JP2009527289A - 分子の共有結合的付着のためのポリマー表面の高収率な活性化方法 - Google Patents
分子の共有結合的付着のためのポリマー表面の高収率な活性化方法 Download PDFInfo
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Abstract
Description
本出願は、35U.S.C.§119(e)の下で、2006年2月21日に出願された米国仮特許出願第60/775,127号および2006年6月13日に出願された米国仮特許出願第60/804,633号の優先権の利益を主張する。両方の出願の開示は、参照により本発明に引用される。
本発明は、遷移金属錯体を含むリンカー部位を用いて表面を官能化することにより、有機材料をポリマー基材の表面に共有結合させることに関する。特に、本発明はポリマー表面の官能基と反応する官能基を有する有機金属化合物を用いてポリマー表面を改質することに関する。改質されたポリマー表面は、ポリマー表面との反応後に残存する有機金属化合物の官能基と反応する官能基を有する化合物、ポリマー、またはオリゴマーとさらに反応しうる。本発明はさらに、細胞成長ならびに生物学的活性分子および他の所望の化合物の付着の支援を目的としたポリマー表面の官能化に関する。
本発明はポリマー表面と、その上部に形成された有機金属層とを含む被覆基材に関する。有機金属被覆物およびポリマー表面は、反応により当該被覆物を当該表面に結合させる共反応性官能基を有する。好ましくは、有機金属被覆物は、後に塗布される化合物、オリゴマー、またはポリマーの共反応性官能基と反応する未反応の残存官能基を有する。
周期律表の第4族、第5族、または第6族から選択される遷移金属のジアルキルアミドまたはアルコキシドの有機金属表面層に共有結合したポリマー表面を有する基材を準備する工程:この際、ジアルキルアミドまたはアルコキシドは遷移金属原子でポリマー表面に結合している。
未反応の遷移金属のジアルキルアミド基またはアルコキシド基と反応して、有機化合物、オリゴマー、またはポリマーを遷移金属に共有結合させることができる化合物、オリゴマー、またはポリマーを含む有機被覆層と、遷移金属のジアルキルアミドまたはアルコキシドの層とを反応させる工程。
図1は、N−ヘキシルアセトアミドとジルコニウムテトラ(tert−ブトキシド)との反応を示す。
被覆基材は反応性である酸性の共有結合を含む官能基を有するポリマー表面と他の官能基、特に遷移金属のポリジアルキルアミドおよびポリアルコキシドとの反応により形成される。本発明において、ポリマー表面上の「反応性基」は酸性の共有結合を有する官能基と定義される。好適なポリマー表面反応性官能基の例としては、アミン基、アミド基、イミド基、ウレタン基、および尿素基のような反応性のN−H結合を有するものが挙げられる。他の反応性官能基の例としては、ヒドロキシル基、オキシ基、エーテル基、チオール基、ケト基を含むカルボニル基、エステル基、遊離酸基および酸無水物基、スルホン酸基、および酸性−CH基が挙げられる。
有機金属化合物は通常希釈剤中に溶解または分散させる。好適な希釈剤の例としては、メタノール、エタノール、およびプロパノールのようなアルコール;ヘキサン、イソオクタン、およびデカンのような脂肪族炭化水素;テトラヒドロフランおよびジエチルエーテルのようなジアルキルエーテルなどのエーテルが挙げられる。また、アジュバント材料が有機金属組成物中に存在していてもよい。例としては、界面活性剤および帯電防止剤がある。アジュバントが存在する場合には、組成物の不揮発分の重量に対し30%以下の量で存在させる。
抗アメーバ薬:例えば、アルスチノール、ビアラミコール、カルバルゾン、セファエリン、クロルベタミド、クロロキン、クロルフェノキサミド、クロルテトラサイクリン、デヒドロエメチン、ジブロモプロパミジン、ジロキサニド、ジフェタルソーン(Diphetarsone)、エメチン、フマギリン、グローカルビン、グリコビアルゾール、8−ヒドロキシ−7−ヨード−5−キノリン−スルホン酸、ヨードクロルヒドロキシキン、ヨードキノール、パロマイシン、ファンキノン、ポリベンザルソール、プロパミジン、キンファミド、セクニダゾール、スルファルシド、テクロザン、テトラサイクリン、チオカルバミジン、チオカルバルゾン、チニダゾール;
抗生剤:例えば、アミノグリコシド類(アミカシン、アプラマイシン、アルベカシン、バンベルマイシン類、ブチロシン、ジベカシン、ジヒドロストレプトマイシン、ホルチミシン(類)、ゲンタマイシン、イセパマイシン、カナマイシン、ミクロノマイシン、ネオマイシン、ネオマイシンウンデシレナート、ネチルマイシン、パロマイシン、リボスタマイシン、シソマイシン、スペクチノマイシン、ストレプトマイシン、トブラマイシン、トロスペクトマイシンなど)、アムフェニコール類(Amphenicols)(アジダムフェニコール、クロラムフェニコール、フロルフェニコール、チアンフェニコールなど)、アンサマイシン類(リファミド、リファンピン、リファマイシン、リファペンチン、リファキシミンなど)、β−ラクタム類[例えば、カルバセフェム類、ロラカルベフ、カルバペネム類(ビアペネム、イミペネム、メロペネム、パニペネムなど)、セファロスポリン類(セファクロル、セファドロキシル、セファマンドール、セファトリジン、セファゼドン(Cefazedone)、セファゾリン、セフカペンピボキシル、セフクリジン、セフジニル、セフジトレン、セフェピム、セフェタメット、セフィキシム、セフィネノキシン(Cefinenoxine)、セフォジジム、セフォニシド、セフォペラゾン、セフォラニド、セフォタキシム、セフォチアム、セフォゾプラン、セフピミゾール、セフピラミド、セフピロム、セフポドキシムプロキセチル、セフプロジル、セフロキサジン、セフスロジン、セフタジジム、セフテラム、セフテゾール、セフチブテン、セフチゾキシム、セフトリアキソン、セフロキシム、セフゾナム、セファセトリルナトリウム、セファレキシン、セファログリシン、セファロリジン、セファロスポリン、セファロチン、セファピリンナトリウム、セフラジン、ピブセファレキシン(Pivcefalexin)など)]、セファマイシン類(セフブペラゾン、セフメタゾール、セフミノクス、セフォテタン、セフォキシチンなど)、モノバクタム類(アズトレオナム、カルモナム、チゲモナムなど)、オキサセフェン類(Oxacephens)(フロモキセフ、モキサラクタムなど)、ペニシリン類(アムジノシリン、アムジノシリンピボキシル、アモキシシリン、アンピシリン、アパルシリン、アスポキシシリン、アジドシリン(Azidocillin)、アズロシリン、バカンピシリン、ベンジルペニシリン酸、ベンジルペニシリンナトリウム、カルベニシリン、カリンダシリン、クロメトシリン(Clometocillin)、クロキサシリン、シクラシリン、ジクロキサシリン、エピシリン、フェンベニシリン(Fenbenicillin)、フロキサシリン、ヘタシリン、レナンピシリン、メタムピシリン(Metampicillin)、メチシリンナトリウム、メズロシリン、ナフシリンナトリウム、オキサシリン、ペナメシリン、ペネタメートヒドロヨージド(Penethamate Hydroiodide)、ペニシリンGベネタミン、ペニシリンGベンザチン、ペニシリンGベンズヒドリルアミン、ペニシリンGカルシウム、ペニシリンGヒドラバミン(Hydrabamine)、ペニシリンGカリウム、ペニシリンGプロカイン、ペニシリンN、ペニシリンO、ペニシリンV、ペニシリンVベンザチン、ペニシリンVヒドラバミン(Hydrabamine)、ペニメピシクリン、フェネチシリンカリウム、ピペラシリン、ピバンピシリン、プリピシリン、キナシリン(Quinacillin)、スルベニシリン、スルタミシリン、タランピシリン、テモシリン、チカルシリンなど)、リチペネム、リンコサミド類(クリンダマイシン、リンコマイシンなど)、マクロライド類(アジスロマイシン、カルボマイシン、クラリスロマイシン、ジリスロマイシン、エリスロマイシン、エリスロマイシンアシストラート、エリスロマイシンエストレート、グルコヘプタン酸エリスロマイシン、ラクトビオン酸エリスロマイシン、プロピオン酸エリスロマイシン、ステアリン酸エリスロマイシン、ジョサマイシン、ロイコマイシン、ミデカマイシン、ミオカマイシン、オレアンドマイシン、プリマイシン、ロキタマイシン、ロサラマイシン、ロキシスロマイシン、スピラマイシン、トロレアンドマイシンなど)、ポリペプチド類(アンホマイシン、バシトラシン、カプレオマイシン、コリスチン、エンジュラシジン、エンビオマイシン、フザフンギン、グラミシジンS、グラミシジン(類)、ミカマイシン、ポリミキシン、プリスチナマイシン、リストセチン、テイコプラニン、チオストレプトン、ツベラクチノマイシン、チロシジン、チロトリシン、バンコマイシン、バイオマイシン、バージニアマイシン、亜鉛バシトラシンなど)、テトラサイクリン類(アピサイクリン、クロルテトラサイクリン、クロモサイクリン、デメクロサイクリン、ドキシサイクリン、グアメサイクリン、リメサイクリン、メクロサイクリン、メタサイクリン、ミノサイクリン、オキシテトラサイクリン、ペニメピサイクリン、ピパサイクリン、ロリテトラサイクリン、サンサイクリン、テトラサイクリンなど)、サイクロセリン、ムピロシン、ツベリン;
合成抗菌薬:例えば、2,4−ジアミノピリミジン類(ブロジモプリム、テトロキソプリム、トリメトプリムなど)、ニトロフラン類(フラルタドン、塩化フラゾリウム、ニフラデン、ニフラテル、ニフルフォリン、ニフルピリノール、ニフルプラジン、ニフルトイノール、ニトロフラントインなど)、キノロン類および類似体(シノキサシン、シプロフロキサシン、クリナフロキサシン、ジフロキサシン、エノキサシン、フレロキサシン、フルメキン、グレパフロキサシン、ロメフロキサシン、ミロキサシン、ナジフロキサシン、ナリジクス酸(Nadilixic Acid)、ノルフロキサシン、オフロキサシン、オキソリン酸、パズフロキサシン、ペフロキサシン、ピペミド酸、ピロミド酸、ロソキサシン、ルフロキサシン、スパルフロキサシン、テマフロキサシン、トスフロキサシン、トロバフロキサシンなど)、スルホンアミド類(アセチルスルファメトキシピラジン、ベンジルスルファミド、クロラミンB、クロラミンT、ジクロラミンT、N2−ホルミルスルフイソミジン、N4−β−D−グルコシルスルファニルアミド、マフェナイド、4’−(メチルスルファモイル)スルファニルアニリド、ノプリルスルファミド(Noprylsulfainide)、フタリルスルファセタアミド、フタリルスルファチアゾール、サラゾスルファジミジン、スクシニルスルファチアゾール、スルファベンザミド、スルファセタミド、スルファクロルピリダジン、スルファクリソイジン、スルファシチン、スルファジアジン、スルファジクラミド、スルファジメトキシン、スルファドキシン、スルファエチドール、スルファグアニジン、スルファグアノール、スルファレン、スルファロクス、スルファメラジン、スルファメータ、スルファメタジン、スルファメチゾール、スルファメトミジン、スルファメトキサゾール、スルファメトキシピリダジン、スルファメトロール、スルファミドクリソイジン、スルファモキソール、スルファニルアミド、4−スルファニルアミドサリチル酸、N4−スルファニリルスルファニルアミド、スルファニリルウレア、N−スルファニリル−3,4−キシルアミド、スルファニトラン、スルファペリン、スルファフェナゾール、スルファプロキシリン、スルファピラジン、スルファピリジン、スルファソミゾール、スルファシマジン、スルファチアゾール、スルファチオウレア、スルファトラミド、スルフィソミジン、スルフイソキサゾールなど)、スルホン類(アセダプソン、アセジアスルホン、アセトスルホンナトリウム、ダプソン、ジアチモスルホン、グルコスルホンナトリウム、ソラスルホン、スクシスルホン、スルファニル酸、p−スルファニルベンジルアミン、スルホキソンナトリウム、チアゾールスルホンなど)、クロフォクトール、ヘキセジン、メテナミン、メテナミンアンヒドロメチレンシトレート、馬尿酸メテナミン、マンデル酸メテナミン、メテナミンスルホサリチレート、ニトロキソリン、タウロリジン、キシボルノールなど);
抗らい菌薬:例えば、アセダプソン、アセトスルホンナトリウム、クロファジミン、ダプソン、ジアチモスルホン、グルコスルホンナトリウム、ヒドノカルピン酸、ソラスルホン、スクシスルホン、スルホキソンナトリウム、
抗真菌剤:例えば、アリルアミン類(ブテナフィン、ナフチフィン、テルビナフィン)、イミダゾール類(例えば、ビフォナゾール、ブトコナゾール、クロルダントイン、クロルミダゾール、クロコナゾール、クロトリマゾール、エコナゾール、エニルコナゾール、フェンチコナゾール、フルトリマゾール、イソコナゾール、ケトコナゾール、ラノコナゾール、ミコナゾール、オモコナゾール、硝酸オキシコナゾール、セルタコナゾール、スルコナゾール、チオコナゾールなど)、チオカルバメート類(例えば、トルシクラート、トリンダート、トルナフテートなど)、トリアゾール類(例えば、フルコナゾール、イトラコナゾール、サペルコナゾール、テルコナゾールなど)、アクリソルシン、アモロルフィン、ビフェナミン、ブロモサリチルクロラニリド、ブクロサミド、プロピオン酸カルシウム、クロルフェネシン、シクロピロックス、クロキシキン、コパラフィネート(Coparaffinate)、ジアムタゾールジヒドクロライド、エキサラミド、フルシトシン、ハレタゾール(Halethazole)、ヘキセチジン、ロフルカルバン、ニフラテル、ヨウ化カリウム、プロピオン酸、ピリチオン、サリチルアニリド、プロピオン酸ナトリウム、スルベンチン、テノニトロゾール、トリアセチン、ウジョチオン(Ujothion)、ウンデシレン酸、プロピオン酸亜鉛など;など
これらの類似体/誘導体;これらの塩;これらの組み合わせがある。
まず、ミリポア(Millipore、登録商標)水中でよく洗い流されたガラス製の顕微鏡スライド上に3(ナイロン6/6;(R=(CH2)4CO;R’=(CH2)6NH))のフィルムを0.1mMギ酸溶液からキャストすることにより活性化したナイロン表面4を作成し、3時間10−2トールの真空にした。次に、真空またはジルコニウムテトラ(tert−ブトキシド)の蒸気のどちらかに暴露するための二方活栓を備えた蒸着チャンバー内に被覆されたスライドを配置した。チャンバーを30分間10−3トールの真空にし、3のスライドをジルコニウムテトラ(tert−ブトキシド)の蒸気に(外部排気しながら)30秒間暴露した後に、外部排気しないで5分間暴露した。このサイクルを2回繰り返した後、外部排気することなくさらに10分間暴露した。続いて、チャンバーを16時間10−3トールの真空にし、過剰なジルコニウムテトラ(tert−ブトキシド)を確実に除去した。ポリマー表面に結合したZr錯体4のIRスペクトルは、tert−ブトキシド基の指標であるνC−H=2976cm−1を示した。
錯体4で被覆したスライドを0.1mM3−マレイミドプロピオン酸N−ヒドロキシスクシンイミドエステルの乾燥アセトニトリル溶液中に16時間浸漬して8を形成させることにより、RGD誘導体化表面9a(図3)を調製した。0.1mMのRGDC水溶液中にpH6.5で24時間、8を浸漬することにより、9aを調製した。3−マレイミドプロピオン酸のスクシンイミドエステルを用いて直接的にエステル交換することによってナイロン−Zr表面錯体を誘導体化し8を形成させ、この結果RGDCまたはDANSYL−Cys−テザード(tethered)表面(9aまたは9b)のいずれかを得ることができる。錯体9aおよび9bは、それぞれZrとRGDCまたはDANSYL−Cysとの比率が1:2である。
蛍光分子標識類似体7bおよび9bを上述した7aおよび9aと同様に調製した。ただし、RGDCの代わりに0.1mMのN−(5−(ジメチルアミノ)−1−ナフチル−スルホニル)−システイン(DANSYL−Cys)水溶液を用いた(図2および3)。
7bおよび9bのように誘導体化されたナイロンフィルム(2cm2)ならびにナイロン3の対照フィルムを水中にpH7.5、室温で7日間浸漬し、上澄み液を蛍光スペクトルで分析した。続いて、サンプルを溶液から取り除き、乾燥させて、水中にpH12で3時間浸漬させた。その後、上澄み液を再び蛍光スペクトルにより分析した。DANSYL基の放出は、上記7日間にわって、処理された7bおよび9bからの上澄み液の蛍光強度を対照サンプル3と比較することにより測定した。未反応のDANSYL化(DANSYLating)試薬をナイロンから約3時間で脱着させた。表面結合したDANSYL材料の放出は続く7日間にわたって全く起こらなかった。したがって、ジルコニウム−アミド表面結合錯体はこのような条件下の加水分解に対して安定である。
表面3および9aに対する細胞の応答をインビトロで評価した。10%ウシ血清を含むダルベッコ改質イーグル培地(DMEM)中でNIH3T3細胞を保持した。細胞をホスフェート(Phosphate)−緩衝食塩水(PBS)で洗浄し、50mg/mLトリプシンと2mg/mL EDTAとのPBS液を用いて組織培養皿から剥離させた。細胞を大豆トリプシン阻害剤(シグマ)中で洗浄することによりトリプシン化を停止させた。細胞を無血清DMEM中に5×104細胞数/mLで再懸濁させた。2mLの細胞懸濁液をナイロン被覆した表面を含むウェルに加えた。この際、ナイロン被覆表面は、1%ウシ血清アルブミン中で1時間予めブロックされていた。90分後に、非付着細胞を除去し、新鮮な無血清DMEMと交換した。細胞を固定し、透過処理して、指定された時点で焦点接着タンパク質ビンクリン着色を行った。
ポリウレタン、ポリイミド、およびポリスルホンアミドをジルコニウムテトラ(tert−ブトキシド)と共に遷移金属アルコキシドで改質する能力を、対応するポリマーに対する表面改質能力を容易に予測できるような小分子モデルで評価した。まず、対照としては、N−ヘキシルアセトアミドをモデルとして用いて、実施例1〜5のポリアミドについて小分子モデルを試験した。
メチルN−ヘキシルカルバメートをポリウレタンのためのモデルとして、スクシンイミドをポリイミドのためのモデルとして、およびN−ヘキシルp−トルエンスルホンアミドをポリスルホンアミドのためのモデルとして用いて、テトラヒドロフラン(THF)中、20℃でN−ヘキシルアセトアミドの実施例の手順を繰り返した。反応の進行を1H NMRを介して観察し、各分子におけるN−H NMRピークの相対的積分値の減少から反応の完了を予測した。全ての反応は、ジルコニウム錯体の「カルボニル」酸素への配位、リガンドへのN−Hプロトン移動、およびリガンドの減少を通して進行することが推定された。
ポリウレアのためのモデルとしてのジシクロヘキシルウレアと遷移金属アルコキシドとしてのテトラキス(ジエチルアミノ)ジルコニウム(IV)とを用いて実施例7〜9の手順を繰り返した。収率は30分後に約90%であった。これは、遷移金属アルコキシドまたは遷移金属ジアルキルアミドが当該ポリマーを表面改質する能力を有することを示している。
エタノール中で超音波処理され、ミリポア(Millipore、登録商標)水中でよく洗い流されたガラス製の顕微鏡スライド上に、0.1Mギ酸溶液からタイプ1コラーゲン(ウシアキレス腱由来、アルドリッチ社製)のフィルムをキャストし、3時間10−1トールの真空にした。次に、被覆されたスライドをミリポア(Millipore、登録商標)水中に24時間浸漬した後、110℃で16時間ベークすることにより脱水させた。真空またはジルコニウムテトラ(tert−ブトキシド)の蒸気のどちらかに暴露するための二方活栓を備えた蒸着チャンバー内にこれらのコラーゲンスライドを配置した。チャンバーを30分間10−3トールの真空にし、コラーゲンのスライドをジルコニウムテトラ(tert−ブトキシド)の蒸気に(外部排気しながら)30秒間暴露した後に、外部排気しないで5分間暴露した。このサイクルを2回繰り返した後、外部排気することなくさらに30分間暴露した。続いて、チャンバーを1時間10−3トールの真空にし、過剰なジルコニウムテトラ(tert−ブトキシド)を確実に除去して、Zr活性化コラーゲンを得た。
Zr活性化コラーゲンスライドを0.1mM 1,12−ジホスホノドデカンの乾燥THF溶液中に1時間浸漬することにより、コラーゲンを1,12−ジホスホノドデカンで誘導体化した。表面を乾燥THFでよく洗い流すことにより、1,12−ジホスホノドデカン誘導体化コラーゲンを得た。
Zr活性化コラーゲンスライドを0.1mM 11−ヒドロキシウンデシルホスホナートの乾燥THF溶液中に1時間浸漬することにより、コラーゲンを11−ヒドロキシウンデシルホスホナートで誘導体化した。表面を乾燥THFでよく洗い流すことにより、11−ヒドロキシウンデシルホスホナート誘導体化コラーゲンを得た。
Zr活性化コラーゲンスライドを0.1mM 3−マレイミドプロピオン酸の乾燥アセトニトリル溶液中に1時間浸漬してコラーゲン表面をマレイミド基で誘導体化することにより、RGD−誘導体化コラーゲンを調製した。0.1mMのRGDC水溶液中にpH6.5で24時間、マレイミド誘導体化コラーゲンを浸漬することにより、RGD誘導体化コラーゲンを得た。
様々な化合物で改質したコラーゲン被覆ガラススライドに対する細胞応答を、改質スライドと対照スライドとに対する接着性を測定することにより評価した。コラーゲン被覆スライドを1,12−ジホスホノドデカン、11−ヒドロキシウンデシルホスホナート、およびRGDを用いて、実施例12〜14の手順に従って改質した。ベアガラススライドおよび未改質コラーゲン被覆ガラススライドをネガティブ対照として使用した。細胞結合タンパク質であるフィブロネクチンで被覆したガラススライドをポジティブ対照として使用した。ガスケットでシールされた組織培養チャンバーを各スライド種に取り付け、バイブラント(Vybrant)細胞付着アッセイキット(インビトロジェン−V−13181)を用いて、2時間および24時間の培養期間後にヒト骨芽細胞の付着を測定した。下記表に代表的なデータを示す。
Claims (34)
- ポリマー表面と、その上部に形成された有機金属層と、を含む被覆基材であって、
前記有機金属層および前記ポリマー表面が、反応により前記有機金属層を前記ポリマー表面に結合させる官能基を有することを特徴とする、被覆基材。 - 前記有機金属層は、周期律表の第4族、第5族、および第6族の原子からなる群より選択される遷移金属原子を含む、請求項1に記載の被覆基材。
- 前記有機金属層は、その少なくとも一部が前記ポリマー表面の前記官能基と反応するアルコキシド基またはジアルキルアミド基を含む、請求項1に記載の被覆基材。
- 前記有機金属層は未反応の官能基を有し、
前記被覆基材は前記有機金属層の上部に塗布された有機被覆層をさらに含み、
前記有機被覆層は、前記有機金属層の前記未反応の官能基と反応して前記有機被覆層を前記有機金属層に結合させる官能基を有する、化合物、ポリペプチド、オリゴマー、またはポリマーを含む、請求項1に記載の被覆基材。 - 前記有機被覆層は、前記有機金属層に共有結合した有機リン含有酸化合物、有機カルボン酸化合物、または有機カルボン酸エステル化合物を含む、請求項4に記載の被覆基材。
- 前記有機リン含有酸、有機カルボン酸、または有機カルボン酸エステルの被覆化合物の有機基は、飽和または不飽和の置換または非置換のアルキル基である、請求項5に記載の被覆基材。
- 前記アルキル基はオメガ位が置換されており、
オメガ置換された有機リン含有酸、有機カルボン酸、または有機カルボン酸エステルの被覆化合物のオメガ置換基は、カルボキシレート基、カルバメート基、ヒドロキシル基、ケト基、エーテル基、オキシ基、カーボネート基、アミノ基、アミド基、およびチオール基からなる群より選択される、請求項6に記載の被覆基材。 - 前記有機被覆層は、リン酸、ホスホン酸、およびホスフィン酸からなる群より選択される有機リン化合物を含む、請求項5に記載の被覆基材。
- 前記有機被覆層は、C6〜C18の炭化水素基または置換された炭化水素基を有する有機リン含有酸または有機カルボン酸の化合物を含む、請求項5に記載の被覆基材。
- 基材がポリマー成形品である、請求項1に記載の被覆基材。
- 前記ポリマーは被覆物の形態である、請求項1に記載の被覆基材。
- 前記ポリマーはガラス、二酸化ケイ素、金属または他のポリマーのような他の材料製の物の上面にある被覆物である、請求項14に記載の被覆基材。
- 前記ポリマー表面は、アミド基、イミド基、ウレタン基、尿素基、アミン基、エポキシ基、ヒドロキシル基、オキシ基、ケト基、酸性C−H基、フェノール基、カルボン酸基、カルボン酸エステル基、カルボン酸無水物基、スルホン酸基、およびチオール基からなる群より選択される表面官能基を有する、請求項1に記載の被覆基材。
- 前記ポリマー表面は、ポリアミド類、ポリイミド類、ポリウレタン類、ポリウレア類、ポリアミン類、ポリエポキシド類、未反応のヒドロキシル基またはカルボン酸基を有するポリエステル類、ポリスルホンアミド類、および未反応のチオール基を有するポリスルフィド類からなる群より選択されるポリマーである、請求項1に記載の被覆基材。
- 前記有機被覆層は、前記有機金属層に共有結合する生物学的または製薬的に活性な化合物を含む、請求項4に記載の被覆基材。
- 前記有機リン化合物、有機カルボン酸化合物、または有機カルボン酸エステル化合物の有機被覆層の前記官能基に共有結合する生物学的または製薬的に活性な化合物からなる第2の被覆層をさらに含む、請求項6に記載の被覆基材。
- 前記有機被覆層は、細胞付着性媒介物質または特定の種類の細胞や組織の内部成長を促進もしくは排除する物質から選択される生物学的に活性なリガンド化合物を含む、請求項4に記載の被覆基材。
- 前記生物学的に活性なリガンド化合物は、骨−誘導物質、細胞の成長および増殖の誘導物質、ならびにインテグリン細胞付着性媒介物質からなる群より選択される、請求項20に記載の被覆基材。
- 前記生物学的に活性なリガンド化合物は、骨形態形成タンパク質(BMP)、上皮細胞成長因子(EGF)、線維芽細胞成長因子(FGF)、血小板由来成長因子(PDGF)、インスリン様成長因子(IGF−IおよびII)、TGF−β、および血管内皮細胞成長因子(VEGF)からなる群より選択される、請求項21に記載の被覆基材。
- 前記有機被覆層は抗腫瘍剤および抗細胞増殖剤からなる群より選択される製薬的に活性な化合物を含む、請求項4に記載の被覆基材。
- 前記有機被覆層は、アシクロビル、セフラジン、メルファラン、タモキシフェン、ラロキシフェン、ダウノマイシン、アドリアマイシン、プルンバギン、クロラムブシル、エフェドリン、アトロピン、キニーネ、ジゴキシン、キニジン、生物学的活性ペプチド、クロリンe6、セファロチン、プロリン、プロリン類似体、ペニシリンV、アスピリン、イブプロフェン、ステロイド類およびニコチン酸からなる群より選択される活性剤を含む、請求項4に記載の被覆基材。
- 請求項1に記載の被覆基材を含む、組織工学用ポリマースキャフォールド。
- 請求項4に記載の被覆基材を含む、組織工学用ポリマースキャフォールドであって、前記有機被覆層は細胞や組織の内部成長のための生物学的に活性なリガンドを有する、組織工学用ポリマースキャフォールド。
- 神経組織、筋骨格組織、軟骨組織、腱組織、肝臓組織、膵臓組織、眼球組織、外皮組織、動静脈組織、もしくは泌尿組織、または固形器官もしくは中空器官を形成する組織の再生に適合される、請求項26に記載のポリマースキャフォールド。
- 筋肉および骨格組織の細胞、実質細胞、腸由来の細胞、外分泌細胞、胆管細胞、上皮小体細胞、甲状腺細胞、副腎−視床下部−下垂体系の細胞、心筋細胞、腎臓上皮細胞、腎尿細管細胞、腎基底膜細胞、神経細胞、血管細胞、骨および軟骨を形成する細胞、平滑筋細胞、骨格筋細胞、眼細胞、外皮細胞、ケラチン生成細胞、皮膚細胞、内皮細胞からなる群より選択される細胞を含有する、請求項26に記載のポリマースキャフォールド。
- 前記細胞は、軟骨細胞、線維芽細胞、骨細胞、骨芽細胞、肝細胞、および膵臓細胞からなる群より選択される、請求項28に記載のポリマースキャフォールド。
- ドナー、胚性幹細胞、非胚性幹細胞、株細胞培養系細胞、遺伝子操作前の細胞、および遺伝子操作後の細胞から得られる細胞からなる群より選択される細胞を含む、請求項26に記載のポリマースキャフォールド。
- 前記株細胞培養系細胞は胚性幹細胞培養系細胞および非胚性幹細胞培養系細胞を含む、請求項30に記載のポリマースキャフォールド。
- 生細胞、生細胞を含有する組織または生体液を請求項26に記載のポリマースキャフォールドと接触させることを特徴とする、ポリマー基材上の細胞の付着、移動、および増殖を制御する方法。
- 少なくとも1つの表面が請求項1に記載の被覆基材を含むことを特徴とする、埋込可能医療機器。
- 人工血管、ステント、骨プレート、縫合糸、埋込可能なセンサー、外科接着防止用バリア、または埋込可能な薬剤デリバリー装置であることを特徴とする、請求項33に記載の埋込可能医療機器。
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- 2007-02-21 AU AU2007217016A patent/AU2007217016A1/en not_active Abandoned
- 2007-02-21 KR KR1020087023014A patent/KR20090020544A/ko not_active Application Discontinuation
- 2007-02-21 JP JP2008555539A patent/JP5229811B2/ja active Active
- 2007-02-21 WO PCT/US2007/062528 patent/WO2007098484A2/en active Application Filing
- 2007-02-21 US US11/677,576 patent/US20070196663A1/en not_active Abandoned
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2010
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JP2021504096A (ja) * | 2017-11-30 | 2021-02-15 | ザ トラスティーズ オブ プリンストン ユニヴァーシティ | 活性化表面に結合した接着層 |
Also Published As
Publication number | Publication date |
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EP1991662A2 (en) | 2008-11-19 |
JP5229811B2 (ja) | 2013-07-03 |
WO2007098484A8 (en) | 2007-11-01 |
EP1991662B1 (en) | 2018-02-07 |
AU2007217016A1 (en) | 2007-08-30 |
US20070196663A1 (en) | 2007-08-23 |
US9056154B2 (en) | 2015-06-16 |
US20110110986A1 (en) | 2011-05-12 |
WO2007098484A2 (en) | 2007-08-30 |
CA2643194A1 (en) | 2007-08-30 |
WO2007098484A3 (en) | 2007-12-13 |
KR20090020544A (ko) | 2009-02-26 |
EP1991662A4 (en) | 2012-03-21 |
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