CA2451374A1

CA2451374A1 - Aggrecanase molecules

Aggrecanase molecules Download PDF

Info

Publication number: CA2451374A1
Authority: CA; Canada
Prior art keywords: leu; gly; ser; arg; val
Prior art date: 2001-07-05
Legal status : Abandoned

Application number

CA002451374A

Other languages

English (en)

French (fr)

Inventor

Michael J. Agostino

Elizabeth Di Blasio

Edward R. Lavallie

Lisa A. Racie

Current Assignee

Wyeth LLC

Original Assignee

Individual

Priority date

2001-07-05

Filing date

2002-07-05

Publication date

2003-01-16

2002-07-05 Application filed by Individual filed Critical Individual

2003-01-16 Publication of CA2451374A1 publication Critical patent/CA2451374A1/en

Status Abandoned legal-status Critical Current

Links

108010003059 aggrecanase Proteins 0.000 title claims abstract description 209
238000000034 method Methods 0.000 claims abstract description 63
239000003112 inhibitor Substances 0.000 claims abstract description 42
108091028043 Nucleic acid sequence Proteins 0.000 claims abstract description 39
108090000623 proteins and genes Proteins 0.000 claims description 88
239000002773 nucleotide Substances 0.000 claims description 84
125000003729 nucleotide group Chemical group 0.000 claims description 84
150000001413 amino acids Chemical class 0.000 claims description 76
102000004169 proteins and genes Human genes 0.000 claims description 76
241000282414 Homo sapiens Species 0.000 claims description 59
239000012634 fragment Substances 0.000 claims description 49
108020004414 DNA Proteins 0.000 claims description 48
230000000694 effects Effects 0.000 claims description 46
125000003275 alpha amino acid group Chemical group 0.000 claims description 34
230000014509 gene expression Effects 0.000 claims description 31
239000013598 vector Substances 0.000 claims description 31
239000000203 mixture Substances 0.000 claims description 21
238000004519 manufacturing process Methods 0.000 claims description 12
108020004705 Codon Proteins 0.000 claims description 10
230000002797 proteolythic effect Effects 0.000 claims description 9
230000037430 deletion Effects 0.000 claims description 8
238000012217 deletion Methods 0.000 claims description 8
238000006467 substitution reaction Methods 0.000 claims description 8
241000238631 Hexapoda Species 0.000 claims description 7
230000003412 degenerative effect Effects 0.000 claims description 7
230000002401 inhibitory effect Effects 0.000 claims description 7
102000053602 DNA Human genes 0.000 claims description 6
239000001963 growth medium Substances 0.000 claims description 6
238000012258 culturing Methods 0.000 claims description 5
241000124008 Mammalia Species 0.000 claims description 4
238000007792 addition Methods 0.000 claims description 4
239000008194 pharmaceutical composition Substances 0.000 claims description 4
239000003937 drug carrier Substances 0.000 claims description 2
238000009510 drug design Methods 0.000 claims description 2
238000012916 structural analysis Methods 0.000 claims description 2
108010067219 Aggrecans Proteins 0.000 abstract description 52
102000004190 Enzymes Human genes 0.000 abstract description 16
108090000790 Enzymes Proteins 0.000 abstract description 16
230000015556 catabolic process Effects 0.000 abstract description 11
238000006731 degradation reaction Methods 0.000 abstract description 11
230000008569 process Effects 0.000 abstract description 8
102000016284 Aggrecans Human genes 0.000 abstract 1
235000001014 amino acid Nutrition 0.000 description 76
229940024606 amino acid Drugs 0.000 description 71
235000018102 proteins Nutrition 0.000 description 66
210000004027 cell Anatomy 0.000 description 58
102100036601 Aggrecan core protein Human genes 0.000 description 51
238000003556 assay Methods 0.000 description 33
108010050848 glycylleucine Proteins 0.000 description 26
239000002299 complementary DNA Substances 0.000 description 22
239000000523 sample Substances 0.000 description 20
235000018417 cysteine Nutrition 0.000 description 18
XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 17
108010047495 alanylglycine Proteins 0.000 description 17
238000006243 chemical reaction Methods 0.000 description 17
108010026333 seryl-proline Proteins 0.000 description 17
XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 16
210000001541 thymus gland Anatomy 0.000 description 15
102000002938 Thrombospondin Human genes 0.000 description 14
108060008245 Thrombospondin Proteins 0.000 description 14
108010005233 alanylglutamic acid Proteins 0.000 description 14
238000003776 cleavage reaction Methods 0.000 description 14
239000000047 product Substances 0.000 description 14
230000007017 scission Effects 0.000 description 14
NZWDWXSWUQCNMG-GARJFASQSA-N Asp-Lys-Pro Chemical compound C1C[C@@H](N(C1)C(=O)[C@H](CCCCN)NC(=O)[C@H](CC(=O)O)N)C(=O)O NZWDWXSWUQCNMG-GARJFASQSA-N 0.000 description 13
101100408682 Caenorhabditis elegans pmt-2 gene Proteins 0.000 description 13
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 13
KZNQNBZMBZJQJO-UHFFFAOYSA-N N-glycyl-L-proline Natural products NCC(=O)N1CCCC1C(O)=O KZNQNBZMBZJQJO-UHFFFAOYSA-N 0.000 description 12
230000001580 bacterial effect Effects 0.000 description 12
230000027455 binding Effects 0.000 description 12
201000008482 osteoarthritis Diseases 0.000 description 12
108010016616 cysteinylglycine Proteins 0.000 description 11
MJUUWJJEUOBDGW-IHRRRGAJSA-N His-Leu-Met Chemical compound CSCC[C@@H](C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CC1=CN=CN1 MJUUWJJEUOBDGW-IHRRRGAJSA-N 0.000 description 10
VPZXBVLAVMBEQI-UHFFFAOYSA-N glycyl-DL-alpha-alanine Natural products OC(=O)C(C)NC(=O)CN VPZXBVLAVMBEQI-UHFFFAOYSA-N 0.000 description 10
108010070643 prolylglutamic acid Proteins 0.000 description 10
125000006850 spacer group Chemical group 0.000 description 10
230000004572 zinc-binding Effects 0.000 description 10
XOKGKOQWADCLFQ-GARJFASQSA-N Gln-Arg-Pro Chemical compound C1C[C@@H](N(C1)C(=O)[C@H](CCCN=C(N)N)NC(=O)[C@H](CCC(=O)N)N)C(=O)O XOKGKOQWADCLFQ-GARJFASQSA-N 0.000 description 9
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108010022394 Threonine synthase Proteins 0.000 description 9
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102000004419 dihydrofolate reductase Human genes 0.000 description 9
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108010025306 histidylleucine Proteins 0.000 description 9
108010057821 leucylproline Proteins 0.000 description 9
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238000012986 modification Methods 0.000 description 9
ZVFVBBGVOILKPO-WHFBIAKZSA-N Ala-Gly-Ala Chemical compound C[C@H](N)C(=O)NCC(=O)N[C@@H](C)C(O)=O ZVFVBBGVOILKPO-WHFBIAKZSA-N 0.000 description 8
KWLWZYMNUZJKMZ-IHRRRGAJSA-N Leu-Pro-Leu Chemical compound CC(C)C[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(O)=O KWLWZYMNUZJKMZ-IHRRRGAJSA-N 0.000 description 8
GQFDWEDHOQRNLC-QWRGUYRKSA-N Lys-Gly-Leu Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)CNC(=O)[C@@H](N)CCCCN GQFDWEDHOQRNLC-QWRGUYRKSA-N 0.000 description 8
XWCYBVBLJRWOFR-WDSKDSINSA-N Ser-Gln-Gly Chemical compound OC[C@H](N)C(=O)N[C@@H](CCC(N)=O)C(=O)NCC(O)=O XWCYBVBLJRWOFR-WDSKDSINSA-N 0.000 description 8
108010068380 arginylarginine Proteins 0.000 description 8
108010060035 arginylproline Proteins 0.000 description 8
230000003197 catalytic effect Effects 0.000 description 8
238000010367 cloning Methods 0.000 description 8
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238000012216 screening Methods 0.000 description 8
241000701161 unidentified adenovirus Species 0.000 description 8
108091005664 ADAMTS4 Proteins 0.000 description 7
CBCCCLMNOBLBSC-XVYDVKMFSA-N Ala-His-Ser Chemical compound [H]N[C@@H](C)C(=O)N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CO)C(O)=O CBCCCLMNOBLBSC-XVYDVKMFSA-N 0.000 description 7
108020004491 Antisense DNA Proteins 0.000 description 7
108020004635 Complementary DNA Proteins 0.000 description 7
101800001224 Disintegrin Proteins 0.000 description 7
RUFHOVYUYSNDNY-ACZMJKKPSA-N Glu-Ala-Ala Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCC(O)=O RUFHOVYUYSNDNY-ACZMJKKPSA-N 0.000 description 7
KKBWDNZXYLGJEY-UHFFFAOYSA-N Gly-Arg-Pro Natural products NCC(=O)NC(CCNC(=N)N)C(=O)N1CCCC1C(=O)O KKBWDNZXYLGJEY-UHFFFAOYSA-N 0.000 description 7
DHDOADIPGZTAHT-YUMQZZPRSA-N Gly-Glu-Arg Chemical compound NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@H](C(O)=O)CCCN=C(N)N DHDOADIPGZTAHT-YUMQZZPRSA-N 0.000 description 7
VNNRLUNBJSWZPF-ZKWXMUAHSA-N Gly-Ser-Ile Chemical compound [H]NCC(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)CC)C(O)=O VNNRLUNBJSWZPF-ZKWXMUAHSA-N 0.000 description 7
PMGDADKJMCOXHX-UHFFFAOYSA-N L-Arginyl-L-glutamin-acetat Natural products NC(=N)NCCCC(N)C(=O)NC(CCC(N)=O)C(O)=O PMGDADKJMCOXHX-UHFFFAOYSA-N 0.000 description 7
RZXLZBIUTDQHJQ-SRVKXCTJSA-N Leu-Lys-Asp Chemical compound [H]N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(O)=O)C(O)=O RZXLZBIUTDQHJQ-SRVKXCTJSA-N 0.000 description 7
KTOIECMYZZGVSI-BZSNNMDCSA-N Leu-Phe-His Chemical compound C([C@H](NC(=O)[C@@H](N)CC(C)C)C(=O)N[C@@H](CC=1NC=NC=1)C(O)=O)C1=CC=CC=C1 KTOIECMYZZGVSI-BZSNNMDCSA-N 0.000 description 7
108091034117 Oligonucleotide Proteins 0.000 description 7
238000009004 PCR Kit Methods 0.000 description 7
KXUZHWXENMYOHC-QEJZJMRPSA-N Phe-Leu-Ala Chemical compound [H]N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(O)=O KXUZHWXENMYOHC-QEJZJMRPSA-N 0.000 description 7
AJJDPGVVNPUZCR-RHYQMDGZSA-N Pro-Thr-Lys Chemical compound C[C@H]([C@@H](C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@@H]1CCCN1)O AJJDPGVVNPUZCR-RHYQMDGZSA-N 0.000 description 7
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ZAGPDPNPWYPEIR-SRVKXCTJSA-N Tyr-Cys-Ser Chemical compound [H]N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CS)C(=O)N[C@@H](CO)C(O)=O ZAGPDPNPWYPEIR-SRVKXCTJSA-N 0.000 description 7
JZWZACGUZVCQPS-RNJOBUHISA-N Val-Ile-Pro Chemical compound CC[C@H](C)[C@@H](C(=O)N1CCC[C@@H]1C(=O)O)NC(=O)[C@H](C(C)C)N JZWZACGUZVCQPS-RNJOBUHISA-N 0.000 description 7
NLNCNKIVJPEFBC-DLOVCJGASA-N Val-Val-Glu Chemical compound CC(C)[C@H](N)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](C(O)=O)CCC(O)=O NLNCNKIVJPEFBC-DLOVCJGASA-N 0.000 description 7
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108010049041 glutamylalanine Proteins 0.000 description 7
108010072405 glycyl-aspartyl-glycine Proteins 0.000 description 7
XKUKSGPZAADMRA-UHFFFAOYSA-N glycyl-glycyl-glycine Chemical compound NCC(=O)NCC(=O)NCC(O)=O XKUKSGPZAADMRA-UHFFFAOYSA-N 0.000 description 7
108010082286 glycyl-seryl-alanine Proteins 0.000 description 7
210000004185 liver Anatomy 0.000 description 7
210000004962 mammalian cell Anatomy 0.000 description 7
238000010561 standard procedure Methods 0.000 description 7
210000001519 tissue Anatomy 0.000 description 7
YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 description 6
102100027400 A disintegrin and metalloproteinase with thrombospondin motifs 4 Human genes 0.000 description 6
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PMQXMXAASGFUDX-SRVKXCTJSA-N Ala-Lys-Leu Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)[C@@H](NC(=O)[C@H](C)N)CCCCN PMQXMXAASGFUDX-SRVKXCTJSA-N 0.000 description 6
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ASQKVGRCKOFKIU-KZVJFYERSA-N Arg-Thr-Ala Chemical compound C[C@H]([C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCCN=C(N)N)N)O ASQKVGRCKOFKIU-KZVJFYERSA-N 0.000 description 6
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BKXPJCBEHWFSTF-ACZMJKKPSA-N Asp-Gln-Asp Chemical compound [H]N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(O)=O)C(O)=O BKXPJCBEHWFSTF-ACZMJKKPSA-N 0.000 description 6
KABHAOSDMIYXTR-GUBZILKMSA-N Cys-Glu-Leu Chemical compound CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CS)N KABHAOSDMIYXTR-GUBZILKMSA-N 0.000 description 6
CMYVIUWVYHOLRD-ZLUOBGJFSA-N Cys-Ser-Ala Chemical compound [H]N[C@@H](CS)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(O)=O CMYVIUWVYHOLRD-ZLUOBGJFSA-N 0.000 description 6
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MLCPTRRNICEKIS-FXQIFTODSA-N Glu-Asn-Gln Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(O)=O MLCPTRRNICEKIS-FXQIFTODSA-N 0.000 description 6
LYCDZGLXQBPNQU-WDSKDSINSA-N Glu-Gly-Cys Chemical compound OC(=O)CC[C@H](N)C(=O)NCC(=O)N[C@@H](CS)C(O)=O LYCDZGLXQBPNQU-WDSKDSINSA-N 0.000 description 6
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FMBWLLMUPXTXFC-SDDRHHMPSA-N Glu-Lys-Pro Chemical compound C1C[C@@H](N(C1)C(=O)[C@H](CCCCN)NC(=O)[C@H](CCC(=O)O)N)C(=O)O FMBWLLMUPXTXFC-SDDRHHMPSA-N 0.000 description 6
BDISFWMLMNBTGP-NUMRIWBASA-N Glu-Thr-Asp Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(O)=O)C(O)=O BDISFWMLMNBTGP-NUMRIWBASA-N 0.000 description 6
RPLLQZBOVIVGMX-QWRGUYRKSA-N Gly-Asp-Phe Chemical compound [H]NCC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O RPLLQZBOVIVGMX-QWRGUYRKSA-N 0.000 description 6
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VEGLGAOVLFODGC-GUBZILKMSA-N Lys-Glu-Ser Chemical compound [H]N[C@@H](CCCCN)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CO)C(O)=O VEGLGAOVLFODGC-GUBZILKMSA-N 0.000 description 6
PRSBSVAVOQOAMI-BJDJZHNGSA-N Lys-Ile-Ser Chemical compound OC[C@@H](C(O)=O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](N)CCCCN PRSBSVAVOQOAMI-BJDJZHNGSA-N 0.000 description 6
QEPZQAPZKIPVDV-KKUMJFAQSA-N Phe-Cys-His Chemical compound C1=CC=C(C=C1)C[C@@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CC2=CN=CN2)C(=O)O)N QEPZQAPZKIPVDV-KKUMJFAQSA-N 0.000 description 6
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