(S)-2-(3-butenyl)alanine | 1011309-60-6

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 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-(3-butenyl)alanine
• 英文别名: (S)-2-Amino-2-methylhex-5-enoic acid；(2S)-2-amino-2-methylhex-5-enoic acid
• CAS: 1011309-60-6
• 化学式: C₇H₁₃NO₂
• 分子量: 143.186
• InChiKey: OQVMALDNOMXRAP-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-(3-butenyl)alanine 在 (1,3-dimesitylimidazolidin-2-yl)(PCy₃)benzylidene-RuCl₂ 氯化亚砜 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  跨复分解路线的功能化的α-甲基α-取代的氨基酸

  摘要：

  用化学酶方法合成功能化的α-甲基α-取代的氨基酸。这涉及酰胺酶介导的α-甲基α-取代的侧链ω-不饱和氨基酸的酶促拆分，然后通过交叉复分解进行功能化。

  DOI：

  10.1002/adsc.200600446
• 作为产物：
  描述：

  5-已烯-2-酮 在 ammonium hydroxide 、 苯甲醛 、 溶剂黄146 作用下， 以 甲醇 、 sodium hydroxide 、 乙醇 、 水 为溶剂， 反应 18.0h， 生成 (S)-2-(3-butenyl)alanine
  参考文献：
  名称：

  跨复分解路线的功能化的α-甲基α-取代的氨基酸

  摘要：

  用化学酶方法合成功能化的α-甲基α-取代的氨基酸。这涉及酰胺酶介导的α-甲基α-取代的侧链ω-不饱和氨基酸的酶促拆分，然后通过交叉复分解进行功能化。

  DOI：

  10.1002/adsc.200600446

文献信息

• Influence of α-methylation in constructing stapled peptides with olefin metathesis
  作者：Qingzhou Zhang、Xiaodong Shi、Yanhong Jiang、Zigang Li

  DOI：10.1016/j.tet.2014.08.004

  日期：2014.10

  Ring-closing metathesis is commonly utilized in peptide macro-cyclization. The influence of alpha-methylation of the amino acids bearing the olefin moieties has never been systematically studied. In this report, controlled reactions unambiguously indicate that alpha-methylation at the N-terminus of the metathesis sites is crucial for this reaction to occur. Also, we first elucidated that the E-isomers of stapled peptides are significantly more helical than the Z-isomers. (C) 2014 Elsevier Ltd. All rights reserved.
• METHODS AND COMPOSITIONS FOR INHIBITING NEDDYLATION OF PROTEINS
  申请人：Monda Julie K.

  公开号：US20140179593A1

  公开（公告）日：2014-06-26

  Provided herein is a novel binding pocket within NEDD8 co-E3 proteins that binds NEDD8 E2 enzymes. Particularly at its M-Terminus. Methods are provided for screening for compounds that bind to the disclosed E2-binding pocket in NEDD8 co-E3 proteins. Compounds that bind to the E2-binding pocket and optionally inhibit the activity of NEDD8 co-E3 proteins and pharmaceutical compositions comprising the same are further provided. The NEDD8 co-E3 inhibitors find use, as agents preventing the NEDDylation of a target protein, in inhibiting cell growth and methods for treating cancers, inflammatory disorders, and pathogenic infections. The preferred inhibitors are peptides corresponding to a M-terminal fragment of Dnc1, e.g. MTLASKLKRDD, MLKLRQLQKKKQ, and MIKLFSLKQQKK, which are substituted at the M-Terminus with an uncharged group (e.g. acyl).
• US9447156B2
  申请人：——

  公开号：US9447156B2

  公开（公告）日：2016-09-20
• [EN] METHODS AND COMPOSITIONS FOR INHIBITING NEDDYLATION OF PROTEINS<br/>[FR] PROCÉDÉS ET COMPOSITIONS PERMETTANT D'INHIBER LA NEDDYLATION DES PROTÉINES
  申请人：ST JUDE CHILDRENS RES HOSPITAL

  公开号：WO2012158789A2

  公开（公告）日：2012-11-22

  Provided herein is a novel binding pocket within NEDD8 co-E3 proteins that binds NEDD8 E2 enzymes. Methods are provided for screening for compounds that bind to the disclosed E2-binding pocket in NEDD8 co-E3 proteins. Compounds that bind to the E2-binding pocket and optionally inhibit the activity of NEDD8 co-E3 proteins and pharmaceutical compositions comprising the same are further provided. The NEDD8 co-E3 inhibitors find use in inhibiting cell growth and methods for treating cancers, inflammatory disorders, and pathogenic infections.