IL94171A - Synthetic peptides that are AIIV analogues of FRG - Google Patents

Synthetic peptides that are AIIV analogues of FRG

Info

Publication number: IL94171A
Authority: IL; Israel
Prior art keywords: arg; leu; ala; ser; gln
Prior art date: 1989-04-25

Application number

IL9417190A

Other languages

English (en)

Hebrew (he)

Other versions

IL94171A0 (en

Original Assignee

Salk Inst For Biological Studi

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1989-04-25

Filing date

1990-04-23

Publication date

1994-11-11

1990-04-23 Application filed by Salk Inst For Biological Studi filed Critical Salk Inst For Biological Studi

1991-01-31 Publication of IL94171A0 publication Critical patent/IL94171A0/xx

1994-11-11 Publication of IL94171A publication Critical patent/IL94171A/en

Links

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102000004196 processed proteins & peptides Human genes 0.000 title abstract description 47
-1 Phe Chemical compound 0.000 claims abstract description 41
150000001413 amino acids Chemical class 0.000 claims abstract description 16
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XKCWNEVAXQCMGP-RXMQYKEDSA-N (2R)-2-amino-5-[carbamimidoyl(methyl)amino]pentanoic acid Chemical compound CN(CCC[C@@H](N)C(O)=O)C(N)=N XKCWNEVAXQCMGP-RXMQYKEDSA-N 0.000 claims abstract description 9
QNAYBMKLOCPYGJ-UWTATZPHSA-N D-alanine Chemical compound C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 claims abstract description 7
HNDVDQJCIGZPNO-RXMQYKEDSA-N D-histidine Chemical compound OC(=O)[C@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-RXMQYKEDSA-N 0.000 claims abstract description 7
COLNVLDHVKWLRT-MRVPVSSYSA-N D-phenylalanine Chemical compound OC(=O)[C@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-MRVPVSSYSA-N 0.000 claims abstract description 7
SGCGMORCWLEJNZ-UWVGGRQHSA-N His-His Chemical compound C([C@H]([NH3+])C(=O)N[C@@H](CC=1NC=NC=1)C([O-])=O)C1=CN=CN1 SGCGMORCWLEJNZ-UWVGGRQHSA-N 0.000 claims abstract description 7
ODKSFYDXXFIFQN-SCSAIBSYSA-N D-arginine Chemical compound OC(=O)[C@H](N)CCCNC(N)=N ODKSFYDXXFIFQN-SCSAIBSYSA-N 0.000 claims abstract description 6
KDXKERNSBIXSRK-RXMQYKEDSA-N D-lysine Chemical compound NCCCC[C@@H](N)C(O)=O KDXKERNSBIXSRK-RXMQYKEDSA-N 0.000 claims abstract description 6
ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 claims abstract description 6
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 claims abstract description 6
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230000007812 deficiency Effects 0.000 description 1
230000000593 degrading effect Effects 0.000 description 1
238000012217 deletion Methods 0.000 description 1
230000037430 deletion Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
238000011033 desalting Methods 0.000 description 1
230000018109 developmental process Effects 0.000 description 1
UNXNGGMLCSMSLH-UHFFFAOYSA-N dihydrogen phosphate;triethylazanium Chemical compound OP(O)(O)=O.CCN(CC)CC UNXNGGMLCSMSLH-UHFFFAOYSA-N 0.000 description 1
239000003937 drug carrier Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000008030 elimination Effects 0.000 description 1
238000003379 elimination reaction Methods 0.000 description 1
210000002615 epidermis Anatomy 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
239000000284 extract Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
238000002523 gelfiltration Methods 0.000 description 1
239000001963 growth medium Substances 0.000 description 1
239000001307 helium Substances 0.000 description 1
229910052734 helium Inorganic materials 0.000 description 1
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
239000005556 hormone Substances 0.000 description 1
229940088597 hormone Drugs 0.000 description 1
NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 1
230000002260 hypophysiotrophic effect Effects 0.000 description 1
239000000960 hypophysis hormone Substances 0.000 description 1
230000037189 immune system physiology Effects 0.000 description 1
238000011534 incubation Methods 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
238000001990 intravenous administration Methods 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
229940049920 malate Drugs 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
239000002609 medium Substances 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 description 1
FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
201000002528 pancreatic cancer Diseases 0.000 description 1
238000005897 peptide coupling reaction Methods 0.000 description 1
UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
239000008363 phosphate buffer Substances 0.000 description 1
229920000747 poly(lactic acid) Polymers 0.000 description 1
239000004633 polyglycolic acid Substances 0.000 description 1
239000004626 polylactic acid Substances 0.000 description 1
150000007519 polyprotic acids Polymers 0.000 description 1
238000002953 preparative HPLC Methods 0.000 description 1
230000008569 process Effects 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000002633 protecting effect Effects 0.000 description 1
238000000746 purification Methods 0.000 description 1
230000004044 response Effects 0.000 description 1
230000007017 scission Effects 0.000 description 1
230000003248 secreting effect Effects 0.000 description 1
238000011894 semi-preparative HPLC Methods 0.000 description 1
UQDJGEHQDNVPGU-UHFFFAOYSA-N serine phosphoethanolamine Chemical compound [NH3+]CCOP([O-])(=O)OCC([NH3+])C([O-])=O UQDJGEHQDNVPGU-UHFFFAOYSA-N 0.000 description 1
229920000260 silastic Polymers 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
210000003491 skin Anatomy 0.000 description 1
239000002904 solvent Substances 0.000 description 1
NHXLMOGPVYXJNR-ATOGVRKGSA-N somatostatin Chemical compound C([C@H]1C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C=CC=CC=2)C(=O)N[C@@H](CC=2C3=CC=CC=C3NC=2)C(=O)N[C@@H](CCCCN)C(=O)N[C@H](C(=O)N1)[C@@H](C)O)NC(=O)CNC(=O)[C@H](C)N)C(O)=O)=O)[C@H](O)C)C1=CC=CC=C1 NHXLMOGPVYXJNR-ATOGVRKGSA-N 0.000 description 1
229960000553 somatostatin Drugs 0.000 description 1
230000002269 spontaneous effect Effects 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000000638 stimulation Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
229940086735 succinate Drugs 0.000 description 1
KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
238000001308 synthesis method Methods 0.000 description 1
230000002194 synthesizing effect Effects 0.000 description 1
229940095064 tartrate Drugs 0.000 description 1
238000006257 total synthesis reaction Methods 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
239000003643 water by type Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K14/00—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof
- C07K14/435—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
- C07K14/575—Hormones
- C07K14/60—Growth hormone-releasing factor [GH-RF], i.e. somatoliberin
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Endocrinology (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Gastroenterology & Hepatology (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Biochemistry (AREA)
Biophysics (AREA)
Genetics & Genomics (AREA)
Molecular Biology (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Engineering & Computer Science (AREA)
Toxicology (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Zoology (AREA)
Animal Behavior & Ethology (AREA)
General Chemical & Material Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Diabetes (AREA)
Immunology (AREA)
Epidemiology (AREA)
Peptides Or Proteins (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Diaphragms For Electromechanical Transducers (AREA)
Oscillators With Electromechanical Resonators (AREA)
Amplifiers (AREA)
Electrophonic Musical Instruments (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

IL9417190A 1989-04-25 1990-04-23 Synthetic peptides that are AIIV analogues of FRG IL94171A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US07/342,751 US5098995A (en)	1987-05-22	1989-04-25	GRF Analogs VIIA

Publications (2)

Publication Number	Publication Date
IL94171A0 IL94171A0 (en)	1991-01-31
IL94171A true IL94171A (en)	1994-11-11

Family

ID=23343123

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9417190A IL94171A (en)	1989-04-25	1990-04-23	Synthetic peptides that are AIIV analogues of FRG

Country Status (14)

Country	Link
US (1)	US5098995A (ja)
EP (1)	EP0423322B1 (ja)
JP (1)	JP2974254B2 (ja)
KR (1)	KR0163033B1 (ja)
AT (1)	ATE133687T1 (ja)
AU (1)	AU628558B2 (ja)
CA (1)	CA2030810C (ja)
DE (1)	DE69025123T2 (ja)
DK (1)	DK0423322T3 (ja)
ES (1)	ES2085350T3 (ja)
FI (1)	FI94356C (ja)
IL (1)	IL94171A (ja)
NO (1)	NO178031C (ja)
WO (1)	WO1990012810A1 (ja)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5756458A (en) *	1989-06-16	1998-05-26	Pharmacia & Upjohn Company	Stabilized potent GRF analogs
JPH06507402A (ja) *	1991-03-20	1994-08-25	ワーナー−ランバート・コンパニー	治療活性を有するα−置換ポリペプチド
JPH06506941A (ja) *	1991-04-24	1994-08-04	ワーナー−ランバート・コンパニー	α−置換アミノ酸含有ＣＣＫ類似体
US5262519A (en) *	1991-05-15	1993-11-16	The Salk Institute For Biological Studies	GRF analogs XI
CA2158782C (en) *	1994-09-23	2010-01-12	Pierrette Gaudreau	Marker for growth hormone-releasing factor receptors
PT1499888E (pt) *	2002-04-29	2010-10-14	Euro Celtique Sa	Péptidos conformacionalmente constrangidos que se ligam ao receptor orl-1
US9079974B2 (en) *	2011-12-21	2015-07-14	The University Of Miami	GH-RH analogs with potent agonistic effects
WO2014100816A2 (en)	2012-12-21	2014-06-26	University Of Miami	Ghrh agonists for islet cell transplantation and function and the treatment of diabetes
US9855312B2 (en)	2012-12-21	2018-01-02	University Of Miami	GHRH agonists for the treatment of ischemic disorders

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4728726A (en) *	1982-10-04	1988-03-01	The Salk Institute For Biological Studies	GRF analogs IIIb
US4594329A (en) *	1984-05-14	1986-06-10	The Salk Institute For Biological Studies	CRF analogs
US4689318A (en) *	1985-08-29	1987-08-25	The Salk Institute For Biological Studies	GRF analogs
US5002931A (en) *	1987-05-22	1991-03-26	The Salk Institute For Biological Studies	GRF analogs VII

1989
- 1989-04-25 US US07/342,751 patent/US5098995A/en not_active Expired - Lifetime
1990
- 1990-04-23 IL IL9417190A patent/IL94171A/en not_active IP Right Cessation
- 1990-04-24 AT AT90907830T patent/ATE133687T1/de not_active IP Right Cessation
- 1990-04-24 CA CA002030810A patent/CA2030810C/en not_active Expired - Fee Related
- 1990-04-24 DK DK90907830.5T patent/DK0423322T3/da active
- 1990-04-24 KR KR1019900702671A patent/KR0163033B1/ko not_active IP Right Cessation
- 1990-04-24 EP EP90907830A patent/EP0423322B1/en not_active Expired - Lifetime
- 1990-04-24 ES ES90907830T patent/ES2085350T3/es not_active Expired - Lifetime
- 1990-04-24 WO PCT/US1990/002224 patent/WO1990012810A1/en active IP Right Grant
- 1990-04-24 AU AU55569/90A patent/AU628558B2/en not_active Ceased
- 1990-04-24 DE DE69025123T patent/DE69025123T2/de not_active Expired - Fee Related
- 1990-04-24 JP JP2507102A patent/JP2974254B2/ja not_active Expired - Fee Related
- 1990-12-18 FI FI906240A patent/FI94356C/fi not_active IP Right Cessation
- 1990-12-20 NO NO905505A patent/NO178031C/no unknown

Also Published As

Publication number	Publication date
ATE133687T1 (de)	1996-02-15
US5098995A (en)	1992-03-24
KR0163033B1 (ko)	1998-11-16
ES2085350T3 (es)	1996-06-01
NO905505L (no)	1991-02-20
DE69025123D1 (de)	1996-03-14
IL94171A0 (en)	1991-01-31
WO1990012810A1 (en)	1990-11-01
FI94356C (fi)	1995-08-25
JPH04500526A (ja)	1992-01-30
FI906240A0 (fi)	1990-12-18
NO178031B (no)	1995-10-02
DE69025123T2 (de)	1996-09-19
CA2030810A1 (en)	1990-10-26
NO178031C (no)	1996-01-10
EP0423322B1 (en)	1996-01-31
AU5556990A (en)	1990-11-16
DK0423322T3 (da)	1996-06-24
FI94356B (fi)	1995-05-15
CA2030810C (en)	1999-12-14
JP2974254B2 (ja)	1999-11-10
KR920700225A (ko)	1992-02-19
EP0423322A1 (en)	1991-04-24
NO905505D0 (no)	1990-12-20
AU628558B2 (en)	1992-09-17

Legal Events

Date	Code	Title	Description
1996-08-04	KB	Patent renewed
2001-06-14	RH	Patent void

Publication	Publication Date	Title
US4528190A (en)	1985-07-09	GRF Analogs IV
CA1271599A (en)	1990-07-10	Grf analogs
CA1271898A (en)	1990-07-17	Grf analogs
US4626523A (en)	1986-12-02	GRF analogs II
WO1984001379A1 (en)	1984-04-12	Human pancreatic grf
US5262519A (en)	1993-11-16	GRF analogs XI
EP0117034B1 (en)	1988-08-31	Grf analogs
US5043322A (en)	1991-08-27	Cyclic GRF analogs
CA1247601A (en)	1988-12-28	Rat grf and analogs
US4728726A (en)	1988-03-01	GRF analogs IIIb
US4784987A (en)	1988-11-15	GRF analogs VI
US5002931A (en)	1991-03-26	GRF analogs VII
US5098995A (en)	1992-03-24	GRF Analogs VIIA
EP0274916A2 (en)	1988-07-20	GRF analogs
CA1304192C (en)	1992-06-23	Grf analogs vi