Dl-天冬氨酸-2,3,3-d3 | 14341-75-4

• 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: Dl-天冬氨酸-2,3,3-d3
• 中文别名: N-α-叔丁氧基羰基-N-ε-(2-硝基苯磺酰基)-L-赖氨酸，N-α-Boc-N-ε-戊糖基-L-赖氨酸
• 英文名称: DL-<4-(13)C,2,3,3-(2)H3>aspartic acid
• 英文别名: D,L-<2,3,3-(2)H3>-Aspartic acid；2-amino-2,3,3-trideuterio-succinic acid；α,β,β-Trideutero-DL-asparaginsaeure；α,β,β-Trideutero-L-asparaginsaeure；Aspariginsaeure-d(3)；D,L-(2,3,3-(2)H3)-Aspartic acid；DL-Aspartic-2,3,3-d3 Acid；2-amino-2,3,3-trideuteriobutanedioic acid
• CAS: 14341-75-4
• 化学式: C₄H₇NO₄
• 分子量: 136.08
• InChiKey: CKLJMWTZIZZHCS-FUDHJZNOSA-N

物化性质

• 熔点：
  >300 °C (dec.)(lit.)
• 溶解度：
  轻微溶于甲醇、加热微溶于水

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 安全说明：
  S22,S24/25
• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 Dl-天冬氨酸-2,3,3-d3 、 乙酸酐 在 sodium hydroxide 作用下， 生成 dimethyl N-acetyl<4-(13)C,2,3,3(2)H3>aspartate
  参考文献：
  名称：

  Baxter, Robert L.; Hanley, A. Bryan; Chan, Henry W.-S., Journal of the Chemical Society. Perkin transactions I, 1992, # 19, p. 2495 - 2502

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-天门冬氨酸 在 sodium hydroxide 、 aluminum(III) sulfate 、 重水 、 吡哆醛盐酸盐 、 三乙胺 作用下， 反应 48.0h， 以30%的产率得到Dl-天冬氨酸-2,3,3-d3
  参考文献：
  名称：

  Biosynthesis of capreomycin. 2. Incorporation of L-serine, L-alanine, and L-2,3-diaminopropionic acid

  摘要：

  The biosynthesis of the antitubercular antibiotic capreomycin has been studied by administration of isotopically labeled (C-13 and H-2) precursors to Streptomyces capreolus A250. These studies indicated that the 2,3-diaminopropionate (Dap) moiety of capreomycin is derived from serine via a dehydroalanyl intermediate. The very high incorporation of labeled serine specifically into the serine moiety of capreomycin IA, 1, and incorporation of labeled alanine into the alanine moiety of capreomycin IB, 2, revealed that neither 1 nor 2 is converted into the other. Deuteriated 2,3-diaminopropionic acid was incorporated specifically into the Dap and DELTA2,3-ureido-Dap residues, demonstrating that it is an intermediate in the biosynthesis of capreomycin and revealing that the pathway involves prepeptide assembly modification of serine.

  DOI：

  10.1021/jo00071a029

文献信息

• Baxter, Robert L.; Hanley, A. Bryan; Chan, Henry W.-S., Journal of the Chemical Society. Perkin transactions I, 1992, # 19, p. 2495 - 2502
  作者：Baxter, Robert L.、Hanley, A. Bryan、Chan, Henry W.-S.、Greenwood, Suzanne L.、Abbot, Elaine M.、et al.

  DOI：——

  日期：——
• Biosynthesis of capreomycin. 2. Incorporation of L-serine, L-alanine, and L-2,3-diaminopropionic acid
  作者：Mu Wang、Steven J. Gould

  DOI：10.1021/jo00071a029

  日期：1993.9

  The biosynthesis of the antitubercular antibiotic capreomycin has been studied by administration of isotopically labeled (C-13 and H-2) precursors to Streptomyces capreolus A250. These studies indicated that the 2,3-diaminopropionate (Dap) moiety of capreomycin is derived from serine via a dehydroalanyl intermediate. The very high incorporation of labeled serine specifically into the serine moiety of capreomycin IA, 1, and incorporation of labeled alanine into the alanine moiety of capreomycin IB, 2, revealed that neither 1 nor 2 is converted into the other. Deuteriated 2,3-diaminopropionic acid was incorporated specifically into the Dap and DELTA2,3-ureido-Dap residues, demonstrating that it is an intermediate in the biosynthesis of capreomycin and revealing that the pathway involves prepeptide assembly modification of serine.