MC-Val-Cit-PAB
MC-Val-Cit-PAB Basic information
- Product Name:
- MC-Val-Cit-PAB
- Synonyms:
-
- MC-Val-it-PAB
- N-[(2S)-1-[[(2S)-5-(carbamoylamino)-1-[4-(hydroxymethyl)anilino]-1-oxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]-6-(2,5-dioxopyrrol-1-yl)hexanamide
- N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide
- L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-(hydroxyMethyl)phenyl]-
- 6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)hexanamide
- ML-Val-Cit-PAB
- MC-Val-Cit-PAB, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-
- MC-Val-Cit-PAB
- CAS:
- 159857-80-4
- MF:
- C28H40N6O7
- MW:
- 572.65
- Product Categories:
-
- ADCs
- ADC Linker
- ADC-Linker
- ADC-Linkers
- Mol File:
- 159857-80-4.mol
MC-Val-Cit-PAB Chemical Properties
- Boiling point:
- 931.6±65.0 °C(Predicted)
- Density
- 1.276
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO: soluble
- form
- powder to crystal
- pka
- 13.41±0.70(Predicted)
- color
- White to Almost white
- InChIKey
- UMDCMQHPXQLHGR-OFVILXPXSA-N
- SMILES
- C(N)(=O)[C@H](CCCNC(N)=O)N(C(=O)[C@H](C(C)C)NC(=O)CCCCCN1C(=O)C=CC1=O)C1=CC=C(CO)C=C1
- CAS DataBase Reference
- 159857-80-4
MC-Val-Cit-PAB Usage And Synthesis
Description
MC-Val-Cit-PAB-OH is a cleavable peptide linker. The Val-Cit was designed to be cleaved specifically by Cathepsin B. MC group is reactive with thiol moiety
Uses
N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide is used as a reagent to prepare antibody-drug conjugates, which are compounds that selectively deliver cytotoxic drugs to a tumour-associated antigen.
Application
MC-Val-Cit-PAB is a peptide linker that can be used to prepare antibody-drug conjugates (ADCs) for cancer therapy research. For example, CBP-1018, a dual-ligand PDC, is conjugated to MMAE via a cleavable linker (MC-Val-Cit-PABC) that can be cleaved by proteinase B[1]. MC-Val-Cit-PAB can also be used to prepare cetuximab-vc-DOX-NPs conjugates, which have good tumor targeting ability and low systemic toxicity, and are a promising drug delivery targeting system[2].
References
[1] LC-MS/MS method for dual-ligand peptide-drug CBP-1018 and its deconjugated payload MMAE including sample stabilization strategy for its MC-Val-Cit-PABC linker[J]. Talanta, 2024. DOI:10.1016/j.talanta.2024.126596.
[2] ZIXUAN YE. EGFR Targeted Cetuximab-Valine-Citrulline (vc)-Doxorubicin Immunoconjugates- Loaded Bovine Serum Albumin (BSA) Nanoparticles for Colorectal Tumor Therapy.[J]. International Journal of Nanomedicine, 2021. DOI:10.2147/IJN.S289228.
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