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114676-59-4

114676-59-4 structure
114676-59-4 structure
  • Name: D-Proline, 4-hydroxy-, methyl ester hydrochloride
  • Chemical Name: D-Proline, 4-hydroxy-, methyl ester, (Hydrochloride) (1:1), (4R)
  • CAS Number: 114676-59-4
  • Molecular Formula: C6H12ClNO3
  • Molecular Weight: 181.617
  • Catalog: Signaling Pathways Antibody-drug Conjugate ADC Linker
  • Create Date: 2018-08-02 15:50:13
  • Modify Date: 2024-01-10 11:01:51
  • D-Proline, 4-hydroxy-, methyl ester hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). D-Proline, 4-hydroxy-, methyl ester hydrochloride is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2

Name D-Proline, 4-hydroxy-, methyl ester, (Hydrochloride) (1:1), (4R)
Synonyms D-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1)
Trans-4-hydroxy-L-proline methyl ester hydrochloride
Methyl (4R)-4-hydroxy-L-prolinate hydrochloride (1:1)
Methyl (4R)-4-hydroxy-D-prolinate hydrochloride (1:1)
CIS-4-HYDROXY-D-PROLINE METHYL ESTER
L-Proline, 4-hydroxy-, methyl ester, (4R)-, hydrochloride (1:1)
cis-4-hydroxy-D-proline methyl ester hydrochloride
methyl cis 4-hydroxyl-D-proline
(2R,4R)-4-Hydroxypyrrolidine-2-carboxylic acid methyl ester hydrochloride
(2R,4R)-Methyl 4-hydroxypyrrolidine-2-carboxylate hydrochloride
Description D-Proline, 4-hydroxy-, methyl ester hydrochloride is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). D-Proline, 4-hydroxy-, methyl ester hydrochloride is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs[1][2
Related Catalog
Target

Non-cleavable

In Vitro ADCs are comprised of an antibody to which is attached an ADC cytotoxin through an ADC linker[1]. PROTACs contain two different ligands connected by a linker; one is a ligand for an E3 ubiquitin ligase and the other is for the target protein. PROTACs exploit the intracellular ubiquitin-proteasome system to selectively degrade target proteins[2].
References

[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.

Melting Point 121-123 ºC
Molecular Formula C6H12ClNO3
Molecular Weight 181.617
Exact Mass 181.050568
PSA 58.56000
LogP 0.01300

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

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

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

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

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

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Literature: WO2014/32 A1, ;

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114676-59-4 structure

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Literature: WO2014/32 A1, ;