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Home Product Protected Amino Acids, Resins & Reagents Specialty Peptide Building Blocks H-Asn(Trt)-PAB

DESCRIPTION

H-Asn(Trt)-PAB is a protected asparagine-p-aminobenzyl (PAB) linker intermediate used in the construction of enzyme-cleavable self-immolative linker systems. The asparagine side-chain amide is Trt-protected, while the alpha amino group is free for further coupling.

The Asn-PAB architecture is relevant to linker systems designed for cleavage by asparaginyl endopeptidase/legumain in appropriately engineered antibody-drug conjugates (ADCs), peptide-drug conjugates and other targeted-delivery constructs. H-Asn(Trt)-PAB is an upstream linker intermediate, not a finished cleavable conjugate.

Product Information

Product NameH-Asn(Trt)-PAB
Catalog No.AS4056
CAS No.1268029-27-1
Molecular FormulaC30H29N3O3
Molecular Weight479.58 g/mol
Functional StateFree alpha amine; Asn side chain Trt-protected; PAB self-immolative linker element
Primary ApplicationsADC/PDC linker assembly and protease-cleavable self-immolative linker research

Why the Asn-PAB Motif Matters

PAB is a widely used self-immolative spacer concept in targeted-delivery chemistry. When paired with an enzyme-recognition motif, cleavage can trigger downstream spacer fragmentation and payload release. Asn-containing PAB systems have been investigated as substrates for legumain/asparaginyl endopeptidase-responsive linkers.

Free-Amine Intermediate for Linker Extension

The “H-” designation indicates a free alpha amino group, making this form suitable when an upstream amino acid, peptide sequence or linker element must be coupled directly to the Asn residue. This differentiates it from Fmoc-Asn(Trt)-PAB, where the alpha amine remains Fmoc-protected for orthogonal synthesis planning.

ADC and Peptide-Drug Conjugate Applications

Potential uses include synthesis of legumain-cleavable linker candidates, ADC/PDC linker-payload intermediates, protease-cleavage standards and structure-activity studies comparing enzyme-recognition sequences. Cleavage behavior must be evaluated on the completed linker or conjugate rather than inferred from the isolated building block.

Assay Relevance

Completed Asn-PAB linker systems may be evaluated in purified-enzyme cleavage assays, plasma/lysosomal stability experiments, payload-release studies, cell-based cytotoxicity assays and in vivo conjugate studies. H-Asn(Trt)-PAB itself is a protected synthetic intermediate.

Procurement and Identity Checks

For self-immolative linker intermediates, procurement should confirm CAS identity, molecular formula, protecting-group state and whether the alpha amine is free or Fmoc-protected. Confusing H-Asn(Trt)-PAB with Fmoc-Asn(Trt)-PAB changes both molecular weight and coupling strategy.

Product Documents

A Material Safety Data Sheet (MSDS) is available for this product to support laboratory handling, storage and safety assessment.

MSDS_H-Asn-Trt--PAB_AS4056

Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.

Frequently Asked Questions

What is H-Asn(Trt)-PAB used for?

It is used as a protected Asn-PAB linker intermediate in self-immolative and protease-cleavable conjugation workflows, including ADC and PDC research.

What does the “H-” mean?

It denotes a free alpha amino group, allowing direct upstream coupling to the Asn residue.

Is H-Asn(Trt)-PAB itself cleaved by legumain in an assay?

Biological cleavage should be evaluated on the completed linker or conjugate architecture. The isolated protected building block is an upstream synthesis intermediate.

Related Technical Resources

Browse Specialty Peptide Building Blocks or discuss custom linker/peptide construction through Chemical Peptide Synthesis.

Research Use Only.

H-Asn(Trt)-PAB

Catalog No: AS4056
Cas No: 1268029-27-1

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