Boc-L-aspartic acid β-benzyl ester N-hydroxysuccinimide ester
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Boc-L-aspartic acid β-benzyl ester N-hydroxysuccinimide ester

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Category
BOC-Amino Acids
Catalog number
BAT-002757
CAS number
13798-75-9
Molecular Formula
C20H24N2O8
Molecular Weight
420.40
Boc-L-aspartic acid β-benzyl ester N-hydroxysuccinimide ester
IUPAC Name
4-O-benzyl 1-O-(2,5-dioxopyrrolidin-1-yl) (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanedioate
Synonyms
Boc-L-Asp(OBzl)-Osu; (S)-4-Benzyl 1-(2,5-dioxopyrrolidin-1-yl) 2-((tert-butoxycarbonyl)amino)succinate
Appearance
White powder
Purity
≥ 98% (HPLC)
Density
1.32g/cm3
Melting Point
98-103 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C20H24N2O8/c1-20(2,3)29-19(27)21-14(18(26)30-22-15(23)9-10-16(22)24)11-17(25)28-12-13-7-5-4-6-8-13/h4-8,14H,9-12H2,1-3H3,(H,21,27)/t14-/m0/s1
InChI Key
KEULITJLZYZYPU-AWEZNQCLSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CC(=O)OCC1=CC=CC=C1)C(=O)ON2C(=O)CCC2=O

Boc-L-aspartic acid β-benzyl ester N-hydroxysuccinimide ester, a versatile chemical reagent, finds extensive applications in peptide synthesis and biochemical research. Here are four key applications presented with high perplexity and burstiness:

Peptide Synthesis: A cornerstone in solid-phase peptide synthesis, this compound's N-hydroxysuccinimide ester group exhibits exceptional reactivity, streamlining coupling reactions. This fosters the formation of peptide bonds with elevated yield and purity, crucial for generating bioactive peptides and proteins essential for various biological processes.

Protein Engineering: Within the domain of protein engineering, Boc-L-aspartic acid β-benzyl ester N-hydroxysuccinimide ester stands as a pivotal building block for introducing tailored modifications into proteins. Its utilization allows for precise integration of aspartic acid residues at specified sites in the protein sequence, empowering researchers to investigate structure-function relationships and craft proteins with specific desirable traits.

Bioconjugation: Embracing bioconjugation methodologies, this compound aids in linking biomolecules, like peptides, to diverse entities such as fluorophores or drugs. The ester group ensures steadfast attachment of the biomolecule to its designated target, yielding conjugates crucial for applications in drug delivery, imaging techniques, and diagnostic advancements.

Research in Drug Discovery: In the realm of drug discovery research, Boc-L-aspartic acid β-benzyl ester N-hydroxysuccinimide ester plays a pivotal role in the initial phases by enabling the design and synthesis of peptide-based drug candidates. Its involvement in synthesizing peptide libraries facilitates high-throughput screening of potential therapeutic agents, expediting the discovery of novel compounds with promising clinical utility.

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