JP2003506322A5 - - Google Patents
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- Publication number
- JP2003506322A5 JP2003506322A5 JP2001507071A JP2001507071A JP2003506322A5 JP 2003506322 A5 JP2003506322 A5 JP 2003506322A5 JP 2001507071 A JP2001507071 A JP 2001507071A JP 2001507071 A JP2001507071 A JP 2001507071A JP 2003506322 A5 JP2003506322 A5 JP 2003506322A5
- Authority
- JP
- Japan
- Prior art keywords
- tert
- butoxycarbonyl
- represented
- indicated
- memapsin
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 108010016626 Dipeptides Proteins 0.000 description 8
- 101710150192 Beta-secretase 1 Proteins 0.000 description 5
- 102100021257 Beta-secretase 1 Human genes 0.000 description 5
- 210000004899 c-terminal region Anatomy 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- NIOCOJFPGCXNKL-ZKZXETMPSA-N (4s)-4-amino-5-[[(2s)-1-[[(2s)-4-amino-1-[[(4s,5s,7r)-8-[[(2s)-1-[[(2s)-4-carboxy-1-[[(1s)-1-carboxy-2-phenylethyl]amino]-1-oxobutan-2-yl]amino]-1-oxopropan-2-yl]amino]-5-hydroxy-2,7-dimethyl-8-oxooctan-4-yl]amino]-1,4-dioxobutan-2-yl]amino]-3-methyl-1-ox Chemical group OC(=O)CC[C@H](N)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)[C@@H](O)C[C@@H](C)C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@H](C(O)=O)CC1=CC=CC=C1 NIOCOJFPGCXNKL-ZKZXETMPSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000013598 vector Substances 0.000 description 3
- 125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- 102000057297 Pepsin A Human genes 0.000 description 2
- 108090000284 Pepsin A Proteins 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000013604 expression vector Substances 0.000 description 2
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 229940111202 pepsin Drugs 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- RQSBRFZHUKLKNO-VIFPVBQESA-N tert-butyl n-[(2s)-4-methyl-1-oxopentan-2-yl]carbamate Chemical compound CC(C)C[C@@H](C=O)NC(=O)OC(C)(C)C RQSBRFZHUKLKNO-VIFPVBQESA-N 0.000 description 2
- JFBUIGVEJCZHGO-UHFFFAOYSA-N tert-butyl n-[3-methyl-1-(4-methyl-5-oxooxolan-2-yl)butyl]carbamate Chemical compound CC(C)(C)OC(=O)NC(CC(C)C)C1CC(C)C(=O)O1 JFBUIGVEJCZHGO-UHFFFAOYSA-N 0.000 description 2
- VBSGVYVHEPQKTH-UHFFFAOYSA-N tert-butyl n-[3-methyl-1-(5-oxooxolan-2-yl)butyl]carbamate Chemical compound CC(C)(C)OC(=O)NC(CC(C)C)C1CCC(=O)O1 VBSGVYVHEPQKTH-UHFFFAOYSA-N 0.000 description 2
- HAHFLCWVYBLDQV-UHFFFAOYSA-N 9h-fluoren-9-ylmethyl 2,5-dioxopyrrolidine-3-carboxylate Chemical compound C12=CC=CC=C2C2=CC=CC=C2C1COC(=O)C1CC(=O)NC1=O HAHFLCWVYBLDQV-UHFFFAOYSA-N 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 101000894895 Homo sapiens Beta-secretase 1 Proteins 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- MDXGYYOJGPFFJL-QMMMGPOBSA-N N(alpha)-t-butoxycarbonyl-L-leucine Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)OC(C)(C)C MDXGYYOJGPFFJL-QMMMGPOBSA-N 0.000 description 1
- 108091005804 Peptidases Proteins 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
- 102000007056 Recombinant Fusion Proteins Human genes 0.000 description 1
- 108010008281 Recombinant Fusion Proteins Proteins 0.000 description 1
- 102100037486 Reverse transcriptase/ribonuclease H Human genes 0.000 description 1
- OKJPEAGHQZHRQV-UHFFFAOYSA-N Triiodomethane Natural products IC(I)I OKJPEAGHQZHRQV-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000002299 complementary DNA Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- FMVJYQGSRWVMQV-UHFFFAOYSA-N ethyl propiolate Chemical compound CCOC(=O)C#C FMVJYQGSRWVMQV-UHFFFAOYSA-N 0.000 description 1
- 102000044297 human BACE1 Human genes 0.000 description 1
- USZLCYNVCCDPLQ-UHFFFAOYSA-N hydron;n-methoxymethanamine;chloride Chemical compound Cl.CNOC USZLCYNVCCDPLQ-UHFFFAOYSA-N 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- -1 lithium aluminum hydride Chemical compound 0.000 description 1
- OVEHNNQXLPJPPL-UHFFFAOYSA-N lithium;n-propan-2-ylpropan-2-amine Chemical compound [Li].CC(C)NC(C)C OVEHNNQXLPJPPL-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14136399P | 1999-06-28 | 1999-06-28 | |
| US60/141,363 | 1999-06-28 | ||
| US16806099P | 1999-11-30 | 1999-11-30 | |
| US60/168,060 | 1999-11-30 | ||
| US17783600P | 2000-01-25 | 2000-01-25 | |
| US60/177,836 | 2000-01-25 | ||
| US17836800P | 2000-01-27 | 2000-01-27 | |
| US60/178,368 | 2000-01-27 | ||
| US21029200P | 2000-06-08 | 2000-06-08 | |
| US60/210,292 | 2000-06-08 | ||
| PCT/US2000/017742 WO2001000665A2 (en) | 1999-06-28 | 2000-06-27 | Inhibitors of memapsin 2 and use thereof |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003506322A JP2003506322A (ja) | 2003-02-18 |
| JP2003506322A5 true JP2003506322A5 (https=) | 2007-09-13 |
| JP4484410B2 JP4484410B2 (ja) | 2010-06-16 |
Family
ID=27538142
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001507071A Expired - Fee Related JP4484410B2 (ja) | 1999-06-28 | 2000-06-27 | メマプシン２のインヒビターおよびその使用 |
| JP2001507069A Expired - Fee Related JP5138851B2 (ja) | 1999-06-28 | 2000-06-27 | 触媒的に活性な組換えメマプシンおよびその使用方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001507069A Expired - Fee Related JP5138851B2 (ja) | 1999-06-28 | 2000-06-27 | 触媒的に活性な組換えメマプシンおよびその使用方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (7) | US6545127B1 (https=) |
| EP (2) | EP1196609A2 (https=) |
| JP (2) | JP4484410B2 (https=) |
| CN (1) | CN1379819A (https=) |
| AT (1) | ATE482233T1 (https=) |
| AU (2) | AU5771500A (https=) |
| CA (2) | CA2374610A1 (https=) |
| DE (1) | DE60045005D1 (https=) |
| WO (2) | WO2001000663A2 (https=) |
Families Citing this family (114)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9701684D0 (en) | 1997-01-28 | 1997-03-19 | Smithkline Beecham Plc | Novel compounds |
| US6699671B1 (en) | 1998-09-24 | 2004-03-02 | Pharmacia & Upjohn Company | Alzheimer's disease secretase, APP substrates therefor, and uses therefor |
| US6844148B1 (en) | 1998-09-24 | 2005-01-18 | Pharmacia & Upjohn Company | Alzheimer's disease secretase, APP substrates therefor, and uses therefor |
| US20040234976A1 (en) * | 1998-09-24 | 2004-11-25 | Gurney Mark E. | Alzheimer's disease secretase, app substrates therefor, and uses therefor |
| PL205294B1 (pl) | 1998-09-24 | 2010-03-31 | Upjohn Co | Izolowany lub oczyszczony polipeptyd, oczyszczony lub izolowany polinukleotyd, wektor, wektor ekspresyjny, komórka gospodarza, sposób wytwarzania polipeptydu, sposoby identyfikowania czynnika obniżającego, modulującego lub hamującego aktywność, zastosowanie takiego czynnika, izolowany kwas nukleinowy, obejmujący go wektor i ich zastosowanie, sposoby zmniejszania komórkowego wytwarzania beta amyloidu i zastosowanie antysensownego reagenta |
| US7456007B1 (en) | 1998-12-31 | 2008-11-25 | Elan Pharmaceuticals, Inc. | β-secretase enzyme compositions and methods |
| US7115410B1 (en) | 1999-02-10 | 2006-10-03 | Elan Pharmaceuticals, Inc. | β-secretase enzyme compositions and methods |
| GB2364059B (en) | 1999-02-10 | 2004-01-14 | Elan Pharm Inc | Beta-Secretase enzyme compositions and methods |
| CA2374610A1 (en) * | 1999-06-28 | 2001-01-04 | Jordan J. N. Tang | Catalytically active recombinant memapsin and methods of use thereof |
| US20090162883A1 (en) * | 1999-09-23 | 2009-06-25 | Pharmacia & Upjohn Company | Alzheimer's Disease Secretase, APP Substrates Thereof, and Uses Thereof |
| GB9924957D0 (en) * | 1999-10-21 | 1999-12-22 | Smithkline Beecham Plc | Novel treatment |
| GB9925136D0 (en) * | 1999-10-22 | 1999-12-22 | Smithkline Beecham Plc | Novel treatment |
| US7514408B1 (en) | 1999-12-02 | 2009-04-07 | Elan Pharmaceuticals, Inc. | β-secretase enzyme compositions and methods |
| JP2003520266A (ja) * | 2000-01-24 | 2003-07-02 | メルク シャープ エンド ドーム リミテッド | γ−セクレターゼ阻害薬 |
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| JP2004502664A (ja) | 2000-06-30 | 2004-01-29 | イーラン ファーマスーティカルズ、インコーポレイテッド | アルツハイマー病処置用化合物 |
| EP1666452A2 (en) | 2000-06-30 | 2006-06-07 | Elan Pharmaceuticals, Inc. | Compounds to treat Alzheimer's disease |
| US6846813B2 (en) | 2000-06-30 | 2005-01-25 | Pharmacia & Upjohn Company | Compounds to treat alzheimer's disease |
| CA2410898A1 (en) * | 2000-07-19 | 2002-01-24 | Pharmacia & Upjohn Company | Substrates and assays for .beta.-secretase activity |
| WO2002025276A1 (en) * | 2000-09-22 | 2002-03-28 | Wyeth | Crystal structure of bace and uses thereof |
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| US20040121947A1 (en) * | 2000-12-28 | 2004-06-24 | Oklahoma Medical Research Foundation | Compounds which inhibit beta-secretase activity and methods of use thereof |
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| JP2004535424A (ja) * | 2001-06-11 | 2004-11-25 | イーラン ファーマスーティカルズ、インコーポレイテッド | アルツハイマー病の治療に有用な置換アミノアルコール |
| BR0210721A (pt) | 2001-06-27 | 2004-07-20 | Elan Pharm Inc | Composto, sal ou éster farmaceuticamente aceitável, método para fabricar um composto, e, método para tratar um paciente que tem, ou para evitar que o paciente adquira uma doença ou condição |
| AU2002345247A1 (en) * | 2001-07-26 | 2003-02-17 | Astex Technology Ltd | Crystal structure of beta-site app cleaving enzyme (bace) and use thereof |
| US7186539B1 (en) * | 2001-08-31 | 2007-03-06 | Pharmacia & Upjohn Company | Method for refolding enzymes |
| US20060234944A1 (en) * | 2001-10-23 | 2006-10-19 | Oklahoma Medical Reseach Foundation | Beta-secretase inhibitors and methods of use |
| JP4547152B2 (ja) * | 2001-10-23 | 2010-09-22 | オクラホマ メディカル リサーチ ファウンデーション | β−セクレターゼ阻害剤および使用方法 |
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| CH698246B1 (de) * | 2001-12-20 | 2009-06-30 | Hoffmann La Roche | Test zur Identifizierung von Inhibitoren von Beta-Sekretasen. |
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2000
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- 2000-06-27 AU AU57715/00A patent/AU5771500A/en not_active Abandoned
- 2000-06-27 DE DE60045005T patent/DE60045005D1/de not_active Expired - Lifetime
- 2000-06-27 WO PCT/US2000/017661 patent/WO2001000663A2/en not_active Ceased
- 2000-06-27 AT AT00943236T patent/ATE482233T1/de not_active IP Right Cessation
- 2000-06-27 WO PCT/US2000/017742 patent/WO2001000665A2/en not_active Ceased
- 2000-06-27 AU AU57735/00A patent/AU5773500A/en not_active Abandoned
- 2000-06-27 JP JP2001507071A patent/JP4484410B2/ja not_active Expired - Fee Related
- 2000-06-27 CA CA2374346A patent/CA2374346C/en not_active Expired - Fee Related
- 2000-06-27 EP EP00943208A patent/EP1196609A2/en not_active Withdrawn
- 2000-06-27 CN CN00810930A patent/CN1379819A/zh active Pending
- 2000-06-27 EP EP00943236A patent/EP1194449B1/en not_active Expired - Lifetime
- 2000-06-27 JP JP2001507069A patent/JP5138851B2/ja not_active Expired - Fee Related
-
2001
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-
2004
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-
2007
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