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US 10,954,537 B2Granted
Amino acids bearing a norbornene moiety
AssigneeValanx Biotech GmbH
InventorMichael Lukesch
Life of this patent
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Abstract
The invention relates to a novel amino acid having a norbornene group and polypeptide comprising the novel amino acid compounds. The invention also relates to a method of producing polypeptides comprising a norbornene group and to the use of said polypeptides.
Claims14
A compound having a norbornene group which has the following formula I:
- wherein X is H or C1-C6 alkyl, optionally substituted with a hydroxy, halogen, amine, thiol, or carboxy moiety, or wherein the compound is selected from the group consisting of D- or L-2-methylpyrrolidine-3-norbornene serine, D- or L-2-methyl(propyl)sulfane-3-norbornene serine, D- or L-2-1-butylguanidine-3-norbornene serine, L-2-propionamide-3-norbornene serine, and L-2-butyramide-3-norbornene serine.
A method for producing compounds of formula I, comprising the step of reacting norbornene-2-carboxaldehyde with an amino acid in the presence of threonine aldolase.
A polypeptide having a norbornene group which has the following formula II,
- wherein:
- X is H or C1-C6alkyl, optionally substituted with a hydroxy, halogen, amine, thiol, or carboxy moiety,
- R1 is OH, an amino acid, or a polypeptide moiety,
- R2 is H, an amino acid, or a polypeptide moiety, and
- at least one of R1 and R2 is an amino acid or a polypeptide moiety.
2 more elements
Dependencies are inferred from the claim text.