TW200521436A - Surface immobilized polyelectrolyte with multiple functional groups capable of covalently bonding to biomolecules - Google Patents
Surface immobilized polyelectrolyte with multiple functional groups capable of covalently bonding to biomolecules Download PDFInfo
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Description
200521436 九、發明說明: 相關申請案 本發明主張9/22/2003申請之美國臨時申請案第 60/504,716號為優先權。 【發明所屬之技術領域】 本發明係屬於聚電解質化學之領域。 【先前技術】 作為解決許多與募核苷酸“點陣列,,之診斷用途相關問 遺的另種方法(問題已於“Multianalyte Molecular Analysis
Using Applicat10n_specific Rand〇m Particle Arrays”,美國 申請案第 10/204,799 號,8/23/2002 中請;W0 01/98765 中 指出)較佳的陣列係藉由將募核每酸探針和編碼微珠顆 粒,包括由聚合物樹脂製成之編碼顆粒,結合而形成。^ 美國專利申請案第10/271,6〇2號“Muhiplexed八㈤㈣〇
Polymorphic Loci by Concurrent Interrogation and Enzyme Mediated Detectl〇n,,,1〇/15/2〇〇2 中請,及上述之第 體〇4,799號。編碼顆粒·探針接合體接著組合成2D陣列 才吴式’並和預期含有且右血ΑΧ 7Τ _ v. /、有…彳木針互補之子序列之標的聚核 酸之樣本接觸,宜样士 » . ^ 中之仏的聚核穿酸事先以螢光標 定。探針和標的間的处人 ’ 、、、。口係以螢光分析訊號之存在判定。 產生正分析訊號之特殊探針可由解碼陣列判定。 目前已有數種已知及市 劳上可付之用於將募核脊酸探 200521436 針附著於微粒之方法。現已設計出許多用於將寡核苷酸探 針固定於微粒之共價固定方式,並在公開文獻或市場上可 得。傳統的共價固定技術係使用官能化珠粒(即珠粒係以反 應基,例如胺基、羧基、甲苯磺酸基、醛基、環氧基、醯 胼基及其他基官能化)和寡核苹酸探針終端的互補官能基連 結(Maire K· Walsh,Xinwen Wang and Bart C. Weimer,
Optimizing the immobilization of single-stranded DNA onto glass beads,J. Biochem. Biophys· Methods 2001; 47:221- 23 1)。此類結合步驟通常造成不適當的排列及空間的障礙 問題。此類共價鍵固定探針的雜交能力可藉由引進間隔物 分子而改善(Edwin Southern,Kalim Mir and Mikhail
Shchepmov; Molecular Interactions on Microarrays. Nature Genetics Supplement,21,1999, pp pp %9),然而,實行 上通常很困難且不實用。 因此 礎之分析 率和微粒 此反應必 具有最小 化微粒以 素或抗生 化探針之 且為已知 數(KA)), η用且耐用的探針結合化學對於以微粒陣列為基 的最佳能力是重要的。此化學必須使探針以高效 、、’口口,以使板針在珠粒表面維持一致的濃度,且 須不改變探針-標的結合效率。此外,此反應必須 的批次與批次間變異性。在一常用方法中,官能 中性抗生物素(pierce,R〇ckf〇rd,IL)、鍵狀抗生物 物素塗布’其為生物素結合蛋白,以調節生物素 固定。抗生物素.生物素之交互作㈣高度專一性 最強的之一(在水溶液中具有級之結合常 並提供珠粒表面固定的蛋白質和生物素化探針分 200521436 子之間幾乎不可逆的連結。見上述之美國專利申請案第 10/271,602號。下述之用於將探針與聚電解質結合之=法 則較佳於這些已知方法,因為其顯示能引發大量寡核苷酸 附著於珠粒。 【發明内容】 一種具有多曝露官能基之聚電解質,每一個該類基能 和分子共價鍵結,該聚電解質係固定於表面以用於和生物 分子鍵結之目的。此生物分子可為例如核酸,例如胺基官 能化之募核苷酸。聚電解質可包括例如BS a(牛血清白蛋 白)’其使用共價鍵固定方式和官能化表面結合,例如和甲 苯續酸活化之微粒表面反應。反應後,蛋白質上曝露之反 應官能基,例如胺基、羧基、硫代基、羥基,可進一步被 利用於使用適當的化學和所欲的募核苷酸共價偶合。 在一具體實施例中,終端位置(3,或5,終端位置)以胺 修飾之寡核苷酸(例如胺基修飾之寡核苷酸)係使用EdAC (1-乙基-3-(3-二甲基胺丙酯)碳二醯亞胺)反應以和BSa共 ^貝結合(見,例如,D. Seligal et al·,Analytical Biochemistry 21 8: 87091 (1994))。共價反應導致形成寡核苷酸終端的胺 基與B S A的竣基之間的胺鍵。反應係例示於圖1。 吕此化表面可為珠粒或微粒表面,其可由任何數種材 料組成,包括聚合物、聚合物樹脂、玻璃、乳膠或其他可 被官能化用於固定聚電解質之材料。已完成比較BsA塗布 之顆粒與人類血清白蛋白(“HSA”)、其他典型的聚電解質 200521436 及中性抗生物素之實驗。雜交實驗結果顯示B s A塗布之珠 粒能附著較大濃度之募核苷酸於珠粒。 【實施方式】 實施例1 ·· BSA塗布之甲苯磺酸官能化珠粒之製備 5mg/mL濃度之BSA溶液係藉由將5〇mg BSA溶解於 lOmLPBS中而製備。將2mL之PBS_T加入15mL離心管。 將1 mL》辰度為1 %固體(1 〇mg)螢光著色之珠粒移入離心管 中’並以震盛混合均勻。珠粒以3,5〇〇rpm離心沉殿4 +/- 0.5 分鐘,並去除上清液。將3.0mL PBST加入試管中使珠粒 再懸浮’並以震盪混合均勻。珠粒再次以Sjoorpm離心沉 殺4 +/- 〇·5分鐘’並去除上清液。將3.〇11ql之BSA溶液 (5mg/mL)加入珠粒,並以震盪混合均勻。將試管置在37。〇 培養箱中之震盪器上,並使珠粒在25〇rpm混合下反應過 夜。 之後’珠粒以3,500rpm離心沉澱4分鐘,並去除上清 液。接著將3.0mL PBS-T加入試管中以清洗珠粒,並在震 盈混合器上混合。珠粒再次以3,5〇〇rpm離心沉澱4 +/_ 〇.5 分鐘,並去除上清液。接著重複離心及清洗步驟。
加入3.0mL之儲存緩衝液(含有〇1% NaN3之0.1M PBS),並在震盪混合器上混合。珠粒再次以3,500rpm離心 >儿;殿4 +/- 〇·5分鐘’並去除上清液。接著將珠粒在1 mi儲 存緩衝液中以震盪再懸浮。珠粒濃度為p/〇固體(1〇ing/rnL) 並儲存在4-6°C。其準備可由如下實施例3所述之EDAC 200521436 反應附著含胺之生物材料(例如B S A)。 實施例2 : BS A塗布之羧基官能化珠粒之製備 BSA和羧基化珠粒偶合係如下進行。將ΙΟΟμΙ濃度為 1 %固體之羧基化珠粒移入2ml Eppendorf管中。接著將珠 粒以離心沉澱成團塊並去除上清液。之後將珠粒以1 mL之 MES(詳細)緩衝液(pH4_5)清洗lx。分別準備含有BSA(5mg BSA/ml)之MES緩衝液之儲備溶液及含有EDC (20mg/ml) 之MES緩衝液之儲備溶液。將ΙΟΟμΙ BSA儲備溶液加入珠 粒團塊並以震盪將懸浮液混合均勻。之後,將400μ1 EDC 儲備溶液加入珠粒懸浮液中,以震盪混合均勻,並置於室 溫1小時以滾翻混合。培養1小時後,將ΙΟΟμΙ PBS-T加 入懸浮液中並離心珠粒。團塊以lmL PBS_T離心-再打散 循環清洗兩次,最終將珠粒懸浮於1 〇〇μ1之儲存溶液(含有 0.1%疊氮化鈉,NaN3,之0·lMPBS)中並儲存在4-6°C。 實施例3:用於胺化募核苷酸探針和BSA珠粒偶合之EDAC 反應 胺化寡核苷酸探針和如實施例1及2所製備之珠粒偶 合係進行如下。取出並標示一系列之1.5mL Eppendorf管 以識別欲偶合之微粒形式及募核苦酸探針。之後,於每一 管中加入500μί之PBST,接著加入ΙΟΟμί濃度為1%固體 之BSA偶合珠粒。管子以震盪混合器混合1 0秒鐘以混合 均勻。珠粒以9,5OOrpm離心沉澱2 +/· 0_5分鐘,並去除 上清液。將500μί 0.05M MES緩衝溶液(pH 4.5)加入團塊, 並以震盪混合均勻。珠粒以9,500rpm離心沉殿2 +/- 0.5 200521436
分鐘,並去除上清液。將500μ1 0.05M含有EDAC之MES 緩衝溶液(使用前製備)加入珠粒,並以震盪混合均勻。接 著將10μί之各種胺修飾之DNA探針(例如探針MS-5〇8 N25,購自 Integrated DNA Technologies,Inc.,Coralville ΙΑ) 以1 00μΜ之濃度加入各個含有珠粒懸浮液之試管中,並混 合均勻。此反應在室溫(20-25°C)進行1小時,並以滾翻混 合0 培養後’每管加入IOOjliLPBS-T,並以震蘯混合。珠 粒以9,500rpm離心沉澱2 +/- 0.5分鐘,並去除上清液。 珠粒以500μ1 PBST離心-再打散循環清洗兩次。 珠粒於lOOgL PBST中再懸浮,以使最終濃度為1%固 體,並儲存在4-6°C以用於將來使用。 募核苷酸官能化珠粒之雜交能力(步驟見實施例句作案 寡核苹酸加入量(0.25、〇.5、i、2、4、8μ1 之 ι〇〇μΜ/2〇〇μ 顆粒)的函數係顯示於圖2。上述之量1〇μ12 ι〇〇μΜ/ΐιη 表示為飽和濃度。且’具有在較高溫下偶合之bsa之珠相 顯示改善的雜交能力,如後所詳述。 實施例4 :使用寡核苷酸官能化珠粒之雜交分析 1 .珠粒混合物組合在8片不同P Η 5 + 日日片上。儲存之螢光褶 定DNA標的溶液(MS爆9〇mer_CY5)係於雜交緩衝液⑴ C)中製備。從儲存標的溶液製備八種不同的連續稀釋 >谷液。接者將2 0 μ 1之每一種遠墻絲雜4西 母種連、·,貝稀釋標的溶液分別加在八 片晶片上。 2·包含晶片 之玻片置於雜交加熱 器/迴旋震盪器上,並 200521436 在55°C、l〇〇rpm培養20分鐘。 3·取出玻片並冷卻至室溫,並以移液管移除雜交溶液。 4·每一片晶片加入20μι之lx TMAC,並吸排溶液8至 10次以清洗晶片。 5·移除清洗溶液並加入5ml封片溶液(1>< TMAC)至每 一晶片上,並使用蓋玻片在螢光顯微鏡下讀取分析訊號 (CY5)。 6.以雜交訊號(CY5)對DNA探針濃度繪製滴定曲線。 滴定曲線之實例係顯示於圖3。 實施例5 進行實驗以比較加入EDAC於珠粒-探針懸浮液兩次 (已知EDAC於酸性pH會快速水解)以評估其是否造成提 高探針和BSA表面之結合。首先,探針MS-508-N25和BSA 塗布之珠粒在下列條件下偶合:(1〇μ1 100μΜ探針/100μ1 1〇/〇 珠粒)。一小時反應時間後將二分之一珠粒從1 X管中移除, 並加入新的EDAC,接者在管中之反應繼續進行一小時。 以無配對探針S S P 3 6重複所有過程。每一組珠粒與非專一 性珠粒集中並組合於晶片上,接著所有組別在雜交條件下 和探針MS508-40mer-Cy5接觸。紀錄其結果並總結於下表 n°2x EDAC之加入提供較高的雜交訊號。 12 200521436
表II 探針濃度 __ 模式分析Cy5訊號 CV 非專一/丨生Cy5訊號 CV lx ED AC 536.1 0.17 79.9 0.26 2χ額外EDAC 732.9 0.17 53.3 0.19 實施例6:在不同溫度下BSA和甲苯磺酸活化之珠粒偶合 及其雜交特性 五個15ml離心管每管加入2.0mL PBST,每管並加入 1 mL濃度為1 %固體(1 〇mg)之螢光著色珠粒,並以震盪混 合珠粒。珠粒以3,500rpm離心沉澱4 +/- 0.5分鐘,並去 除上清液。接著將珠粒在3 〇ml PBST中再懸浮,以震盪混 合均勻。珠粒再次以3,500rpm離心沉殿4 +Λ 0.5分鐘。 接著去除上清液。 每一管中加入2.0mL PBS (ρΗ7·2)及lmL BSA溶液 (50mg/mL於PBS中),並以震盪混合均勻。培養箱中每一 管的周圍溫度設定如下:管A-22°C,管B-37°C,管C-50 C,管D _ 65°C及管E _ 75°C,並在設計的溫度下使珠粒 和BSA反應14小時,以滾翻方式混合。接著將試管冷卻 至室溫,珠粒以3,500rpm離心沉澱4分鐘,並去除上清液。 接著將3.0ml PBST加入管中以清洗珠粒,以震盪混合器混 合,並以3,500rpm離心沉澱4 +/- 〇·5分鐘。去除上清液。 加入lml儲存溶液(含有〇1% NaN3之PBS),並將試 官以震盪混合器混合。珠粒濃度為1%固體(1〇nig/ml)。BSA 偶合之珠粒儲存在4-6X:。 13 200521436 —5〇8Ν25生物素化之寡核替酸探針經由上 达之EDAC偶合方法和每—組珠粒接合。每—組珠粒在雜 交條件下和用於探針之固定濃度的標定標的…Μ p 之90-mer S核芽酸)接觸。珠粒上的標定量與珠粒上= 針濃度相關。
如圖4所示,在較高溫下和㈣偶合之珠粒顯示有較 多的標的和表現於珠粒表面之寡核苷酸探針結合。其指出 該珠粒表面有較高濃度的探針,其可能是因在65。〇時ΜΑ 變性並展開而展現較多可用的探針結合位置。 實施例7 :比較BSA和甲苯磺酸官能化珠粒偶合之不同培 養時間 Θ 進行實驗以研究BSA和甲苯磺酸化珠粒之偶合反應之 曰守程依照上述貫施例1及5之相同步驟,12個管子,分 別含有BSA-甲苯磺酸顆粒反應混合物,在65t烘箱培養, 及控制組試管在3 7 C培養。每一管在事先決定的培養期 間後取出,清洗並接著依照實施例3中所列方法和募核芽 酸楝針(包括一控制探針)偶合。之後,進行雜交反應並紀 錄分析強度(見實施例4)。結果顯示於圖5,其指出BSa 偶合反應可於少於1小時實質地完成。 實施例8:比較傳統生物素-抗生物素寡核苷酸偶合及中性 抗生物素塗布化學 進行實驗以比較寡核苷酸接合及BSA官能化珠粒和生 物素化寡核苷酸接合之中性抗生物素珠粒之捕獲及雜交效 率。使用如實施例1中所列步驟在37°C將蛋白質和珠粒表 14 200521436 面偶合。之後,將生物素化(及亦胺化)寡核苷酸和顆粒接 合(如實施例3中),並與同源標的進行雜交分析。 取兩種不同編碼但其餘相同的BSA塗布之顆粒,將配 對探針和一組結合,而無配對探針和另一組結合。取類似 的另兩個中性抗生物素_官能化珠粒並和配對及無配對之生 物素化探針結合。 刀析結果顯示於圖6A及6B。明顯地,相較於使用中 性抗生物素捕獲化學所完成的,BSA塗布提供較一致(較低 CV)及較高的訊號對雜訊比(無配對探針之雜交強度視為雜 訊)。 實施例9 ··與HS A塗布比較 HSA(人類血清白蛋白)係在用於bsa和甲苯磺酸官能 化顆粒偶合之相同條件下偶合。接著將HS A官能化顆粒和 募核苦酸探針偶合並和螢光標定之模式DNA標的(如實施 例4中)雜交(滴定)。結果顯示於圖7。其指出HSA塗布對 於結合募核登酸探針不如BSA有效,雖然事實上HSA就 像BSA具有許多可用於和寡核苷酸探針結合之功能性繞 基。 實施例10 : BSA偶合之批次與批次間變異 三批次珠粒,每批次1 Omg分別在65°c和BSA偶合14 小日守’其中BSA-珠粒比例為5 (W/W,mg/mg)。偶合的反 應體積為3mL。一批次珠粒在37°C下和BSA偶合作為控 制組。偶合效率的測定係基於偶合於珠粒上之探針與同源 標的之雜交訊號強度。雜交於lx TMAC中、55。(:進行20 15 200521436 分名里’且標的為濃度為400nM之MS508-90mer-CY5。分 析讀出之集成時間為20〇ms。結果顯示於表I。
表I 批次 CY5 強度(l〇〇ms) 1 6864 2 6515 3 6431 控制組 3964 65 C批次較在37°C偶合之批次具有一致較高之強度,且批 次與批次間的變異小。 本案中上述之術語、辭句及實施例僅為說明而非限制 本發明,且本發明僅定義於以下之申請專利範圍,並包括 所有與申請專利範圍之標的同義者。 【圖式簡單說明】 鲁 圖1例示BSA和官能化珠粒鍵結及募核苷酸探針使用 EDAC反應和BSA鍵結。 圖2顯示得自寡核苷酸-官能化之BSA偶合珠粒之雜 交訊號,其作為加入之用於偶合之胺基化探針量的函數。 較佳的配對探針係附著於兩組BSA偶合珠粒。BSA在^ C和第一組珠粒偶合及在37。〇和第二組珠粒偶合。在 在65°C偶合之第一組珠粒可觀察到高很多的雜交效率(耖 16 200521436 高訊號)。在65°C和BSA偶合及以無配對之負控制探針官 能化之第三組珠粒顯示極少的雜交,因此顯示增加的訊號 不是由非專一性結合所造成。 圖3顯示BSA偶合珠粒之滴定結果。如圖2中,珠粒 和BSA偶合在較高溫度下之雜交效率較較低溫度下之雜交 效率為高,如得自和BSA偶合珠粒結合之寡核苷酸探針接 觸之標的之雜交訊號的不同所例證,其中BSA在37°C和 一組珠粒偶合,及其中BSA在65t:下和另一組珠粒偶合(見 貫施例4)。 圖4指出在不同溫度下Bsa和甲苯磺酸官能化珠粒偶 合效率的不同,係使用雜交分析測定,其中募核苷酸探針 係和固定於珠粒之BSA結合,並接著和互補螢光標定之標 的反應(見貫施例6)。 圖5指出BSA和曱苯磺酸活化珠粒偶合反應在65。〇 或更高溫度下培養約丨小時,BSA和珠粒表面的結合效率 沒有影響,如得自和BS A偶合珠粒結合之募核苷酸探針接 觸之標的之雜交訊號的不同所例證(見實施例7)。 圖6A顯示BSA塗布之甲苯磺酸官能化珠粒較中性抗 生物素塗布之甲苯磺酸官能化珠粒具有較一致及較強的雜 乂訊號’接著鍵結探針及和標的雜交(見實施例8)。 圖6B顯示圖6A中訊號之變異係數。 圖7顯示當以HSA而非Bs A作為聚電解質塗布於甲 本”酉夂g此化之珠粒,其雜交有顯著的不同,其中募核脊 酸探針分別和固定於珠粒之BSA或HSA結合,並接著和 17 200521436 互補螢光標定之標的反應。 【主要元件符號說明】 無
18
Claims (1)
- 200521436 十、申請專利範圍: 1. 一種聚電解質,其係固定於表面及具有曝露以和生 物分子共價結合之多官能基。 2·如申請專利範圍第丨項之聚電解質,其中該官能基 為魏基或胺基。 3 ·種產物’其包括固定於表面及和核酸共價結合之 聚電解質。 4·如申請專利範圍第3項之產物,其中該聚電解質為 蛋白質及該表面係以甲苯場酸活化。 _ 5·如申請專利範圍第3項之產物,其中該蛋白質為說 及該核酸為寡核苷酸。 6. 如申明專利範圍帛4項之產物,其中該寡核穿酸係 經由以EDAC反應形成之醯胺連結和蛋白質結合。 7. 如申請專利5項之產物,其中該募核苷酸在 其5,端經生物素化。 8. 如申請專利範㈣3項之產物,其中該表面為由聚 合物、樹脂聚合物、玻璃或橡膠組成之微粒之表面。 f 9. 一種方法,其包括將核酸和固定於表面之聚電解質 共價鐽結。 、 ,山10·如申請專利範圍第9項之方法’其中該核酸為在其 5端以胺基官能化或生物素化之募核穿酸。 11.如申請專利範圍第9項之方法,其中該聚電解質為 ,白質,包括BSA,及在固定該蛋白質前,該表面先以甲 苯續酸活化。 19 200521436 12·如申請專利範圍f u項之方法’其中該聚電解質 係以該聚電解質之COOH官能基經由EDAC反應和今表面 結合。 1 3 ·如申請專利範圍第1 〇項之方法,其中 ^ 、r 5亥养核苷酸 係使用EDAC反應和該蛋白質結合,藉由形 /砜泰核苹酸和 蛋白質之間的胺鍵。 14.如申請專利範圍第1 1項之方法,苴由4 八中该蛋白質係 在65 °C或更高溫度下進行之反應固定於表面。 1 5 ·如申請專利範圍第1 3項之方法,复士 # ^ T该表面為i 4合物、樹脂聚合物、玻璃或橡膠組成之微粗之夺 項之方 16·—種由如申請專利範圍第9至14馆山、面。 、 項中任 法所形成之產物。 十〜、圖式: 如次頁 20
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AU2004276761B2 (en) | 2009-12-24 |
NZ546072A (en) | 2009-08-28 |
US20100331213A1 (en) | 2010-12-30 |
ATE532066T1 (de) | 2011-11-15 |
ES2375962T3 (es) | 2012-03-07 |
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AU2004276761A1 (en) | 2005-04-07 |
JP4564959B2 (ja) | 2010-10-20 |
CA2539824A1 (en) | 2005-04-07 |
EP1664722A2 (en) | 2006-06-07 |
PT1664722E (pt) | 2011-12-28 |
CA2539824C (en) | 2015-02-03 |
WO2005031305A2 (en) | 2005-04-07 |
EP1664722A4 (en) | 2007-10-31 |
JP2007506108A (ja) | 2007-03-15 |
US20050260611A1 (en) | 2005-11-24 |
US7732575B2 (en) | 2010-06-08 |
IL174323A0 (en) | 2006-08-01 |
CN1882699A (zh) | 2006-12-20 |
US8691754B2 (en) | 2014-04-08 |
US20080247905A1 (en) | 2008-10-09 |
EP1664722B1 (en) | 2011-11-02 |
WO2005031305A3 (en) | 2006-03-30 |
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