$46.00 - $200.00
Z(2-Br)-OSu is an activated succinimidyl carbonate used to install the 2-bromobenzyloxycarbonyl (2-Br-Z or BrZ) protecting group. In peptide chemistry, 2-Br-Z is particularly associated with protection of the tyrosine phenolic hydroxyl group in classic Boc-based synthesis strategies.
This reagent is not simply another name for Fmoc-OSu or standard Cbz-OSu. The ortho-bromo-substituted benzyloxycarbonyl group has a distinct acid-stability profile that was developed for protection conditions compatible with repetitive Boc deprotection.
Product Information
| Product Name | Z(2-Br)-OSu |
| Catalog No. | AS3020 |
| CAS No. | 128611-93-8 |
| Molecular Formula | C12H10BrNO5 |
| Molecular Weight | 328.12 g/mol |
| Chemical Name | (2-Bromophenyl)methyl (2,5-dioxopyrrolidin-1-yl) carbonate |
| Transferred Group | 2-Bromobenzyloxycarbonyl (2-Br-Z) |
| Primary Application | Protecting-group installation, especially Tyr phenolic protection in Boc peptide synthesis |
2-Br-Z Protection in Boc Peptide Chemistry
Classic peptide-synthesis references describe 2-Br-Z as a standard tyrosine protecting group for Boc chemistry. The protected tyrosine phenol is sufficiently stable to repetitive TFA-based Boc deprotection and can be removed under strong final acidolytic cleavage conditions used in traditional Boc strategies.
This protection profile addresses a practical problem in Boc-SPPS: the tyrosine phenol requires protection that survives repeated acid exposure without creating excessive side products during final deprotection.
What Z(2-Br)-OSu Does
The N-hydroxysuccinimide-derived carbonate is an activated transfer reagent. It is used to introduce the 2-Br-Z group onto a suitable nucleophilic functional group under controlled synthetic conditions.
In peptide-building-block preparation, this allows a chemist to prepare protected amino-acid intermediates with a protection pattern matched to the chosen global synthesis strategy.
Z(2-Br)-OSu vs Fmoc-OSu
Fmoc-OSu transfers the base-labile Fmoc group and is widely used for amino protection. Z(2-Br)-OSu transfers the 2-Br-Z group and is most closely associated with acid-stable tyrosine side-chain protection in Boc chemistry. Their roles and deprotection logic are different.
Application Scope
Applications include preparation of 2-Br-Z-protected tyrosine derivatives, Boc-SPPS building-block synthesis, orthogonal protecting-group development and protected peptide-fragment chemistry.
The reagent is a synthetic protection reagent and is not intended for direct biological assays.
Purchasing and QC Considerations
Confirm the exact 2-bromo substitution, succinimidyl carbonate identity, CAS number and bromine-containing molecular formula. Z, 2-Br-Z and other substituted benzyloxycarbonyl reagents are not interchangeable because their stability and cleavage profiles differ.
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 protecting group does Z(2-Br)-OSu install?
It installs the 2-bromobenzyloxycarbonyl, or 2-Br-Z, protecting group.
Why is 2-Br-Z associated with tyrosine in Boc chemistry?
It provides phenolic protection that tolerates repetitive Boc/TFA cycles and can be removed during strong final acidolysis.
Is Z(2-Br)-OSu the same as Fmoc-OSu?
No. They transfer different protecting groups with different deprotection strategies.
Related Technical Resources
Explore additional Specialty Peptide Building Blocks for protected fragments, linker motifs and peptide-synthesis intermediates.
For sequence-specific synthesis, protected-fragment assembly and modified peptide projects, see our Chemical Peptide Synthesis service.