Boc-L-glutamic acid α-amide
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Boc-L-glutamic acid α-amide

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Category
BOC-Amino Acids
Catalog number
BAT-004536
CAS number
18800-74-3
Molecular Formula
C10H18N2O5
Molecular Weight
246.26
Boc-L-glutamic acid α-amide
IUPAC Name
(4S)-5-amino-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid
Synonyms
Boc-L-Glu-NH2; Boc-L-isoglutamine; N-alpha-tert-boc-L-isoglutamine
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Density
1.220±0.06 g/cm3(Predicted)
Melting Point
159-165 °C
Boiling Point
495.3±40.0 °C(Predicted)
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H18N2O5/c1-10(2,3)17-9(16)12-6(8(11)15)4-5-7(13)14/h6H,4-5H2,1-3H3,(H2,11,15)(H,12,16)(H,13,14)/t6-/m0/s1
InChI Key
GMZBDBBBJXGPIH-LURJTMIESA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCC(=O)O)C(=O)N

Boc-L-glutamic acid α-amide, a derivative of glutamic acid, finds widespread utility in the domain of peptide synthesis and research. Here are four key applications:

Peptide Synthesis: Acting as a pivotal constituent in peptide synthesis, Boc-L-glutamic acid α-amide stands as a foundational element for constructing peptides. The Boc (tert-butyloxycarbonyl) group acts as a safeguard for the amino functionality, facilitating the methodical assembly of peptides devoid of undesirable side reactions. This compound plays an indispensable role in crafting synthetic peptides integral to both research endeavors and therapeutic interventions.

Protein Engineering: Within the realm of protein engineering, Boc-L-glutamic acid α-amide emerges as a potent tool for inserting glutamic acid residues at specific loci within a protein sequence. Such manipulations aid researchers in investigating the impact of glutamic acid on protein configuration and behavior. By manipulating distinct amino acids, scientists can glean profound insights into protein folding dynamics, stability, and intricate interactions.

Drug Development: Positioned at the forefront of drug development, Boc-L-glutamic acid α-amide plays a crucial role in refining and optimizing peptide-based medications. It empowers researchers to fine-tune peptide backbones, thereby enhancing drug durability, efficacy, and selectivity. This application holds particular significance in tailoring peptide mimetics capable of acting as either antagonists or agonists targeting specific receptors in the realm of pharmaceutical exploration.

Biochemical Research: In the arena of biochemical investigations, Boc-L-glutamic acid α-amide serves as an indispensable component for assessing enzyme-substrate interplays and catalytic mechanisms. It serves as a pivotal instrument for formulating tailor-made enzyme substrates or inhibitors, tailored explicitly for biochemical analyses. This facilitates a deeper comprehension of enzyme kinetics and fosters the emergence of novel biochemical methodologies, propelling the frontiers of biochemical research.

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