Mandelate crystal structure

Mandel, N. and Donohue, J. (1971) The refinement of the crystal structure of skutterudite, CoAs3. Acta Crystallo-... 

Mravik, A., Bocskei, Zs., Katona, Z., Markovits, I., Pokol, Gy., Menyhard, D.K., and Fogassy, E. A new optical resolution method coordinative resolution of mandelic acid esters. The crystal structure of calcium hydrogen (2R,3R)-0,0 -dibenzoyltartrate-(2i )-methyl mandelate, J. Chem. Soc. Chem. Commun. 1996, 1983. 

The single crystal structure of racemic mandelic acid was originally reported by Cameron and Duffin [11], and then re-determined by Wei and Ward [12]. The compound crystallizes in the orthorhombic Pbca space group, with the unit cell parameters being ... 

Figure 3. Single crystal structures of (a) racemic mandelic acid and (b) (S)-mandelic acid. The figures were adapted from references [12] and [13], respectively.

H. Lopez de Diego, Crystal structure of (S)-l-phenylethylatnmonium (K)-mandelate and a comparison of diastereomeric mandelate salts of l-phenylethylamine, Acta Chem. Scand. 48 (1994) 306-311. 

The long-range order in a crystal structure imposes correlation on the dipole moments of neighbouring structural units, and the normal modes of motion of the structure are running or standing waves of definite M. Mandel, Physica, 1972, 57, 141. 

Patil, A. O., Pennington, W. T., Paul, I. C., Curtin, D. Y., and Dykstra, C. E. Reactions of crystalline (R)-(-) and (5)-(- -)-mandelic acid with amines. Crystal structure and dipole moment of (5)-mandelic acid. A method of determining absolute configuration of chiral crystals. J. Amer. Chem. Soc. 109, 1529-1535 (1987). 

Fig. 5.10 Crystal structures of both diastereomeric salts and the actually deposited salt of racemic 1 -(4-methylphenyl)ethylamine with (R)-mandelic acid.

Fig. 3. The X-ray crystal structures of Rh2(S-Mandelate)4(EtOH)2 (2) and Rh2(iV-benzenesul-fonyl-(S)-prolinate)4(MeOH)2 (3)...

Ransom et al. 193 cloned the gene for mandelate racemase from Pseudomonas putida in Pseudomonas aeruginosa on the basis of the inability of the latter strain to grow on D-mandelate as a sole carbon source. The amino acid sequence was deduced from the nucleotide sequence, and the predicted molecular mass of the enzyme was 38 750[193. The enzyme is composed of eight identical subunits. The crystal structure of mandelate racemase has been solved and refined at 2.5 A resolution [194. The secondary, tertiary and quaternary structures of mandelate racemase are quite similar to those of muconate lactonizing enzyme 195, 196. Mandelate racemase is composed of two major structural domains and a small C-terminal domain. The N-terminal domain has an a + P structure, and the central domain has an a/p-barrel topology. The C-terminal domain consists of an L-shaped loop. 

The X-ray crystal structure of P. putida muconate lactonizing enzyme (cycloisomerase) was determined in 1987, and was found to contain an a/(i barrel fold, also found in triosephosphate isomerase and enolase. Remarkably, the structure of P. putida mandelate racemase, which catalyzes a mechanistically distinct reaction earlier in the same pathway, was found in 1990 to have a homologous structure, indicating that the structural fold of the enolase superfamily is able to support a range of enzyme-catalyzed reactions. The P. putida 3-carboxy- r, x-muconate lactonizing enzyme, in contrast, shares sequence similarity with a class II fumarase enzyme, and determination of its structure in 2004 has shown that it shares the same fold as the class II fumarase superfamily, hence these two catalysts of similar reactions have evolved from different ancestors. ... 

A number of six-coordinate nickel(II) complexes with other hydroxy acids, including gluconic, mandelic and tartaric adds, were reported. The X-ray crystal structure of... 

Fig. 27. Use of a motif to orient the magnesium octahedron in a protein (mandelate racemase) to facilitate a reaction [115]. The motif in Fig. 26b serves to orient the direction in which substrate (modeled in this crystal structure by an inhibitor) binds...

Li, Z. Ojala, W. Grant, D.J.W. Molecular modeling study of chiral drug crystals lattice energy calculations. J. Pharm. Sci. 2001, 90, 1523-1539. Kinbara, K. Saiko, K. Hashimoto, Y. Nohira, H. Saigo, K. Chiral discrimination upon crystallization of the diastereomeric salt of 1-aryethyl-amines with mandelic acid or /i-methoxymandelic acid interpretation of the resolution efficiencies on the basis of the crystal structures. J. Chem. Soc. Perkin Trans. 1996, 2, 2615-2622. 

N. S. Mandel, The structural basis of crystal-induced membrano-... 

Two polymorphs are also known for 2-aminopyrimidinium salicylate (mpt. 89-91 and 104-106°C) though the crystal structure of only the lower-melting form has been described [493]. The product from nicotinamide and R-mandelic acid can be isolated in two modifications, mpt. 81 and 85°C, though these are co-crystals and not salts [573]. Two polymorphs each have been structurally characterised [574] for [PMePh3][PFg] (having different phosphoniumP...P... 

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