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Boc-Val-Ala-PAB

Basic information Safety Supplier Related

Boc-Val-Ala-PAB Basic information

Product Name:
Boc-Val-Ala-PAB
Synonyms:
  • Boc-Val-Ala-PAB
  • (S)-2-(Boc-amino)-N-[(S)-1-[[4-(hydroxymethyl)phenyl]amino]-1-oxo-2-propyl]-3-methylbutanamide
  • tert-Butyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxopropan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)carbamate
  • L-Alaninamide, N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-N-[4-(hydroxymethyl)phenyl]-
  • tert-butyl N-[(1S)-1-{[(1S)-1-[(4-(hydroxymethyl)phenyl)carbamoyl]ethyl]carbamoyl}-2-methylpropyl]carbamate
  • tert-butyl N-[(2S)-1-[[(2S)-1-[4-(hydroxymethyl)anilino]-1-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]carbamate
CAS:
1884577-99-4
MF:
C20H31N3O5
MW:
393.48
Product Categories:
  • Linker
Mol File:
1884577-99-4.mol
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Boc-Val-Ala-PAB Chemical Properties

Boiling point:
653.7±55.0 °C(Predicted)
Density 
1.166±0.06 g/cm3(Predicted)
storage temp. 
Storage temp. 2-8°C
form 
Solid
pka
11.26±0.46(Predicted)
color 
White to off-white
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Boc-Val-Ala-PAB Usage And Synthesis

Description

Boc-Val-Ala-PAB is a cleavable ADC linker. The Val-Ala is effectively cleaved by lysosomal proteolytic enzymes while being highly stable in human plasma, making this a potentent stragy in ADC linker design. The t-butyl protected carboxyl group can be deprotected under acidic conditions.

Uses

Boc-Val-Ala-PAB is a cathepsin cleavable ADC linker that is used for making antibody-drug conjugate (ADCs)[1][2].

References

[1] HP Wilson, et al. Pyrrolobenzodiazepines and conjugates thereof: World Intellectual Property Organization, WO2016037644. 2016-03-17.
[2] HP Wilson, et al. Preparation of pyrrolobenzodiazepine dimers and their conjugates with cell binding agents, especially pyrrolobenzodiazepine dimer drug linker antibody conjugates and their use for treating proliferative diseases, particularly cancer: World Intellectual Property Organization, WO2016038383. 2016-03-17

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