DL-Alanine benzyl ester p-toluenesulfonate
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DL-Alanine benzyl ester p-toluenesulfonate

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Category
DL-Amino Acids
Catalog number
BAT-005839
CAS number
35386-78-8
Molecular Formula
C17H21NO5S
Molecular Weight
351.42
DL-Alanine benzyl ester p-toluenesulfonate
IUPAC Name
benzyl 2-aminopropanoate;4-methylbenzenesulfonic acid
Synonyms
H-DL-Ala-OBzl Tos-OH
Boiling Point
256.5 °C
InChI
InChI=1S/C10H13NO2.C7H8O3S/c1-8(11)10(12)13-7-9-5-3-2-4-6-9;1-6-2-4-7(5-3-6)11(8,9)10/h2-6,8H,7,11H2,1H3;2-5H,1H3,(H,8,9,10)
InChI Key
NWOPHJSSBMABBD-UHFFFAOYSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.CC(C(=O)OCC1=CC=CC=C1)N

DL-Alanine benzyl ester p-toluenesulfonate, a pivotal intermediate in organic synthesis, finds diverse biotechnological and pharmaceutical applications. Here are the key applications, each presented with high perplexity and burstiness:

Pharmaceutical Synthesis: Positioned at the forefront of drug development, DL-Alanine benzyl ester p-toluenesulfonate emerges as a cornerstone in synthesizing a myriad of pharmaceutical compounds. Its role as a foundational component in constructing peptide-based medications facilitates the formation of highly specific and efficient peptide bonds. This compound is instrumental in crafting therapeutic agents like enzyme inhibitors and antimicrobial peptides, reshaping the landscape of pharmaceutical innovation.

Biocatalysis: Within the realm of biocatalysis, DL-Alanine benzyl ester p-toluenesulfonate serves as both a substrate and an intermediate for enzyme-driven reactions. Its utility extends to elucidating enzyme specificity and activity, particularly in synthesizing amino acid derivatives and other organic compounds. Leveraging biocatalysts for these reactions not only boosts efficiency and selectivity but also minimizes the reliance on harsh chemical conditions, ushering in a new era of environmentally conscious chemistry.

Proteomics Research: In the intricate domain of proteomics, DL-Alanine benzyl ester p-toluenesulfonate emerges as a valuable tool for labeling studies. By tagging proteins or peptides with this ester, researchers delve into protein structure, function, and interactions using cutting-edge techniques such as mass spectrometry. This application lies at the crux of unraveling protein dynamics and pinpointing potential targets for therapeutic intervention, charting new frontiers in the quest for novel drug discoveries.

Chiral Synthesis: In the realm of chiral synthesis, DL-Alanine benzyl ester p-toluenesulfonate assumes a pivotal role in crafting enantiomerically pure pharmaceutical compounds. Its ability to introduce chiral centers into organic molecules ensures the production of compounds with precise stereochemistry. This feature holds paramount importance in the pharmaceutical arena, where the biological efficacy of drugs hinges on their chirality, underscoring the indispensable role of this compound in shaping the future of medicinal chemistry.

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