(2S)-2-氨基-3-[(2-氯乙酰基)氨基]丙酸 | 135630-95-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (2S)-2-氨基-3-[(2-氯乙酰基)氨基]丙酸
• 英文名称: (S)-2-amino-3-(2-chloro-acetylamino)-propionic acid
• 英文别名: (S)-2-Amino-3-(2-chlor-acetylamino)-propionsaeure；(2S)-2-amino-3-[(2-chloroacetyl)amino]propanoic acid
• CAS: 135630-95-4
• 化学式: C₅H₉ClN₂O₃
• 分子量: 180.591
• InChiKey: FOJRYNHRKWPSMC-VKHMYHEASA-N

物化性质

• 沸点：
  452.3±45.0 °C(Predicted)
• 密度：
  1.421±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-2-氨基-3-[(2-氯乙酰基)氨基]丙酸 在 barium dihydroxide 作用下， 生成 (S)-5-氧代哌嗪-2-羧酸
  参考文献：
  名称：

  Koegel et al., Journal of Biological Chemistry, 1953, vol. 201, p. 547,548

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-双[(2-氯乙酰基)氨基]丙酸 生成 (2S)-2-氨基-3-[(2-氯乙酰基)氨基]丙酸
  参考文献：
  名称：

  Birnbaum et al., Journal of Biological Chemistry, 1952, vol. 198, p. 335,337,341

  摘要：

  DOI：

文献信息

• CYCLIC PEPTIDE, AFFINITY CHROMATOGRAPHY SUPPORT, LABELED ANTIBODY, ANTIBODY-DRUG CONJUGATE, AND PHARMACEUTICAL PREPARATION
  申请人：FUJIFILM Corporation

  公开号：EP3366693A1

  公开（公告）日：2018-08-29

  Provided is a cyclic peptide, which is represented by Formula (I) or Formula (I') and has excellent antibody binding properties and improved chemical resistance, an affinity chromatography support, a labeled antibody, an antibody drug conjugate, and a pharmaceutical preparation.         RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC ···     (I) In Formula (I), Xa and Xb each independently represent an amino acid residue derived from an amino acid, other than L-cysteine and D-cysteine, having a thiol group on a side chain and are bonded to each other through a disulfide bond, or, one of Xa and Xb represents an amino acid residue derived from an amino acid, other than L-cysteine and D-cysteine, having a thiol group on a side chain and the other represents an amino acid residue derived from an amino acid having a haloacetyl group on a side chain, and Xa and Xb are bonded to each other through a thioether bond.         RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC ···     (I') In Formula (I'), one of Xa and Xb represents an amino acid residue derived from L-cysteine or D-cysteine and the other represents an amino acid residue derived from an amino acid having a haloacetyl group on a side chain, and Xa and Xb are bonded to each other through a thioether bond, or, one of Xa and Xb represents an amino acid residue derived from L-penicillamine or D-penicillamine and the other represents an amino acid residue derived from an amino acid having a haloacetyl group on a side chain, and Xa and Xb are bonded to each other through a thioether bond.

  本发明提供了一种由式（I）或式（I'）表示的环肽，它具有优异的抗体结合性能和更好的耐化学性，还提供了一种亲和层析支持物、一种标记抗体、一种抗体药物共轭物和一种药物制剂。 RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC --- (I) 在式（I）中，Xa 和 Xb 各自独立地代表一种氨基酸残基，该氨基酸残基衍生自 L-半胱氨酸和 D-半胱氨酸以外的氨基酸，其侧链上具有硫醇基团，并通过二硫键相互结合；或者，Xa 和 Xb 之一代表一种氨基酸残基，该氨基酸残基衍生自 L-半胱氨酸和 D-半胱氨酸以外的氨基酸、除 L-半胱氨酸和 D-半胱氨酸外，另一个代表氨基酸残基，该氨基酸残基衍生自侧链上具有硫醇基团的氨基酸，且 Xa 和 Xb 通过硫醚键相互结合。 RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC --- (I') 在式(I')中，Xa 和 Xb 中的一个代表衍生自 L-半胱氨酸或 D-半胱氨酸的氨基酸残基，另一个代表衍生自侧链上带有卤乙酰基的氨基酸的氨基酸残基，并且 Xa 和 Xb 通过硫醚键相互结合、或 Xa 和 Xb 中的一个代表衍生自 L-青霉胺或 D-青霉胺的氨基酸残基，另一个代表衍生自侧链上带有卤乙酰基的氨基酸的氨基酸残基，且 Xa 和 Xb 通过硫醚键相互结合。
• Cyclic peptide, affinity chromatography support, labeled antibody, antibody drug conjugate, and pharmaceutical preparation
  申请人：FUJIFILM Corporation

  公开号：US10703778B2

  公开（公告）日：2020-07-07

  Provided is a cyclic peptide, which is represented by Formula (I) or Formula (I′) and has excellent antibody binding properties and improved chemical resistance, an affinity chromatography support, a labeled antibody, an antibody drug conjugate, and a pharmaceutical preparation. RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC  (I) In Formula (I), Xa and Xb each independently represent an amino acid residue derived from an amino acid, other than L-cysteine and D-cysteine, having a thiol group on a side chain and are bonded to each other through a disulfide bond, or, one of Xa and Xb represents an amino acid residue derived from an amino acid, other than L-cysteine and D-cysteine, having a thiol group on a side chain and the other represents an amino acid residue derived from an amino acid having a haloacetyl group on a side chain, and Xa and Xb are bonded to each other through a thioether bond. RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC  (I′) In Formula (I′), one of Xa and Xb represents an amino acid residue derived from L-cysteine or D-cysteine and the other represents an amino acid residue derived from an amino acid having a haloacetyl group on a side chain, and Xa and Xb are bonded to each other through a thioether bond, or, one of Xa and Xb represents an amino acid residue derived from L-penicillamine or D-penicillamine and the other represents an amino acid residue derived from an amino acid having a haloacetyl group on a side chain, and Xa and Xb are bonded to each other through a thioether bond.

  本发明提供了一种由式（I）或式（I′）表示的环肽，它具有优异的抗体结合性能和更好的耐化学性，还提供了一种亲和层析支持物、一种标记抗体、一种抗体药物共轭物和一种药物制剂。 RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC (I) 在式（I）中，Xa 和 Xb 各自独立地代表从氨基酸（L-半胱氨酸和 D-半胱氨酸除外）衍生而来的氨基酸残基，其侧链上具有硫醇基团，并通过二硫键相互结合；或者，Xa 和 Xb 中的一个代表从氨基酸衍生而来的氨基酸残基、除 L-半胱氨酸和 D-半胱氨酸外，另一个代表氨基酸残基，该氨基酸残基衍生自侧链上具有硫醇基团的氨基酸，且 Xa 和 Xb 通过硫醚键相互结合。 RN-Xg-[Xi-Xa-Xm-X1-X2-X3-Xn-Xb-Xj]k-Xh-RC (I′) 在式(I′)中，Xa 和 Xb 中的一个代表来自 L-半胱氨酸或 D-半胱氨酸的氨基酸残基，另一个代表来自侧链上带有卤乙酰基的氨基酸的氨基酸残基，Xa 和 Xb 通过硫醚键相互结合、或 Xa 和 Xb 中的一个代表衍生自 L-青霉胺或 D-青霉胺的氨基酸残基，另一个代表衍生自侧链上带有卤乙酰基的氨基酸的氨基酸残基，且 Xa 和 Xb 通过硫醚键相互结合。