ChemicalBook--->CAS DataBase List--->159857-81-5

159857-81-5

159857-81-5 Structure

159857-81-5 Structure
IdentificationBack Directory
[Name]

L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]-
[CAS]

159857-81-5
[Synonyms]

CS-1787
MC-VC-PAB-PNP
VCMMAE linker
L-Ornithinamide
MC-Val-Cit-PABC
JACS-159857-81-5
MC-VAL-CIT-PAB-PNB
MC-Val-Cit-PAB-PNP
Mc-Val-Cit-PABC-PNP
MC-VC-PAB-PNP,Mc-Val-Cit-PABC-PNP
Mc-Val-Cit-PABC-PNP(VCMMAE linker)
MC-Val-Cit-PAB-PNP (ADC peptide linker)
MC-VAL-CIT-PABC-PNP;MC-VC-PAB-PNP;MC-VAL-CIT-PAB-PNB;MC-VAL-CIT-PAB-PNP
Maleimidocaproyl-L-valine-L-citrulline-p-aminobenzyl alcohol p-nitrophenyl carbonate
N-(6-Maleimidocaproyl)-L-valyl-N5-carbamoyl-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]methyl]phenyl
Mc-Val-Cit-PABC-PNP (Maleimidocaproyl-L-valine-L-citrulline-p-aminobenzyl alcohol p-nitrophenyl carbonate)
N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]-
4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido)-3-methylbutanamido)-5-ureidopentanamido)benzyl 4-nitrophenyl carbonate
N-[6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanoyl]-L-valyl-N5-carbamoyl-N[4-({[(4-nitrophenoxy)carbonyl]oxy}methyl)phenyl]-L-ornithinamide
4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido)-3-methylbutanamido)-5-ureidopentanamido)benzyl 4-nitrophenyl carbonate,linker
Maleimidocaproyl-L-valine-L-citrulline-p-aminobenzyl alcohol p-nitrophenyl carbonate Mc-Val-Cit-PABC-PNP
[4-[[(2S)-2-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoylamino]-3-methyl-butanoyl]amino]-5-ureido-pentanoyl]amino]phenyl]methyl (4-nitrophenyl) carbonate
L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]-
L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(5-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]-
L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]- ISO 9001:2015 REACH
[Molecular Formula]

C35H43N7O11
[MDL Number]

MFCD22200431
[MOL File]

159857-81-5.mol
[Molecular Weight]

737.756
Chemical PropertiesBack Directory
[Boiling point ]

1034.5±65.0 °C(Predicted)
[density ]

1.338±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

DMF: 25 mg/ml; DMSO: 20 mg/ml; DMSO:PBS(pH 7.2) (1:4): 0.20 mg/ml
[form ]

A crystalline solid
[pka]

13.24±0.70(Predicted)
[color ]

Off-white to light yellow
[InChIKey]

UQRQGHMQKAXOTE-DHIFEGFHSA-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(COC(OC2=CC=C([N+]([O-])=O)C=C2)=O)C=C1
Hazard InformationBack Directory
[Description]

Mc-Val-Cit-PABC-PNP is a peptide linker molecule used in the synthesis of antibody-drug conjugates (ADCs). It contains a maleimidocaproyl (Mc) group that can be conjugated to an antibody and a p-nitrophenol (PNP) group that allows the peptide to be linked to anticancer compounds, such as doxorubicin (Item No. 15007) or monomethyl auristatin E (MMAE; Item No. 16267). ADCs target specific cell populations to induce a selective response, such as cell death in cancer cells.
[Uses]

Mc-Val-Cit-PABC-PNP is a cathepsin cleavable ADC linker used in the synthesis of antibody-drug conjugates.
[General Description]

Mc-Val-Cit-PABC-PNP is chemically known as L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]-, an enzymatically cleavable linker for antibody-drug conjugates (ADCs). Other ADCs linkers include MC-Val-Cit-PAB-PNP, Mc-Val-Ala-PAB-PNP, Mc-Val-Cit-PABOH, and VcMMAE.
[IC 50]

Protease Cleavable Linker; Cleavable Linker
[storage]

4°C, protect from light, stored under nitrogen
Spectrum DetailBack Directory
[Spectrum Detail]

L-OrnithinaMide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aMinocarbonyl)-N-[4-[[[(4-nitrophenoxy)carbonyl]oxy]Methyl]phenyl]-(159857-81-5)1HNMR
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