PROCESO PARA LA FABRICACION DE 1-DESAMINO-8-D-ARGININA-VASOPRESINA

UN PROCESO PARA FABRICAR VASOPRESINA 1-DEAMINO-8-D-ARGININA (DDAVP) QUE COMPRENDE EL CONDENSAR UNA PREPARACION DE MPA(R{SUP,1})-TYR-PHE-GLN-ASN-CYS(R{SUP,2}-PRO-OH (SEC ID N : 1), DONDE R{SUP,1} Y R{SUP,2} SON GRUPOS DE PROTECCION SULFHIDRILOS, CON EL DIPEPTIDO (R{SUP,3})-D-ARG(HCI)-GLY-NH{SUB, 2},...

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Hauptverfasser: LARSSON, BO AKE KRISTER, ROSCHESTER, JAN ANDERS INGEMAR, SKOLDBACK, JAN-AKE, MORNSTAM, EWA MARIA BIRGITTA, MELLBRAND, THOMAS BJORN
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creator LARSSON, BO AKE KRISTER
ROSCHESTER, JAN ANDERS INGEMAR
SKOLDBACK, JAN-AKE
MORNSTAM, EWA MARIA BIRGITTA
MELLBRAND, THOMAS BJORN
description UN PROCESO PARA FABRICAR VASOPRESINA 1-DEAMINO-8-D-ARGININA (DDAVP) QUE COMPRENDE EL CONDENSAR UNA PREPARACION DE MPA(R{SUP,1})-TYR-PHE-GLN-ASN-CYS(R{SUP,2}-PRO-OH (SEC ID N : 1), DONDE R{SUP,1} Y R{SUP,2} SON GRUPOS DE PROTECCION SULFHIDRILOS, CON EL DIPEPTIDO (R{SUP,3})-D-ARG(HCI)-GLY-NH{SUB, 2}, DONDE R{SUP,3} ES UN GRUPO DE PROTECCION AMINO SENSIBLE AL ACIDO, PARA FORMAR MPA(R{SUP,1})-TYR-PHE-GLN-ASN-CYS(R{SUP,2})-PRO-DARG(HCI)-GLY-NH{SUB, 2} (SEC ID N : 1), QUE ES OXIDADO CON IODO EN UN DISOLVENTE PROTICO. LA MEZCLA DE REACCION QUE CONTIENE EL PRODUCTO OXIDADO PUEDE SER PURIFICADO MEDIANTE CROMATOGRAFIA DE INTERCAMBIO DE ION EN UNA RESINA DE INTERCAMBIO DE CATION EQUILIBRADA CON ACIDO. TAMBIEN SE DESCRIBE DDAVP DE ALTA PUREZA OBTENIDO MEDIANTE ESTE PROCESO Y SU USO PARA EL TRATAMIENTO DE DIUREA. A process for the manufacture of 1-deamino-8-D-arginine vasopressin (DDAVP) comprising, condensing a preparation of Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-OH (SEQ ID NO: 1), where R1 and R2 are sulfhydryl-protecting groups, with the dipeptide (R3)-D-Arg(HCl)-Gly-NH2, where R3 is an acid-sensitive amino-protecting group, to form Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-D-Arg(HCl)-Gly-NH2 (SEQ ID NO: 1), which is oxidized with iodine in a protic solvent. The reaction mixture containing the oxidized product can be purified by ion exchange chromatography on a cation exchange resin equilibrated with acid. Also disclosed is high-purity DDAVP obtained by this process and its use for treating diurea.
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LA MEZCLA DE REACCION QUE CONTIENE EL PRODUCTO OXIDADO PUEDE SER PURIFICADO MEDIANTE CROMATOGRAFIA DE INTERCAMBIO DE ION EN UNA RESINA DE INTERCAMBIO DE CATION EQUILIBRADA CON ACIDO. TAMBIEN SE DESCRIBE DDAVP DE ALTA PUREZA OBTENIDO MEDIANTE ESTE PROCESO Y SU USO PARA EL TRATAMIENTO DE DIUREA. A process for the manufacture of 1-deamino-8-D-arginine vasopressin (DDAVP) comprising, condensing a preparation of Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-OH (SEQ ID NO: 1), where R1 and R2 are sulfhydryl-protecting groups, with the dipeptide (R3)-D-Arg(HCl)-Gly-NH2, where R3 is an acid-sensitive amino-protecting group, to form Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-D-Arg(HCl)-Gly-NH2 (SEQ ID NO: 1), which is oxidized with iodine in a protic solvent. The reaction mixture containing the oxidized product can be purified by ion exchange chromatography on a cation exchange resin equilibrated with acid. 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LA MEZCLA DE REACCION QUE CONTIENE EL PRODUCTO OXIDADO PUEDE SER PURIFICADO MEDIANTE CROMATOGRAFIA DE INTERCAMBIO DE ION EN UNA RESINA DE INTERCAMBIO DE CATION EQUILIBRADA CON ACIDO. TAMBIEN SE DESCRIBE DDAVP DE ALTA PUREZA OBTENIDO MEDIANTE ESTE PROCESO Y SU USO PARA EL TRATAMIENTO DE DIUREA. A process for the manufacture of 1-deamino-8-D-arginine vasopressin (DDAVP) comprising, condensing a preparation of Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-OH (SEQ ID NO: 1), where R1 and R2 are sulfhydryl-protecting groups, with the dipeptide (R3)-D-Arg(HCl)-Gly-NH2, where R3 is an acid-sensitive amino-protecting group, to form Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-D-Arg(HCl)-Gly-NH2 (SEQ ID NO: 1), which is oxidized with iodine in a protic solvent. The reaction mixture containing the oxidized product can be purified by ion exchange chromatography on a cation exchange resin equilibrated with acid. 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LA MEZCLA DE REACCION QUE CONTIENE EL PRODUCTO OXIDADO PUEDE SER PURIFICADO MEDIANTE CROMATOGRAFIA DE INTERCAMBIO DE ION EN UNA RESINA DE INTERCAMBIO DE CATION EQUILIBRADA CON ACIDO. TAMBIEN SE DESCRIBE DDAVP DE ALTA PUREZA OBTENIDO MEDIANTE ESTE PROCESO Y SU USO PARA EL TRATAMIENTO DE DIUREA. A process for the manufacture of 1-deamino-8-D-arginine vasopressin (DDAVP) comprising, condensing a preparation of Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-OH (SEQ ID NO: 1), where R1 and R2 are sulfhydryl-protecting groups, with the dipeptide (R3)-D-Arg(HCl)-Gly-NH2, where R3 is an acid-sensitive amino-protecting group, to form Mpa(R1)-Tyr-Phe-Gln-Asn-Cys(R2)-Pro-D-Arg(HCl)-Gly-NH2 (SEQ ID NO: 1), which is oxidized with iodine in a protic solvent. The reaction mixture containing the oxidized product can be purified by ion exchange chromatography on a cation exchange resin equilibrated with acid. Also disclosed is high-purity DDAVP obtained by this process and its use for treating diurea.</abstract><edition>7</edition><oa>free_for_read</oa></addata></record>
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subjects CHEMISTRY
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PEPTIDES
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
title PROCESO PARA LA FABRICACION DE 1-DESAMINO-8-D-ARGININA-VASOPRESINA
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