JP2021505171A - 噴霧乾燥シアリルラクトース - Google Patents
噴霧乾燥シアリルラクトース Download PDFInfo
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- JP2021505171A JP2021505171A JP2020531443A JP2020531443A JP2021505171A JP 2021505171 A JP2021505171 A JP 2021505171A JP 2020531443 A JP2020531443 A JP 2020531443A JP 2020531443 A JP2020531443 A JP 2020531443A JP 2021505171 A JP2021505171 A JP 2021505171A
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- Prior art keywords
- spray
- process stream
- dried
- dried powder
- lacto
- Prior art date
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- 239000008101 lactose Substances 0.000 title description 13
- DVGKRPYUFRZAQW-UHFFFAOYSA-N 3 prime Natural products CC(=O)NC1OC(CC(O)C1C(O)C(O)CO)(OC2C(O)C(CO)OC(OC3C(O)C(O)C(O)OC3CO)C2O)C(=O)O DVGKRPYUFRZAQW-UHFFFAOYSA-N 0.000 claims abstract description 104
- TYALNJQZQRNQNQ-JLYOMPFMSA-N alpha-Neup5Ac-(2->6)-beta-D-Galp-(1->4)-beta-D-Glcp Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)OC[C@@H]1[C@H](O)[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)O[C@@H]2CO)O)O1 TYALNJQZQRNQNQ-JLYOMPFMSA-N 0.000 claims abstract description 101
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- FZIVHOUANIQOMU-UHFFFAOYSA-N lacto-N-fucopentaose I Natural products OC1C(O)C(O)C(C)OC1OC1C(OC2C(C(OC3C(C(OC4C(OC(O)C(O)C4O)CO)OC(CO)C3O)O)OC(CO)C2O)NC(C)=O)OC(CO)C(O)C1O FZIVHOUANIQOMU-UHFFFAOYSA-N 0.000 claims description 4
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- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims description 2
- FCIROHDMPFOSFG-LAVSNGQLSA-N disialyllacto-N-tetraose Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C[C@@]1(C(O)=O)OC[C@@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@]3(O[C@H]([C@H](NC(C)=O)[C@@H](O)C3)[C@H](O)[C@H](O)CO)C(O)=O)[C@@H](O)[C@@H](CO)O2)O)[C@@H](NC(C)=O)[C@H](O[C@@H]2[C@H]([C@H](O[C@H]3[C@@H]([C@@H](O)C(O)O[C@@H]3CO)O)O[C@H](CO)[C@@H]2O)O)O1 FCIROHDMPFOSFG-LAVSNGQLSA-N 0.000 claims 1
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Abstract
Description
第2の態様において、3’−SLおよび/または6’−SLから本質的になる噴霧乾燥粉末を製造するための方法が提供される。
第4の態様において、3’−SLおよび/または6’−SLから本質的になる噴霧乾燥粉末を含む栄養組成物が提供される。
3’−SLおよび/または6’−SLは、本明細書で以下に記載される微生物発酵により生成される。「から本質的になる」という用語は、本明細書において使用される場合、噴霧乾燥粉末が、3’−SLおよび/または6’−SLと、任意選択で、3’−SLおよび/または6’−SLの生成のための微生物発酵中に生成されるが、微生物発酵から得られたプロセス流から除去されていない可能性がある副生成物とからなることを意味する。「から本質的になる」という用語は、少なくとも80wt%、少なくとも85wt%、少なくとも90wt%、少なくとも93wt%、少なくとも95wt%、または少なくとも98wt%の3’−SLおよび/または6’−SLからなる噴霧乾燥粉末を含む。
追加および/または代替の実施形態において、噴霧乾燥粉末は、15wt%以下の水、好ましくは10wt%以下の水、より好ましくは7wt%以下の水、最も好ましくは5wt%以下の水を含有する。
第2の態様によれば、微生物発酵により生成された3’−SLおよび/または6’−SLから本質的になる噴霧乾燥粉末を製造するための方法が提供される。方法は、
a)発酵ブロスから3’−SLおよび/または6’−SLを精製する工程と;
b)工程a)の3’−SLおよび/または6’−SLの水溶液を用意する工程と;
c)工程b)の溶液を噴霧乾燥に供する工程と
を含む。
i)発酵ブロスから微生物細胞を除去して、清澄化プロセス流を得る工程;
ii)清澄化プロセス流を少なくとも1回の限外濾過に供する工程;
iii)清澄化プロセス流をカチオン交換樹脂で少なくとも1回、および/もしくはアニオン交換樹脂で少なくとも1回処理する工程;
iv)清澄化プロセス流を少なくとも1回のナノ濾過に供する工程;
v)清澄化プロセス流を少なくとも1回の電気透析に供する工程;
vi)清澄化プロセス流を活性チャコールで少なくとも1回処理する工程;ならびに/または
vii)清澄化プロセス流を少なくとも1回結晶化および/もしくは沈殿工程に供する工程
の1つまたは複数を含む。
精密濾過または限外濾過に好適なフィルタは、SPIRA−CEL(登録商標)DS MP005 4333および繊維FS10−FC FUS1582(Microdyn−Nadir GmbH、ヴィースバーデン、DE)である。
追加および/または代替の実施形態において、3’−SLおよび/または6’−SLを精製するための方法は、清澄化プロセス流から望ましくない負電荷を有する化合物を除去するために、アニオン交換処理の工程を含む。
電気透析(ED)は、透析および電気分解を組み合わせたものであり、半透膜を通したその選択的エレクトロマイグレーションに基づく溶液中のイオンの分離または濃縮に使用され得る。
3’−SLおよび/または6’−SLを精製するための方法は、コスト効率的であり、スケールアップが容易であり、数トン規模の製造方法の基礎として好適である。
追加および/または代替の実施形態において、水溶液は、少なくとも20%(w/v)、30%(w/v)、35%(w/v)、および最大45%(w/v)、50%(w/v)、60%(w/v)の量の3’−SLおよび/または6’−SLを含有する。
噴霧乾燥粉末の製造方法において、3’−SLおよび/または6’−SL含有水溶液は、噴霧乾燥に供される。
追加および/または代替の実施形態において、栄養組成物は、3’−SLおよび/または6’−SLではない少なくとも1種の追加のHMOを含有する。少なくとも1種の追加のHMOは、好ましくは2’−フコシルラクトース(2’−FL)、3−フコシルラクトース(3−FL)、ラクト−N−テトラオース(LNT)、ラクト−N−ネオテトラオース(LNnT)、およびラクト−N−フコペンタオースI(LNFPI)からなる群から選択される中性HMOであってもよい。追加および/または代替の実施形態において、少なくとも1種の追加のHMOは、好ましくは3’−シアリルラクトース(3’−SL)、6’−シアリルラクトース(6’−SL)、シアリルラクト−N−テトラオース(LST)−a、LST−b、LST−cおよびジシアリルラクト−N−テトラオース(DSLNT)からなる群から選択されるシアリル化HMOであってもよい。
追加および/または代替の実施形態において、栄養組成物はまた、ガラクト−オリゴ糖(GOS)、フラクトオリゴ糖(FOS)、イヌリンまたはそれらの組合せ等のプレバイオティクスを含む。
追加の実施形態において、栄養組成物は、医薬製剤、乳児用フォーミュラ、乳飲料および健康補助食品からなる群から選択される。
特定の実施形態に関して、および図面を参照しながら本発明を説明するが、本発明はそれに限定されず、特許請求の範囲によってのみ限定される。さらに、明細書および特許請求の範囲における第1、第2等の用語は、類似の要素間を区別するために使用され、必ずしも、時間的、空間的、ランク付けまたは任意の他の様式での順序を説明するものではない。そのように使用される用語は、適切な状況下で互換的であること、および本明細書に記載の本発明の実施形態は、本明細書に記載または例示されるもの以外の順序で機能し得ることを理解されたい。
発酵ブロスからの2’−フコシルラクトースの精製
欧州特許出願第16196486.1号に記載のように、遺伝子修飾大腸菌株を使用した発酵による2’−フコシルラクトースの生成を行った。WO2015/106943A1に記載のように、濾過、イオン交換クロマトグラフィー、ナノ濾過、透析濾過または電気透析、およびチャコールでの処理によって2’−フコシルラクトースを発酵ブロスから精製した。得られた2’−フコシルラクトース含有溶液を噴霧乾燥に供すると、安定な固体生成物が得られた。
発酵ブロスからの3−フコシルラクトースの精製
欧州特許出願第16196486.1号に記載のように、遺伝子修飾大腸菌株を使用した発酵により3−フコシルラクトースを生成した。
発酵ブロスからのラクト−N−テトラオースの精製
ラクト−N−テトラオースのin vivo合成に必須であるゲノムに組み込まれた遺伝子、すなわちN−アセチルグルコサミングリコシルトランスフェラーゼ(髄膜炎菌MC58からのlgtA)、β−1,3−ガラクトシルトランスフェラーゼ(サルモネラ菌Salmonella enterica亜種サラメ血清型GreensideからのwbdO)、大腸菌K12からのlacY、共に大腸菌K12からのUDP−グルコース−4−エピメラーゼgalEおよびUTP−グルコース−1−ホスフェートウリジルトランスフェラーゼgalUを有する遺伝子修飾大腸菌BL21(DE3)ΔlacZ株を使用して、ラクト−N−テトラオースの発酵生成を行った。さらに、グルコサミン−6−ホスフェートシンターゼをコードするgalS遺伝子を過剰発現させた。ラクト−N−テトラオースの発酵生成のために、炭素源として2%グルコースを含む規定無機塩培地中で株を増殖させた。必要に応じて消泡剤を添加した。25%アンモニア溶液を使用してpHを制御した。216gl−1のラクトース原液から15mMの最終濃度までラクトースを段階的に添加し、培養培地中のラクトース濃度を発酵プロセスの間一定に保持した。副生成物としてのプロセス中の残留ラクトースおよびラクト−N−トリオースIIの蓄積は、発酵槽に添加された第2の大腸菌株により加水分解された。この株は、機能性ベータ−ラクタマーゼ、ベータ−N−アセチルヘキソサミニダーゼ(ビフィドバクテリウム・ビフィダムJCM1254からのbbhI)、および単糖の分解のための機能性gal−オペロンを発現した(EP2845905A)。
非効率的な酵素分解および代謝により生じる汚染炭水化物副生成物を、WO2015/049331に従い、疑似移動床(SMB)クロマトグラフィーを使用したクロマトグラフィーにより除去した。あるいは、イソプロパノールを用いた結晶化によりラクト−N−テトラオースを精製した。結晶化のために、ラクト−N−テトラオース含有溶液を蒸発により20%の濃度まで濃縮し、噴霧乾燥した。NUBILOSA LTC−GMP噴霧乾燥機(NUBILOSA、コンスタンツ、ドイツ)を使用して、溶液を窒素流下で130℃の入口温度の噴霧乾燥機ノズルに通過させながら、生成物流を67℃〜68℃の出口温度を維持するように制御した。
発酵ブロスからの3’−および6’−シアリルラクトースの精製
3’−シアリルラクトースおよび6’−シアリルラクトースの生成のために、組換え大腸菌BL21(DE3)ΔlacZ株を使用した。株は、共通の遺伝子修飾を有していた:大腸菌からのグルコサミン−6−ホスフェートシンターゼGlmS、シネコシスティスsp.からのN−アセチルグルコサミン2−エピメラーゼSlr1975、サッカロミセス・セレビシエからのグルコサミン6−ホスフェートN−アセチルトランスフェラーゼGna1、大腸菌からのホスホエノールピルベートシンターゼPpsA、共にカンピロバクター・ジェジュニからのN−アセチルノイラミネートシンターゼNeuBおよびCMP−シアル酸シンテターゼNeuAの染色体構成的発現。さらに、大腸菌からのラクトースパーミアーゼLacY、大腸菌WからのcscB(スクロースパーミアーゼ)、cscK(フルクトキナーゼ)、cscA(スクロースヒドロラーゼ)、およびcscR(転写制御因子)をコードする遺伝子、ならびに大腸菌K12からの遺伝子galE(UDP−グルコース−4−エピメラーゼ)、galT(ガラクトース−1−ホスフェートウリジリルトランスフェラーゼ)、galK(ガラクトキナーゼ)、およびgalM(ガラクトース−1−エピメラーゼ)からなる機能性gal−オペロンを、BL21株のゲノム内に組み込み、構成的に発現させた。
実施例5
HMO混合物の調製
HMOの混合物を、固体生成物から調製した。そのために、単一HMOを噴霧乾燥し、粉末を混合した。HMO混合物Iは、2’−フコシルラクトースおよびラクト−N−テトラオースを70%対30%の比率で含み、HMO混合物IIは、2’−フコシルラクトース(52%)、3−フコシルラクトース(13%)、ラクト−N−テトラオース(26%)、3’−シアリルラクトース(4%)および6’−シアリルラクトース(5%)を含んでいた。混合粉末を20%の糖の溶液まで水に溶解し、再び実施例4に記載のようにBuchi噴霧乾燥機を使用して噴霧乾燥した。
噴霧乾燥ヒトミルクオリゴ糖の特性決定
6.1 示差走査熱量測定(DSC)
Mettler Toledo 821e(Mettler Toledo、ギーセン、ドイツ)で示差走査熱量測定(DSC)を使用して、噴霧乾燥ヒトミルクオリゴ糖、すなわち3−フコシルラクトース、6’−シアリルラクトース、3’−シアリルラクトース、ラクト−N−テトラオース、およびヒトミルクオリゴ糖の噴霧乾燥混合物、2’−フコシルラクトース/ラクト−N−テトラオースの混合物(HMO混合物I)、および2’−フコシルラクトース、3−フコシルラクトース、ラクト−N−テトラオース、6’−シアリルラクトース、3’−シアリルラクトースの混合物(HMO混合物II)のそれぞれの熱イベントを決定した。
広角粉末X線回折(XRD)を使用して、凍結乾燥生成物の形態を精査した。銅アノード(45kV、40mA、0.154nmの波長でKα1発光)およびPIXcel3D検出器を備えたX線回折計Empyrean(Panalytical、アルメロ、オランダ)を使用した。約100mgの噴霧乾燥試料を、反射モードで、5〜45°の2θ角範囲内、0.04°の2θステップサイズ、およびステップ当たり100秒のカウント時間で分析した。
レーザ回折により粉末粒子サイズを評価した。システムは、同心円状に配置されたセンサ素子のアレイによって散乱光および回折光を検出する。次いで、ソフトウェアアルゴリズムが、異なるセンサ素子に到達する光強度値のz値を計算することによって粒子カウントを近似する。分析は、SALD−7500 Aggregate Sizer (株式会社島津製作所、京都、日本)定量レーザ回折システム(qLD)を使用して実行された。
測定前に、システムをイソオクタンでゼロ調整した。各試料分散液を3回測定したが、平均値および標準偏差が報告される。ソフトウェアWING SALD IIバージョンV3.1を使用してデータを評価した。試料の屈折率は未知であったため、糖(二糖)粒子の屈折率(1.530)をサイズ分布プロファイルの決定に使用した。平均および中央直径のサイズ値が報告される。
Claims (16)
- 微生物発酵により生成された3’−SLおよび/または6’−SLから本質的になる噴霧乾燥粉末。
- 少なくとも80wt%、少なくとも85wt%、少なくとも90wt%、少なくとも93wt%、少なくとも95wt%、または少なくとも98wt%の3’−SLおよび/または6’−SLを含有する、請求項1に記載の噴霧乾燥粉末。
- 3’−SLおよび/または6’−SLが、非晶質形態で存在する、請求項1または2に記載の噴霧乾燥粉末。
- 15wt%以下の水、好ましくは10wt%以下の水、より好ましくは7wt%以下の水、最も好ましくは5wt%以下の水を含む、請求項1から3のいずれか一項に記載の噴霧乾燥粉末。
- 遺伝子操作微生物、および遺伝子操作微生物由来の核酸分子を含まない、請求項1から4のいずれか一項に記載の噴霧乾燥粉末。
- 請求項1から5のいずれか一項に記載の噴霧乾燥粉末を製造するための方法であって、
a)発酵ブロスから3’−SLおよび/または6’−SLを精製する工程と;
b)工程a)の3’−SLおよび/または6’−SLを含む水溶液を用意する工程と;
c)工程b)の溶液を噴霧乾燥に供する工程と
を含む方法。 - 発酵ブロスから3’−SLおよび/または6’−SLを精製する工程(工程a)が、
i)発酵ブロスから微生物細胞を除去して、清澄化プロセス流を得る工程;
ii)清澄化プロセス流を少なくとも1回の限外濾過に供する工程;
iii)清澄化プロセス流をカチオン交換樹脂で少なくとも1回、および/もしくはアニオン交換樹脂で少なくとも1回処理する工程;
iv)清澄化プロセス流を少なくとも1回のナノ濾過および/もしくは透析濾過に供する工程;
v)清澄化プロセス流を少なくとも1回の電気透析に供する工程;
vi)清澄化プロセス流を活性チャコールで少なくとも1回処理する工程;ならびに/または
vii)清澄化プロセス流を少なくとも1回結晶化および/もしくは沈殿工程に供する工程
の1つまたは複数を含む請求項6に記載の方法。 - 前記水溶液が、少なくとも20%(w/v)、30%(w/v)、35%(w/v)、および最大45%(w/v)、50%(w/v)、60%(w/v)の量の3’−SLおよび/または6’−SLを含む、請求項6または7に記載の方法。
- 3’−SLおよび/または6’−SL含有水溶液が、少なくとも110℃、好ましくは少なくとも120℃、より好ましくは少なくとも125℃、および150℃未満、好ましくは140℃未満、より好ましくは135℃未満のノズル温度で噴霧乾燥される、請求項6から8のいずれか一項に記載の方法。
- 3’−SLおよび/または6’−SL含有水溶液が、少なくとも60℃、好ましくは少なくとも65℃、および80℃未満、好ましくは70℃未満の出口温度で噴霧乾燥される、請求項6から9のいずれか一項に記載の方法。
- 栄養組成物、好ましくは乳児用フォーミュラを製造するための、請求項1から5のいずれか一項に記載の噴霧乾燥粉末の使用。
- 請求項1から5のいずれか一項に記載の噴霧乾燥粉末を含有する栄養組成物。
- 少なくとも1種の追加のHMOをさらに含有し、前記少なくとも1種の追加のHMOは、中性HMOまたはシアリル化HMOである、請求項12に記載の栄養組成物。
- 少なくとも1種の中性HMOが、2’−フコシルラクトース、3−フコシルラクトース、ラクト−N−テトラオース、ラクト−N−ネオテトラオースおよびラクト−N−フコペンタオースIからなる群から選択される、請求項12または13に記載の栄養組成物。
- 少なくとも1種のシアリル化HMOが、3’−シアリルラクトース、6’−シアリルラクトース、シアリルラクト−N−テトラオース(LST)−a、LST−b、LST−cおよびジシアリルラクト−N−テトラオースからなる群から選択される、請求項12から14のいずれか一項に記載の栄養組成物。
- 少なくとも1種のプロバイオティクス微生物を含む、請求項12から15のいずれか一項に記載の栄養組成物。
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