Ala-Iaa | 90763-67-0

• 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
• 英文名称: Ala-Iaa
• 英文别名: (2S)-2-amino-N-(3-methylbutyl)propanamide
• CAS: 90763-67-0
• 化学式: C₈H₁₈N₂O
• 分子量: 158.244
• InChiKey: ISUPQBWKSWDCTI-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Ala-Iaa 、 [((R)-1-Benzyloxycarbonylamino-3-methyl-butyl)-methoxy-phosphinoyl]-acetic acid 在 N,N'-二环己基碳二亚胺 作用下， 生成 ((R)-1-Benzyloxycarbonylamino-3-methyl-butyl)-{[(S)-1-(3-methyl-butylcarbamoyl)-ethylcarbamoyl]-methyl}-phosphinic acid methyl ester
  参考文献：
  名称：

  Potent inhibition of pepsin and penicillopepsin by phosphorus-containing peptide analogs

  摘要：

  Phosphinic and phosphonic acid peptide derivatives have been evaluated as inhibitors of the aspartic proteases pepsin and penicillopepsin. The most potent of those studied is isovaleryl-Val-Val-Leu(P)-(O)Phe-Ala-Ala-OMe (4) (Leu(P) represents the phosphonic acid analogue of leucine; (O)Phe represents L-beta-phenyllactic acid, the alcohol analogue of phenylalanine), for which the K(i) values for pepsin and penicillopepsin are 0.26 and 0.19 nM, respectively. While this compound binds to penicillopepsin with an association rate constant, k(on), of (6.5 +/- 1.5) X 10(5) M(-1) s(-1), it does not show slow- or two-step binding with pepsin. The binding of Cbz-Ala-Ala-Leu(P)-(O)Phe-OMe (1) to penicillopepsin is strongly dependent on pH: in comparison to pH 4.5, the affinity at pH 3.5 is increased 10-fold and at pH 5.5 it is decreased 40-fold. The two diastereomers of a nonionic phosphinamide analogue (10A, 10B) of a statine-containing inhibitor were prepared; however, both are significantly weaker inhibitors of pepsin than the phosphinic acid itself (7).

  DOI：

  10.1021/jo00313a012

文献信息

• Methods for treating anthrax and inhibiting lethal factor
  申请人：Hermes Jeffery D.

  公开号：US20100003276A1

  公开（公告）日：2010-01-07

  This invention relates to a method of inhibiting lethal factor (LF) or for treating anthrax and other conditions related to anthrax infection comprising co-administration of an effective amount of an LF inhibitor and a vaccine to a patient in need of such treatment. Such co-administration unexpectedly provides an effective immune response.

  这项发明涉及一种抑制致死因子（LF）或用于治疗炭疽病和与炭疽感染相关的其他疾病的方法，包括向需要此类治疗的患者联合给予有效剂量的LF抑制剂和疫苗。这种联合给药意外地提供了有效的免疫反应。
• US7504425B2
  申请人：——

  公开号：US7504425B2

  公开（公告）日：2009-03-17