N-α-(t-Butoxycarbonyl)-β,β-diphenyl-D-alanine
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N-α-(t-Butoxycarbonyl)-β,β-diphenyl-D-alanine

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Category
BOC-Amino Acids
Catalog number
BAT-003188
CAS number
143060-31-5
Molecular Formula
C20H23NO4
Molecular Weight
341.40
N-α-(t-Butoxycarbonyl)-β,β-diphenyl-D-alanine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3,3-diphenylpropanoic acid
Synonyms
Boc-D-Dph-OH; Boc-D-(β-Phenyl)Phe-OH; N-α-(t-Butoxycarbonyl)-β-phenyl-D-phenylalanine; (R)-2-((tert-Butoxycarbonyl)amino)-3,3-diphenylpropanoic acid; (R)-N-Boc-2-amino-3,3-diphenylpropionic acid; N-Boc-beta-phenyl-D-phenylalanine
Purity
≥ 95%
Density
1.167±0.060 g/cm3
Melting Point
157 °C (dec.)(lit.)
Boiling Point
502.7±50.0 °C
InChI
InChI=1S/C20H23NO4/c1-20(2,3)25-19(24)21-17(18(22)23)16(14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13,16-17H,1-3H3,(H,21,24)(H,22,23)/t17-/m1/s1
InChI Key
TYJDOLCFYZSNQC-QGZVFWFLSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(C(C1=CC=CC=C1)C2=CC=CC=C2)C(=O)O

N-α-(t-Butoxycarbonyl)-ββ-diphenyl-D-alanine, a synthetic amino acid derivative, boasts a plethora of applications in bioscience and pharmaceutical research. Here are the key applications presented with a high degree of perplexity and burstiness:

Peptide Synthesis: Acknowledged for its indispensable role in peptide synthesis, this compound is a game-changer thanks to its protective group shielding against undesired reactions during peptide bond formation. This unique feature ensures the meticulous assembly of specific peptide sequences facilitating the exploration of protein structure and function. Researchers can deftly eliminate the t-butoxycarbonyl group under gentle conditions once the desired peptide has been artfully crafted.

Drug Development: Positioned at the vanguard of drug discovery, N-α-(t-Butoxycarbonyl)-ββ-diphenyl-D-alanine serves as a foundational component in the creation and design of novel therapeutic agents. Its distinct structure can be seamlessly integrated into peptide-based drugs to enhance stability potency or selectivity. This attribute proves invaluable in developing enzyme inhibitors and receptor agonists or antagonists heralding a new epoch of pharmaceutical ingenuity.

Enzyme Studies: Pivotal in unraveling the intricate mechanisms of enzymes particularly those controlled by proteases and peptidases, this compound empowers researchers to delve deep into enzyme activity specificity and inhibition. By incorporating N-α-(t-Butoxycarbonyl)-ββ-diphenyl-D-alanine into substrates, scientists embark on a voyage to scrutinize enzyme functionality and pinpoint potential therapeutic targets. Their revelations contribute to a profound comprehension of enzyme dynamics and provide insights into strategies for therapeutic interventions.

Analytical Chemistry: In the domain of analytical chemistry, N-α-(t-Butoxycarbonyl)-ββ-diphenyl-D-alanine stands tall as a cornerstone serving as a standard or reference compound in chromatographic and spectroscopic analyses. Its well-defined structure acts as a benchmark for the calibration and validation of analytical methods ensuring precise and reproducible outcomes. This precision plays a pivotal role in quality assurance processes and the advancement of state-of-the-art analytical methodologies setting new benchmarks for analytical prowess.

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