Maleimido-tri(ethylene glycol)-propionic acid

Modify Date: 2024-01-03 00:21:49

Maleimido-tri(ethylene glycol)-propionic acid Structure
Maleimido-tri(ethylene glycol)-propionic acid structure
Common Name Maleimido-tri(ethylene glycol)-propionic acid
CAS Number 518044-40-1 Molecular Weight 301.293
Density 1.5±0.1 g/cm3 Boiling Point 634.2±55.0 °C at 760 mmHg
Molecular Formula C13H19NO7 Melting Point N/A
MSDS N/A Flash Point 337.3±31.5 °C

 Use of Maleimido-tri(ethylene glycol)-propionic acid


Maleimido-tri(ethylene glycol)-propionic acid is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Maleimido-tri(ethylene glycol)-propionic acid is used for the preparation of neolymphostin-based ADC precursors for site-specific cysteine mutant trastuzumab-A114C conjugation[1].

 Names

Name 3-(2,5-dioxopyrrol-1-yl)-5-hydroxy-2,2-bis(2-hydroxyethyl)pentanoic acid
Synonym More Synonyms

  Biological Activity

Description Maleimido-tri(ethylene glycol)-propionic acid is a cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Maleimido-tri(ethylene glycol)-propionic acid is used for the preparation of neolymphostin-based ADC precursors for site-specific cysteine mutant trastuzumab-A114C conjugation[1].
Related Catalog
Target

Cleavable

In Vitro Mal-PEG3-C2-acid can be used to synthesis linker-payload 16 (compound 15) and 20 (compound 18). linker-payload 16 amd 20 is conjugated to DAR1.9 and DAR1.7[1]. ADC 23 and 24 are Neolymphostin ADCs that composes of DAG 1.9 and DAG1.7 linked to PIKK inhibitors with linker-payload 16 and 20, respectively[1]. ADC24 demonstrates cytotoxic activity against BT474 and N87 cell lines with IC50 of 195 and 202 nM, respectively[1]. ADC23 demonstrates cytotoxic activity against BT474 and N87 cell lines with IC50 of 286 and 274 nM, respectively[1].
References

[1]. Zhou D,et al. Novel PIKK inhibitor antibody-drug conjugates: Synthesis and anti-tumor activity.Bioorg Med Chem Lett. 2019 Apr 1;29(7):943-947.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 634.2±55.0 °C at 760 mmHg
Molecular Formula C13H19NO7
Molecular Weight 301.293
Flash Point 337.3±31.5 °C
Exact Mass 301.116150
PSA 135.37000
LogP -1.29
Vapour Pressure 0.0±4.2 mmHg at 25°C
Index of Refraction 1.597

 Synthetic Route

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Maleimido-tri(ethylene glycol)-propionic acid Structure

Maleimido-tri(e...

CAS#:518044-40-1

Literature: Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; El Sheikh, Sherif; Willuda, Jörg; Kopitz, Charlotte Christine; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Jörissen, Hannah; Borkowski, Sandra Patent: US2013/66055 A1, 2013 ; Location in patent: Page/Page column ; Title/Abstract Full Text Show Details Bayer Pharma Aktiengesellschaft; Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; Sheikh, Sherif El; Willuda, Jörg; Kopitz, Charlotte C.; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Jörißen, Hannah; Brokowski, Sandra Patent: US2014/127240 A1, 2014 ; Location in patent: Page/Page column ;

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Maleimido-tri(ethylene glycol)-propionic acid Structure

Maleimido-tri(e...

CAS#:518044-40-1

Literature: Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; El Sheikh, Sherif; Willuda, Jörg; Kopitz, Charlotte Christine; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Jörissen, Hannah; Borkowski, Sandra Patent: US2013/66055 A1, 2013 ; Title/Abstract Full Text Show Details Bayer Pharma Aktiengesellschaft; Bayer Intellectual Property GmbH; Lerchen, Hans-Georg; Linden, Lars; Sheikh, Sherif El; Willuda, Jörg; Kopitz, Charlotte C.; Schuhmacher, Joachim; Greven, Simone; Mahlert, Christoph; Stelte-Ludwig, Beatrix; Golfier, Sven; Beier, Rudolf; Heisler, Iring; Harrenga, Axel; Thierauch, Karl-Heinz; Bruder, Sandra; Petrul, Heike; Jörißen, Hannah; Brokowski, Sandra Patent: US2014/127240 A1, 2014 ;

 Synonyms

Maleimido-Tri(EthyleneGlycol)-PropionicAcid
1H-Pyrrole-1-propanoic acid, 2,5-dihydro-α,α,β-tris(2-hydroxyethyl)-2,5-dioxo-
3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)-5-hydroxy-2,2-bis(2-hydroxyethyl)pentanoic acid
3-(2-(2-(2-(2,5-dioxo-2H-pyrrol-1(5H)-yl)ethoxy)ethoxy)ethoxy)propanoic acid
MAL-PEG3-COOH