114676-59-4

• 常用中文名：(4R)-4-羟基-D-脯氨酸甲酯盐酸盐
• 常用英文名：D-Proline, 4-hydroxy-, methyl ester hydrochloride
• CAS号：114676-59-4
• 分子式：C₆H₁₂ClNO₃
• 分子量：181.617
• 相关类别： 信号通路 抗体- 药物偶联物 ADC连接器
• 发布时间：2018-08-02 15:50:13
• 更新时间：2026-07-03 17:16:14
• D-脯氨酸,4-羟基-甲酯盐酸盐是一种不可切割的ADC连接物,用于合成抗体药物结合物(ADC)。D-脯氨酸,4-羟基-甲酯盐酸盐也是一种基于烷基链的PROTAC连接剂,可用于合成PROTAC[1][2]

名称

• 中文名: (4R)-4-羟基-D-脯氨酸甲酯盐酸盐
• 英文名: D-Proline, 4-hydroxy-, methyl ester, (Hydrochloride) (1:1), (4R)
• 中文别名: 顺式-4-羟基-D-脯氨酸甲酯盐酸盐; (2R,4R)-4-羟基吡咯烷-2-甲酸甲酯盐酸盐; 甲基 (2R,4R)-4-羟基吡咯烷-2-甲酸基酯盐酸; (2R,4R)-顺式-4-羟基-D-脯氨酸甲酯盐酸盐; (2R,4R)-4-羚基此咯烷-2-羚酸甲酯盐酸盐
• 英文别名: D-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1); D-Proline, 4-hydroxy-, methyl ester (hydrochloride); (4R)-4-hydroxy-D-Proline methyl ester hydrochloride (1:1); Methyl (4R)-4-hydroxy-L-prolinate hydrochloride (1:1); Cis-4-Hydroxy-D-proline Methyl ester HCl; Methyl (4R)-4-hydroxy-D-prolinate hydrochloride (1:1); (2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid methyl ester hydrochloride; Methyl (2R,4R)-4-hydroxypyrrolidine-2-cboxylate hydrochloride; CIS-4-HYDROXY-D-PROLINE METHYL ESTER; D-Proline, 4-Hydroxy; L-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1); Cis-D-Hyp-OMe.HCl; Cis-4-hydroxy-proline Methyl ester hydrochloride -D; Cis-D-Hyp-OMe.HC; Methyl 4-hydroxypyrrolidine-2-cboxylate HCl; D-Proline, 4-hydroxy-, methyl ester, hydrochloride (1:1), (4; cis-4-hydroxy-D-proline methyl ester hydrochloride; (2R,4R)-cis-4-hydroxy-D-proline methyl ester hydrochloride; Trans-4-hydroxy-L-proline methyl ester hydrochloride; (4R)-4-Hydroxy-D-proline methyl ester HCl; D-Proline, 4-hydroxy-, methyl ester, hydrochloride (1; (2R,4R)-4-Hydroxypyrrolidine-2-cboxylic acid methyl ester hydrochloride; D-Proline, 4-hydroxy-, Methyl ester, hydrochloride, (4R); methyl cis 4-hydroxyl-D-proline; (2R,4R)-4-Hydroxy-2-(methoxycbonyl)pyrrolidine hydrochloride, cis-4-Hydroxy-D-proline methyl ester hydrochloride; (2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride; D-Proline, 4-hydroxy-, methyl ester, hydrochloride (1:1), (4R); (2R,4R)-methyl 4-hydroxypyrrolidine-2-cboxylate Hydrochloride/CIS-4-HYDROXY-D-PROLINE METHYL ESTER Hydrochloride; Methyl cis-4-Hydroxy-D-proline Hydrochloride

物化性质

• 熔点: 121-123 ºC
• 分子式: C₆H₁₂ClNO₃
• 分子量: 181.617
• 精确质量: 181.050568
• PSA: 58.56000
• LogP: 0.01300
• 储存条件: 室温

生物活性

• 描述: D-脯氨酸,4-羟基-甲酯盐酸盐是一种不可切割的ADC连接物,用于合成抗体药物结合物(ADC)。D-脯氨酸,4-羟基-甲酯盐酸盐也是一种基于烷基链的PROTAC连接剂,可用于合成PROTAC[1][2]
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 抗体- 药物偶联物 >> ADC连接器
  信号通路 >> 蛋白裂解靶向嵌合体 >> PROTAC Linker
• 靶点:

  Non-cleavable

• 体外研究: ADC由抗体组成,抗体通过ADC连接体连接ADC细胞毒素[1]。PROTAC包含两个不同的配体,通过连接体连接；一个是E3泛素连接酶的配体,另一个是靶蛋白的配体。PROTAC利用细胞内泛素-蛋白酶体系统选择性降解目标蛋白质[2]。
• 参考文献:

  [1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.

  [2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

合成路线

67-56-1 2584-71-6 ~99% 114676-59-4

文献：VICURON PHARMACEUTICALS, INC. Patent: WO2004/7444 A2, 2004 ; Location in patent: Page 135 ;

67-56-1 77449-94-6 ~91% 114676-59-4

文献：Peng, Jianbiao; Clive, Derrick L. J. Journal of Organic Chemistry, 2009 , vol. 74, # 2 p. 513 - 519

2584-71-6 ~99% 114676-59-4

文献：Shionogi Seiyaku Kabushiki Kaisha Patent: US5317016 A1, 1994 ;

75-36-5 2584-71-6 ~98% 114676-59-4

文献：Rosen; Fesik; Chu; Pernet Synthesis, 1988 , # 1 p. 40 - 44

67-56-1 1064036-63-0 ~% 114676-59-4

文献：WO2005/108358 A2, ; Page/Page column 35 ; WO 2005/108358 A2

444313-67-1 ~% 114676-59-4

文献：WO2014/32 A1, ;

51-35-4 ~% 114676-59-4

文献：WO2014/32 A1, ;

上下游产品

上游产品  5
67-56-1 2584-71-6 77449-94-6 75-36-5
51-35-4
下游产品  4
114676-97-0 256487-77-1 254881-77-1 681128-50-7