| 218291-44-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 218291-44-2
• 化学式: C₅₆H₆₆N₄O₂₃
• 分子量: 1163.15
• InChiKey: XSDWBNHDTPCIFG-LWCIZHCKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  83.0
• 可旋转键数：
  24.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  346.65
• 氢给体数：
  4.0
• 氢受体数：
  23.0

反应信息

• 作为反应物：
  描述：

  在 吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthetic and Immunological Studies on Clustered Modes of Mucin-Related Tn and TF O-Linked Antigens:  The Preparation of a Glycopeptide-Based Vaccine for Clinical Trials against Prostate Cancer

  摘要：

  The syntheses of two tumor-associated carbohydrate antigens, Tn and TF, have been achieved using glycal assembly and cassette methodologies. These synthetic antigens were subsequently clustered (c) and immunoconjugated to a carrier protein (KLH or BSA) or a synthetic lipopeptide (pam) for immunological study. Three Tn conjugates were used to vaccinate groups of mice, and all preparations proved to be immunogenic. The Tn(c) covalently linked to KLH (27-KLH) plus the adjuvant QS-21 was the optimal vaccine, inducing high median IgM and IgG titers against Tn(c) by ELISA. These antibodies were strongly reactive with the Tn(c) positive human colon cancer cell line LS-C but not the Tn(c) negative colon cancer cell Line LS-B by FAGS. The antibodies' reactivities with natural antigens were inhibited with synthetic Tn(c) but not with structurally unrelated compounds. On the basis of these results, vaccines containing 27-KLH and 30-pam plus QS-21 are being tested in patients with prostate cancer.

  DOI：

  10.1021/ja9825128
• 作为产物：
  描述：

  Fmoc-O-苄基-L-丝氨酸 在 吗啉 、 吡啶 、 甲醇 、 4-二甲氨基吡啶 、 2-isobutoxy-1-isobutoxycarbonyl-1,2-dihydroquinoline 、 三氟甲磺酸三甲基硅酯 、 TEA 、 碘 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.05h， 生成
  参考文献：
  名称：

  Synthetic and Immunological Studies on Clustered Modes of Mucin-Related Tn and TF O-Linked Antigens:  The Preparation of a Glycopeptide-Based Vaccine for Clinical Trials against Prostate Cancer

  摘要：

  The syntheses of two tumor-associated carbohydrate antigens, Tn and TF, have been achieved using glycal assembly and cassette methodologies. These synthetic antigens were subsequently clustered (c) and immunoconjugated to a carrier protein (KLH or BSA) or a synthetic lipopeptide (pam) for immunological study. Three Tn conjugates were used to vaccinate groups of mice, and all preparations proved to be immunogenic. The Tn(c) covalently linked to KLH (27-KLH) plus the adjuvant QS-21 was the optimal vaccine, inducing high median IgM and IgG titers against Tn(c) by ELISA. These antibodies were strongly reactive with the Tn(c) positive human colon cancer cell line LS-C but not the Tn(c) negative colon cancer cell Line LS-B by FAGS. The antibodies' reactivities with natural antigens were inhibited with synthetic Tn(c) but not with structurally unrelated compounds. On the basis of these results, vaccines containing 27-KLH and 30-pam plus QS-21 are being tested in patients with prostate cancer.

  DOI：

  10.1021/ja9825128