Z-D-aspartic acid β-allyl ester
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Z-D-aspartic acid β-allyl ester

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A useful building block in the synthesis of various pharmaceuticals.

Category
CBZ-Amino Acids
Catalog number
BAT-001442
CAS number
1272755-66-4
Molecular Formula
C15H17NO6
Molecular Weight
307.20
IUPAC Name
(2R)-4-oxo-2-(phenylmethoxycarbonylamino)-4-prop-2-enoxybutanoic acid
Synonyms
Z-D-Asp(OAll)-OH; N-[(Phenylmethoxy)carbonyl]-D-aspartic Acid 4-(2-Propen-1-yl) Ester
Appearance
White powder
Purity
≥ 98% (HPLC)
Storage
Store at 2-8 °C
InChI
InChI=1S/C15H17NO6/c1-2-8-21-13(17)9-12(14(18)19)16-15(20)22-10-11-6-4-3-5-7-11/h2-7,12H,1,8-10H2,(H,16,20)(H,18,19)/t12-/m1/s1
InChI Key
LKXLDZQGKGEICY-GFCCVEGCSA-N
Canonical SMILES
C=CCOC(=O)CC(C(=O)O)NC(=O)OCC1=CC=CC=C1

Z-D-aspartic acid β-allyl ester, a synthetic amino acid derivative with exceptional properties, finds diverse applications in biotechnological and pharmaceutical realms. Here are four significant applications highlighted with elevated perplexity and burstiness:

Peptide Synthesis: Central to peptide and protein synthesis, Z-D-aspartic acid β-allyl ester acts as a crucial building block, enabling the construction of peptides with distinct amino acid sequences. This capability facilitates the generation of innovative bioactive peptides essential for creating novel therapeutic agents and advancing the understanding of protein structure and function.

Drug Design: Within drug development, Z-D-aspartic acid β-allyl ester plays key roles as a chiral auxiliary or protective group, aiding in the synthesis of complex molecules. Its function in stabilizing intermediates is essential for achieving the desired stereochemistry in drug candidates. This utilization contributes to producing pharmaceuticals of high purity with specific biological activities.

Bioconjugation: Offering precise site-specific biomolecule modification in bioconjugation techniques, Z-D-aspartic acid β-allyl ester enables the attachment of functional groups, fostering the creation of targeted drug delivery systems and diagnostic tools. This approach enhances the efficacy and specificity of therapeutic and diagnostic applications, pushing the boundaries of biotechnological advancements.

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