| Identification | Back Directory | [Name]
N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide | [CAS]
159857-80-4 | [Synonyms]
EOS-60616
MC-Val-it-PAB
ML-Val-Cit-PAB
MC-Val-Cit-PAB
MC-Val-Cit-PAB-OH
N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymeth
N-[6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N5-carbamoyl-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide
N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide
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]-
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-ox
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
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 | [Molecular Formula]
C28H40N6O7 | [MDL Number]
MFCD26142966 | [MOL File]
159857-80-4.mol | [Molecular Weight]
572.65 |
| Chemical Properties | Back Directory | [Boiling point ]
931.6±65.0 °C(Predicted) | [density ]
1.276 | [storage temp. ]
Inert atmosphere,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 |
| Hazard Information | Back Directory | [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.
|
|
|