N-α-Trityl-L-alanine
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N-α-Trityl-L-alanine

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Category
L-Amino Acids
Catalog number
BAT-006037
CAS number
80514-64-3
Molecular Formula
C22H21NO2
Molecular Weight
331.41
N-α-Trityl-L-alanine
IUPAC Name
(2S)-2-(tritylamino)propanoic acid
Synonyms
Trt-Ala-OH
InChI
InChI=1S/C22H21NO2/c1-17(21(24)25)23-22(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17,23H,1H3,(H,24,25)/t17-/m0/s1
InChI Key
DWQQRTJQHUWCPX-KRWDZBQOSA-N
Canonical SMILES
CC(C(=O)O)NC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3

N-α-Trityl-L-alanine, a derivative of the amino acid alanine, finds widespread use in diverse chemical and biochemical applications. Here are the key applications of N-α-Trityl-L-alanine, presented with high perplexity and burstiness:

Peptide Synthesis: A cornerstone of solid-phase peptide synthesis (SPPS), N-α-Trityl-L-alanine emerges as a protective amino acid, safeguarding the amino group within the peptide chain assembly process. By cloaking the amino group with its trityl group, this compound shields it from untoward reactions, ensuring the accurate sequence and structural integrity of the synthesized peptides.

Pharmaceutical Research: In the dynamic arena of peptide-based drug development, N-α-Trityl-L-alanine assumes a pivotal role. Empowering the synthesis of intricate peptide molecules with therapeutic potential, this compound aids researchers in scrutinizing aspects like peptide drug stability, efficacy, and delivery mechanisms. Researchers leverage this compound to delve into the complexities of peptide-based drug discovery.

Protein Engineering: Cascading into the realm of protein engineering, N-α-Trityl-L-alanine emerges as a catalyst for site-directed mutagenesis, offering insights into protein function and structure. By integrating this protected amino acid, researchers can introduce precise mutations sans unintended side reactions, enabling investigations into protein folding, stability, and intermolecular interactions.

Bioconjugation: Embracing the realm of bioconjugation techniques, N-α-Trityl-L-alanine becomes instrumental in linking peptides to diverse molecules such as fluorescent dyes or pharmaceutical compounds. The trityl group's presence ensures the peptide's integrity during the conjugation process, fostering the development of targeted therapies and diagnostic tools with precision and efficacy.

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