JP2000514311A - セルラーゼ変異体 - Google Patents
セルラーゼ変異体Info
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- JP2000514311A JP2000514311A JP10514200A JP51420098A JP2000514311A JP 2000514311 A JP2000514311 A JP 2000514311A JP 10514200 A JP10514200 A JP 10514200A JP 51420098 A JP51420098 A JP 51420098A JP 2000514311 A JP2000514311 A JP 2000514311A
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- cellulase
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/38—Products with no well-defined composition, e.g. natural products
- C11D3/386—Preparations containing enzymes, e.g. protease or amylase
- C11D3/38645—Preparations containing enzymes, e.g. protease or amylase containing cellulase
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/14—Hydrolases (3)
- C12N9/24—Hydrolases (3) acting on glycosyl compounds (3.2)
- C12N9/2402—Hydrolases (3) acting on glycosyl compounds (3.2) hydrolysing O- and S- glycosyl compounds (3.2.1)
- C12N9/2405—Glucanases
- C12N9/2434—Glucanases acting on beta-1,4-glucosidic bonds
- C12N9/2437—Cellulases (3.2.1.4; 3.2.1.74; 3.2.1.91; 3.2.1.150)
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y302/00—Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
- C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
- C12Y302/01004—Cellulase (3.2.1.4), i.e. endo-1,4-beta-glucanase
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- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Enzymes And Modification Thereof (AREA)
- Detergent Compositions (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Paper (AREA)
- Bakery Products And Manufacturing Methods Therefor (AREA)
- Fats And Perfumes (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.セルロース分解活性を示す触媒コアドメインを含む酵素変異体であって、 該変異体は、天然の親セルラーゼから、アミノ酸残基置換、挿入もしくは欠失又 はそれらの組合せにより得られ、そして −位置5(セルラーゼナンバリング)において、アラニン残基(A)、セリン 残基(S)、又はトレオニン残基(T)を保持し; −位置8(セルラーゼナンバリング)において、フェニルアラニン残基(F) 、又はチロシン残基(Y)を保持し; −位置9(セルラーゼナンバリング)において、フェニルアラニン残基(F) 、トリプトファン残基(W)、又はチロシン残基(Y)を保持し; −位置10(セルラーゼナンバリング)において、アスパラギン酸残基(D)を 保持し; −位置121(セルラーゼナンバリング)において、アスパラギン酸残基(D)を 保持する ことを特徴とする酵素変異体。 2.位置119(セルラーゼナンバリング)において、ヒスチジン(H)、アスパ ラギン酸(D)、アスパラギン(N)、グルタミン(Q)、アルギニン(R)、 及びフェニルアラニン(F)からなる群から;好ましくはヒスチジン(H)及び アスパラギン酸(D)からなる群から選択されるアミノ酸残基を保持することを 特徴とする請求項1に記載の変異体。 3.位置6(セルラーゼナンバリング)において、トレオニン(T)及びセリ ン(S)からなる群から選択されるアミノ酸残基を保持することを特徴とする請 求項1又は2に記載の変異体。 4.位置7(セルラーゼナンバリング)において、アルギニン( R)、ロイシン(L)、イソロイシン(I)、トリプトファン(W)、及びリシ ン(K)からなる群から、好ましくはアルギニン(R)、ロイシン(L)及びイ ソロイシン(I)からなる群から選択されるアミノ酸残基を保持することを特徴 とする請求項1〜3のいずれかに記載の変異体。 5.変異体が、次のジスルフィド架橋:C11-C135;C12-C47;C16-C86;C31-C56;C 87-C199;C89-C189;及びC156-C167(セルラーゼナンバリング)のうちの4又はそれ 超を保持することを特徴とするセルラーゼ変異体。 6.変異体が、次のジスルフィド架橋:C11-C135;C12-C47;C16-C86;C31-C56;C 87-C199;C89-C189;及びC156-C167(セルラーゼナンバリング)のうちの5又はそれ 超を保持することを特徴とする請求項5に記載のセルラーゼ変異体。 7.変異体が、次のジスルフィド架橋:C11-C135;C12-C47;C16-C86;C31-C56;C 87-C199;C89-C189;及びC156-C167(セルラーゼナンバリング)のうちの6又はそれ 超を保持することを特徴とする請求項6に記載のセルラーゼ変異体。 8.システイン残基が、位置16,86,87,89,189、及び/又は199(セルラー ゼナンバリング)のうちの1又は複数において、異なる天然のアミノ酸残基によ り置換されていることを特徴とする請求項5〜7のいずれかに記載のセルラーゼ 変異体。 9.ヒュミコラ・インソレンスエンドグルカナーゼV(EGV)から得られる次の 変異体:C12G/C47M,C47G,C87M/C199G及びC16M/C86Gからなる群から選択さ れる請求項5〜7のいずれかに記載のセルラーゼ変異体。 10.セルラーゼの熱安定性を減少させる方法であって、C11-C135;C12-C47;C16 -C86;C31-C56;C87-C199;C89-C189;及びC156-C 167(セルラーゼナンバリング)からなる群から選択される1又は複数のジスルフ ィド架橋のアミノ酸置換、欠失又は挿入による除去を含む方法。 11.基質から酵素−基質相互作用する距離内の位置において基質結合クレフト 内に位置した1又は複数のアミノ酸残基における置換、挿入及び/又は欠失によ り親セルラーゼから得られるセルラーゼ変異体。 12.基質から5Å以内の距離において基質結合クレフト内に位置した1又は複 数のアミノ酸残基における置換、挿入及び/又は欠失により親セルラーゼから得 られることを特徴とする請求項11に記載のセルラーゼ変異体。 13.次の位置:4,5,6,7,8,9,10,11,12,13,14,15,16,18, 19,20,21,21a,42,44,45,47,48,49,49a,49b,74,82,95j,110 ,111,112,113,114,115,116,119,121,123,127,128,129,130,131, 132,132a,133,145,146,147,148,149,150b,178、及び/又は179(セルラ ーゼナンバリング)の1又は複数における置換、挿入及び/又は欠失により親セ ルラーゼから得られる請求項12に記載のセルラーゼ変異体。 14.次の位置:4,5,13,14,15,16,19,20,21,21a,42,44,47,48 ,49,49a,49b,74,82,95j,110,111,113,115,116,119,123,129, 131,132a,133,145,146,150b,178、及び/又は179(セルラーゼナンバリン グ)の1又は複数における置換、挿入及び/又は欠失により親セルラーゼから得 られる請求項12に記載のセルラーゼ変異体。 15.ヒュミコラ・インソレンスエンドグルカナーゼV(EGV)から得られる次の 変異体:T6S,R7I,R7W,Y8F,W9F,C12M/C47G,W18Y,W18F,S45T,S45N,D11 4N,F132D,Y147D,Y147C,Y147W,Y14 7V,Y147R,Y147G,Y147Q,Y147N,Y147K,Y147H,Y147F及びY147Sからなる群か ら選択される請求項13に記載のセルラーゼ変異体。 16.ヒュミコラ・インソレンスエンドグルカナーゼV(EGV)から得られる次の 変異体:R4H,R4Q,K13L,K13R,K13Q,P14A,P14T,S15T,S15H,C16M/C86G, A19P,A19T,A19G,A19S,K20G,D42Y,D42W,C47G,E48D,E48Q,E48D/P49*, E48N/P49*,S110N,L115I,G116D,H119R,H119Q,H119F,N123A,N123M,N123 Q,N123Y,N123D,V129L,D133N及びD178Nからなる群から選択される請求項13に 記載のセルラーゼ変異体。 17.基質から3Å以内の距離において基質結合クレフト内に位置した1又は複 数のアミノ酸残基における置換、挿入及び/又は欠失により親セルラーゼから得 られることを特徴とする請求項11に記載のセルラーゼ変異体。 18.次の位置:6,7,8,10,12,13,14,15,18,20,21,45,48,74, 110,111,112,113,114,115,119,121,127,128,129,130,131,132,13 2a,146,147,148,150b,178、及び/又は179(セルラーゼナンバリング)の1又 は複数における置換、挿入及び/又は欠失により親セルラーゼから得られる請求 項17に記載のセルラーゼ変異体。 19.次の位置:13,14,15,20,21,48,74,110,111,113,115,119,129 ,131,146,150b,178、及び/又は179(セルラーゼナンバリング)の1又は複数 における置換、挿入及び/又は欠失により親セルラーゼから得られる請求項17に 記載のセルラーゼ変異体。 20.表1に示される11残基のうちの7〜10アミノ酸残基の位置が同一である表 1に記載の1又は複数の位置においてアミノ酸残基が、保存されたアミノ酸残基 に変換されているセルラーゼ変異体。 21.次の位置:13,14,15,20,21,22,24,28,32,34,45,48,50,53, 54,62,63,64,65,66,68,69,70,71,72,73,74,75,79,85,88,90, 92,93,95,96,97,98,99,104,106,110,111,113,115,116,118,119 ,131,134,138,140,146,152,153,163,166,169,170,171,172,173, 174,174,177,178,179,180,193,196、及び/又は197(セルラーゼナンバリ ング)の1又は複数における置換、挿入及び/又は欠失により親セルラーゼから 得られる請求項20に記載のセルラーゼ変異体。 22.次の変異(セルラーゼナンバリング): K13LもしくはL13K; P14AもしくはA14P; S15HもしくはH15S; K20E,K20G,K20A,E20K,G20K,A20K,E20G,E20A,G20E,A20E,G20A、もし くはA20G; K21NもしくはN21K; A22G,A22P,G22A,P22A,G22P、もしくはP22G; V24*,V24L,*24V,L24V,*24L、もしくはL24*; V28A,V28L,A28V,L28V,A28L、もしくはL28A; N32D,N32S,N32K,D32N,S32N,K32N,D32S,D32K,S32D,K32D,S32K、もし くはK32S; N34DもしくはD34N; I38L,I38F,I38Q,L38I,F38I,Q38I,L38F,L38Q,F38L,Q38L,F38Q、もし くはQ38F; S45NもしくはN45S; G46SもしくはS46G; E48D,E48N,D48E,N48E,D48N、もしくはN48D; G50NもしくはN50G; A53S,A53G,A53K,S53A,G53A,K53A,S53G,S53K,G53S,K53S,G53K、もし くはK53G; Y54FもしくはF54Y; W62FもしくはF62W; A63DもしくはD63A; V64I,V64D,I64V,D64V,I64D、もしくはD64I; N65S,N65D,N65E,S65N,D65N,E65N,S65D,S65E,D65S,E65S,D65E、もし くはE65D; D66N,D66P,D66T,N66D,P66D,T66D,N66P,N66T,P66N,T66N,P66T、もし くはT66P; F68V,F68L,F68T,F68P,V68F,L68F,T68F,P68F,V68L,V68T,V68P,L68V ,T68V,P68V,L68T,L68P,T68L,P68L,T68P、もしくはP68T; A69S,A69T,S69A,T69A,S69T、もしくはT69S; L70YもしくはY70L; G71AもしくはA71G; F72W,F72Y,W72F,Y72F,W72Y、もしくはY72W; A73GもしくはG73A; A74FもしくはF74A; T75V,T75A,T75G,V75T,A75T,G75T,V75A,V75G,A75V,G75V,A75GNもし くはG75A; G79TもしくはT79G; W85TもしくはT85W; A88Q,A88G,A88R,Q88A,G88A,R88A,Q88G,Q88R,G88Q,R88Q,G88RNもし くはR88G; Y90FもしくはF90Y; L92AもしくはA92L; T93Q,T93E,Q93T,E93T,Q93E、もしくはE93Q; T95EもしくはE95T; S96TもしくはT96S; G97T,G97A,T97G,A97G,T97A、もしくはA97T; P98AもしくはA98P; V99LもしくはL99V; M104LもしくはL104M; V106FもしくはF106V; S110NもしくはN110S; T111I,T111V,I111T,V111T,I111V、もしくはV111I; G113YもしくはY113G; L115VもしくはV115L; G116S,G116Q,S116G,Q116G,S116Q、もしくはQ116S; N118T,N118G,N118Q,T118N,G118N,Q118N,T118G,T118Q,G118T,Q118T, G118QNもしくはQ118G; H119Q,H119N,Q119H、もしくはN119H; V129LもしくはL129V; I131L,I131A,L131I,A131I,Ll31A、もしくはA131L; G134AもしくはA134G; Q138EもしくはE138Q; G140NもしくはN140G; R146QもしくはQ146R; S152DもしくはD152S; R153K,R153L,R153A,K153R,L153R,A153R,K153L,K153A,L153K,A153K, L153A、もしくはA153L; L163V,L163W,V163L,W163L,V163WNもしくはW163V; G166SもしくはS166G; W169FもしくはF169W; R170FもしくはF170R; F171Y,F171A,Y171F,A171F,Y171A、もしくはA171Y; D172E,D172S,E172D,S172D,E172S、もしくはS172E; W173EもしくはE173W; F174M,F174W,M174F,W174F,Ml74W、もしくはW174M; A177NもしくはN177A; D178PもしくはP178D; N179VもしくはV179N; P180LもしくはL180P; L193IもしくはI193L; R196I,R196K,I196R,K196R,I196K、もしくはK196I;及び/又は T197SもしくはS197T の1又は複数を含む請求項21に記載のセルラーゼ変異体。 23.次の位置(セルラーゼナンバリング)の1又は複数における置換、挿入及 び/又は欠失により親セルラーゼから得られるセルラーゼ変異体であって、 位置4においてR,H,K,Q,V,Y、もしくはMを保持し; 位置5においてS,T、もしくはAを保持し; 位置13においてK、もしくはLを保持し; 位置14においてP、もしくはAを保持し; 位置15においてH、もしくはSを保持し; 位置16においてC、もしくはAを保持し; 位置19においてA,D,S,P,T、もしくはEを保持し; 位置20においてA,E,G、もしくはKを保持し; 位置21においてK、もしくはNを保持し; 位置21aにおいてVもしくは*を保持し; 位置22においてA,G、もしくはPを保持し; 位置24においてL,V、もしくは*を保持し; 位置28においてA,L、もしくはVを保持し; 位置32においてD,K,N、もしくはSを保持し; 位置34においてDもしくはNを保持し; 位置38においてF,I,L、もしくはQを保持し; 位置42においてD,G,T,N,S,K、もしくは*を保持し; 位置44においてK,V,R,Q,G、もしくはPを保持し; 位置45においてN、もしくはSを保持し; 位置46においてG、もしくはSを保持し; 位置47においてC、もしくはQを保持し; 位置48においてD,E,N、もしくはSを保持し; 位置49においてP,S,A,G、もしくは*を保持し; 位置49aにおいてC、もしくは*を保持し; 位置49bにおいてN、もしくは*を保持し; 位置50においてG、もしくはNを保持し; 位置53においてA,G,K、もしくはSを保持し; 位置54においてF、もしくはYを保持し; 位置62においてF、もしくはWを保持し; 位置63においてA、もしくはDを保持し; 位置64においてD,I、もしくはVを保持し; 位置65においてD,E,N、もしくはSを保持し; 位置68においてD,N,P、もしくはTを保持し; 位置69においてA,S、もしくはTを保持し; 位置70においてL、もしくはYを保持し; 位置71においてA、もしくはGを保持し; 位置72においてF,W、もしくはYを保持し; 位置73においてA、もしくはGを保持し; 位置74においてA、もしくはFを保持し; 位置75においてA,G,T、もしくはVを保持し; 位置79においてG、もしくはTを保持し; 位置82においてE、もしくは*を保持し; 位置88においてA,G,Q、もしくはRを保持し; 位置90においてF、もしくはYを保持し; 位置92においてA、もしくはLを保持し; 位置93においてE,Q、もしくはTを保持し; 位置95においてE、もしくはTを保持し; 位置95jにおいてP、もしくは*を保持し; 位置96においてS、もしくはTを保持し; 位置97においてA,G、もしくはTを保持し; 位置98においてA、もしくはPを保持し; 位置99においてL、もしくはVを保持し; 位置104においてL、もしくはMを保持し; 位置106においてF、もしくはVを保持し; 位置110においてN、もしくはSを保持し; 位置111においてI,T、もしくはVを保持し; 位置113においてG、もしくはYを保持し; 位置115においてL、もしくはVを保持し; 位置116においてG,Q、もしくはSを保持し; 位置118においてG,N,Q、もしくはTを保持し; 位置119においてH,N、もしくはQを保持し; 位置129においてL、もしくはVを保持し; 位置131においてA,I、もしくはLを保持し; 位置132においてA,P、もしくはTを保持し; 位置133においてD,K,N、もしくはQを保持し; 位置134においてA、もしくはGを保持し; 位置138においてE、もしくはQを保持し; 位置145においてA,D,N、もしくはQを保持し; 位置146においてQ、もしくはRを保持し; 位置150bにおいてA、もしくは*を保持し; 位置152においてD、もしくはSを保持し; 位置153においてA,K,L、もしくはRを保持し; 位置163においてL,V、もしくはWを保持し; 位置166においてG、もしくはSを保持し; 位置169においてF、もしくはWを保持し; 位置170においてF、もしくはRを保持し; 位置171においてA,F、もしくはYを保持し; 位置172においてD,E、もしくはSを保持し; 位置173においてE、もしくはWを保持し; 位置174においてF,M、もしくはWを保持し; 位置177においてA、もしくはNを保持し; 位置178においてD、もしくはPを保持し; 位置179においてN、もしくはVを保持し; 位置180においてL、もしくはPを保持し; 位置193においてI、もしくはLを保持し; 位置196においてI,K、もしくはRを保持し;及び/又は 位置197においてS、もしくはTを保持する ことを特徴とするセルラーゼ変異体。 24.変化した陰イオン性界面活性剤センシティビティーを有するセルラーゼ変 異体であって、次の位置:2,4,7,8,10,13, 15,19,20,21,25,26,29,32,33,34,35,37,40,42,42a,43,44,48 ,53,54,55,58,59,63,64,65,66,67,70,72,76,79,80,82,84,86 ,88,90,91,93,95,95d,95h,95j,97,100,101,102,103,113,114 ,117,119,121,133,136,137,138,139,140a,141,143a,145,146,147 ,150e,150j,151,152,153,154,155,156,157,158,159,10c,160e,16 0k,161,162,164,165,168,170,171,172,173,175,176,178,181,183 ,184,185,186,188,191,192,195,196,200、及び/又は201(セルラーゼ ナンバリング)の1又は複数における置換、挿入及び/又は欠失により親セルラ ーゼから得られるセルラーゼ変異体。 25.次の位置:17,85,86,87,88、及び/又は89(セルラーゼナンバリング )の1又は複数においてアミノ酸残基が置換されているセルラーゼ変異体。 26.次の変異:D42W,D42Y、又はL70Yの1又は複数が導入されているヒュミコ ラ・インソレンスEGV変異体。 27.次の変異:P19A,G20K,Q44K,N48E,Q119H又はQ146Rの1又は複数が導入 されているチエラビア・テルレストリスセルラーゼ変異体。 28.チエラビア・テルレストリス/Q119H変異体。 29.次の変異:Y4R,H15S,N119Q又はQ146Rの1又は複数が導入されているシ ュードモナス・フルオレセンスセルラーゼ変異体。 30.次の変異:V4R,T132a*,Q133D又はQ146Rの1又は複数が導入されている クリニペルリス・スカベルラセルラーゼ変異体。 31.アミノ酸置換、欠失又は挿入によりセルロース分解酵素の特性を改良する ための方法であって、 a.プロテイン・データ・バンク・エントリー4ENGから知られる ヒュミコラ・インソレンスからのエンドグルカナーゼV(EGV)に似た3次元構造 を有することが知られている少くとも2のアミノ酸配列の多重アラインメントを 構築するステップと; b.前記EGVの構造に基づきセルロース分解酵素の相同性で構築した3次元構 造を構築するステップと; c.5Å以内の基質結合クレフトからの距離内に存在するアミノ酸残基位置を 同定するステップと; d.前記酵素の表面が露出したアミノ酸残基を同定するステップと; e.前記酵素の全ての荷電した又は潜在的に荷電したアミノ酸残基位置を同定 するステップと; f.アミノ酸残基を置換し、欠失させ、又は挿入を行う1又は複数の位置を選 択するステップと; g.慣用的なタンパク質工学技術を用いることにより、置換、欠失又は挿入を 行うステップと; を含む方法。 32.ステップfが、ステップaのアラインメントの結果として、アラインされ た配列の大部分、好ましくはアラインされた配列の少くとも63%において同じア ミノ酸残基を有する位置を選択することにより行われることを特徴とする請求項 31に記載の方法。 33.ステップfが、アラインされた配列において、異なるアミノ酸残基を有す る位置を選択することにより行われることを特徴とする請求項32に記載の方法。 34.5Å以内、より好ましくは3Å以内、更により好ましくは2.5Å以内の基 質結合クレフトからの距離に存在するアミノ酸残基位置において置換、欠失又は 挿入を行うことにより天然の親セルラーゼの比活性を改良する方法。 35.5Å以内、より好ましくは3Å以内、更により好ましくは2.5Å以内の基 質結合クレフトからの距離に存在するアミノ酸残基位置において、又は酵素の表 面に露出したアミノ酸残基位置において、置換、欠失又は挿入を行うことにより 、好ましくはもとの残基又は置換残基のいずれかが荷電した又は潜在的に荷電し た残基であることに関連する置換により、局所的に又は全体的に静電環境を変え ることにより天然の親セルラーゼのpH活性プロフィール、pH活性至適性、pH安定 性プロフィール、又はpH安定性至適性を変える方法。 36.酵素の1又は複数の表面に露出したアミノ酸残基位置において置換、欠失 又は挿入を行うことにより局所的に又は全体的に静電環境を変えることにより陰 イオン性界面活性剤又は陰イオン性界面活性剤成分の存在下での天然の親セルラ ーゼの安定性を変える方法。
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- 1997-09-17 CN CNB971979839A patent/CN100362100C/zh not_active Expired - Lifetime
- 1997-09-17 EP EP06113064A patent/EP1726644A1/en not_active Withdrawn
- 1997-09-17 DE DE69735767T patent/DE69735767T2/de not_active Expired - Lifetime
- 1997-09-17 BR BRPI9711479-0A patent/BR9711479B1/pt not_active IP Right Cessation
- 1997-09-17 AU AU42007/97A patent/AU4200797A/en not_active Abandoned
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- 1997-09-17 WO PCT/DK1997/000393 patent/WO1998012307A1/en active IP Right Grant
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1999
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2003
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2004
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2007
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-
2011
- 2011-06-17 US US13/162,636 patent/US20110250674A1/en not_active Abandoned
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2012
- 2012-05-15 US US13/471,757 patent/US20120289450A1/en not_active Abandoned
Also Published As
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BR9711479B1 (pt) | 2009-08-11 |
US20120289450A1 (en) | 2012-11-15 |
US20080206836A1 (en) | 2008-08-28 |
JP3532576B2 (ja) | 2004-05-31 |
CN1230987A (zh) | 1999-10-06 |
CN101085985A (zh) | 2007-12-12 |
WO1998012307A1 (en) | 1998-03-26 |
BR9711479A (pt) | 1999-08-24 |
US20090170747A1 (en) | 2009-07-02 |
US20050009166A1 (en) | 2005-01-13 |
EP0937138A1 (en) | 1999-08-25 |
US20030092097A1 (en) | 2003-05-15 |
EP0937138B1 (en) | 2006-04-26 |
US20110250674A1 (en) | 2011-10-13 |
EP1726644A1 (en) | 2006-11-29 |
ATE324437T1 (de) | 2006-05-15 |
DE69735767D1 (en) | 2006-06-01 |
CN100362100C (zh) | 2008-01-16 |
AU4200797A (en) | 1998-04-14 |
DE69735767T2 (de) | 2007-04-05 |
CN101085985B (zh) | 2012-05-16 |
CA2265914C (en) | 2011-05-03 |
US7993898B2 (en) | 2011-08-09 |
US8017372B2 (en) | 2011-09-13 |
JP2004065255A (ja) | 2004-03-04 |
CA2265914A1 (en) | 1998-03-26 |
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