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934372

Sigma-Aldrich

MC-Val-Cit-PAB-PNP

≥95%

Synonym(s):

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]-

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50 MG
€265.00

€265.00

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50 MG
€265.00

About This Item

Empirical Formula (Hill Notation):
C35H43N7O11
CAS Number:
159857-81-5
Molecular Weight:
737.76
Beilstein:
10322169
MDL number:
MFCD22200431
UNSPSC Code:
12352200
PubChem Substance ID:
468592337
NACRES:
NA.22

€265.00

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Quality Level

100

Assay

≥95%

form

powder

storage temp.

2-8°C

SMILES string

[N+](=O)([O-])c1ccc(cc1)OC(=O)OCc2ccc(cc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCCCCN3C(=O)C=CC3=O)C(C)C)CCCNC(=O)N

InChI key

HYSPJPGXSALJRR-DHIFEGFHSA-N

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 activated carbonate esters can be used for construction of carbamate linkages with amine containing payloads.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000266234
0000246418
0000246418
0000266234

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Qinhuai Lai et al.
European journal of medicinal chemistry, 199, 112364-112364 (2020-05-14)
Cryptophycin-52 (CR52), a tubulin inhibitor, exhibits promising antitumor activity in vitro (picomolar level) and in mouse xenograft models. However, the narrow therapeutic window in clinical trials limits its further development. Antibody-drug conjugate (ADC), formed by coupling cytotoxic compound (payload) to an
Zixuan Ye et al.
International journal of nanomedicine, 16, 2443-2459 (2021-04-06)
Specific modifications to carriers to achieve targeted delivery of chemotherapeutics into malignant tissues are a critical point for efficient diagnosis and therapy. In this case, bovine serum albumin (BSA) was conjugated with cetuximab-valine-citrulline (vc)-doxorubicin (DOX) to target epidermal growth factor

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