[(S)-2-Benzyloxycarbonylamino-4-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-butyrylamino]-acetic acid tert-butyl ester | 403736-59-4

• 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
• 英文名称: [(S)-2-Benzyloxycarbonylamino-4-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-butyrylamino]-acetic acid tert-butyl ester
• CAS: 403736-59-4
• 化学式: C₂₁H₂₉N₅O₆S
• 分子量: 479.557
• InChiKey: OVMRRWHUFBNYFV-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  140.77
• 氢给体数：
  3.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  [(S)-2-Benzyloxycarbonylamino-4-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-butyrylamino]-acetic acid tert-butyl ester 在 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以100%的产率得到[(S)-2-Benzyloxycarbonylamino-4-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-butyrylamino]-acetic acid
  参考文献：
  名称：

  Synthesis and evaluation of novel dipeptide-bound 1,2,4-Thiadiazoles as irreversible inhibitors of guinea pig liver transglutaminase

  摘要：

  Herein we report the synthesis and evaluation of 14 novel peptides as potential irreversible inactivators of guinea pig liver transglutaminase (TGase). These peptides were designed to resemble Cbz-L-Gln-Gly, known to be a good TGase substrate, and to include a 1,2,4-thiadiazole group. The side chain length of the amino acid residue bearing the inhibitor group was also varied in order to permit investigation of this effect. Their inactivation rate constants were measured using a direct continuous spectrophotometric method and were found to vary between 0.330 to 0.89 muM min(-1). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00228-0
• 作为产物：
  描述：

  甘氨酸叔丁酯盐酸盐 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 二乙胺 、 三乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 36.0h， 生成 [(S)-2-Benzyloxycarbonylamino-4-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-butyrylamino]-acetic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and evaluation of novel dipeptide-bound 1,2,4-Thiadiazoles as irreversible inhibitors of guinea pig liver transglutaminase

  摘要：

  Herein we report the synthesis and evaluation of 14 novel peptides as potential irreversible inactivators of guinea pig liver transglutaminase (TGase). These peptides were designed to resemble Cbz-L-Gln-Gly, known to be a good TGase substrate, and to include a 1,2,4-thiadiazole group. The side chain length of the amino acid residue bearing the inhibitor group was also varied in order to permit investigation of this effect. Their inactivation rate constants were measured using a direct continuous spectrophotometric method and were found to vary between 0.330 to 0.89 muM min(-1). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00228-0