Ac-Asn(Trt)-OH is an N-acetylated, side-chain-protected asparagine derivative in which the asparagine side chain bears a trityl (Trt) protecting group and the molecule is presented as a carboxylic acid (-COOH). It contains an N-acetyl amide at the α-amino position and retains the α-carboxyl group, while the Trt group masks the side-chain amide functionality to control chemoselectivity and suppress undesired side reactions during peptide assembly. As a protected amino acid building block, Ac-Asn(Trt)-OH is used in stepwise synthesis of peptides and peptide analogues where orthogonal deprotection and selective coupling of the amino acid residue are required.
CAT No: CP26454
CAS No:163277-78-9
Synonyms/Alias:AC-ASN(TRT)-OH;163277-78-9;Nalpha-Acetyl-Ngamma-trityl-L-asparagine;AC1OLR7Q;CTK8E6095;ZINC4899633;6077AH;AKOS015909213;RT-014643;K-5101;(2S)-2-acetamido-4-oxo-4-(tritylamino)butanoicacid;I14-33142
Ac-Asn(Trt)-OH is an N-acetylated asparagine derivative bearing a Trt (trityl) side-chain protecting group, supplied as a peptide-ready amino acid building block in the acid form. The N-acetyl group helps define the peptide N-terminus during segment coupling, while the Trt-protected side-chain amide is designed to remain stable under common peptide assembly conditions. This combination makes Ac-Asn(Trt)-OH well aligned with protected-peptide intermediate workflows where controlled reactivity and minimized side reactions are required.
1. Peptide Segment Coupling
Ac-Asn(Trt)-OH is used as a defined asparagine-containing segment building block in custom peptide synthesis, particularly when an N-acetylated residue is needed to match a target peptide's N-terminus or to standardize fragment junctions. Peptide chemists select this protected Asn derivative to carry the side-chain amide through assembly without premature side-chain participation, supporting reliable fragment condensation and downstream purification of peptide intermediates. The Trt protection pattern is commonly leveraged to balance side-chain stability with practical deprotection strategies during final peptide processing.
2. N-Acetylated Asparagine Intermediates
Ac-Asn(Trt)-OH supports the preparation of N-acetylated peptide intermediates used in iterative fragment assembly and late-stage coupling workflows. Researchers in peptide and protein chemistry often incorporate N-acetylation at the residue level to reproduce specific peptide architectures encountered in biochemical studies, including acetylated termini and acetylated internal motifs. By providing a pre-acetylated, side-chain-protected asparagine unit, this reagent streamlines intermediate design where consistent protection and controlled deprotection behavior are important for maintaining sequence integrity.
3. Complex Peptide Synthesis
Ac-Asn(Trt)-OH is applied in the synthesis of longer or more structurally demanding peptides where minimizing undesired reactivity during coupling steps is a practical priority. Peptide development teams use Trt-protected asparagine building blocks to reduce the risk of side reactions associated with unprotected side-chain functionality while building sequence complexity across multiple coupling cycles. This makes Ac-Asn(Trt)-OH particularly relevant for preparing protected peptide fragments that must survive purification and handling before final global deprotection and conversion to the target peptide.
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