Name: Boc-D-Orn(N3)-OH CHA
Brand: BOC Sciences
Rating: 5 (1 reviews)

Synonyms

Boc-D-Orn(N3).CHA; (R)-Boc-2-amino-5-azido-pentanoic acid CHA salt; Boc-D-azidonorvaline CHA salt; Boc-D-Nva(5-N3).CHA; D-Norvaline, 5-azido-N-[(1,1-dimethylethoxy)carbonyl]-, compd. with cyclohexanamine (1:1); Boc-D-Orn(N3) CHA salt; N-alpha-t-Butyloxycarbonyl-delta-azido-D-ornithine cyclohexylamine; (R)-2-t-Butyloxycarbonylamino-5-azidopentanoic acid cyclohexylamine; (R)-5-Azido-2-((tert-butoxycarbonyl)amino)pentanoic acid cyclohexylamine

IUPAC Name

(2R)-5-azido-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;cyclohexanamine

Canonical SMILES

CC(C)(C)OC(=O)N[C@H](CCCN=[N+]=[N-])C(=O)O.C1CCC(CC1)N

InChI

InChI=1S/C10H18N4O4.C6H13N/c1-10(2,3)18-9(17)13-7(8(15)16)5-4-6-12-14-11;7-6-4-2-1-3-5-6/h7H,4-6H2,1-3H3,(H,13,17)(H,15,16);6H,1-5,7H2/t7-;/m1./s1

InChIKey

OTASSZHMIDGDAW-OGFXRTJISA-N

Storage

Store at 2-8 °C

Boc-D-Orn(N3)-OH (CHA), a versatile compound widely employed in chemical biology and medicinal chemistry, boasts diverse applications across multiple domains. Here are four key applications of Boc-D-Orn(N3)-OH (CHA), presented with high perplexity and burstiness:

Chemical Synthesis: Acting as a cornerstone in peptide synthesis, Boc-D-Orn(N3)-OH (CHA) serves as a protected derivative of amino acids. The Boc protective group imparts stability during synthesis, while the azide group facilitates subsequent bio-orthogonal reactions. This compound stands as a pivotal building block for crafting intricate peptide structures and functionalized biomolecules, showcasing its profound significance in the realm of chemical synthesis applications.

Click Chemistry: Within the domain of click chemistry, the azide group within Boc-D-Orn(N3)-OH (CHA) plays a pivotal and indispensable role in reactions like the azide-alkyne cycloaddition. These reactions exhibit unparalleled efficiency and compatibility with a wide array of biological conditions, enabling the formation of biomolecular conjugates. This application is essential for various purposes such as labeling, imaging, and the development of cutting-edge bioconjugates for both research and therapeutic pursuits.

Drug Development: In the dynamic arena of drug development, Boc-D-Orn(N3)-OH (CHA) contributes significantly to the creation of prodrugs and innovative drug delivery systems. Tailoring the azide group allows for the attachment of therapeutic agents or targeting moieties, enhancing drug efficacy and selectivity. This strategic approach empowers controlled release and targeted therapy, offering substantial benefits in treating diverse diseases through the utilization of Boc-D-Orn(N3)-OH (CHA).

Proteomics: Within the intricate landscape of proteomics research, Boc-D-Orn(N3)-OH (CHA) finds invaluable utility in site-specific protein labeling. The azide moiety interacts seamlessly with alkynes to affix fluorescent probes or other tags, facilitating the exploration of protein interactions and functions. This application plays a pivotal role in unraveling protein dynamics and illuminating protein networks, underscoring the critical importance of Boc-D-Orn(N3)-OH (CHA) in advancing the field of proteomics studies.

Catalog	Product Name	CAS
BADC-01591	Boc-Dap-OH	120205-50-7
BADC-01944	Boc-D-trans-Hyp-Ome	135042-17-0
BADC-01570	Boc-Dap-OH.DCHA	1369427-40-6
BADC-01919	Boc-D-trans-Hyp-OH	147266-92-0
BADC-00973	Boc-Dap-NE	160800-65-7
BADC-01761	Boc-D-Lys(N3)-OH CHA salt	1858224-39-1
BADC-01762	Boc-D-Aza-OH (CHA)