Dipeptides as feed additives
AssigneeEvonik Degussa GmbH
InventorsChristoph KOBLER, Thomas HAEUSSNER, Katja KELM, Christoph WECKBECKER
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Abstract
The invention relates to feed additives containing dipeptides or salts thereof, in which one amino acid residue of the dipeptide is a DL-methionyl residue and the other amino acid residue of the dipeptide is an amino acid in the L-configuration selected from lysine, threonine, tryptophan, histidine, valine, leucine, isoleucine, phenylalanine, arginine, cysteine and cystine; feed mixtures containing these additives and method of producing the dipeptides.
Claims43
A composition, comprising dipeptides or salts thereof, wherein one amino acid residue of the dipeptide is a DL-methionyl residue and the other amino acid residue of the dipeptide is an amino acid in the L-configuration selected from the group consisting of lysine, threonine, tryptophan, histidine, valine, leucine, isoleucine, phenylalanine, arginine, cysteine and cystine.
A dipeptide or a salt thereof of formula DL-methionyl-DL-EAA or DL-EAA-DL-methionine, wherein EAA is an amino acid.
A method of producing a dipeptide containing only one methionyl residue according to the formula DD/LL/DL/LD-I or DD/LL/DL/LD-II:
- the method, comprising reacting an amino acid with a urea compound of formula III to V,
- where R is defined as follows:
- Ia to Va:
- R = 1-methylethyl-
- (valine)
- Ib to Vb:
- R = 2-methylpropyl-
- (leucine)
- Ic to Vc:
- R = (1S)-1-methylpropyl-
- (isoleucine)
- Id to Vd:
- R = (1R)-1-hydroxyethyl-
- (threonine)
- Ie to Ve:
- R = 4-aminobutyl-
- (lysine)
- If to Vf:
- R = 3-[(aminoiminomethyl)-amino]propyl-
- (arginine)
- Ig to Vg:
- R = benzyl-
- (phenylalanine)
- Ih to Vh:
- R = (1H-imidazol-4-yl)methyl-
- (histidine)
- Ij to Vj:
- R = (1H-indol-3-yl)methyl-
- (tryptophan)
- Ik to Vk:
- R = —CH2—SH
- (cysteine)
- Im to Vm:
- R = —CH2—S—S—CH2—CNH2—COOH
- (cystine)
- IIIn to Vn:
- R = —CH2—CH2—S—CH3
- (methionine)
- with the residues R1 and R2 in the urea compound III, IV and V are as follows:
- where
- IIIa-n:
- R1═COOH, R2═NHCONH2
- IVa-n:
- R1═CONH2, R2═NHCONH2
- Va-n:
- R1-R2═—CONHCONH—
- and
- where R either denotes a methionyl residue and the added amino acid is selected from the group comprising lysine, threonine, tryptophan, histidine, valine, leucine, isoleucine, phenylalanine, arginine, cysteine and cystine
- or
- the added amino acid is methionine and R is an amino acid residue selected from the group consisting of lysine, threonine, tryptophan, histidine, valine, leucine, isoleucine, phenylalanine, arginine, cysteine and cystine.
The method according to claim 15, wherein the amino acid or an intermediate is methionine hydantoin or the hydantoin of an amino acid selected from the group consisting of lysine, threonine, tryptophan, histidine, valine, leucine, isoleucine, phenylalanine, arginine, cysteine, cystine.
Dependencies are inferred from the claim text.