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Boc-L-Dap(N3)-OH CHA

  CAS No.: 2098496-88-7   Cat No.: BADC-01825   Purity: ≥99% by HPLC 4.5  

Boc-L-Dap(N3)-OH CHA is a Boc-protected L-diaminopropionic acid derivative with an azide group on the side chain, existing as a cyclohexylammonium salt. The azide group enables 'click chemistry' reactions for site-specific peptide/protein modification, while the Boc group protects the α-amino group during synthesis. This compound is used as a building block for synthesizing peptides that can be selectively modified via Staudinger ligation or click chemistry, and it has applications in bioconjugation, drug delivery systems, and peptide-based biomaterials.

Boc-L-Dap(N3)-OH CHA

Structure of 2098496-88-7

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Molecular Formula
C14H27N5O4
Molecular Weight
329.40
Storage
Store at 2-8 °C

* For research and manufacturing use only. We do not sell to patients.

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Synonyms
N-alpha-Boc-N-beta-azido-L-2,3-diaminopropionic acid cyclohexylamine salt; Boc-L-beta-azidoalanine CHA salt; Boc-L-beta-azidoalanine CHA salt; Boc-Dap(N3).CHA; Boc-Dpr(N3).CHA; Boc-Dapa(N3).CHA; Boc-Dap(N3) CHA salt; Boc-L-Ala(N3)-OH CHA; Nα-Boc-Nβ-Azido-L-2,3-diaminopropionic acid cyclohexylammonium salt; Boc-L-Aza-OH (CHA); (S)-2-t-Butyloxycarbonylamino-3-aZidopropanoic acid cyclohexylamine
IUPAC Name
(2S)-3-azido-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;cyclohexanamine
Canonical SMILES
CC(C)(C)OC(=O)N[C@@H](CN=[N+]=[N-])C(=O)O.C1CCC(CC1)N
InChI
InChI=1S/C8H14N4O4.C6H13N/c1-8(2,3)16-7(15)11-5(6(13)14)4-10-12-9;7-6-4-2-1-3-5-6/h5H,4H2,1-3H3,(H,11,15)(H,13,14);6H,1-5,7H2/t5-;/m0./s1
InChIKey
YDTIDHZIISJNBU-JEDNCBNOSA-N
Melting Point
116-121 °C
Appearance
White crystalline powder
Storage
Store at 2-8 °C

Boc-L-Aza-OH (CHA) stands out as a highly versatile compound utilized in peptide synthesis and diverse chemical biology applications. Below are four key applications of Boc-L-Aza-OH (CHA):

Peptide Synthesis: Central to peptide synthesis, Boc-L-Aza-OH (CHA) serves as a cornerstone for constructing peptides and small proteins. Its steadfast Boc-protecting group enables sequential coupling reactions, facilitating the assembly of intricate peptide sequences. This reagent plays a critical role in generating therapeutic peptides and research tools, vital for peptide-based investigations.

Drug Development: In the realm of drug discovery, Boc-L-Aza-OH (CHA) emerges as a pivotal component for crafting peptide-based inhibitors or mimetics. By integrating this compound into peptide structures, researchers can engineer molecules tailored to target specific protein-protein interactions or enzyme active sites, offering a path to developing highly specific and potent new drugs.

Chemical Biology: Within the domain of chemical biology, Boc-L-Aza-OH (CHA) proves invaluable for delving into protein function and interaction mechanisms. Through the integration of this compound into peptides, scientists can devise probes capable of binding to select proteins or modulating their activities. This approach aids in unraveling intricate protein networks and discerning the individual roles of proteins in cellular processes.

Structural Biology: Exploiting the attributes of Boc-L-Aza-OH (CHA) in structural biology enables the elucidation of peptide and protein structures. Its role in stabilizing peptide conformations facilitates the crystallization or NMR studies essential for understanding three-dimensional protein structures. This comprehension is crucial for deciphering functional mechanisms and designing therapeutics guided by structural insights.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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