Name: Boc-Ser(O-propargyl)-OH (DCHA)
Brand: BOC Sciences
Rating: 5 (1 reviews)

Size

Price

Stock

Quantity

$--

In stock

Synonyms

(S)-Boc-2-amino-3-propargyloxy-propionic acid dicyclohexyl ammonium salt; Dicyclohexylamine N-(tert-butoxycarbonyl)-O-(prop-2-yn-1-yl)-L-serinate

IUPAC Name

N-cyclohexylcyclohexanamine;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-prop-2-ynoxypropanoic acid

Canonical SMILES

CC(C)(C)OC(=O)NC(COCC#C)C(=O)O.C1CCC(CC1)NC2CCCCC2

InChI

InChI=1S/C12H23N.C11H17NO5/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12;1-5-6-16-7-8(9(13)14)12-10(15)17-11(2,3)4/h11-13H,1-10H2;1,8H,6-7H2,2-4H3,(H,12,15)(H,13,14)/t;8-/m.0/s1

InChIKey

CDXMCFDPVMVYJA-WDBKTSHHSA-N

Boc-Ser(O-propargyl)-OH (DCHA), a versatile chemical compound utilized in diverse biochemical and pharmaceutical research settings, has a myriad of applications. Here are four key applications:

Peptide Synthesis: Integral to solid-phase peptide synthesis, Boc-Ser(O-propargyl)-OH (DCHA) functions as a protected serine derivative. The Boc group shields the amine functionality, while the O-propargyl group facilitates subsequent click chemistry reactions. This enables the integration of clickable serine into peptides for a range of bioconjugation investigations, adding layers of complexity to peptide assembly processes.

Click Chemistry: The alkyne moiety within Boc-Ser(O-propargyl)-OH (DCHA) positions it as a valuable reagent for diverse click chemistry applications. Coupled with azides, it enables the formation of stable triazole linkages crucial for labeling, imaging, and probing protein interactions within intricate biological systems. This synergy of chemical functionalities brings a dynamic and varied approach to studying molecular interactions.

Proteomics Research: In the realm of proteomics, Boc-Ser(O-propargyl)-OH (DCHA) finds utility in exploring post-translational modifications, particularly phosphorylation events. By incorporating this compound into synthetic peptides, researchers can generate phosphopeptide analogs, aiding in the examination of kinase activity and unraveling signal transduction pathways. This intricate molecular manipulation enhances our understanding of complex cellular signaling networks.

Drug Development: Within medicinal chemistry, Boc-Ser(O-propargyl)-OH (DCHA) emerges as a foundational unit for crafting novel therapeutic agents. The propargyl functionality enables the introduction of diverse functional groups that improve drug attributes, like bioavailability and metabolic stability. This strategic modification process is pivotal in designing potent and selectively targeted drug candidates, injecting a level of sophistication into drug discovery endeavors.