A peptide linker molecule
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Mc-Val-Ala-PAB

Item No. 43201

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-L-valyl-N-[4-(hydroxymethyl)phenyl]-L-alaninamide
CAS Number
1870916-87-2
Molecular Formula
C25H34N4O6
Formula Weight
486.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(C=CC1=O)N1CCCCCC(N[C@@H](C(C)C)C(N[C@@H](C)C(NC2=CC=C(C=C2)CO)=O)=O)=O
InChi Code
InChI=1S/C25H34N4O6/c1-16(2)23(28-20(31)7-5-4-6-14-29-21(32)12-13-22(29)33)25(35)26-17(3)24(34)27-19-10-8-18(15-30)9-11-19/h8-13,16-17,23,30H,4-7,14-15H2,1-3H3,(H,26,35)(H,27,34)(H,28,31)/t17-,23-/m0/s1
InChi Key
DAMSURYLURICHN-SBUREZEXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    5 mg

    $32

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    10 mg

    $58

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    50 mg

    $128

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    100 mg

    $224

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    Cayman Chemical
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    Product Description

    Mc-Val-Ala-PAB is a peptide linker molecule that has been used in the synthesis of antibody-drug conjugates (ADCs).1,2 It contains a maleimidocaproyl (Mc) group that can be conjugated to an antibody and a p-aminobenzyl (PAB) spacer that allows the peptide to be linked to active compounds, such as anticancer agents or antibiotics. Mc-Val-Ala-PAB cleavage in vitro and in vivo by cathepsin B allows the active compound to be released at the target site. It has been used in the synthesis of ADCs containing the antimitotic compound monomethyl auristatin E (MMAE; Item No. 16267) or the antibiotic KRM-1657.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, D., Sun, X., Li, Y., et al. AGCM-22, a novel cetuximab-based EGFR-targeting antibody-drug-conjugate with highly selective anti-glioblastoma efficacy. Bioorg. Med. Chem. 102, 117657 (2024).

    2. Fan, S., Bai, Y., Li, Q., et al. Novel antibody-antibiotic conjugate using KRM-1657 as payload eliminates intracellular MRSA in vitro and in vivo. Bioorg. Chem. 150, 107532 (2024).