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1. EP1219603 - Tryptophan analogs in proteins, peptides and peptidic structures

Office European Patent Office
Application Number 01130523
Application Date 21.12.2001
Publication Number 1219603
Publication Date 03.07.2002
Publication Kind A3
IPC
C07D 209/20
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
209Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
02condensed with one carbocyclic ring
04Indoles; Hydrogenated indoles
10with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
18Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
20substituted additionally by nitrogen atoms, e.g. tryptophane
C07D 495/04
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
495Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
02in which the condensed system contains two hetero rings
04Ortho-condensed systems
CPC
C07D 495/04
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
495Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
02in which the condensed system contains two hetero rings
04Ortho-condensed systems
Applicants MAX PLANCK GESELLSCHAFT
PROTEROS BIOSTRUCTURES GBMH
Inventors HUBER ROBERT PROF DR
BUDISA NEDILJKO DR
MORODER LUIS PROF
ALEFELDER STEFAN DR
BAE JAE HYUN
KAISER JENS DR
FREYE-MINKS CAROLINE DR
NEUEFEIND TORSTEN DR
Priority Data 10063992 21.12.2000 DE
Title
(DE) Tryptophan-Analoga in Proteinen, Peptiden und peptidischen Leitstrukturen
(EN) Tryptophan analogs in proteins, peptides and peptidic structures
(FR) Analogues du tryptophane dans des protéines, des peptides et des structures peptidiques
Abstract
(DE)
Die Erfindung betrifft Proteine, Peptide und peptidische Leitstrukturen, die aufgrund des Einbaus von Tryptophan-Aminosäureanaloga, insbesondere von Chalkogen- und/oder Halogen-Analoga, neue kristallographische, spektrale und/oder pharmakologische Eigenschaften aufweisen. Ferner betrifft die Erfindung ein Verfahren zur Markierung von Proteinen, Peptiden und peptidischen Leitstrukturen, bei dem diese durch den Einbau von Aminosäure-Analoga mit neuen kristallographischen und/oder spektralen Eigenschaften versehen werden. Des Weiteren betrifft die Erfindung ein Verfahren zur Bestimmung der dreidimensionalen Struktur von Proteinen, Peptiden oder peptidischen Leitstrukturen mittels Kristallstrukturanalyse. Schließlich betrifft die Erfindung pharmazeutische Zusammensetzungen, die als Wirkstoff mindestens ein Tryptophan-Analogon umfassen, das in einen Träger, beispielsweise ein Protein, ein Peptid oder eine peptidische Leitstruktur, eingebaut ist.

(EN)
Protein, peptide or peptidic lead structures (A) that include at least one chalcogen (sulfur, selenium or tellurium)-containing amino acid analog (I) of tryptophan (Trp) and/or at least one halogen (bromo or iodo)-containing amino acid analog (Ia) of Trp. Peptides that contain bromine-containing (Ia) are excluded. Independent claims are also included for: (1) a method for labeling a protein, peptide or peptidic lead structure (B) for crystallographic and/or spectroscopic examination by incorporating at least one (I) and/or (Ia); (2) method for determining the three-dimensional structure of (B) by crystal structure analysis after replacing a Trp residue by (I) or (Ia); and (3) pharmaceutical composition containing at least one (A) that contains (I).