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936383

Sigma-Aldrich

Mc-Val-Cit-PAB

new

≥95%

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Synonym(s):
Mc-Val-Cit-PAB, 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, N-[(1S)-1-[[(1S)-4-(carbamoylamino)-1-[[4-(hydroxymethyl)phenyl]carbamoyl]butyl]carbamoyl]-2-methylpropyl]-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 (ACI), L-Ornithinamide, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N5-(aminocarbonyl)-N-[4-(hydroxymethyl)phenyl]- (9CI, ACI)
Empirical Formula (Hill Notation):
C28H40N6O7
Molecular Weight:
572.65
UNSPSC Code:
12352209

Quality Level

100

Assay

≥95%

form

powder or crystals

color

white to yellow

storage temp.

−20°C

SMILES string

[C@@H](NC([C@@H](NC(CCCCCN1C(=O)C=CC1=O)=O)[C@H](C)C)=O)(C(NC2=CC=C(CO)C=C2)=O)CCCNC(N)=O

InChI

1S/C28H40N6O7/c1-18(2)25(33-22(36)8-4-3-5-16-34-23(37)13-14-24(34)38)27(40)32-21(7-6-15-30-28(29)41)26(39)31-20-11-9-19(17-35)10-12-20/h9-14,18,21,25,35H,3-8,15-17H2,1-2H3,(H,31,39)(H,32,40)(H,33,36)(H3,29,30,41)/t21-,25-/m0/s1

Application

This is a bifunctional cathepsin cleavable linker used in the construction of antibody drug conjugates (ADC).

Features and Benefits

The maleimide functionality can be used for bioconjugation to thiols in monoclonal antibodies while the benzyl alcohol can be used for construction of carbamate linkages with amine containing payloads.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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