6-Aminohexanoate oligomers

Fig. 1 Phylogenetic tree based on amino acid sequences of the polyamidase from Nocardia farcinica and other highly homologous bacterial amidases as well as amidases with substrate specificity for 6-aminohexanoate oligomers [20]...

Kakudo, S., Negoro, S., Urabe, I., and Okada, H. (2000) Nylon oligomer degradation gene, nylC, on plasmid pOAD2 from a Flavobacterium strain encodes endo-type 6-aminohexanoate oligomer. Appl. Environ. Microbiol., 59 (11), 3978-3980. 

The PNA chain was linked to the peptide spacer glutamic acid-(y-tert-butyl ester)-(fi-aminohexanoic acid)-(fi-aminohexanoic acid) (Glu [OtBuj-fiAhx-fiAhx) via an enzymatically cleavable Glu-Lys handle. The Glu [OtBuj-fiAhx-fiAhx spacer was coupled to the amino-functionalized membrane by standard Fmoc-Chemistry. Then the membranes were mounted in an ASP 222 Automated SPOT Robot and a grid of the desired format was dispensed at each position. The free amino groups outside the spotted areas were capped and further chain elongation was performed with Fmoc-protected PNA monomers to synthesize the desired PNA oligomers (18). After completion of the synthesis, the PNA oligomers were cleaved from the solid support by incubation with bovine trypsin solution in ammonium bicarbonate at 37 °C for 3 h. 

Negoro S, Ohki T, Shibata N et al (2007) Nylon-oligomer degrading enzyme/substrate complex catalytic mechanism of 6-aminohexanoate-dimer hydrolase. J Mol Biol 370 142-156... 

Caprolactams can be prepared by intramolecular nucleophilic cleavage of support-bound 6-aminohexanoates (Entry 9, Table 15.35). The yields of such reactions are usually not high, even if reactive esters are used for attachment to the support. High loading should be avoided to prevent the formation of oligomers by intermolecular nucleophilic cleavage. 

SYNS AKULON ALK. MID AMILAN CM 1001 6-AMINOHEXANOIC ACID HOMOPOLYMER BONAMID CAPRAN 80 CAPROAMIDE POLYMER CAPROLACTAM OLIGOMER 0-CAPROL.ACTAM POLYMERS (GERMAN) CAPRON CHEMLON DANAMID DULL 704 DURETHAN BK ERTALON 6SA GRILON HEXAHYDRO-2H-AZEPIN-2-ONE HOMOPOLYMER ITAMID KAPROLIT KAPROLON KAPROMIN KAPRON MARAN iT. F 114 METAMID MIRAMID WM 55 NYLON-6 ORGAMIDE PA 6 (polymer) PLASKON 201 POLICAPRAN POLYAMIDE 6 POLY(e-... 

There is some tendency for the 6-aminohexanoic acid to recyclize, which contributes to a crude product containing about 90% useful high-molecular weight resin and 10% caprolactam and oligomers. To obtain optimum properties the crude product may be heated at 180-200°C in a partial vacuum to form useful polymer from the residual oligomers. Or the mixture may be leached with water at 80-85°C to wash out the somewhat soluble caprolactam and oligomers from the product. Einished nylon 6 resin, poly (6-aminohexanoamide), has a melting point of 223°C, somewhat lower than... 

Negoro, S., Ohki, T Shibata, N Sasa, K Hayashi, H., Nakano, H Yasuhira, K Kato, D.I., Takeo, M and Higuchi, Y. (2007) Nylon-oligomer degrading enzyme/substrate complex catalytic mechanism of 6-aminohexanoate-dimer hydrolase./. Mol. Biol, 370 (1), 142-156. 

Kinoshita S, Terada T, Taniguchi T, Takene Y, Masuda S, Matsunaga N, Okada H (1981), Purification and characterization of 6-aminohexanoic-acid-oligomer hydrolase of Flavobacterium sp. KI72 , Eur J Biochem, 116, 547-551. 

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