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US 9,315,543 B2Granted
Tyrosine based linkers for the releasable connection of peptides
AssigneesBayer Intellectual Property GmbH, Bayer Pharma Aktiengesellschaft
InventorsIngo Flamme, Johannes Köbberling, Hans-Georg Lerchen, Nils Griebenow, Rudolf Schohe-Loop, Sven Wittrock, Ursula Krenz
Life of this patent
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Abstract
The invention relates to novel tyrosine based linkers that allow the releasable connection of peptides or proteins with other molecular entities, e.g. polyethylene glycol, to processes for their preparation and their use for preparing medicaments for the treatment and/or prophylaxis of diseases.
Claims6
A compound of the formula
- wherein
- n represents the number 0, 1, 2, 3 or 4,
- m represents the number 0, 1, 2, 3 or 4,
- where m and n together are the number 1, 2, 3, 4, 5 or 6,
- R1 represents tert-butyloxycarbonyl or (9H-fluoren-9-ylmethoxy)carbonyl,
- R2 represents tert-butyloxycarbonyl,
- R3 represents hydrogen, methyl, ethyl, n-propyl, isopropyl or benzyl,
- R4 represents a group of the formula
- where
- * is the point of attachment to the nitrogen,
- p represents the number 1, 2, 3, 4 or 5,
- R5 represents hydrogen, aminocarbonyl, (C1-C4)-alkylaminocarbonyl, phenylaminocarbonyl or a group of the formula
- where
- # is the point of attachment to the carbon atom,
- o represents the number 1, 2, 3, 4 or 5,
- R15 represents hydrogen or (C1-C4)-alkyl,
- R16 represents hydrogen or (C1-C4)-alkyl,
- R17 represents the side group of a natural α-amino acid or its homologues or isomers,
- and
- R18 represents hydrogen or methyl,
- R6 represents —S-trityl, thiolyl, azidyl, acetylenyl, hydroxycarbonyl or amine,
- R7 represents hydrogen or aminocarbonyl,
- R8 represents —S-trityl, thiolyl, azidyl, acetylenyl, hydroxycarbonyl or amine,
- R9 represents hydrogen or (C1-C4)-alkyl,
- R10 represents hydrogen or (C1-C4)-alkyl,
- R11 represents hydrogen or aminocarbonyl,
- R12 represents —S-trityl, thiolyl, azidyl, acetylenyl, hydroxycarbonyl or amine,
- R13 represents the side group of a natural α-amino acid or its homologues or isomers,
- and
- R14 represents hydrogen or methyl,
- or a salt thereof.
28 more elements
Dependencies are inferred from the claim text.