PHYSIOLOGICALLY ACTIVE TETRAPEPTIDES AND THEIR N-ACYL DERIVATIVES AND PROCESSES FOR PRODUCING THE SAME

摘要

1493969 Tetrapeptide, and the N-acyl derivatives thereof SANRAKU-OCEAN CO Ltd 18 Feb 1975 [28 Feb 1974 12 March 1974 10 April 1974 17 Dec 1974 19 Dec 1974] 6819/75 Heading C3H A compound of the Formula (I) wherein X is a radical derived from 4-amino-3- hydroxy-6-methylheptanoic acid, may be obtained by the decomposition of the peptide of Formula (II) R-Val-Val-X-Ala-X-OH wherein R is an acyl group of 2 to 16 carbon atoms which may be substituted by hydroxy or halogen toms by treating with an enzyme which yields RH, L-valine and I, and is produced by a microorganism selected from Bacillus megaterium, B. circulans, B. sphaericus, B. cereus, B. subtilis, Clostridium butyricum, Pseudomonas segnis, Xanthomonas campestris, Acetobacter rancens, Aeromonas hydrophilia, Protaminobacter rubens, Microcyclus flavus, Agrobacterium radiobacter, Alicaligenes faecalis, Escherichia coli, Citrobacter freundii, Enterobacter aerogenes, Micrococcus rubens, Staphylococcus epidermidis, Sarcina lutea, Brevibacterium ammoniagenes, Streptococcus faecalis, Leuconostoc mesenteroides, Lactobacillus brevis, Propionibacterium shermanii Cornybacterium equi, Microbacterium lacticum, Cellulomonas fimi, Arthrobacter ureafaeciens, Macrophomina phaseoli, Ascochyta phaseolorum, Colletotrichum sp, Rabatiella caulivora, Stemphylium sarcinaeforme, Rhizoctonia sp and Fusarium sp. The compound (I) may be acylated to produce RSP1/SP-Val-X-Ala-X-OH wherein RSP1/SP is defined as for R. The production of the enzyme is described. In the examples, many of the above microorganisms are illustrated on substrates wherein R is n-caproyl or isovaleryl, and the RSP1/SP prepared are acetyl, isobutyryl, isovaleryl, benzoyl, phenoxyacetyl, 2-phenoxypropionyl, oxalyl, malonyl, palmitoyl, 2-hydroxypropionyl; and the acetyl derivative with the c-methyl ester.