KR950700054A - 생물학적 물질의 코팅 또는 캡슐화 고분자 및 그 방법 - Google Patents
생물학적 물질의 코팅 또는 캡슐화 고분자 및 그 방법Info
- Publication number
- KR950700054A KR950700054A KR1019940703035A KR19940703035A KR950700054A KR 950700054 A KR950700054 A KR 950700054A KR 1019940703035 A KR1019940703035 A KR 1019940703035A KR 19940703035 A KR19940703035 A KR 19940703035A KR 950700054 A KR950700054 A KR 950700054A
- Authority
- KR
- South Korea
- Prior art keywords
- biological material
- macromer
- free radical
- encapsulating
- polymerization
- Prior art date
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Abstract
본 발명은 생물학적 물질의 코팅 또는 캡슐화 고분자 및 그 방법으로서, 특히 수용성 머크로머가 카르본-탄소 이중 또는 삼중결합을 가진 자유라디칼 중합기의 첨가에 의해 수정되고, 상기 중합기는 섬유질, 세포 또는 생물학적으로 활동성 있는 물질을 캡슐화하기 위하여 평온한 조건하에서 중합될 수 있다. 상기 중합물질은 특히 섬유질 유착제, 혈관을 포함한 섬유상 루멘의 코팅제, 란게르한스섬과 같은 세포의 코팅제, 코티제, 플러그, 신체등의 생물학적 물질과 접촉하기 위한 보조제 또는 기질으로서 유용하며 생물학적 활동분자의 약제 전달 수단으로서도 유용하다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
제1도는 중합이 시작된 에틸에오신의 반응도, 제2도(가)는 가교화된 알긴산염 마이크로스피어 주위에 PEG층의 염료개시중합을 도시한 상태도, 제2도(나)는 제2(가)도에 설명된 염료결합방법을 사용하여 PEG 18.5K 테트라아크릴레이트(하이드로 겔로 코팅된 사람의 랑게르한스섬을 포함하는 아기네이트/폴리리신마이크로캡슐의 현미경 사진, 제3도는 광물성기름에 매달린 아기네이트/폴리리신마이크로캡슐위에 PEG 코팅의 광중합상태도, 제4도는 PEG 18.5K 4가 테트라아크릴레이트 하이드로겔에 캡슐화한 인간의 췌장으로 부터 분리된 링게르한스섬의 현미경 사진, 제5도는 레이져 중합을 이용한 마이크로캡슐에 사용되는 동시압출장치의 설명도, 제6도는 세포주위에 PEG 400 디아크릴레이트의 레이저 중합에 의해 제조된 마이크로캡슐의 현미경 사진, 제7도(가)는 쥐에 i.p. 이식한지 3일후에 회복되는 알기네이트 -PLL 마이크로캡슐의 현미경 사진, 제7도(나)는 제1도에 도시한 염료확산방법을 사용하여 PEG 18.5K Da 테트라아크릴레이트를 코팅한 알기네이트-PLL 마이크로캡슐의 현미경 사진, 제8도는 PEO코팅겔 구성 성분과 쥐의 복막강 세척으로 부터 얻어진 비결합 세포에 대한 세포수와 겔구성비의 관계그래프; a-18.5K; b-10% 0.5K, 90% 18.5K; C-50% 18.5K, 50% 0.4K; d-10% 0.4K, 90% 35K, e-50% 0.4K, 50% 35K f-알기네이트-폴리 L- 리신 대조표준.
Claims (50)
- a) 적어도 두개의 자유라디칼 중합가능 치환체를 포함하여 구성되며 비독성이고 분자량이 적어도 400인 수용성 생체상용성 매크로머; 생물학적 물질; 및 가시광선 또는 장파장 자외선 활성화 자유라디칼 개시제, 열활성화 자유라디칼 개시제, 벤조일 퍼옥시드, 포타시움 퍼술페이트와 암모니움 퍼술페이트중에서 선택되는 비독성 자유라디칼 중합개시제를 혼합하여 혼합물을 제조하는 단계. b) 상기 혼합물을 활성화제에 노출시켜 머크로머를 중합하는 단계를 포함하는 생물학적 물질의 캡슐화, 밀봉, 플러깅(plugging)또는 지지방법.
- 제1항에 있어서, 상기 생물학적 물질은 포유동물 세포, 세포 집합체, 및 세포 조직중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 상기 생물학적 활성인 분자는 아미노산이 100개 미만인 펩타이드, 100개 이상 아미노산으로 된 단백질, 폴리사카리드, 핵산, 유기약품, 및 무기약품 중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 상기 자유라디칼 중합가능체는 탄소와 탄소를 연결하는 이중결합 또는 삼중결합을 포함하는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 상기 혼합물 제조단계에 비독성 촉매 또는 촉진제가 추가되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 상기 수용성 머크로머는 폴리에틸렌글리콜, 폴리에틸렌옥시드, 폴리비닐알콜, 폴리비닐피롤리돈, 폴리에틸 옥사졸린, 폴리아미노산, 폴리사카라이드, 단백질, 및 이들의 블록 또는 공중합체로 둘이상의 중합가능 치환체를 포함하는 것들 중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제6항에 있어서, 상기 폴리사카리드는 알기나트, 히아루로닉산, 콘드로이틴 술페이트, 댁스트란, 댁스트란 술페이트, 헤파린, 헤파린술페이트, 헤파란 술페이트, 키토산, 겔란검, 크산탄검, 구아검, 및 K-카라기난으로부터 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제6항에 있어서, 상기 단백질은 겔라틴, 콜라겐 및 알부민 중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 개시제는 열개시제이고 개시원인은 온도의 변화인 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 상기 자유라디칼 중합가능 치환체를 둘이상의 아크릴레이트 그룹들을 포함하는 머크로머들 중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 겔은 아크릴레이트로 종결된 폴리에틸렌글리콜을 포함하는 머크로머들로 부터 제조되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 상기 중합개시제는 에오신염료, 치환된 에오신염료, 리보플라빈, 아세토페논, 치환된 아세토페논, 플로오로세인 염료, 치환된 플루오로세인염료, 캄포퀴논, 로즈벤갈, 메틸렌 그린, 메틸렌 블루, 에오신 와이, 에틸 에오신, 아크리딘 오렌지, 크산틴 염료, 및 티오크산틴 염료로 부터 선택되는 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 상기 중합개시제는 에리트로신, 플록심 및 티오닌으로부터 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제5항에 있어서, 상기 촉매 또는 촉진제는 아민인 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제14항에 있어서, 상기 아민은 트리에탄올아민, 트리에틸아민, 에타놀아민, N-메틸너에탄올아민, N,N-미메틸벤질아민, 디벤질아민, N-벤질에탄올아민, N-아소프로필 벤질아민, 테트라메틸 에틸렌-너아민, 리신, 오르니틴, 히스티런 및 아르기닌 중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 중합은 320∼800mm 파장의 광에 의해서 개시되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제16항 또는 제2항에 있어서 광선은, 514nm 또는 365nm인 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제2항에 있어서, 상기 포유동물세포, 포유동물 세포 집합체, 또는 포유동물 세포조직은 광민강성 광개시제에 접촉되어 광개시제가 포유동물세포, 포유동물 세포 집합체, 또는 포유동물 세포조직에 결합되도록 하고 비결합 개시제는 그것을 포리머 또는 올리고머에 접촉시키기에 앞서 제거되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제18항에 있어서, 상기 비결합개시제는 머크로머용액으로 희석시키므로써 제거시켜서 중합이 단지 포유동물세포, 포유동물 세포 집합체 또는 포유동물 조직의 표면에서만 일어나는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 머크로머 용액이 형성되고 다음에 중합되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 겔은 지지구조를 포함하는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 캡슐화된 물질의 주위에 요구되는 투과성이 나타나도록 폴리머가 선정되고 중합이 제어되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 머크로머 용액의 중합은 세포의 조직을 세포의 너른 조직에 점착시키는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제2항에 있어서, 생물학적으로 활성인 물질은 세포난 조직으로 캡슐화 되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 광중합 가능 포리카티온은 겔은 분자난 물질에 대한 부착성을 증대시키도록 캡슐화 되어 있는 분자 꼬는 물질에 미리 흡착되는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- 제1항에 있어서, 머크로머 용액은 조직내강에 적용된 후 중합되어서 조직내강의 표면상에 피복 또는 지지체를 형성하는 것을 특징으로 하는 생물학적 물질의 캡슐화, 밀봉, 플러깅 또는 지지방법.
- a) i) 적어도 두개의 자유라디칼 중합가능 치환체를 포함하여 구성되며 비독성이고 분자량이 적어도 400인 수용성 생체상용성 머크로머; 생물학적 물질; 및 가시광선 또는 장파장 자외선 활성화 자유라디칼 개시제, 열활성화 자유라디칼 개시제, 벤조일 퍼옥시드, 포타사움 퍼술페이트와 암모니움 퍼술페이트중에서 선택되는 비독성 자유라디칼 중합개시제를 혼합하여 혼합물을 제조하는 단계, b) 상기 혼합물을 활성화제에 노출시켜 머크로머를 중합하는 단계를 포함하는 생체상용성 기질 제조방법.
- 제27항에 있어서, 상기 혼합물 단계에 촉매 또는 촉진제가 추가되는 것을 특징으로 하는 생체상용성 기질 제조방법.
- 제27항에 있어서, 기질은 마이크로스피어, 멤브란, 직조된 매트릭스, 다공성 매트릭스 및 의치 임플란트 중에서 선택되는 것을 특징으로 하는 생체상용성 기질 제조방법.
- 제27항에 있어서, 기질은 개시제로 처리됨과, 비결합 개시제가 제거되며 머크로머가 기질에 적용되어 중합되는 것을 특징으로 하는 생체상용성 기질 제조방법.
- 가시광선 또는 장파장 자외선 활성화 자유라디칼 개시제, 열활성화 자유라디칼 개시제, 벤조일 퍼옥시트, 기질에 적용된 적어도 두개의 자유라디칼 중합가능 치환체를 포함하는 수용성 머크로머의 포타시움 퍼술페이트 및 암모니움 퍼술페이트 중에서 선택되는 개시제를 사용하는 자유라디칼 중합에 의해 형성된 고분자 코팅을 가지는 기질 제조방법.
- 적어도 두개의 자유라디칼 중합가능 치환체가 공유 결합된 생체상용성 수용성 머크로머의 자유라디칼 중합에 의해 제조되는 고분자로 이루어진 조직내강 상의 코팅장치.
- 제32항에 있어서, 상기 조직내강은 혈관인 것을 특징으로 하는 코팅장치.
- a) 세포나 조직에 광개시제를 적용하는 단계, b) 비경합 광개시제를 제거하는 단계, c) 적어도 두개의 자유라디칼 중합가능 치환체를 포함하는 수용성 머크로머 용액을 세포 또는 조직에 적용하는 단계, d) 상기 용액을 가시광선 또는 장파장 자외선을 노출시키는 단계를 포함하는 조직 또는 세포의 고분자 코팅방법.
- 생물학적 물질의 캡슐화 방법으로서, a) 광개시제; 및 폴리에틸렌 옥시드, 폴리에틸렌 글리콜멀티아크릴레이트를 포함하는 폴리에틸렌 글리콜, 폴리비닐알콜, 폴리비닐피롤리돈, 폴리에틸옥사졸린, 폴리아미노산, 알기나트와 히아루로닉산과 콘드로이틴 술페이트와 댁스트란과 댁스트린술페이트와 키토산과 겔란검과 크산탄검과 구아검과 수용성 셀룰로스 유도체 및 카라기난으로 부터 선택되는 폴리사카리드, 및 겔라틴과 콜라젠과 알부민으로 부터 선택되는 단백질로 구성되는 그룹의 유도체로 부터 선택되는 적어도 두개의 탄소와 탄소사이의 이중결합의 상호작용을 통하여 수불용성 고분자로 중합되는 수용성 불포화 에틸렌성 고분자로 부터 선택되는 머크로머를 포함하는 머크로머 수용액중에 생물학적 물질을 혼합하는 단계, b) 공기와 동시압출이나, 방울형태를 유지할 수 있는 광물성 기름과 같은 비독성, 비면역성, 비혼화성물질과 동시 압출 또는 교반하여 (a) 혼합물에 작은 공형태들을 형성시키는 단계, c) 상기 공모양 물질에 광을 노출시켜 머크로머를 중합하는 단계를 포함하는 생물학적 물질의 캡슐화 방법.
- 제35항에 있어서, 상기 폴리에틸렌 글리콜(PEG)는 분자량이 18.500D 가량인 PEG 테트라아크릴레이트인 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제35항에 있어서, 상기 광개시제는 2,2-디메톡시, 2-페닐-아세토페논과 2-메톡시, 2-페닐아세토페논을 포함하여 320∼900nm정도 파장의 빛을 흡수하고, 자유라디칼을 형성할 수 있으며, 적어도 부분적 수용성을 물질에 대해 독성이 없는 염료인 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제35항에 있어서, 상기 머크로머 용액은 트리에타놀아민, 트리에틸아민, 에탄올아민, N-메틸디에탄올아민, N,N-디메틸벤질아민, 디벤질아민, N,N-디메틸벤질아민, 디벤질아민, N-벤질에탄올아민, N-이소프로필벤질아민, 테트라메틸에틸렌디아민, 포타시움퍼술페이트, 테트라메틸에틸렌디아민, 리신, 오르니틴, 히스티딘 및 아르기닌과 같은 1차, 2차, 3차 및 제4차 아민을 포함하는 자유라디칼 반응을 자극할 수 있는 질소를 기본으로 하는 화합물이 포함된 공촉매를 추가로 함유하고, 상기 공개시제는 에틸에오신, 에오신와이, 플루오테세인, 2,2-디메톡시, 2-페닐아세토페논, 2-메톡시, 2-페닐아세토페논, 캄포퀴논, 로즈벤갈, 메틸렌블루, 에리트로신, 플록신, 티오네인, 리보플라민 및 메틸렌 그린에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제35항에 있어서, 상기 생물학적 물질은 포유동물 조직과 판크레아틱 이스렛 세포, 사람의 포피 섬유아세포, 중극 햄스터 난소세포, 베타세포 도선종, 임파아구 백혈병세포, 쥐의 3T3 섬유아세포, 도파민 분비 복강 중뇌세포, 신경아세포, 아드레날인 수질세포 및 T세포, 서브세포 기능질, 및 서브세포 비기능질 성분에서 선택되는 포유동물세포의 1차 또는 설립 라인에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제35항에 있어서, 상기 생물학적 물질은 헤모글로빈, 폴리사카리드 및 올리고누클레오티드를 포함하는 단백질, 아데노신 탈아미드효소, 효소체계, 박테리아, 미생물, 비타민, 조인자 및 혈액응고인자를 포함하는 효소, TPA, 스트랩토키나제 및 헤파린을 포함하는 약품, 이뮤노겐, 호르몬 및 레트로바이러스 중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제35항에 있어서, 상기 생물학적 물질은 먼저 마이크로 캡슐로 캡슐화되고, 상기 마이크로 캡슐은 아르기나트, 키토산, 아가로스, 겔라틴, 또는 이들의 조합들을 포함하는 캡슐화된 물질에 독성이 없는 이온 응고성 또는 열응고성 고분자로 구성되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제35항에 있어서, 상기 커크로머 용액은 N-비닐피롤리디논, 2-비닐피리딘, 1-비닐이미다졸, 9-비닐카바졸, 아크릴산 및 2-알릴, 2-메틸, 1-3-시클로펜탄디온을 포함하는 알릴, 비닐 또는 아크릴레이트 그룹을 가지는 작은 분자를 포함하는 중합촉진제를 추가로 함유하는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- a) 생물학적 물질을 광개시제로 코팅하는 단계, b) 폴리에틸렌옥시드, 폴리에틸렌 글리콜 멀티아크릴레이트를 포함하는 폴리에틸렌글리콜, 폴리비닐알콜, 폴리비닐피롤리돈, 폴리에틸옥사졸린, 폴리아미노산, 알기나트와 히아루로닉산과 콘드로이틴술페이트와 댁스트란과 댁스트란술페이트와 헤파린과 헤파린술페이트와 헤파란술페이트와 키토산과 겔라검과 크산탄검과 구아검과 수용성 셀룰로스 유도체 및 카라기난으로 부터 선택되는 폴리사카리드, 및 겔라틴과 콜라젠과 알부민으로 부터 선택되는 단백질로 구성되는 그룹의 유도체로 부터 선택되는 적어도 두개의 탄소와 탄소사이의 이중결합의 상호작용을 통하여 수불용성 고분자로 중합되는 수용성 불포화 에틸렌성 고분자로 부터 선택되는 머크로머를 포함하는 머크로머 수용액중에 코팅된 물질을 현탁시키는 단계, c) 현탁물에 광조사하여 머크로머를 중합하는 단계를 포함하는 생물학적 물질의 캡슐화 방법.
- 제43항에 있어서, 상기 폴리에틸렌글리콜(PEG)은 분자량이 18,500P가량의 PEG 테트라아크릴레이트인 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제43항에 있어서, 상기 광개시제는 2,2-디메톡시, 2-페닐-아세토페논과 2-메톡시, 2-페닐아세토페논을 포함하여 320∼900nm정도 파장의 빚을 흡수하고, 자유라디칼을 형성할 수 있으며, 적어도 부분적 수용성을 나타내며 중합에 사용되는 농도에서 생물학적 물질에 대해 독성이 없는 염료인 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제43항에 있어서, 상기 머크로머 용액은 트리에타놀아민, 트리에틸아민, 에탄올아민, N-메틸디에탄올아민, N,N-디메틸 벤질아민, 디벤질아민, N-벤질에탄올아민, N-이소프로필 벤질아민, 테트라메틸에틸렌디아만, 포타시움 퍼술페이트, 테트라메틸 에틸렌디아민, 리신, 오르니틴, 히스티딘 및 아르기닌과 같은 1차, 2차, 3차 및 제4차 아민을 포함하는 자유라디칼 반응을 자극할 수 있는 질소를 기본으로 하는 화합물이 포함된 공촉매를 추가로 함유하고, 상기 광개시제는 에틸에오신, 에오신와이, 플루오레세인, 2,2-디메톡시, 2-페닐아세토페논, 2-메톡시, 2-페닐아세토페논, 캄포퀴논, 로즈벤갈, 메틸렌블루, 에리트론신, 플록신, 티오네인, 리보플라빈 및 메틸렌 그린에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제43항에 있어서, 상기 생물학적 물질은 포유동물 조직과 판크레아틱 이스렛 세포,사람의 포피 섬유아세포, 중극 햄스터 난소세포, 베타세포 도선종, 임파아구 백혈병세포, 쥐의 3T3 섬유아세포, 도파민 분비 복강 중뇌세포, 신경아세포, 아드레날인 수질세포 및 T세포, 서브세포 기능질, 및 서브세포 비기능질 성분에서 선택되는 포유동물세포의 1차 또는 설립 라인에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제43항에 있어서, 상기 생물학적 물질은 헤모글로빈, 폴리사카리드 및 올리고누클레오티드를 포함하는 단백질, 아데노신 탈아미드효소, 효소체계, 박테리아, 미생물, 비타민, 조인자 및 혈액응고인자를 포함하는 효소, TPA, 스트랩토키나제 및 헤파린을 포함하는 약품, 이뮤노겐, 호르몬 및 레트로바이러스 중에서 선택되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제43항에 있어서, 상기 생물학적 물질은 먼저 마이크로 캡슐로 캡슐화되고, 상기 마이크로 캡슐은 아르기나트, 키토산, 아가로스, 겔라틴, 또는 이들의 조합들을 포함하는 캡슐화된 물질에 독성이 없는 이온 응고성 또는 열응고성 고분자로 구성되는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.
- 제43항에 있어서, 상기 커크로머 용액은 N-비닐피롤리디논, 2-비닐피리딘, 1-비닐이미다졸, 9-비닐카바졸, 아크릴산 및 2-알릴, 2-메틸, 1-3-시클로펜탄디온을 포함하는 알릴, 비닐 또는 아크릴레이트 그룹을 가지는 작은 분자를 포함하는 중합촉진제를 추가로 함유하는 것을 특징으로 하는 생물학적 물질의 캡슐화 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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US07/958,870 US5529914A (en) | 1990-10-15 | 1992-10-07 | Gels for encapsulation of biological materials |
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KR1019940703035A KR100323043B1 (ko) | 1992-02-28 | 1994-08-29 | 생물학적물질의캡슐화를위한고분자겔 |
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US (4) | US5529914A (ko) |
EP (1) | EP0627912B1 (ko) |
JP (1) | JP3011767B2 (ko) |
KR (1) | KR100323043B1 (ko) |
AT (1) | ATE266389T1 (ko) |
AU (1) | AU683209B2 (ko) |
BR (1) | BR9306041A (ko) |
CA (1) | CA2117584C (ko) |
DE (1) | DE69333512T2 (ko) |
DK (1) | DK0627912T3 (ko) |
ES (1) | ES2220906T3 (ko) |
NZ (1) | NZ251039A (ko) |
PT (1) | PT627912E (ko) |
WO (1) | WO1993016687A1 (ko) |
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- 1993-03-01 JP JP5515100A patent/JP3011767B2/ja not_active Expired - Lifetime
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- 1993-03-01 CA CA002117584A patent/CA2117584C/en not_active Expired - Lifetime
- 1993-03-01 DE DE69333512T patent/DE69333512T2/de not_active Expired - Lifetime
- 1993-03-01 PT PT93907078T patent/PT627912E/pt unknown
- 1993-03-01 AT AT93907078T patent/ATE266389T1/de active
- 1993-03-01 BR BR9306041A patent/BR9306041A/pt not_active Application Discontinuation
- 1993-03-01 DK DK93907078T patent/DK0627912T3/da active
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1994
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1995
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AU3780993A (en) | 1993-09-13 |
NZ251039A (en) | 1996-03-26 |
US6911227B2 (en) | 2005-06-28 |
AU683209B2 (en) | 1997-11-06 |
ES2220906T3 (es) | 2004-12-16 |
CA2117584A1 (en) | 1993-09-02 |
EP0627912A4 (en) | 1995-07-26 |
PT627912E (pt) | 2004-08-31 |
EP0627912A1 (en) | 1994-12-14 |
KR100323043B1 (ko) | 2002-07-27 |
DE69333512T2 (de) | 2005-05-12 |
DK0627912T3 (da) | 2004-06-28 |
WO1993016687A1 (en) | 1993-09-02 |
CA2117584C (en) | 1998-09-22 |
ATE266389T1 (de) | 2004-05-15 |
US5529914A (en) | 1996-06-25 |
JPH07506961A (ja) | 1995-08-03 |
EP0627912B1 (en) | 2004-05-12 |
US5801033A (en) | 1998-09-01 |
BR9306041A (pt) | 1997-11-18 |
US6258870B1 (en) | 2001-07-10 |
JP3011767B2 (ja) | 2000-02-21 |
DE69333512D1 (de) | 2004-06-17 |
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