CM-β-CD（カルボキシメチル化β-シクロデキストリン）最前線：3本でわかる分離・設計・放出制御

by 原 | Posted on
[“CM-β-CD”, “carboxymethyl-β-cyclodextrin”, “cyclodextrin”, “chiral separation”, “inclusion complex”, “drug release”]

日本語（HP用）

1分でわかる：CM-β-CDって何？

β-シクロデキストリン（β-CD）は、ドーナツ状の「空洞」を持つ糖の環状分子で、条件が合うと分子を取り込み（包接）ます。
そのβ-CDにカルボキシメチル基を導入した CM-β-CD は、
– 水に溶けやすくなる（水溶性の向上）
– 電荷（陰イオン性）を持ち、結合・分離の選択性を調整しやすい
という利点があり、分離（キラル分離）や製剤（溶解・放出制御）などに広く使われます。

このページでは、CM-β-CDの活躍が分かりやすい 3本を選び、一般向けに解説します。

論文ハイライト（3本）

Paper 1: Enantioseparation of ofloxacin using a liquid-liquid extraction system based on hydrophobic eutectic solvents

  • 掲載誌：Separation And Purification Technology（2025）
  • 要点（かんたん解説）：
  • 鏡像異性体（R体/S体）の分離は医薬で重要（効き方や副作用が異なることがある）。
  • 疎水性の深共晶溶媒（HES）を使った液液抽出に、CM-β-CDを“選択的に結合する部品（キラルセレクター）”として組み合わせた。
  • pHや溶媒比、CM-β-CD量を最適化し、1回の抽出で高い選択性を得た（α≈3.8）。
  • 原文アブストラクト（短縮）：The enantioseparation of chiral drugs is a major challenge for the pharmaceutical industry as the pharmacological activities of the enantiomers may differ, which can lead to severe secondary effects in the treatment of diseases. The aim of this study is to…
  • DOI：https://doi.org/10.1016/j.seppur.2024.128462

Paper 2: Exploring modified cyclodextrins for enhanced encapsulation and release of ethinyl estradiol: Physicochemical characterization and kinetic modeling

  • 掲載誌：Journal Of Science-Advanced Materials And Devices（2025）
  • 要点（かんたん解説）：
  • 疎水性の薬（例：エチニルエストラジオール）をCDで包接して、溶けやすさや放出を改善するアプローチ。
  • β-CDとCM-β-CDを比較し、CM-β-CDの方が水溶性が高く、放出率が大きい（97% vs 46%）などの差を示した。
  • 放出は単純拡散だけでなく複数過程が関与する“非フィック型”モデルで説明される。
  • 原文アブストラクト（短縮）：Ethinyl estradiol (EE) is a synthetic derivative of steroids that is prescribed for treating sexual diseases. Cyclodextrins (CDs) can enhance the solubility, side effects, and physical characteristics of steroids by the formation of an inclusion complex. This…
  • DOI：https://doi.org/10.1016/j.jsamd.2024.100837

Paper 3: A comprehensive nomenclature system for cyclodextrins

  • 掲載誌：Carbohydrate Polymers（2025）
  • 要点（かんたん解説）：
  • 修飾CD（HP-β-CD、CM-β-CDなど）は“単一化合物”ではなく、置換パターンの分布を持つことが多い。
  • 置換位置・置換基・数を一貫して表す命名法（ルール）を提案し、研究の再現性やデータ共有を改善する狙い。
  • 計算化学やAI最適化にもつながる“データの整備”という観点で、基盤になる論文。
  • 原文アブストラクト（短縮）：Modified cyclodextrins (CDs) are cyclic oligosaccharides with many applications in drug delivery, catalysis, and as active pharmaceutical ingredients. In general, they exist as distributions of structurally diverse molecules rather than single-isomer…
  • DOI：https://doi.org/10.1016/j.carbpol.2025.123600

3本を通して見える「CM-β-CDの強み」

  • 分子を選んで“つかむ”（包接・相互作用） → 分離や放出制御へつながる
  • 置換基（カルボキシメチル）によって、水溶性・電荷・結合様式を調整できる
  • 実験だけでなく、命名法・データ整備のような“基盤”が、AI/計算化学の活用を後押しする

用語ミニ解説

  • 包接（ホスト–ゲスト）：ホスト（CD）の空洞にゲスト分子が入る現象。
  • キラル分離（エナンチオ分離）：鏡像異性体（R体/S体）を分けること。医薬で重要。
  • 深共晶溶媒（DES/HES）：2種以上の成分を混ぜて融点が下がった溶媒系。抽出・分離に応用。
  • 非フィック型放出：単純拡散だけでは説明できず、材料の緩和や侵食など複数過程が関与する放出。

参考文献（添付ファイル収録論文から）

  1. Moradi, M, Ferreira, AM, Neves, CMSS, Sosa, FHB, Pazuki, G, Coutinho, JAP. Enantioseparation of ofloxacin using a liquid-liquid extraction system based on hydrophobic eutectic solvents. Separation And Purification Technology (2025) 353, Article 128462. DOI: https://doi.org/10.1016/j.seppur.2024.128462.
  2. Hadadian, M, Mahdavi, B, Rezaei-Seresht, E. Exploring modified cyclodextrins for enhanced encapsulation and release of ethinyl estradiol: Physicochemical characterization and kinetic modeling. Journal Of Science-Advanced Materials And Devices (2025) 10(1), Article 100837. DOI: https://doi.org/10.1016/j.jsamd.2024.100837.
  3. Anderson, AM, O’Connor, MS, Pipkin, J, Malanga, M, Sohajda, T, Loftsson, T, Szente, L, García-Fandiño, R, Piñeiro, A. A comprehensive nomenclature system for cyclodextrins. Carbohydrate Polymers (2025) 360, Article 123600. DOI: https://doi.org/10.1016/j.carbpol.2025.123600.

English (for website)

CM-β-CD in one minute

β-Cyclodextrin (β-CD) is a donut-shaped cyclic sugar with a cavity that can include guest molecules (host–guest inclusion).
Carboxymethyl-β-cyclodextrin (CM-β-CD) introduces carboxymethyl groups, typically improving water solubility and adding anionic character, which helps tune binding and selectivity for applications such as chiral separation and formulation/release control.

Below are three papers selected strictly from CMβCDP_Frontier.txt.

Highlights (3 papers)

Paper 1: Enantioseparation of ofloxacin using a liquid-liquid extraction system based on hydrophobic eutectic solvents

  • Journal: Separation And Purification Technology (2025)
  • Key takeaways (plain language):
  • Separating enantiomers matters in pharmaceuticals because activity/toxicity can differ.
  • Combines a hydrophobic eutectic solvent (HES) liquid–liquid extraction with CM-β-CD as a chiral selector.
  • Optimizes pH, phase ratio, and selector loading to achieve high single-step selectivity (α≈3.8).
  • Abstract (condensed): The enantioseparation of chiral drugs is a major challenge for the pharmaceutical industry as the pharmacological activities of the enantiomers may differ, which can lead to severe secondary effects in the treatment of diseases. The aim of this study is to…
  • DOI: https://doi.org/10.1016/j.seppur.2024.128462

Paper 2: Exploring modified cyclodextrins for enhanced encapsulation and release of ethinyl estradiol: Physicochemical characterization and kinetic modeling

  • Journal: Journal Of Science-Advanced Materials And Devices (2025)
  • Key takeaways (plain language):
  • Uses CDs to encapsulate a hydrophobic drug (ethinyl estradiol) to improve solubility and release.
  • Compares β-CD vs CM-β-CD, reporting higher water solubility and much higher cumulative release for CM-β-CD complex (97% vs 46%).
  • Release kinetics follow a non-Fickian mechanism governed by multiple processes.
  • Abstract (condensed): Ethinyl estradiol (EE) is a synthetic derivative of steroids that is prescribed for treating sexual diseases. Cyclodextrins (CDs) can enhance the solubility, side effects, and physical characteristics of steroids by the formation of an inclusion complex. This…
  • DOI: https://doi.org/10.1016/j.jsamd.2024.100837

Paper 3: A comprehensive nomenclature system for cyclodextrins

  • Journal: Carbohydrate Polymers (2025)
  • Key takeaways (plain language):
  • Modified CDs (e.g., HP-β-CD, CM-β-CD) often exist as distributions rather than single isomers.
  • Proposes an extensible nomenclature system to specify substitution types/patterns consistently.
  • A foundation for reproducibility, data sharing, and computational/AI-driven design in CD research.
  • Abstract (condensed): Modified cyclodextrins (CDs) are cyclic oligosaccharides with many applications in drug delivery, catalysis, and as active pharmaceutical ingredients. In general, they exist as distributions of structurally diverse molecules rather than single-isomer…
  • DOI: https://doi.org/10.1016/j.carbpol.2025.123600

References (from the attached file)

  1. Moradi, M, Ferreira, AM, Neves, CMSS, Sosa, FHB, Pazuki, G, Coutinho, JAP. Enantioseparation of ofloxacin using a liquid-liquid extraction system based on hydrophobic eutectic solvents. Separation And Purification Technology (2025) 353, Article 128462. DOI: https://doi.org/10.1016/j.seppur.2024.128462.
  2. Hadadian, M, Mahdavi, B, Rezaei-Seresht, E. Exploring modified cyclodextrins for enhanced encapsulation and release of ethinyl estradiol: Physicochemical characterization and kinetic modeling. Journal Of Science-Advanced Materials And Devices (2025) 10(1), Article 100837. DOI: https://doi.org/10.1016/j.jsamd.2024.100837.
  3. Anderson, AM, O’Connor, MS, Pipkin, J, Malanga, M, Sohajda, T, Loftsson, T, Szente, L, García-Fandiño, R, Piñeiro, A. A comprehensive nomenclature system for cyclodextrins. Carbohydrate Polymers (2025) 360, Article 123600. DOI: https://doi.org/10.1016/j.carbpol.2025.123600.

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