JP2019506161A - 定められるグリコシル化パターンを有する抗体を調製するための方法 - Google Patents
定められるグリコシル化パターンを有する抗体を調製するための方法 Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K16/00—Immunoglobulins [IGs], e.g. monoclonal or polyclonal antibodies
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- C12N5/00—Undifferentiated human, animal or plant cells, e.g. cell lines; Tissues; Cultivation or maintenance thereof; Culture media therefor
- C12N5/06—Animal cells or tissues; Human cells or tissues
- C12N5/0602—Vertebrate cells
- C12N5/0681—Cells of the genital tract; Non-germinal cells from gonads
- C12N5/0682—Cells of the female genital tract, e.g. endometrium; Non-germinal cells from ovaries, e.g. ovarian follicle cells
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- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/10—Transferases (2.)
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- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P21/00—Preparation of peptides or proteins
- C12P21/02—Preparation of peptides or proteins having a known sequence of two or more amino acids, e.g. glutathione
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- C07K—PEPTIDES
- C07K2317/00—Immunoglobulins specific features
- C07K2317/10—Immunoglobulins specific features characterized by their source of isolation or production
- C07K2317/14—Specific host cells or culture conditions, e.g. components, pH or temperature
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K2317/00—Immunoglobulins specific features
- C07K2317/40—Immunoglobulins specific features characterized by post-translational modification
- C07K2317/41—Glycosylation, sialylation, or fucosylation
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
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- C12N2510/00—Genetically modified cells
- C12N2510/02—Cells for production
Abstract
Description
CMP−シアル酸の下方制御を提供する突然変異;UDP−Galゴルジ輸送体の下方制御を提供する突然変異;G1cNAc−TIの下方制御を提供する突然変異;G1CNAC−TVの下方制御およびG1cAc−TVの誤った局在化を提供する突然変異;B−1,4ガラクトシル−トランスフェラーゼの下方制御を提供する突然変異;β4−Galt1の下方制御を提供する突然変異;および前記突然変異の2つ以上の組み合わせ。
クリック化学コンジュゲーション反応の例としては、例えばClick−mates(商標)アルキン、例えば5−プロパルギルオキシ−dU CEP、5−オクタジイニル−du CEP、アルキニル−修飾因子−C6−dT CEP、5−(プロパルギルオキシ)−2’−デオキシウリジン、5−(1,7−オクタジイン−1−イル)−2’−デオキシウリジン、5−オクタジイニル−TMS−dU CEP、5−オクタジイニル−TMS−dC CEP、5−オクタジイニル−dC CEP、5−オクタジイニル−TIPS−dU CEPを含む構成要素と反応するアジドを含む分子を使用するものが挙げられる。この化学は銅触媒を使用し、医薬品については、そこでの銅触媒の使用を回避することが望ましいものであり得る。
(C10405)Click−iT(登録商標)DIBO−Alexa Fluor(登録商標)488*、Cuフリークリック化学用*、
(C10406)Click−iT(登録商標)DIBO−Alexa Fluor(登録商標)555*、Cuフリークリック化学用*、
(C10407)Click−iT(登録商標)DIBO−Alexa Fluor(登録商標)594*、Cuフリークリック化学用*、
(C10408)Click−iT(登録商標)DIBO−Alexa Fluor(登録商標)647*、Cuフリークリック化学用*、
(C10410)Click−iT(登録商標)DIBO TAMRA*、Cuフリークリック化学用*、
(C10411)Click−iT(登録商標)DIBOアミン*、Cuフリークリック化学用*、
(C10412)Click−iT(登録商標)DIBOビオチン*、Cuフリークリック化学用*、
(C10413)Click−iT(登録商標)DIBOマレイミド*、Cuフリークリック化学用*および
(C10414)Click−iT(登録商標)DIBOスクシンイミジルエステル*、Cuフリークリック化学用*。
(A10044)EdU(5−エチニル−2’−デオキシウリジン):(A10266)Alexa Fluor(登録商標)488アジド(Alexa Fluor(登録商標)488 5−カルボキサミド−(6−アジドヘキサニル)ビス(トリエチルアンモニウム塩)):(A10267)Alexa Fluor(登録商標)488アルキン(Alexa Fluor(登録商標)488 5−カルボキサミド−(プロパルギル)、ビス(トリエチルアンモニウム塩)):(A20012)Alexa Fluor(登録商標)555アジド、トリエチルアンモニウム塩、(A20013)Alexa Fluor(登録商標)555アルキン、トリエチルアンモニウム塩;(A10270)Alexa Fluor(登録商標)594アジド(Alexa Fluor(登録商標)594カルボキサミド−(6−アジドヘキサニル)、ビス(トリエチルアンモニウム塩));(A10275)Alexa Fluor(登録商標)594アルキン(Alexa Fluor(登録商標)594カルボキサミド−(5−(および6−)プロパルギル)、ビス(トリエチルアンモニウム塩));(A10277)Alexa Fluor(登録商標)647アジド、トリエチルアンモニウム塩;(A10278)Alexa Fluor(登録商標)647アルキン、トリエチルアンモニウム塩;(A10279)アルキン、スクシンイミジルエステル(3−プロパルギルオキシプロパン酸、スクシンイミジルエステル);(A10280)アジド(PEO)4プロピオン酸、スクシンイミジルエステル(3−(アジドテトラ(エチレンオキシ))プロピオン酸、スクシンイミジルエステル);(B10184)ビオチンアジド;(B10185)ビオチンアルキン;(C10102)Click−iT(登録商標)AHA(L−アジドホモアラニン)*、新生タンパク質合成用*;(C10186)Click−iT(登録商標)HPG(L−ホモプロパルギルグリシン)*、新生タンパク質合成用*;(C10248)Click−iT(登録商標)ファルネシルアルコール、アジド*混合異性体*;(C10249)Click−iT(登録商標)ゲラニルゲラニルアルコール、アジド*混合異性体*;(C10264)Click−iT(登録商標)フコースアルキン(テトラアセチルフコースアルキン);(C10265)Click−iT(登録商標)パルミチン酸、アジド(15−アジドペンタデカン酸);(C10268)Click−iT(登録商標)ミリスチン酸、アジド(12−アジドドデカン酸);(10269)Click−iT(登録商標)Cell Reaction Buffer Kit;(C10276)Click−iT(登録商標)Protein Reaction Buffer Kit;(C33365)Click−iT(登録商標)GalNAz代謝性糖タンパク質標識試薬(テトラアセチル化N−アジドアセチルガラクトサミン)−O結合型糖タンパク質用;(C33366)Click−iT(登録商標)ManNAz代謝性糖タンパク質標識試薬(テトラアセチル化N−アジドアセチル−D−マンノサミン)−*シアル酸糖タンパク質用;(C33367)Click−iT(登録商標)GlcNAz代謝性糖タンパク質標識試薬(テトラアセチル化N−アジドアセチルグルコサミン)、−O−GlcNAC−修飾タンパク質用;(C33368)Click−iT(登録商標)O−GlcNAc Enzymatic Labeling System、−O結合型GlcNAc糖タンパク質用;(C33370)Click−iT(登録商標)テトラメチルローダミン(TAMRA)Protein Analysis Detection Kit;(C33371)Click−iT(登録商標)Dapoxyl(登録商標)Protein Analysis Detection Kit;(C33372)Click−iT(登録商標)Biotin Protein Analysis Detection Kit;(10187)EdU(5−エチニル−2’−デオキシウリジン);(I10188)ヨードアセトアミドアジド;(I10189)ヨードアセトアミドアルキン;(O10180)Oregon Green(登録商標)488アジド(Oregon Green(登録商標)488 6−カルボキサミド−(6−アジドヘキサニル)、トリエチルアンモニウム塩);(O10181)Oregon Green(登録商標)488アルキン*6−異性体;(T10182)テトラメチルローダミン(TAMRA)アジド(テトラメチルローダミン5−カルボキサミド−(6−アジドヘキサニル))*5−異性体*;(T10183)テトラメチルローダミン(TAMRA)アルキン(5−カルボキシテトラメチルローダミン、プロパルギルアミド)*5−異性体*。
抗体の発現後の処理パラメータは、グリカンおよび得られたコンジュゲート製品を調節するために使用され得る。図10で示されるように、GalTなどの突然変異酵素の濃度は、抗体中で利用可能な全4種類の可能性のあるN−グリカン基質への糖に対する反応性を付加するために使用され得る。したがって、酵素の4.0μM以上、例えば4.5μMなどの濃度は、抗体あたり4個の反応性糖という分子比を提供する。
本明細書において用いられるペイロードは、所望する位置へと「導く」抗体へのコンジュゲーションによる標的領域への「送達」を目的とする分子または構成要素(断片や化学的実体を含む)を指す。一般に、ペイロードは、例えば、毒素、例えば、細胞毒素、例えば、化学療法剤、薬物、プロドラッグ、酵素、免疫調節剤、抗血管新生剤、アポトーシス促進剤、サイトカイン、ホルモン、抗体またはその断片、合成また天然存在ポリマー、ポリヌクレオチドまたはオリゴヌクレオチドおよびその断片、例えば、DNA、RNAおよびそれらの断片(例えば、アンチセンス分子または遺伝子)、放射性核種、特に放射性ヨウ化物、放射性同位体、キレート金属、ナノ粒子およびレポーター基、例えば、蛍光化合物またはNMRもしくはESR分光法により検出することができる化合物からなる群から選択されるエフェクター分子である。
本明細書および付属の特許請求の範囲において使用される単数形「a」、「an」および「the」は、文脈が特に明示しない限り、複数の参照物を含む。用語「a」(または「an」)は、ならびに用語「1つ以上の」および「少なくとも1つ」は、本明細書において互換的に使用することができる。
本開示は、本明細書に記載の抗体分子(例えばペイロードを含む)を含む組成物、特に、本開示の分子および医薬賦形剤、希釈剤または担体を含む医薬組成物(または診断組成物)に及ぶ。
本開示はまた、治療有効量の本開示による分子または組成物、例えば、それを含む医薬組成物を投与することにより、治療が必要とされる患者を治療する方法に及ぶ。
実施例2 CHO−LEC8宿主細胞は、IgG抗体のG0F N−グリコフォームを発現可能である。
オービタルシェーカーにおいて、37℃、8%CO2、80%湿度および120rpm(Infors USA,Laurel,MD)で、2Lベントキャップ付き振盪フラスコ中のM30V2(社内の培地)増殖培地中で懸濁順応(suspension adapted)CHO LEC8細胞を維持した。遺伝子移入の前日に細胞6x105個/mLで細胞を播種し、遺伝子移入当日に細胞を対数期に維持するために細胞1x106個/mLに調整した。PEImax(Polysciences)および関心のあるプラスミドDNA保有抗体を150mM NaClでそれぞれ240μg/mLおよび60μg/mLの最終濃度に希釈した。等体積の希釈PEIを希釈したプラスミドDNAに添加した。室温で1分間温置した後、培養体積の1μg/mLの最終濃度でPEI/DNA混合物をCHO−LEC8細胞に添加した。遺伝子移入後第3日から1日おきに、細胞培養物に0.8%のフィード培地F09(社内の培地)および0.05%のフィード培地F10(社内の培地)を供給した。遺伝子移入後第10日または第14日に細胞培養物を回収し、プロテインAカラムを使用し、アフィニティークロマトグラフィーによって抗体を精製した。産生された抗体のHPLC分析を図4Aで示す。図4Aは、CHO−LEC8細胞で発現された抗体においてG0Fのみが見出されたことを示す。他の哺乳動物細胞(例えばCHOおよびHEK293)から産生された抗体のN−グリカンは、その殆どがG0F、G1FおよびG2FであるN−グリカンの混合物である。
150mM NaClおよび5mM MnCl2を含有する25mM Tris緩衝液、pH7.2中で突然変異体Y289L GalT(最終濃度、0.20mg/mL、4.5μM)を溶解させた。UDP−GalNAzおよび抗体をそれぞれ最終濃度0.6mMおよび1.0mg/mL(6.7μM)になるように添加した。30℃で16時間、反応物を温置した。50kDaカットオフスピンフィルター(Amicon(登録商標)Ultra−4遠心フィルター)を使用してTris緩衝液で洗浄することによって試薬の過剰量を除去し、その後、LC−ESI−MSによる製品分析のために、アジド修飾抗体のアリコートを取り出した(図5A)。ビシンコニン酸アッセイ(PierceTM BCAタンパク質アッセイ)によって抗体濃度を決定し、Tris緩衝液(25mM Tris−Cl、150mM NaCl、pH7.2)によって1mg/mL濃度に希釈した。
それぞれ3.4mM、10mMおよび4mMの最終濃度まで、25mMのMnClを含有する30mM Tris−HCl緩衝液(pH8.0)に、G0F抗体、ヒトGalT(Y285L)突然変異体およびUDP−2−ケト−Gal1を添加した。反応混合物を30℃で16時間暗所にて温置した。PBS 1X中で透析することによって過剰な試薬を除去した。還元MSによって生成物を確認したが、その結果を図6Aで示す。
DIBO−Alexa Fluor(登録商標)488(最終濃度、19.8μM)をTris緩衝液(25mM Tris−Cl、150mM NaCl、pH7.2)中のGalNaz修飾抗体(最終濃度、0.5mg/mL、3.3μM)に添加した。反応混合物を25℃で16時間温置した。50kDaカットオフスピンフィルター(Amicon(登録商標)Ultra−4遠心フィルター)を使用してTris緩衝液で洗浄することによって、過剰な試薬を除去し、その後、LC−ESI−MSによる製品分析のために、DIBO−Alexa Fluor(登録商標)488修飾抗体のアリコートを取り出した。
実施例3に記載の方法を使用して、反応性糖GalNAzの酵素による転移において使用される突然変異体GalTの至適濃度を調べた。6.7μMの濃度の抗体、0.6mM濃度のUDP−GalNAz、5mMのMnCl2、150mMのNaClおよび25mM(pH7.2)のTris緩衝液とともに反応を行った。試験した酵素濃度は3.5、4.5および6μMであった。4.5μMの突然変異体GalTは抗体あたり4個のGalNazをコンジュゲートするのに十分であるので、さらなる実験のためにこれを選択した。
アジド−アルキン環化付加(cycloadition)反応におけるペイロード(フルオロフォア−DIBO)濃度の至適濃度。10.1μMの濃度で(反応性糖GalNAzを含む)修飾抗体を使用した。5mMのMnCl2、150mMのNaCl、25mMのTris緩衝液(pH7.2)を使用した。4、6、8または10当量を使用してペイロードを試験した。上記で示されるように分子比を計算した。結果を図12で示す。
Claims (23)
- 抗体をコードするCHOグリコシル化突然変異細胞株から前記抗体を発現させることを含む方法であって、前記CHO細胞により産生される抗体上のN−グリカンが、N−アセチルグルコサミンである末端糖を有するように、前記CHO細胞株に対して変異導入されている、方法。
- 請求項1に記載の方法であって、前記突然変異が、少なくともUDP−Galゴルジ輸送体における下方制御をもたらす、方法。
- 請求項2に記載の方法であって、前記突然変異が、少なくともCMP−シアル酸ゴルジ輸送体における下方制御、GlcNAc−TVの下方制御または誤った局在化、GlcNAc−TIIIの上方制御およびそれらの組み合わせをさらに提供する、方法。
- 請求項1〜3の何れか1項に記載の方法であって、N−グランス(N−glans)上の末端糖残基がN−アセチルグルコサミンである、方法。
- 請求項1〜4の何れか1項に記載の方法であって、前記細胞株が生産細胞株である、方法。
- 請求項1〜5の何れか1項に記載の方法であって、前記細胞株がLec3.2.8、Lec4.8、Lec4A.8、Lec8およびLec10.8を含む群から選択される、方法。
- 請求項1〜4の何れか1項に記載の方法であって、前記CHO突然変異細胞株から発現される前記抗体上のN−グリカンにおいてN−アセチルグリコサミン基質を酵素触媒の存在下で反応性糖と反応させて、前記グリカンに対して前記反応性糖残基を付加させる段階をさらに含む、方法。
- 請求項7に記載の方法であって、前記酵素がトランスフェラーゼである、方法。
- 請求項8に記載の方法であって、前記トランスフェラーゼが、1または2個のアミノ酸が置換されているか、欠失しているかまたは付加されているその突然変異体型を含むGalT酵素である、方法。
- 請求項9に記載の方法であって、前記GalT酵素が、Y289L、Y289N、Y289IおよびR228Kを含む群から選択される突然変異型である、方法。
- 請求項10に記載の方法であって、前記GALT酵素が突然変異Y289Lを有する、方法。
- 請求項7に記載の方法であって、前記反応性糖がケトン、アルキニル、アジドから選択される化学官能基を含む、方法。
- 請求項12に記載の方法であって、前記反応性糖がガラクトサミンの誘導体である、方法。
- 請求項13に記載の方法であって、前記反応性糖がGalAzまたはケト−Gal残基を含む、方法。
- 請求項7〜14の何れか1項に記載の方法であって、前記反応性糖が、転移型の酵素基質UDP−GalXであり、UDPがウリジン−二リン酸を表し、Galがガラクトース残基を表し、Xがアルデヒド、アルキニルまたはアジドの形態の官能基を表す、方法。
- 請求項7〜15の何れか1項に記載の方法であって、酵素転移によりグリカンに付加されたガラクトース残基中のアルデヒド、アルキニルまたはアジド官能基にペイロードをコンジュゲートするさらなる段階を含む、方法。
- 請求項16に記載の方法であって、前記ペイロードが、毒素、薬物分子(細胞毒性剤など)、ポリマー、抗体またはそれらの結合断片を含む群から選択される、方法。
- 請求項17に記載の方法であって、前記薬物分子が、メイタンシノイド、例えばN2’−デアセチル−N2’−(3−メルカプト−1−オキソプロピル)−メイタンシン(DM1)、N2’−デアセチル−N2’−(4−メルカプト−1−オキソペンチル)−メイタンシン(DM3)およびN2’−デアセチル−N2’(4−メチル−4−メルカプト−1−オキソペンチル)−メイタンシン(DM4)を含む群から選択される、方法。
- 請求項17に記載の方法であって、前記ペイロードが毒素である、方法。
- 請求項17に記載の方法であって、前記ポリマーが天然ポリマー、例えばデンプンまたはアルブミンなど、または合成ポリマー、例えばPEGなどである、方法。
- 請求項16〜20の何れか1項に記載の方法であって、使用されるコンジュゲーション化学がクリック化学である、方法。
- 請求項21に記載の方法であって、前記クリック化学が銅フリー化学である、方法。
- 請求項1〜22の何れか1項から得られるかまたは得ることが可能な分子。
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CN108495653A (zh) | 2018-09-04 |
WO2017132298A1 (en) | 2017-08-03 |
WO2017132298A8 (en) | 2018-07-12 |
US20210214419A1 (en) | 2021-07-15 |
BR112018015259A2 (pt) | 2018-12-18 |
US11414477B2 (en) | 2022-08-16 |
EP3407914A1 (en) | 2018-12-05 |
AU2017212484C1 (en) | 2020-11-05 |
AU2017212484B2 (en) | 2020-04-16 |
EP3407914A4 (en) | 2019-08-07 |
AU2017212484A1 (en) | 2018-08-09 |
RU2018128784A (ru) | 2020-02-27 |
JP6991978B2 (ja) | 2022-02-03 |
CA3011734A1 (en) | 2017-08-03 |
RU2018128784A3 (ja) | 2020-04-28 |
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