Aromatic binding site

Finally, a variety of alternative aromatic systems were evaluated in an effort to identify surrogates for the indole. Replacement by benzothiophene, indazole or substituted phenyl groups severely reduced or abolished activity in vitro, emphasizing the subtle electronic and steric factors governing the aromatic binding site (compounds not shown). 

A CSP based on the analogues 3,5-dinitrobenzoylated 1,2-diphenylethane-1,2-diamine (DNB-DPEDA) (see Fig. 9.26a) [349-353] has been commercialized by Regis under the tradename Ulmo. This CSP has proven to be excellent for the direct separation of aryl alcohol enantiomers without derivatization (see Fig. 9.26b) [349,351]. This improved Pirkle-concept CSP, that contains also ir-acidic as well as moderate n-basic aromatic binding sites, nicely resolved a wide variety of chiral drugs [350] and compounds of pharmaceutical interest [352]. 

Temporary protecting group in peptide synthesis. Provides an aromatic binding site for some enzymes. Chemical symbol CBZ... 

Stable blocking group provides aromatic binding sites for enzymes. Chemical symbol Bz... 

S.P. Batra, B.H. Nicholson, 9-Azidoacridine, a new photoafiBnity label for nucleotide- and aromatic-binding sites in proteins, Biochem. J., 1982, 207, 101-108. 

The dependence of chiral recognition on the formation of the diastereomeric complex imposes constraints on the proximity of the metal binding sites, usually either an hydroxy or an amine a to a carboxyHc acid, in the analyte. Principal advantages of this technique include the abiHty to assign configuration in the absence of standards, enantioresolve non aromatic analytes, use aqueous mobile phases, acquire a stationary phase with the opposite enantioselectivity, and predict the likelihood of successful chiral resolution for a given analyte based on a weU-understood chiral recognition mechanism. 

The peptide-binding site is a hydrophobic groove flanked by the RT loop between pi and p2 and the n-Src loop between p3 and P4 (see Figure 13.28a). The latter is so named because neuronal Src has an insertion of six residues in this loop. The groove is lined with conserved aromatic residues. 

A number of [PhsSnflV)] complexes formed with ligands containing -OH, C = 0, or -COOH group(s) and aromatic N donor atom have been prepared. The binding sites of the ligands were identified by FT-IR... 

Compounds with conformationally restrained side chains, unsaturated side chains and aromatic side chains have been synthesised in order to better define the steric requirements of the binding site in the side-chain region. These are shown in Table 6.9. On average, the conformationally restrained... 

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