N-CBz-L-homocysteine | 648927-89-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-CBz-L-homocysteine
• 英文别名: N-(carbobenzyloxy)-homocysteine；(2S)-2-(phenylmethoxycarbonylamino)-4-sulfanylbutanoic acid
• CAS: 648927-89-3
• 化学式: C₁₂H₁₅NO₄S
• 分子量: 269.321
• InChiKey: QFNOEASCMJDNHW-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-CBz-L-homocysteine 在 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 38.0h， 生成 (S)-(2-(2-methoxyethoxy)ethyl)-L-homocysteine-N-carboxyanhydride
  参考文献：
  名称：

  Multimodal Switching of Conformation and Solubility in Homocysteine Derived Polypeptides

  摘要：

  We report the design and synthesis of poly(S-alkyl-L-homocysteine)s, which were found to be a new class of readily prepared, multiresponsive polymers that possess the unprecedented ability to respond in different ways to different stimuli, either through a change in chain conformation or in water solubility. The responsive properties of these materials are also effected under mild conditions and are completely reversible for all pathways. The key components of these polymers are the incorporation of water solubilizing alkyl functional groups that are integrated with precisely positioned, multiresponsive thioether linkages. This promising system allows multimodal switching of polypeptide properties to obtain desirable features, such as coupled responses to multiple external inputs.

  DOI：

  10.1021/ja500372u
• 作为产物：
  描述：

  N,N'-di(CBz)-L-homocystine 在 三苯基膦 、 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 16.0h， 以98%的产率得到N-CBz-L-homocysteine
  参考文献：
  名称：

  Glycopolypeptides with a Redox-Triggered Helix-to-Coil Transition

  摘要：

  Conformation-switchable glycopolypeptides were prepared by the living polymerization of glycosylated L-cysteine-N-carboxyanhydride (glyco-C NCA) monomers. These new monomers were prepared in high yield by coupling of alkene-terminated C-linked glycosides of D-galactose or ID-glucose to L-cysteine using thiol-ene "click" chemistry, followed by their conversion to the corresponding glyco-C NCAs. The resulting glycopolypeptides were found to be water-soluble and alpha-helical in solution. Aqueous oxidation of the side-chain thioether linkages in these polymers to sulfone groups resulted in disruption of the a-helical conformations without loss of water solubility. The ability to switch chain conformation and remain water-soluble is unprecedented in synthetic polymers, and allows new capabilities to control presentation of sugar functionality in subtly different contexts.

  DOI：

  10.1021/ja3007484

文献信息

• Novel derivatives of 4,4'-dithiobis-(3-aminobutane-1-sulfphonates) and compositions containing same
  申请人：Fournie-Zaluski Marie-Claude

  公开号：US20060135602A1

  公开（公告）日：2006-06-22

  The invention relates to the bis-hydrochloride of 4,4′-dithiobis-(3-aminobutane-1-sodium sulphonate) and the bis-trifluoracetate of 4,4′-dithiobis-(3-aminobutane-1-sulphonate of 2,2-dimethylpropyl). The invention also relates to a pharmaceutical composition comprising one of said compounds and to the use of one of said compounds for the production of a medicament. The invention is suitable for use in a treatment method for hypertension and indirectly- or directly-linked illnesses.

  该发明涉及4,4'-二硫双-(3-氨基丁烷-1-磺酸钠)的双盐酸盐和4,4'-二硫双-(3-氨基丁烷-1-磺酸氟乙酸酯)的双三氟乙酸盐。该发明还涉及包含上述化合物之一的药物组合物，以及使用上述化合物之一生产药物的用途。该发明适用于治疗高血压及间接或直接相关疾病的治疗方法。
• DRUG THERAPY FOR CELIAC SPRUE
  申请人：KHOSLA CHAITAN

  公开号：US20090312260A1

  公开（公告）日：2009-12-17

  Administering an effective dose of a tTGase inhibitor to a Celiac or dermatitis herpetiformis patient reduces the toxic effects of toxic gluten oligopeptides, thereby attenuating or eliminating the damaging effects of gluten.

  给予具有有效剂量的tTGase抑制剂给予具有乳糜泻或疱疹性荨麻疹的患者，可以减少有毒的麸质寡肽的毒性影响，从而减轻或消除麸质的有害影响。
• Enzymatic oxidative deamination process
  申请人：——

  公开号：US20020025566A1

  公开（公告）日：2002-02-28

  The present invention concerns an enzymatic oxidative deamination process of a dipeptide monomer to prepare an intermediate useful to prepare compounds having endopeptidase and angiotensin converting enzyme inhibition activity.

  本发明涉及一种二肽单体的酶促氧化脱氨工艺，用于制备具有内肽酶和血管紧张素转换酶抑制活性的化合物的中间体。
• Drug therapy for celiac sprue
  申请人：Khosla Chaitan

  公开号：US20060035838A1

  公开（公告）日：2006-02-16

  A ministering an effective dose of a tTGase inhibitor to a Celiac or dermatitis herpetiformis patient reduces the toxic effects of toxic gluten oligopeptides, thereby attenuating or eliminating the damaging effects of gluten.

  给乳糜泻或皮炎患者服用有效剂量的 tTGase 抑制剂，可降低有毒麸质低聚肽的毒性作用，从而减轻或消除麸质的破坏作用。
• Glycopolypeptides with a Redox-Triggered Helix-to-Coil Transition
  作者：Jessica R. Kramer、Timothy J. Deming

  DOI：10.1021/ja3007484

  日期：2012.3.7

  Conformation-switchable glycopolypeptides were prepared by the living polymerization of glycosylated L-cysteine-N-carboxyanhydride (glyco-C NCA) monomers. These new monomers were prepared in high yield by coupling of alkene-terminated C-linked glycosides of D-galactose or ID-glucose to L-cysteine using thiol-ene "click" chemistry, followed by their conversion to the corresponding glyco-C NCAs. The resulting glycopolypeptides were found to be water-soluble and alpha-helical in solution. Aqueous oxidation of the side-chain thioether linkages in these polymers to sulfone groups resulted in disruption of the a-helical conformations without loss of water solubility. The ability to switch chain conformation and remain water-soluble is unprecedented in synthetic polymers, and allows new capabilities to control presentation of sugar functionality in subtly different contexts.