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Ac-Asn(Trt)-OH is N-alpha-acetyl, N-gamma-trityl-protected L-asparagine. Its protection pattern is different from a standard Fmoc amino acid: the alpha amino group is already acetylated, while the asparagine side-chain amide is protected with trityl (Trt).
Because the alpha amine is capped, Ac-Asn(Trt)-OH is most useful as a terminal or fragment building block when the final sequence is intended to contain N-acetyl-Asn. It should not be treated as a routine chain-extension monomer that will undergo another N-terminal coupling after incorporation.
Product Information
| Product Name | Ac-Asn(Trt)-OH |
| Catalog No. | AS4038 |
| CAS No. | 163277-78-9 |
| Molecular Formula | C25H24N2O4 |
| Molecular Weight | 416.48 g/mol |
| Protection Pattern | N-alpha acetyl; side-chain amide protected as Trt |
| Primary Use | Installation of N-acetyl-Asn at a peptide terminus or protected fragment |
Why Use Ac-Asn(Trt)-OH?
Direct use of a pre-acetylated amino-acid building block can simplify synthesis when N-terminal acetylation and residue identity must be fixed in advance. The Trt group protects the asparagine side-chain amide during peptide coupling and is compatible with acid-labile global deprotection strategies.
Terminal-Residue and Fragment Applications
Typical uses include preparation of N-acetylated peptide standards, protected fragments, modified peptide libraries and sequences where N-terminal acetylation is part of the target molecular identity. Because the alpha nitrogen is acetylated, this building block is normally positioned at the terminus rather than within a chain that must continue growing through that nitrogen.
Asn-Specific Synthesis Considerations
Asparagine derivatives can be sensitive to sequence context and activation conditions. The Trt side-chain protection helps control unwanted side-chain chemistry, but coupling conditions should still be selected with attention to neighboring residues, reaction time and deprotection strategy.
Downstream Assay Relevance
Final peptides containing N-acetyl-Asn may be used in biochemical, binding, stability or cell-based studies where N-terminal acetylation is relevant. The protected building block itself is a synthetic intermediate and is not intended for direct in vitro or in vivo use.
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
Can Ac-Asn(Trt)-OH be used for routine chain elongation?
Not in the same way as Fmoc-Asn(Trt)-OH. Its alpha amino group is already acetylated, so it is mainly suited to terminal or fragment applications.
What does Trt protect?
Trt protects the asparagine side-chain amide nitrogen during synthesis.
Why use a pre-acetylated Asn building block?
It provides direct control over N-terminal acetylation and can reduce a separate post-assembly acetylation step when the synthesis route is designed around terminal Ac-Asn.
Related Technical Resources
Explore Specialty Peptide Building Blocks and Custom Peptide Synthesis.