$3077.00 - $7692.00
Boc-Arg(NO2)-OH is an L-arginine derivative with Boc protection on the α-amino group and nitro protection on the guanidino functionality. The nitro group suppresses guanidino reactivity during protected peptide and fragment synthesis.
This protection pattern belongs to a Boc/nitro route logic rather than the modern Fmoc/Pbf system. It remains useful for reproducing established procedures and for specialized projects where the planned deprotection sequence is compatible with both groups.
Product Information
| Product Name | Boc-Arg(NO2)-OH |
| Catalog No. | AS2026 |
| CAS No. | 2188-18-3 |
| Molecular Formula | C11H21N5O6 |
| Molecular Weight | 319.31 g/mol |
| Building Block Type | Nα-Boc-Nω-nitro-L-arginine |
| Primary Applications | Protected arginine synthesis; Boc-compatible peptide chemistry; solution-phase peptide assembly; historical and specialized routes |
Why the Guanidino Group Is Protected
Arginine's guanidino group is strongly basic and highly interactive. Nω-nitro protection reduces its reactivity during carboxyl activation and peptide-bond formation, making the residue easier to carry through protected intermediates.
Boc and Nitro Deprotection Must Be Planned Together
Boc is acid-labile, while nitro-protected guanidino chemistry may require reductive conditions. We recommend evaluating deprotection at the route level because conditions that remove one group can affect other reducible or acid-sensitive functionality elsewhere in the molecule.
Where It Fits Relative to Modern SPPS
Routine Fmoc-SPPS typically uses a different arginine protection strategy. Researchers transferring an older Boc/nitro route into a current synthesis should first map every temporary and side-chain protecting group against the current SPPS workflow rather than substituting reagents one at a time.
Procurement and QC
Confirm CAS 2188-18-3, MW 319.31 g/mol, L stereochemistry, Nα-Boc protection, and Nω-nitro guanidino protection. The drawn structure is a more reliable procurement check than shorthand such as 'Boc-Arg' alone.
Alan Scientific can evaluate whether a legacy Boc/nitro route should be retained or converted to a modern protection strategy through custom peptide synthesis and route planning.
Product Documents
A Safety Data Sheet (SDS / 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 does the NO2 group protect?
It protects the arginine guanidino functionality.
Is Boc-Arg(NO2)-OH interchangeable with Fmoc-Arg(Pbf)-OH?
No. The protecting groups and deprotection chemistry are different.
When is Boc-Arg(NO2)-OH useful?
It is useful in Boc-compatible, solution-phase, historical, and specialized protected-arginine routes.
Related Technical Resources
Browse specialty peptide building blocks