methyl 3α-amino-7α,12α-dihydroxy-5β-cholan-24-oate | 138566-72-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: methyl 3α-amino-7α,12α-dihydroxy-5β-cholan-24-oate
• 英文别名: 3α-amino-7α,12α-dihydroxy-5β-cholanoic acid-(24)；3α-Amino-7α,12α-dihydroxy-5β-cholansaeure-(24)；(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-amino-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
• CAS: 138566-72-0
• 化学式: C₂₄H₄₁NO₄
• 分子量: 407.594
• InChiKey: KXMMRGWYGFRFMF-OELDTZBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 3α-amino-7α,12α-dihydroxy-5β-cholan-24-oate 在 盐酸 作用下， 以 水 为溶剂， 以0.49 g的产率得到methyl 3α-amino-7α,12α-dihydroxy-5β-cholan-24-oate hydrochloride
  参考文献：
  名称：

  Synthesis of new, UV-photoactive dansyl derivatives for flow cytometric studies on bile acid uptake

  摘要：

  已合成四种新的氟荧光胆酸衍生物；它们在3α-、3β-、7α-或7β-位点上引入了丹酰基团。这些胆酸类类似物具有紫外光光活性，并且表现出绿色荧光。此外，已证明它们适合通过流式细胞术研究胆酸运输的动力学。

  DOI：

  10.1039/b912134j
• 作为产物：
  描述：

  7α.12α-diacetoxy-3-hydroxyimino-5β-cholanoic acid-(24)-methyl ester 在 氢氧化钾 、 异戊醇 、 sodium 作用下， 生成 methyl 3α-amino-7α,12α-dihydroxy-5β-cholan-24-oate
  参考文献：
  名称：

  Redel et al., Bulletin de la Societe Chimique de France, 1949, p. 877,881

  摘要：

  DOI：

文献信息

• Engineered biocatalysts and methods for synthesizing chiral amines
  申请人：Codexis, Inc.

  公开号：US10435674B2

  公开（公告）日：2019-10-08

  The present disclosure provides engineered transaminase polypeptides for the production of amines, polynucleotides encoding the engineered transaminases, host cells capable of expressing the engineered transaminases, and methods of using the engineered transaminases to prepare compounds useful in the production of active pharmaceutical agents.

  本公开提供了用于生产胺的工程化转氨酶多肽、编码工程化转氨酶的多核苷酸、能够表达工程化转氨酶的宿主细胞，以及使用工程化转氨酶制备用于生产活性药剂的化合物的方法。
• Design of novel synthetic MTS conjugates of bile acids for site-directed sulfhydryl labeling of cysteine residues in bile acid binding and transporting proteins
  作者：Abhijit Ray、Antara Banerjee、Cheng Chang、Chandra M. Khantwal、Peter W. Swaan

  DOI：10.1016/j.bmcl.2005.12.050

  日期：2006.3

  The purpose of this study was to design bile acid-containing methanethiosulfonate (MTS) agents with appropriate physical attributes to effectively modify the cysteine residues present in the human apical sodium-dependent bile acid transporter. Four physical properties including surface area, molecular volume, Clog P, and dipole moment were calculated for each semiempirically optimized structure of NITS compounds. The specificity of the synthesized bile acid-MTS conjugate toward native cysteines and putative bile acid interacting domains of hASBT was supported by the effect of 1 mM cholyl-MTS, cholylglycyl-MTS, and 3-amino-cholyl-MTS on uptake activity, that displayed a significant decrease in TCA affinity (K-T = 69.9 +/- 4.5, 69.01 +/- 6.2, and 63.24 +/- 0.26 mu M and J(max) = 35.8 +/- 0.3, 24.03 +/- 1.22, 46.49 +/- 5.01 pmol mg protein min(-1), respectively). These compounds prove to be effective tools in probing the structural and functional effects of cysteine residues in bile acid binding and transporting proteins. (C) 2005 Elsevier Ltd. All rights reserved.
• Jones; Webb; Smith, Journal of the Chemical Society, 1949, p. 2146,2167
  作者：Jones、Webb、Smith

  DOI：——

  日期：——
• ENGINEERED BIOCATALYSTS AND METHODS FOR SYNTHESIZING CHIRAL AMINES
  申请人：CODEXIS, INC.

  公开号：US20150329837A1

  公开（公告）日：2015-11-19

  The present disclosure provides engineered transaminase polypeptides for the production of amines, polynucleotides encoding the engineered transaminases, host cells capable of expressing the engineered transaminases, and methods of using the engineered transaminases to prepare compounds useful in the production of active pharmaceutical agents.
• US9902943B2
  申请人：——

  公开号：US9902943B2

  公开（公告）日：2018-02-27