N-α-(t-Butoxycarbonyl)-L-aspartic acid α,β-dimethyl ester
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N-α-(t-Butoxycarbonyl)-L-aspartic acid α,β-dimethyl ester

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Category
BOC-Amino Acids
Catalog number
BAT-003120
CAS number
55747-84-7
Molecular Formula
C11H19NO6
Molecular Weight
261.27
N-α-(t-Butoxycarbonyl)-L-aspartic acid α,β-dimethyl ester
IUPAC Name
dimethyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanedioate
Synonyms
Boc-Asp(OMe)-OMe; dimethyl(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanedioate
Purity
≥ 95%
Density
1.136±0.060 g/cm3
Melting Point
64-65 °C
Boiling Point
356.5±32.0 °C
InChI
InChI=1S/C11H19NO6/c1-11(2,3)18-10(15)12-7(9(14)17-5)6-8(13)16-4/h7H,6H2,1-5H3,(H,12,15)/t7-/m0/s1
InChI Key
DFXUYFITVOWQNH-ZETCQYMHSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)OC)C(=O)OC

N-α-(t-Butoxycarbonyl)-L-aspartic acid αβ-dimethyl ester, commonly known as Boc-Asp(OBzl)-OBzl, holds significant importance in the realms of chemistry and biosciences, offering a wide array of applications. Here are four key applications of Boc-Asp(OBzl)-OBzl:

Peptide Synthesis: Serving as a crucial building block in peptide synthesis, Boc-Asp(OBzl)-OBzl provides protective coverings to both amino and carboxyl groups throughout the synthesis process. This protection mechanism simplifies the synthesis of intricate peptides by averting unwanted reactions at these strategic sites. As a result, it plays a pivotal role in generating high-purity peptides with tailored sequences and functional attributes.

Drug Development: Offering support in the creation of innovative pharmaceuticals, Boc-Asp(OBzl)-OBzl aids in the synthesis of peptide-based drug candidates. Its role lies in the precise assembly of peptide chains, which can subsequently undergo evaluation for their therapeutic potentials. This versatility renders it invaluable in the development of novel treatments for diverse ailments, encompassing cancer and infectious diseases.

Bioconjugation: Within the realm of bioconjugation techniques, Boc-Asp(OBzl)-OBzl serves as a versatile linker or spacer molecule, facilitating the attachment of bioactive compounds such as drugs, antibodies, or enzymes to polymers or other biomolecules. This process stands as a cornerstone for the creation of targeted therapies and diagnostic tools, characterized by heightened efficacy and specificity, thus revolutionizing the landscape of biotherapeutics.

Protein Engineering: In the domain of protein engineering, Boc-Asp(OBzl)-OBzl is utilized to introduce specific alterations into protein structures, enabling researchers to selectively shield amino acid residues during mutagenesis or labeling procedures. This strategic incorporation allows for meticulous examination of protein functions and interactions, serving as a critical component in unraveling biological mechanisms and devising enhanced biomolecules for various applications.

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