D-Alanine benzyl ester 4-toluenesulfonate salt
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D-Alanine benzyl ester 4-toluenesulfonate salt

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Category
D-Amino Acids
Catalog number
BAT-003471
CAS number
41036-32-2
Molecular Formula
C10H13NO2·C7H8SO3
Molecular Weight
351.40
D-Alanine benzyl ester 4-toluenesulfonate salt
IUPAC Name
benzyl (2R)-2-aminopropanoate;4-methylbenzenesulfonic acid
Synonyms
D-Ala-OBzl TosOH
Appearance
White powder
Purity
≥ 98% (TLC)
Melting Point
109-115 °C
Storage
Store at 2-8°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)/t8-;/m1./s1
InChI Key
NWOPHJSSBMABBD-DDWIOCJRSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.CC(C(=O)OCC1=CC=CC=C1)N

D-Alanine benzyl ester 4-toluenesulfonate salt, a versatile chemical compound with diverse applications in biosciences and organic chemistry, finds its utility in various key areas presented with high perplexity and burstiness.

Peptide Synthesis: Commonly utilized in peptide synthesis, D-Alanine benzyl ester 4-toluenesulfonate salt plays a pivotal role. As a protected amino acid derivative, it facilitates the meticulous step-by-step assembly of peptides by averting unwanted side reactions. This capability enables the production of peptides of exceptional purity, crucial for both research endeavors and therapeutic applications.

Pharmaceutical Development: Serving as a critical intermediate in drug development, this compound contributes significantly to the pharmaceutical arena. By incorporating derivatives of D-Alanine benzyl ester into drug design, chemists can tailor pharmacokinetic properties and enhance efficacy. Its value is especially pronounced in the synthesis of antibiotics and enzyme inhibitors, enhancing the arsenal of pharmaceutical advancements.

Enzyme Substrate Studies: In the realm of enzymology research, D-Alanine benzyl ester 4-toluenesulfonate salt finds its purpose in elucidating intricate enzyme-substrate interactions. Its esterified form allows for seamless integration into enzyme assays, aiding researchers in characterizing enzyme specificity and activity levels. This facilitates a deeper understanding of catalytic mechanisms and enzyme dynamics, shedding light on the complex world of enzyme behavior.

Chiral Resolution: Within the realm of chiral chemistry, D-Alanine benzyl ester 4-toluenesulfonate salt is a key player in resolving racemic mixtures. Leveraging its chiral properties, chemists can effectively separate enantiomers to obtain optically pure compounds. This process is indispensable in the synthesis of chiral pharmaceuticals and other bioactive molecules, underscoring the compound's significance in the realm of chiral resolution and molecular design.

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