Lactic acid applications

In addition to solvent uses, esters of lactic acid can be used to recover pure lactic acid via hydrolysis, which in-tum is used to make optically active dilactide and subsequently polylactic acid used for drag delivery system.5 This method of recovery for certain lactic acid applications is critical in synthesis of medicinal grade polymer because only optically active polymers with low Tg are useful for drug delivery systems. Lactic acid esters themselves can also be directly converted into polymers, (Figure 1), although the commercial route proceeds via ring-opening polymerization of dilactide. 

Pilloton, R., Nwosu, T. N., Mascini, M., Amperometric Determination of Lactic Acid. Applications on Milk Samples , Anal. Lett. 21 (1988) 727-740. 

Uses. Currentiy, the principal use of lactic acid is in food and food-related applications, which in the United States accounts for approximately 85% of the demand. The rest ( 15%) of the uses are for nonfood industrial applications. The expected advent of the production of low cost lactic acid in high volume can open new applications for lactic acid and its derivatives, because it is a versatile molecule that can be converted to a wide range of industrial chemicals or polymer feedstocks (1,6,20). 

In order to become useful dmg delivery devices, biodegradable polymers must be formable into desired shapes of appropriate size, have adequate dimensional stability and appropriate strength-loss characteristics, be completely biodegradable, and be sterilizahle (70). The polymers most often studied for biodegradable dmg delivery applications are carboxylic acid derivatives such as polyamides poly(a-hydroxy acids) such as poly(lactic acid) [26100-51-6] and poly(glycolic acid) [26124-68-5], cross-linked polyesters poly(orthoesters) poly anhydrides and poly(alkyl 2-cyanoacrylates). The relative stabiUty of hydrolytically labile linkages ia these polymers (70) is as follows ... 

There has been recent interest in lactic acid polymers and copolymers. These materials are environmentally attractive in that renewal and cheap source materials such as potato waste and cheese whey may be used. Such materials have been used for some time in degradable and resorbable surgical sutures but recent efforts have been directed at food packaging applications. There is... 

Most of the chiral membrane-assisted applications can be considered as a modality of liquid-liquid extraction, and will be discussed in the next section. However, it is worth mentioning here a device developed by Keurentjes et al., in which two miscible chiral liquids with opposing enantiomers of the chiral selector flow counter-currently through a column, separated by a nonmiscible liquid membrane [179]. In this case the selector molecules are located out of the liquid membrane and both enantiomers are needed. The system allows recovery of the two enantiomers of the racemic mixture to be separated. Thus, using dihexyltartrate and poly(lactic acid), the authors described the resolution of different drugs, such as norephedrine, salbu-tamol, terbutaline, ibuprofen or propranolol. 

In more recent times chemically defined basal media have been elaborated, on which the growth of various lactic acid bacteria is luxuriant and acid production is near-optimal. The proportions of the nutrients in the basal media have been determined which induce maximum sensitivity of the organisms for the test substance and minimize the stimulatory or inhibitory action of other nutrilites introduced with the test sample. Assay conditions have been provided which permit the attainment of satisfactory precision and accuracy in the determination of amino acids. Experimental techniques have been provided which facilitate the microbiological determination of amino acids. On the whole, microbiological procedures now available for the determination of all the amino acids except hydroxy-proline are convenient, reasonably accurate, and applicable to the assay of purified proteins, food, blood, urine, plant products, and other types of biological materials. On the other hand, it is improbable that any microbiological procedure approaches perfection and it is to be expected that old methods will be improved and new ones proposed by the many investigators interested in this problem. 

Under certain circumstances, and very rarely, the inhibition of gluconeogenesis by metformin may suppress lactic acid metabolism and precipitate a potentially fatal lactic acidosis. Impairment of renal function, liver disease, alcoholism, conditions that give rise to increased lactate production (e.g. congestive heart failure, infections) are therefore contraindications for the application of metformin. 

Polyester chemistry is the same as studied by Carothers long ago, but polyester synthesis is still a very active field. New polymers have been very recently or will be soon commercially introduced PTT for fiber applications poly(ethylene naph-thalate) (PEN) for packaging and fiber applications and poly(lactic acid) (PLA), a biopolymer synthesized from renewable resources (corn syrup) introduced by Dow-Cargill for large-scale applications in textile industry and solid-state molding resins. Polyesters with unusual hyperbranched architecture also recently appeared and are claimed to find applications as crosstinkers, surfactants, or processing additives. 

Special mention must be made of poly(lactic acid), a biodegradable/bio-resorbable polyester, obtained from renewable resources through fermentation of com starch sugar. This polymer can compete with conventional thermoplastics such as PET for conventional textile fibers or engineering plastics applications. Hie first Dow-Cargill PLA manufacturing facility is scheduled to produce up to 140,000 tons of Nature Works PLA per year beginning in 200245 at an estimated price close to that of other thermoplastic resins U.S. l/kg.46 Other plants are planned to be built in the near future.45... 

The concomitant use of various bleaching agents has also been shown to improve PIH. In 1975, tretinoin in combination with hydroqui-none and dexamethasone was reported as an effective treatment for PIH [14]. In a small study, the application of 2% hydroquinone and 10% glycolic acid gel twice daily and 0.05% tretinoin cream at night has been shown to provide benefit for darker-skinned patients with PIH [15]. Similarly, Yoshimura et al. [16] suggested efficacy of tretinoin combined with hydroquinone and lactic acid in reducing PIH. More re-... 

Based on these studies, it is obvious that poly(N-acylhydroxy-proline esters) are very slowly degrading polymers. These materials may therefore be useful for long-term applications, such as implantable, multiyear contraceptive formulations. For such applications the degradation rates of poly (lactic acid)/poly (glycolic acid) devices would probably be too rapid. 

At present there is no reason evident why poly(N-acylhydroxy-proline esters) should not be suitable for the formation of microcapsules or microspheres as well. For microencapsulated drug fonmula-tions the longer degradation times of poly(N-acylhydroxyproline esters) as compared to poly (lactic acid) could again be a distinctive advantage for long-term applications. 

Polylactic acid (PLA) has been produced for many years as a high-value material for use in medical applications such as dissolvable stitches and controlled release devices, because of the high production costs. The very low toxicity and biodegradability within the body made PLA the polymer of choice for such applications. In theory PLA should be relatively simple to produce by simple condensation polymerization of lactic acid. Unfortunately, in practice, a competing depolymerization process takes place to produce the cyclic lactide (Scheme 6.10). As the degree of polymerization increases the rate slows down until the rates of depolymerization and polymerization are the same. This equilibrium is achieved before commercially useful molecular weights of PLA have been formed. 

Different organic acids, primarily lactic acid, have been successfully used for decontamination of whole livestock carcasses, and the application of different organic acids used for decontamination has also been tested in the fruit and vegetable industry. Organic acids other than lactic acid that are known to have bactericidal effects are acetic, benzoic, citric, malic, propanoic, sorbic, succinic and tartaric acids (Betts and Everis 2005). The antimicrobial action is due to a reduction in the pH in the bacterial environment, disruption of membrane transport, anion accumulation or a reduction in the internal pH in the cell (Busta et al., 2001). Many fruits contain naturally occurring organic acids. Nevertheless, some strains, for example E. coli 0157, are adapted to an acidic environment. Its survival, in combination with its low infective dose, makes it a health hazard for humans. 

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