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| Product Name | Fmoc-Asn(Trt)-OH |
|---|---|
| Synonyms | Nα-Fmoc-Nγ-trityl-L-asparagine; Fmoc-L-Asn(Trt)-OH |
| Catalog No. | AS2485 |
| CAS Number | 132388-59-1 |
| Molecular Formula | C38H32N2O5 |
| Molecular Weight | 596.67 g/mol |
| SMILES | C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)C[C@@H](C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46 |
| Storage Temperature | Cool, dry place (≤25°C) |
| Appearance | White powder |
| Melting Point | 200–220°C |
| Specific Rotation | -14.5° ± 2° (C=1 in MeOH) |
| Functional Groups | Fmoc-protected α-amino group; Trt-protected asparagine side-chain amide; carboxylic acid |
| Primary Application | Fmoc solid-phase peptide synthesis (SPPS) |
Product Overview
Fmoc-Asn(Trt)-OH (CAS 132388-59-1; catalog AS2485) is an Fmoc-protected L-asparagine building block with trityl protection on the side-chain amide nitrogen. It is used to introduce Asn residues into peptides assembled by Fmoc-SPPS. The alpha-carboxyl group remains free for coupling; the side chain is a protected carboxamide, not a protected carboxylic acid.
Quality Specifications and Ordering
Purity: Alan Scientific supplies Fmoc-Asn(Trt)-OH at >99% purity.
Catalog pack sizes: 25 g, 100 g, 500 g, and 1 kg.
Quality documentation: See Product Documents below for lot-specific COA request details. Review the analytical methods and results reported for the supplied batch.
Quotation: Email [email protected] with AS2485, the pack size, total quantity, delivery destination, and required date. Confirm availability and dispatch lead time before ordering.
Match L-asparagine and Trt side-chain protection to the sequence. Specify any additional test scope rather than inferring it from the overall purity value.
Trityl Protection of the Asparagine Amide
Side-chain Trt protection is used to limit unwanted reactions of the asparagine amide, including dehydration under susceptible activation conditions. Fmoc is removed during peptide elongation, whereas Trt is removed as part of an appropriate acidic deprotection strategy.
Protection during synthesis does not establish the long-term stability of Asn in the finished peptide. Activation-related dehydration, subsequent deamidation, and reactions associated with Asp residues are different chemical issues and should not be described as a single problem solved by Trt.
Selecting Asn for a Defined Peptide Sequence
This derivative is used in Asn-containing research peptides, sequence-defined libraries, and analogue panels examining amide-side-chain interactions. Asn and Gln differ by one methylene group, while Asn and Asp differ in side-chain functionality. Their protected derivatives cannot be substituted without changing the target molecule.
For a glycopeptide project, the presence of an Asn residue does not mean that a carbohydrate has already been installed. A glycosylated target requires a separately defined building block or glycosylation route. Confirm the exact residue and modification state before preparing a synthesis order.
For the corresponding longer amide side chain, compare Fmoc-Gln(Trt)-OH and retain the residue specified in the target sequence.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis are batch-specific. Please contact us to request a COA, and we will provide it by email.
Frequently Asked Questions
What should I specify when purchasing Fmoc-Asn(Trt)-OH for an Asn-containing peptide?
Use AS2485 and CAS 132388-59-1 to identify the L-asparagine derivative. Select from the 25 g, 100 g, 500 g, or 1 kg catalog packs and request the lot-specific COA. Do not substitute a glutamine derivative solely because its name also contains Trt.
Is Fmoc-Asn(Trt)-OH interchangeable with Fmoc-Gln(Trt)-OH?
No. Gln has one additional side-chain methylene group. Substitution changes the peptide sequence and the spacing of the amide functionality.
Does Trt protection eliminate every Asn-related impurity?
No. It addresses side-chain reactivity during the protected synthesis stage; finished-peptide stability and the performance of the complete route still require evaluation.
Research Use Only
For research use only. Not for human or veterinary use.