公开(公告)号：US3826794A

公开(公告)日：1974-07-30

申请号：US18016071

申请日：1971-09-13

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: A61K38/04 ,  A61K38/00 ,  C07K7/23 ,  C07C103/52 ,  C07G7/00

CPC classification number: C07K7/23 ,  A61K38/00 ,  Y02P20/55 ,  Y10S930/13

Abstract: THE SYNTHESIS OF THE PROTECTTED DECAPEPTIDE PYRO-GLUHIS-TRP-TYR-GLY-LEU-ARG-GLY-AMIDE FROM THE CORRESPONDING NONAPEPTIDE CARRYING EASILY REMOVABLE PROTECTIVE GROUPS IS DESCRIBED. THE DECAPEPTIDE, UPON REMOVAL OF ITS PROTECTTIVE GROUPS, IS INDENTICAL WITH THE GONADOTROPIN-RELEASING HORMONE.

公开(公告)号：US3787386A

公开(公告)日：1974-01-22

申请号：US3787386D

申请日：1972-03-24

Applicant: ABBOTT LAB

Inventor： FLOURET G ,  COLE J

IPC: C07K5/083 ,  C07C103/52

CPC classification number: C07K5/081 ,  Y10S514/80 ,  Y10S930/13

Abstract: THE TRIPEPTIDE (O-R'')SER - (O-R")TYR - GLY-OR WHEREIN R IS HYDROGEN, METHYL OR BENZYL AND R'' AND R" ARE PROTECTIVE GROUPS ON THE HYDROXY GROUP OF THE TYROSYL AND SERYL MOIETIIES IS A VALUABLE INTERMEDIATE FOR THE MANUFACTURE OF THE GONADOTROPIN-RELEASING HOROMONE. IT CAN EASILY BE REACRED TO FORM THE NA-BLOCKED FRAGMENT TRP(O-R'')SER-(O-R")TYR-GLY-OH WHICH REACTS WITH LEU(N-R"'')ARG-PRO-GLY-NH2 CARRYING A PROTECTIVE GROUP (R"'') IN THE ARG MOIETY. TO THE CORRESPONDING OCTAPEPTIDE FROM WHICH GN-RH CAN BE OBTAINED BY REMOVING THE BLOCKING GROUP OF TRP, REACTING THE DEPROTECTED OCTAPEPTIDE WITH N-PROTECTED HISTIDINE, REMOVING THE PROTECTIV GROUP OF THE LATTER, SUBSEQUENTLY REACTING THE NONAPEPTIDE WITH N-PROTECTED PYROGLUTAMIC ACID AND REMOVING ALL THE PROTECTIVE GROUPS, LEAVING ONLY THE UNSUBSTITUTED DECAPEPTIDE CHAIN PYRO-GLU-HIS-TRP-SER-TYR-GLY-LEU-ARG-PROGLY-NH2.

公开(公告)号：US3781272A

公开(公告)日：1973-12-25

申请号：US3781272D

申请日：1972-03-24

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: C07K5/09 ,  C07C103/52

CPC classification number: C07K5/0817 ,  Y10S930/13

Abstract: THE NEW BLOCKED TRIPEPTIDE Y-(NW-R'') ARG-PRO-GLY-R WHEREIN R IS HYDROXY, METHOXY OR AMINO, R'' IS A SUITABLE BLOCKING GROUP AND Y IS HYDROGEN OR AN EASILY REMOVABLE PROTECTIVE GROUP HAS BEEN FOUND TO BE A VALUABLE INTERMEDIATE FOR THE PREPARATION OF LARGE PEPTIDE CHAINS, SUCH AS FOR INSTANCE, THE DECAPEPTIDE GN-RH.

公开(公告)号：US3780014A

公开(公告)日：1973-12-18

申请号：US3780014D

申请日：1971-09-16

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: C07K7/23 ,  C07C103/52 ,  C07G7/00 ,  C08H1/00

CPC classification number: C07K7/23 ,  Y10S930/13

Abstract: THE SYNTHESIS OF THE OCTAPEPTIDE TRP-SER-TYR-GLY-LEUARG-PRO-GLY-AMIDE CARRYING EASILY REMOVABLE PROTECTIVE GROUPS ON THE SER, TYR, ARG AND TRP MOIETIES IS DESCRIBED; THE CORRESPONDINGLY PROTECTED HEPTAPEPTIDE IS USED AS THE STARTING MATERIAL. THE OCTAPEPTIDE, UPON REMOVAL OF ANY PROTECTIVE GROUP ON THE AMINO-N OF THE TRYPTOPHANE MOIETY IS AN IMPORTANT INTERMEDIATE FOR THE PREPARATION OF THE GONADOTROPIN-RELEASING HORMONE.

公开(公告)号：US3796697A

公开(公告)日：1974-03-12

申请号：US3796697D

申请日：1971-11-02

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: C07K5/103 ,  C07K7/23 ,  C07C103/52

CPC classification number: C07K5/1005 ,  C07K7/23 ,  Y10S514/80 ,  Y10S930/13

Abstract: THE SYNTHESIS OF THE PENTAPEPTIDE

GLY-LEU-ARG-PRO-GLY-AMIDE

CARRYING EASILY REMOVABLE PROTECTIVE GROUPS ON THE NA OF GLYCINE AND ON THE ARG MOIETY IS DESCRIBED; THE CORRESPONDNGLY PROTECTED TERAPEPTIDE IS USED AS THE STARTING MATERIAL. THE NEW PENTAPEPTIDE, UPON REMOVAL OF THE PROTECTIVE GROUP ON THE AMINO GROUP OF THE GLYCINE MOIETY IS AN IMPORTANT INTERMEDIATE FOR THE PREPARATION OF THE GONADOTROPIN-RELEASING HORMONE.

公开(公告)号：US3784535A

公开(公告)日：1974-01-08

申请号：US3784535D

申请日：1971-09-13

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: C07K5/103 ,  C07K7/23 ,  C07C103/52 ,  C07G7/00 ,  C08H1/00

CPC classification number: C07K5/1005 ,  C07K7/23

Abstract: THE SYNTHESIS OF THE NONAPEPTIDE HIS-TRP-GLYLEU-ARG-PRO-GLY-AMIDE CARRYING EASILY REMOVED PROTECTIVE GROUPS ON THE SER, TYR, ARG AND OPTIONALLY ON THE HIS MOIETIES IS DESCRIBED. THE CORRSEPONDINGLY PROTECTED OCTAPEPTIDE IS USED AS THE STARTING MATERIAL. THE NONAPEPTIDE, UPON REMOVAL OF AN NA-PROTECTIVE GROUP ON THE HISTIDINE MOIETY IS AN IMPORTANT INTERMEDIATE FOR THE PREPARATION OF THE GONADOTROPIN-RELEASING HORMONE.

公开(公告)号：US3737422A

公开(公告)日：1973-06-05

申请号：US3737422D

申请日：1970-02-04

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: C07D233/64 ,  C07K5/078 ,  C07K5/097 ,  C07C103/52 ,  C07G7/00

CPC classification number: C07K5/0825 ,  C07K5/06147

Abstract: A NEW SYNTHETTIC ROUTE FOR PREPARING PYROGLUTAMYLHISTIDYLPROLINE AMIDE IN TWO STEPS LEADS TO AN EXCELLENT YIELD OF A HIGHLY POTENT PRODUCT. THE NEW METHOD USES FREE HISTIDYLPROLINE AMIDE TRH AS THE STARTING MATERIAL AND AN ACTIVE ESTER OF PYROGLUTAMIC ACID AS THE COREACTANT.

公开(公告)号：US3803117A

公开(公告)日：1974-04-09

申请号：US23794172

申请日：1972-03-24

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: C07K5/103 ,  C07C103/52

CPC classification number: C07K5/101 ,  Y10S514/80 ,  Y10S930/13

Abstract: THE NEW BLOCKED TETRAPEPTIDE Y-LEU-(N$:R'') ARG-PROGLY-R WHEREIN R IS HYDROXY, METHOXY OR AMINO, R'' IS A SUITABLE BLOCKING GROUP AND Y IS HYDROGEN OR AN EASILY REMOVABLE PROTECTIVE GROUP HAS BEEN FOUND TO BE A VALUABLE INTTERMEDIATE FOR THE PREPARATION OF LARGE PEPTIDE CHAINS, SUCH AS FOR ISTANCE, THE DECAPEPTIDE GN-RH.

公开(公告)号：US3790555A

公开(公告)日：1974-02-05

申请号：US3790555D

申请日：1972-01-20

Applicant: ABBOTT LAB

Inventor： FLOURET G ,  COLE J

IPC: C07K7/23 ,  C07C103/52 ,  C07G7/00 ,  C08H1/00

CPC classification number: C07K7/23 ,  Y10S930/13

Abstract: THE SYNTHESIS OF THE OCTAPEPTIDE TRP-SER-TYR-GLY-LEUARG-PRO-GLY-AMIDE CARRYING EASILY REMOVABLE PROTECTIVE GROUPS ON THE SER, TYR, ARG AND TRP MOIETIES IS DESCRIBED. THE NEW SYNTHESIS USES AS THE STARTING MATERIAL TWO TETRAPEPTIDE FRAGMENTS CARRYING EASILY REMOVABLE PROTECTIVE GROUPS. ONE OF THESE FRAGMENTS, TRP-SER-TYR-GLY-OH WITH SUITABLE PROTECTIVE GROUPS, ALSO IS A PART OF THE PRESENT INVENTION. AFTER COUPLING OF THE TWO FRAGMENTS, THE PROTECTIVE GROUP ON THE AMINO-N OF THE TRYPTOPHANE MOIETY IS REMOVED TO OBTAIN AN OCTAPEPTIDE CARRYING EASILY REMOVABLE PROTECTIVE GROUPS WHICH CAN BE RETAINED VHILE BULIDING UP THE MOLECULE TO THE DECAPEPTIDE CHAIN WHICH IS THE GONADOTROPIN-RELEASING HORMONE, AFTER REMOVAL OF THESE PROTECTIVE GROUPS.

公开(公告)号：US3790554A

公开(公告)日：1974-02-05

申请号：US3790554D

申请日：1971-09-24

Applicant: ABBOTT LAB

Inventor： FLOURET G

IPC: C07K7/23 ,  C07C103/52 ,  C07G7/00 ,  C08H1/00

CPC classification number: C07K7/23 ,  Y10S930/13

Abstract: THE SYNTHESIS OF THE HEPTAPEPTIDE SER-TYR-CLY-LEUARG-PRO-GLY-AMIDE CARRYING EASILY REMOVABLE PROTECTIVE GROUPS ON THE SER, TYR AND ARG MOIETIES IS DESCRIBED; THE CORRESPONDINGLY PROTECTED HEXAPEPTIDE IS USED AS THE STATING MATERIAL. THE HEPTAPEPTIDE, UPON REMOVAL OF ANY PROTECTIVE GROUP ON THE AMINO-N OF THE SERINE MOIETY, IS AN IMPORTANT INTERMEDIATE FOR THE PEPARATION OF THE GONADOTROPIN-RELEASING HORMONE.