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Alloc-Val-Ala-OH is the Alloc-protected L-Val-L-Ala dipeptide corresponding to CAS 330970-70-2. It is used as an orthogonally protected linker building block in peptide conjugation and antibody-drug conjugate (ADC) chemistry, including synthesis routes related to Val-Ala protease-cleavable linker systems.
The allyloxycarbonyl (Alloc) group provides an orthogonal amino-protection strategy: it is stable to common piperidine- and TFA-based operations used in Fmoc/tBu peptide chemistry but can be removed under suitable palladium-mediated conditions.
Product Information
| Product Name | Alloc-Val-Ala-OH |
| Catalog No. | AS4044 |
| CAS No. | 330970-70-2 |
| Stereochemical Identity | Alloc-L-Val-L-Ala-OH |
| Molecular Formula | C12H20N2O5 |
| Molecular Weight | 272.30 g/mol |
| Primary Applications | Protease-cleavable linker, ADC/PDC and tesirine-related synthesis workflows |
Val-Ala as a Cleavable Linker Motif
Val-Ala is used in lysosomal protease-responsive linker designs and has been reported in cathepsin-cleavable ADC linker chemistry. The motif can help connect a targeting component to a self-immolative spacer or payload-release architecture while providing an enzymatically addressable peptide bond.
Role of the Alloc Protecting Group
Alloc protection is valuable when an amine must remain masked during Fmoc deprotection or acid-labile side-chain deprotection. Selective palladium-mediated Alloc removal can reveal the amine at a later synthetic stage without requiring the same conditions used for Fmoc or Boc removal.
ADC and Tesirine-Related Applications
Alloc-Val-Ala-OH has been used as a building block in synthesis routes associated with tesirine and related PBD-dimer ADC linker-payload systems. This does not make the isolated dipeptide a drug or cytotoxic payload; it is one modular component used to assemble a larger cleavable linker architecture.
Assay Relevance
Completed Val-Ala linker-payload or conjugate systems may be tested in cathepsin cleavage assays, lysosomal stability, plasma stability, payload-release experiments, cell-based cytotoxicity and in vivo ADC studies. The protected dipeptide itself is not a direct biological assay reagent.
Stereochemistry and Procurement
CAS 330970-70-2 corresponds to Alloc-L-Val-L-Ala-OH. This is important because a D-Val analog has the same elemental formula and molecular weight but is a different stereochemical product with potentially different protease-cleavage behavior. CAS and stereochemistry should therefore be checked together.
Product Documents
A Material Safety Data Sheet (MSDS) is available for this product to support laboratory handling, storage and safety assessment.
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 stereochemistry does CAS 330970-70-2 represent?
It corresponds to the L-Val-L-Ala dipeptide protected with Alloc.
Why is Alloc used in linker synthesis?
Alloc provides orthogonal amine protection that can remain intact during many Fmoc/tBu operations and be removed selectively under palladium-mediated conditions.
Is Alloc-Val-Ala-OH itself an ADC payload?
No. It is a linker building block used in the synthesis of larger linker-payload or conjugate systems.
Related Technical Resources
Browse Specialty Peptide Building Blocks or discuss custom linker synthesis through Chemical Peptide Synthesis.