C-Aminocaproic acid

Aminobenzophenone, 32, 8 c-Aminocaproic acid, 32, 13 6-Aminocaproic acid hydrochloride, 32, 13... 

It has become the custom to name linear aliphatic polyamides according to the number of carbon atoms of the diamine component (first named) and of the dicarboxylic acid. Thus, the condensation polymer from hexamethylenedi-amine and adipic acid is called polyamide-6,6 (or Nylon-6,6), while the corresponding polymer from hexamethylenediamine and sebacoic acid is called polyamide-6,10 (Nylon-6,10). Polyamides resulting from the polycondensation of an aminocarboxylic acid or from ring-opening polymerization of lactams are indicated by a single number thus polyamide-6 (Nylon-6) is the polymer from c-aminocaproic acid or from e-caprolactam. 

Amide reduction with lithium aluminum hydride, 39, 19 Amine oxide formation, 39, 40 Amine oxide pyrolysis, 39, 41, 42 -Aminoacetanilide, 39, 1 Amino adds, synthesis of, 30, 7 2-Amino-4-anilino-6-(chloro-METHYl) -S-TRIAZINE, 38, 1 -Aminobenzaldehyde, 31, 6 hydrazone, 31, 7 oxime, 31, 7 phenylhydrazone, 31, 7 > -Aminobenzoic add, 36, 95 2-Aminobenzophenone, 32, 8 c-Aminocaproic acid, 32, 13 6-Aminocaproic acid hydrochloride,... 

Aminobenzenesulfonic acid, 16, 55 -Aminobenzoic acid, 13, 54 7-Aminobdiyeic acid, 17, 4 -AMINO-isO-BUTYR7C ACID, 11, 4 c-Aminocaproic ACID, 17, 7 2-Aminoethanesulfonic acid, 10, 98... 

Polyamides. Although high molecular weight polyamides such as nylon-6, nylon-6,6, and nylon-12 resisted microbial (3, 4,19) and enzyme attack (17), low molecular weight cyclic and linear oligomers of c-aminocaproic acid were utilized by certain bacteria isolated from the effluent water of a nylon-6 plant. These include Corynebacterium auran-tiacum B-2 reported by Fukumura (20,21) and Achromobacter guttatus KI 72 reported by Okada et al. (22). 

A stoichiometric amount (0.1 mM) each of enzyme-bound FAD and C-u-L-lysine (u = uniformly labelled) was incubated anaerobically until FAD was fully reduced. After deproteinization the reaction mixture was subjected to high voltage paper electrophoresis and paper chromatography. Most of the radioactivity appeared at the area corresponding to piperidine 2-carboxylic acid (a-keto-c-aminocaproic acid) (Figure 7), and a significant amount of carbon dioxide was not detected. When the reaction mixture was aerated to reoxidize FAD and then deproteinized, the radioactivity was also found at the position of piperidine 2-carboxylic acid. 

Ugand binding buffer Phosphate-buffered saline supplemented with 0.2 mM CaCl2 and 10 mM c-aminocaproic acid. 

Procedure In a 10-ml test tube 50 mg of c-aminocaproic acid are dis- solved in 0.6 ml of NaOH and the solution is mixed with 10 ml of water and 0.15 ml of a-naphthylisocyanate. The test tube is closed with a rubber stopper, shaken vigorously for 2 min, and then allowed to stand with occasional shaking for 45 min. The separated a-naphthylurea is filtered off under suction using a filtration tube and washed with 1 ml of water, and the filtrate is acidified to pH 4 - 5. After 1 hr standing in a refrigerator the separated derivative is filtered off and washed twice with 1 ml of water. Yield, 20 mg mp, 156 —157 °C. Crystallization from 1.5 ml of 50% aqueous ethanol gave 9 mg of product, mp 165 — 166 °C. 

H2N(CH2)jCOOH, C H,3N02. Prepared from -benzoylaminocapronitrile or from l-hydroxycyclohexylhydroperoxide, m.p. 205 0. Aminocaproic acid is an antifibrinolytic agent, used to treat thrombosis in the deep veins. amiDoethyl alcohol. See ethanolamines. 

Also, nylon-6 waste may be hydrolyzed in the presence of an aqueous alkali metal hydroxide or acid5 to produce an alkali metal or acid salt of 6-aminocaproic acid (ACA). The reaction of nylon-6 waste with dilute hydrochloric acid is rapid at 90- 100°C. The reaction mixture is poured into water to form a dilute aqueous solution of the ACA salt. Filtration is used to remove undissolved impurities such as pigments, additives, and fillers followed by treatment of the acid solution with a strong cation exchange resin. A sulfonic acid cationic exchanger absorbs ACA salt and pure ACA is eluted with ammonium hydroxide to form a dilute aqueous solution. Pure ACA is obtained by crystallization of die solution. 

A mixture of 6-aminocaproic acid (13 g, 0.1 mol) and phosphorous acid (12.7 g, 0.156 mol) in chlorobenzene (100 ml) was heated to 100°C with stirring. Phosphorus trichloride (22 g, 0.16 mol) was added drop-wise to the mixture within a period of 30 min. The solution was then heated with stirring for 3 h. Insoluble material separated during this time. After cooling, the solvent was decanted, and the residue was boiled with water (60 ml) for 30 min and subjected to hot filtration with activated charcoal through a layer of Supercel. The solution was concentrated under reduced pressure and the crystals formed were collected by filtration. Methanol was added to the mother liquors to complete the precipitation. There was in this way isolated pure 6-amino-l-hydroxyhexylidenediphosphonic acid (15 g, 55%) of mp 245°C. 

Fig. 12. Inhibition of l25I-lys-plasminogen binding to human umbilical vein endothelial cells (HUVECs) by Lp(a) and apo(a). Confluent HUVEC monolayers were washed, treated with -aminocaproic acid, rewashed and incubated with 125I-lys-plasminogen (4.95 nM, specific activity 415.000cpm-pmo -1), for 30 min at 4°C in the presence of various excess amounts of unlabeled Lys-PLG (A) Lp(a) (0,0) apo(a) (x) LDL ( , ) or Lp(-) (V). [With permission of Hajjar el at. (HI 1).]...

The common name caprolactam comes from the original name for the Ce carboxylic acid, caproic acid. Caprolactam is the cyclic amide (lactam) of 6-aminocaproic acid. Its manufacture is from cyclohexanone, made usually from cyclohexane (58%), but also available from phenol (42%). Some of the cyclohexanol in cyclohexanone/cyclohexanol mixtures can be converted to cyclohexanone by a ZnO catalyst at 400°C. Then the cyclohexanone is converted into the oxime with hydroxylamine. The oxime undergoes a very famous acid-catalyzed reaction called the Beckmann rearrangement to give caprolactam. Sulfuric acid at 100-120°C is common but phosphoric acid is also used, since after treatment with ammonia the by-product becomes... 

C cathode buffer 25 mM Tris, 40 mM -aminocaproic acid (EAC, 6-aminohexanoic acid), 0.04% SDS... 

Caprolactam (melting point 69.3°C, density 1.02, flash point 125°C, fire point 140°C), so named because it is derived from the original name for the C6 carboxylic acid, caproic acid, is the cyclic amide (lactam) of 6-aminocaproic acid. 

The Bowman-Birk inhibitor also blocks the transformation of C H/10T1/2 cells (18). This raises the speculation that BB may represent a direct acting nutritionally relevant anticarcinogen particularly in the case of colon cancer. In this regard it was recently reported that e-aminocaproic acid (a trypsin inhibitor) inhibits dimethylhydrazine-induced colon tumors in mice (22). 

Figure 6.17. An e-aminocaproic acid can not be directly transformed (area shaded grey) into the corresponding e-aminocaprolactam nonetheless, the transformation can be performed indirectly (area shaded red) the intermediate formation of the O-silylated amino acid ester C makes the crucial difference because it precludes the deactivation of the substrate as an ammonium carboxylate.

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