소의 고정

권석기,음성진 ( Suk Ky Kwon,Sung Jin Eum ) 한국공업화학회 1994 공업화학 Vol.5 No.2

에테르기를 가진 수용성 포스파젠 고분자를 감마광선에 노출시켜 좋은 수분-팽윤도를 가진 친수성 겔을 만들었다. 이 친수성 겔들의 물리적 강도가 감마광선의 강도에 따라 조절될 수 있었다. 트립신과 수용성 포스파젠 고분자를 함께 감마광선에 쪼여 트립신을 겔의 망 사이로 고정시켰다. 고정된 트립신의 활성도는 N-α-benzoyl-1-arginine-p-nitroanilide와 반응시킨 후 분광학적인 방법으로 조사하였다. 고정된 트립신은 적어도 500시간 후에도 상당히 좋은 활성도 수율과 안정도를 가지고 있었음을 보여주었다. The water-soluble polyphosphazene possessing ether side groups was exposed to γ-rays to prepare hydrogels with good water-swellability. The physical strength of these hydrogels could be controlled by irradiation dose of γ-rays. Trypsin and water-soluble polyphosphazene were irradiated together by γ-rays for entrapment of enzymes into hydrogel networks. The activities of immobilized trypsin were examined spectrophotometrically after the reaction with N-α-benzoyl-1-arginine-p-nitroanilide in phosphate buffer. The immobilized trypsin was found to have good activity yield and stability after at least 500 hours.

Studies on Polyphosphazenes-bound Wittig Reactions

권석기,전창림,Kwon, Suk-Ky,Jun, Chang-Lim The Korean Society of Industrial and Engineering C 1994 공업화학 Vol.5 No.5

$[NP(OC_6H_5)_{1.7}(OC_6H_4P(Ph)_2$=$CHCH_2CH_2CH_3)_{0.3}]_n$과 같은 포스파젠 고분자에 부착된 Wittig 시약을 $[NP(OC_6H_5)_{1.7}(OC_6H_4Br)_{0.3}]_n$에 n-butyllithium, diphenylchlorophosphine, 그리고 n-butyl iodide 등으로 처리하여 만들었다. 고분자의 반응들은 [$NP(OC_6H_5)_5(OC_6H_4P(Ph)_2$)]와 같은 고리형 삼중체를 이용한 모델반응 조건들을 고려해 이루어졌다. 포스파젠 고분자에 부착된 Wittig 시약과 benzophenone을 반응시켜 원하는 알켄과 고분자에 부착된 phosphine oxide를 성공적으로 만들었다. Polyphosphazene-bound Wittig reagents such as $[NP(OC_6H_5)_{1.7}(OC_6H_4P(Ph)_2$=$CHCH_2CH_2CH_3)_{0.3}]_n$ were synthesized by treating $[NP(OC_6H_5)_{1.7}(OC_6H_4Br)_{0.3}]_n$ with n-butyllithium, diphenylchlorophosphine, and n-butyl iodide. Polymeric reactions were carried out according to the reaction conditions with cyclic primers such as [$N_3P_3(OC_6H_5)_5(OC_6H_4P(Ph)_2$)]. The desired alkene and polymer-bound phosphine oxide were prepared successfully by the reaction of polyphosphazene-bound Wittig reagents with benzophenone.

의용성 고분자 사용을 위한 새로운 유기포스파젠 고분자의 합성 및 그에 대한 연구

권석기 한국고분자학회 1992 한국고분자학회 학술대회 연구논문 초록집 Vol.1992 No.4

Synthesis of Water-Soluble Methoxyethoxy-Aminoarlyoxy Cosubstituted Polyphosphazenes as Carrier Molecules for Bioactive Agents

권석기,Gwon, Seok Gi Korean Chemical Society 2000 Bulletin of the Korean Chemical Society Vol.21 No.10

The water-soluble poly(methoxyethoxy-aminoarlyoxy phosphazene) has been synthesized and investigated as a polymeric carrier molecule for the covalent attachment of bioactive agents. The synthetic procedures were developed first through the use of cyclic trimeric model systems. These model systems were utilized for the synthesis of polymeric analogues containing bioactive side groups. The sodium salts of 2-methoxyethanol and 4-acetamidophenol were allowed to react with $(NPCl_2)_3$ or $(NPCl_2)n$ or to yield derivatives of type $[NP-(OCl_2CH_2CH_2OCH_3){\chi}(OArNHCOCH_3)y]_3or$ n. The 4-acetamido groups were then hydrolyzed to 4-amino-phenoxy units with potassium tert-butoxide. Coupling reactions between amino group and N-acetylglycine was accomplished with the use of dicyclohexylcarbodiimide. Their properties and structural characterization are discussed.

포스파젠 고분자 진단막을 이용한 혈당 측정 시 혈액 중 장애성분이 미치는 영향

권석기 한국막학회 2013 멤브레인 Vol.23 No.4

혈액 속의 글루코우즈의 농도를 측정하기 위해 포스파젠 고분자로 만들어진 진단막을 제조하였다. 혈액 속에 존재할 가능성이 있는 장애성분들이 글루코우즈의 농도측정에 미치는 영향을 조사하였다. 그러한 물질들 중, ascorbic acid (AA)는 기준 플라즈마 용액보다 3~9% 정도 높은 K/S 결과치를 나타내었고, tolbutamide (TA)는 기준용액보다 11~13% 정 도 낮은 K/S 결과치를 나타내었고, triglycerides와 bovine serum albumin (BSA)은 기준용액 보다 20~25% 정도 낮은 K/S 결과치를 나타내었다. 그러나 위의 물질들을 제외하고는 대부분의 장애성분들이 포스파젠 고분자 진단막을 이용한 혈당측정에 큰 영향을 미치지 않는다는 것을 보여 주었다. Diagnostic membranes which were made of polyphosphazenes were prepared for the measurements of blood glucose concentration. The effects of possible interferents in human blood on the glucose concentration measurements were examined. Above those interferents, ascorbic acid (AA) showed 3~9% higher K/S values compared to the standard plasma solution, tolbutamide (TA) showed 11~13% lower K/S values than those of plasma, triglycerides and bovine serum albumin (BSA) showed 20~25% lower K/S values than those of plasma. However, most of the interferents except above materials did not show any serious effects on the blood glucose measurements.