Boc-D-homocitrulline
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Boc-D-homocitrulline

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Category
BOC-Amino Acids
Catalog number
BAT-007081
CAS number
121080-97-5
Molecular Formula
C12H23N3O5
Molecular Weight
289.33
Boc-D-homocitrulline
IUPAC Name
(2R)-6-(carbamoylamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
Synonyms
Boc-D-HomoCit-OH; Nα-Boc-Nε-carbamoyl-D-lysine; (R)-2-Boc-amino-6-ureidohexanoic acid; Boc D HomoCit OH
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.187±0.06 g/cm3
Melting Point
139-143 °C
Boiling Point
491.6±45.0 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C12H23N3O5/c1-12(2,3)20-11(19)15-8(9(16)17)6-4-5-7-14-10(13)18/h8H,4-7H2,1-3H3,(H,15,19)(H,16,17)(H3,13,14,18)/t8-/m1/s1
InChI Key
XJBRHHKYGXHMDX-MRVPVSSYSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCCCNC(=O)N)C(=O)O

Boc-D-homocitrulline, an amino acid derivative, plays a pivotal role in peptide synthesis and is applied in various research contexts. Explore four key applications of Boc-D-homocitrulline:

Peptide Synthesis: Acting as a foundational component in peptide and protein synthesis, Boc-D-homocitrulline facilitates the exploration of protein-protein interactions and the development of therapeutic peptides. The presence of the Boc (tert-butoxycarbonyl) protecting group ensures selective deprotection of the amino acid during the incremental construction of peptides, enriching the molecular complexity and research possibilities.

Drug Development: In the realm of drug innovation, Boc-D-homocitrulline emerges as a crucial tool in crafting novel therapeutic agents, especially in the realm of protease inhibitor design. By integrating Boc-D-homocitrulline into potential drug entities, scientists enhance the stability and efficacy of these compounds, offering promising avenues for addressing conditions like cancer and infectious diseases with renewed vigor and precision.

Biochemical Studies: Through its application in biochemical assays, Boc-D-homocitrulline illuminates enzyme-substrate interactions, opening doors to a deeper understanding of enzymatic activities and inhibition mechanisms. The distinctive structure of this compound serves as a scaffold for unraveling novel biochemical pathways and identifying potential targets for therapeutic intervention, enriching the tapestry of biochemical research with intricate insights.

Immunology Research: Within the realm of immunology, Boc-D-homocitrulline emerges as a cornerstone for designing peptide antigens that shed light on immune responses. By incorporating this derivative into antigenic peptides, researchers embark on a journey to decipher how alterations in peptide structure influence T-cell recognition and immune reactivity, fueling advancements in vaccine development and enhancing comprehension of autoimmune phenomena with multifaceted perspectives and breakthroughs.

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