Aspartic acid anion

The transport of information from sensors to the central nervous system and of instructions from the central nervous system to the various organs occurs through electric impulses transported by nerve cells (see Fig. 6.17). These cells consist of a body with star-like projections and a long fibrous tail called an axon. While in some molluscs the whole membrane is in contact with the intercellular liquid, in other animals it is covered with a multiple myeline layer which is interrupted in definite segments (nodes of Ranvier). The Na+,K+-ATPase located in the membrane maintains marked ionic concentration differences in the nerve cell and in the intercellular liquid. For example, the squid axon contains 0.05 MNa+, 0.4 mK+, 0.04-0.1 m Cl-, 0.27 m isethionate anion and 0.075 m aspartic acid anion, while the intercellular liquid contains 0.46 m Na+, 0.01 m K+ and 0.054 m Cl-. 

PEG-P(Asp) poly(ethylene glycol)-b/oc -poly(aspartic acid) Anionic... 

Merck s thienamycin synthesis commences with mono (V-silylation of dibenzyl aspartate (13, Scheme 2), the bis(benzyl) ester of aspartic acid (12). Thus, treatment of a cooled (0°C) solution of 13 in ether with trimethylsilyl chloride and triethylamine, followed by filtration to remove the triethylamine hydrochloride by-product, provides 11. When 11 is exposed to the action of one equivalent of tm-butylmagnesium chloride, the active hydrogen attached to nitrogen is removed, and the resultant anion spontaneously condenses with the electrophilic ester carbonyl four atoms away. After hydrolysis of the reaction mixture with 2 n HC1 saturated with ammonium chloride, enantiomerically pure azetidinone ester 10 is formed in 65-70% yield from 13. Although it is conceivable that... 

Intermediate 10 must now be molded into a form suitable for coupling with the anion derived from dithiane 9. To this end, a che-moselective reduction of the benzyl ester grouping in 10 with excess sodium borohydride in methanol takes place smoothly and provides primary alcohol 14. Treatment of 14 with methanesulfonyl chloride and triethylamine affords a primary mesylate which is subsequently converted into iodide 15 with sodium iodide in acetone. Exposure of 15 to tert-butyldimethylsilyl chloride and triethylamine accomplishes protection of the /Mactam nitrogen and leads to the formation of 8. Starting from L-aspartic acid (12), the overall yield of 8 is approximately 50%, and it is noteworthy that this reaction sequence can be performed on a molar scale. 

Very pure preparations are obtained by treatment of L-aspartic acid loaded strong basic anion-exchange resins with an aqueous solution of L-arginine hydrochloride. 

POLY(AMINO acids). Both anionic [e.g., poly(L-aspartic acid) and poly(glutamic acid)] and cationic [e.g., poly[L-lysine)] poly(amino acids) have been suggested as potential drug carriers. Poly(L-lysine) is a homopolymer cosisting of repeating units of L-lysine. It exhibits some affinity for cancer cells and possesses antimicrobial and antiviral properties. It also shows... 

Recently, a series of surfactant-like peptides were found to form helical nanotubes.112 The anionic peptide monomers were composed of a head group of one or two aspartic acids and a hydrophobic tail containing six residues... 

Aspartic acid has a side chain carboxyl group that will lose a proton and become an anionic carboxylate group under physiological conditions. Aspartic acid is the metabolic precursor to gamma (y)-aminobutyric acid (GABA), an important inhibitory neurotransmitter in the human central nervous system. 

Reaction of the carbonium ion with water could be reduced if overlap occurred with the carboxylate anion of aspartic acid-52 either during or after the glycoside-cleavage step. Since the carboxylate anion would be held adjacent to the carbonium ion in the active site, equilibrium should be far to the side of the acylal. Reaction of acylal with H2O would then very probably be ratedetermining in the forward direction. Evidence has been obtained that the solvent is directly involved in the hydrolysis of the cyclic acylal 2-(p-nitrophenoxy)phthalide where steric factors are similar... 

Several different analytical and ultra-micropreparative CEC approaches have been described for such peptide separations. For example, open tubular (OT-CEC) methods have been used 290-294 with etched fused silicas to increase the surface area with diols or octadecyl chains then bonded to the surface.1 With such OT-CEC systems, the peptide-ligand interactions of, for example, angiotensin I-III increased with increasing hydrophobicity of the bonded phase on the capillary wall. Porous layer open tubular (PLOT) capillaries coated with anionic polymers 295 or poly(aspartic acid) 296 have also been employed 297 to separate basic peptides on the inner wall of fused silica capillaries of 20 pm i.d. When the same eluent conditions were employed, superior performance was observed for these PLOT capillaries compared to the corresponding capillary zone electrophoresis (HP-CZE) separation. Peptide mixtures can be analyzed 298-300 with OT-CEC systems based on octyl-bonded fused silica capillaries that have been coated with (3-aminopropyl)trimethoxysilane (APS), as well as with pressurized CEC (pCEC) packed with particles of similar surface chemistry, to decrease the electrostatic interactions between the solute and the surface, coupled to a mass spectrometer (MS). In the pressurized flow version of electrochromatography, a pLC pump is also employed (Figure 26) to facilitate liquid flow, reduce bubble formation, and to fine-tune the selectivity of the separation of the peptide mixture. 

In ordinary plants the evidence is for the involvement of anionic complexes of Cu and Ni for uptake and transport. This is generally taken as resulting from citrate rather than amino add complexation [as neutral bis(amino acidato)metal(II) complexes]. However, this conclusion ignores the presence of aspartic add, which is often found in exudates in relatively large amounts and would form bis-anionic spedes. A metal binding role for aspartic acid in xylem sap was proposed in some earlier work.37... 

Aspartic acid needs to be isolated from a fermentation broth. The initial concentration of aspartic acid in the solution is 1.0 x 10 3 g/mL. We need to recover 98 percent of the aspartic acid. The amount of aspartic solution is 1 m3. The isotherm for the adsorption of aspartic acid into an anion exchanger (Duolite A162) is given as follows (Cowan et al., 1987)... 

Carboxylic group—for example, aspartic acid (D) and glutamic acid (E), which provide anionic charges on the surface of proteins and constitute catalytic residues of glycosidases. 

A similar concept was used in the development of artificial chymotrypsin mimics [54]. The esterase-site was modeled by using the phosphonate template 75 as a stable transition state analogue (Scheme 13.19). The catalytic triad of the active site of chymotrypsin - that is, serine, histidine and aspartic acid (carboxy-late anion) - was mimicked by imidazole, phenolic hydroxy and carboxyl groups, respectively. The catalytically active MIP catalyst 76 was prepared using free radical polymerization, in the presence of the phosphonate template 75, methacrylic acid, ethylene glycol dimethacrylate and AIBN. The template removal conditions had a decisive influence on the efficiency of the polymer-mediated catalysis, and best results were obtained with aqueous Na2CC>3. 

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