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MC-Val-Cit-PAB

CAS No.
159857-80-4
Chemical Name:
MC-Val-Cit-PAB
Synonyms
N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide;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;MC-Val-Cit-PAB-OH;EOS-60616;MC-Val-it-PAB;ML-Val-Cit-PAB;MC-Val-Cit-PAB;MC-Val-Cit-PAB/MC-VC-PAB-OH;Benzenemethanol,2-chloro-8-nitro-;MC-Val-Cit-PAB (ADC peptide linker)
CBNumber:
CB02554361
Molecular Formula:
C28H40N6O7
Molecular Weight:
572.65
MDL Number:
MFCD26142966
MOL File:
159857-80-4.mol
MSDS File:
SDS
Last updated:2024-11-20 11:41:24

MC-Val-Cit-PAB 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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
NFPA 704
0
2 0

MC-Val-Cit-PAB price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical M3224 MC-Val-Cit-PAB-OH 159857-80-4 100MG $281 2024-03-01 Buy
TCI Chemical M3224 MC-Val-Cit-PAB-OH 159857-80-4 500MG $845 2024-03-01 Buy
Cayman Chemical 28285 Mc-Val-Cit-PAB 159857-80-4 5mg $100 2024-03-01 Buy
Cayman Chemical 28285 Mc-Val-Cit-PAB 159857-80-4 50mg $739 2024-03-01 Buy
Cayman Chemical 28285 Mc-Val-Cit-PAB 159857-80-4 1mg $34 2024-03-01 Buy
Product number Packaging Price Buy
M3224 100MG $281 Buy
M3224 500MG $845 Buy
28285 5mg $100 Buy
28285 50mg $739 Buy
28285 1mg $34 Buy

MC-Val-Cit-PAB Chemical Properties,Uses,Production

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.

55750-63-5
159857-79-1
159857-80-4
Synthesis of MC-Val-Cit-PAB from N-Succinimidyl 6-maleimidohexanoate and Val-cit-PAB-OH
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ChemExpress
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TargetMol Chemicals Inc.
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View Lastest Price from MC-Val-Cit-PAB manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
MC-Val-Cit-PAB pictures 2024-11-19 MC-Val-Cit-PAB
159857-80-4
US $0.00-30.00 / mg 98.24% 10g TargetMol Chemicals Inc.
MC-Val-Cit-PAB-OH pictures 2024-03-29 MC-Val-Cit-PAB-OH
159857-80-4
US $0.00 / g 1g >98.00% 1g Xian confluore Biological Technology Co., Ltd.
N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide pictures 2020-01-09 N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]-L-ornithinamide
159857-80-4
US $6.68 / KG 1KG 97%-99% 1kg-1000kg Career Henan Chemical Co
  • MC-Val-Cit-PAB pictures
  • MC-Val-Cit-PAB
    159857-80-4
  • US $0.00-30.00 / mg
  • 98.24%
  • TargetMol Chemicals Inc.
  • MC-Val-Cit-PAB-OH pictures
  • MC-Val-Cit-PAB-OH
    159857-80-4
  • US $0.00 / g
  • >98.00%
  • Xian confluore Biological Technology Co., Ltd.

MC-Val-Cit-PAB Spectrum

L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-(hydroxyMethyl)phenyl]- 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 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 EOS-60616 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 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 6-(2,5-Dioxo-2,5-dihydro-1-pyrrolyl)-N-[(S)-1-[[(S)-1-[[4-(hydroxymethyl)phenyl]amino]-1-oxo-5-ureido-2-pentyl]amino]-3-methyl-1-oxo-2-butyl]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 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 MC-Val-Cit-PAB-OH N-[6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N5-carbamoyl-N2-[4-(hydroxymethyl)phenyl]-L-ornithinamide Benzenemethanol,2-chloro-8-nitro- MC-Val-Cit-PAB (ADC peptide linker) 6-(2,5-dioxopyrrol-1-yl)-N-[(1S)-1-[[(1S)-1-[[4-(hydroxymethyl)phenyl]carbamoyl]-4-ureido-butyl]carbamoyl]-2-methyl-propyl]hexanamide MC-Val-Cit-PAB/MC-VC-PAB-OH N-[6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N5-carbamoyl-N2-[4-(hydroxymethyl)phenyl]-L-ornithinamide 159857-80-4 59857-80-4 C28H40N6O7 ADCs ADC Linker ADC-Linker ADC-Linkers