AT404837B - (s)-hydroxynitrillyase aus hevea brasiliensis - Google Patents
(s)-hydroxynitrillyase aus hevea brasiliensis Download PDFInfo
- Publication number
- AT404837B AT404837B AT0118295A AT118295A AT404837B AT 404837 B AT404837 B AT 404837B AT 0118295 A AT0118295 A AT 0118295A AT 118295 A AT118295 A AT 118295A AT 404837 B AT404837 B AT 404837B
- Authority
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- Austria
- Prior art keywords
- leu
- lys
- glu
- aag
- ile
- Prior art date
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- 229920003211 cis-1,4-polyisoprene Polymers 0.000 title claims 2
- 241000221020 Hevea Species 0.000 title 1
- 108091028043 Nucleic acid sequence Proteins 0.000 claims abstract description 11
- 108030003190 (S)-hydroxynitrile lyases Proteins 0.000 claims abstract description 10
- 108090000623 proteins and genes Proteins 0.000 claims description 63
- 102000004169 proteins and genes Human genes 0.000 claims description 49
- 230000000694 effects Effects 0.000 claims description 26
- 244000043261 Hevea brasiliensis Species 0.000 claims description 22
- 108010031620 mandelonitrile lyase Proteins 0.000 claims description 19
- BYXHQQCXAJARLQ-ZLUOBGJFSA-N Ala-Ala-Ala Chemical compound C[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(O)=O BYXHQQCXAJARLQ-ZLUOBGJFSA-N 0.000 claims description 18
- 239000013612 plasmid Substances 0.000 claims description 18
- 102000004190 Enzymes Human genes 0.000 claims description 13
- 108090000790 Enzymes Proteins 0.000 claims description 13
- 150000001413 amino acids Chemical class 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 13
- 240000004808 Saccharomyces cerevisiae Species 0.000 claims description 8
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 claims description 8
- 241000235058 Komagataella pastoris Species 0.000 claims description 7
- 230000014509 gene expression Effects 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 244000005700 microbiome Species 0.000 claims description 6
- 102000007056 Recombinant Fusion Proteins Human genes 0.000 claims description 5
- 108010008281 Recombinant Fusion Proteins Proteins 0.000 claims description 5
- 230000001086 cytosolic effect Effects 0.000 claims description 5
- 239000013598 vector Substances 0.000 claims description 5
- RCFDOSNHHZGBOY-UHFFFAOYSA-N L-isoleucyl-L-alanine Natural products CCC(C)C(N)C(=O)NC(C)C(O)=O RCFDOSNHHZGBOY-UHFFFAOYSA-N 0.000 claims description 4
- 108010071185 leucyl-alanine Proteins 0.000 claims description 3
- 108010091798 leucylleucine Proteins 0.000 claims description 3
- 108010017391 lysylvaline Proteins 0.000 claims description 3
- 238000001426 native polyacrylamide gel electrophoresis Methods 0.000 claims description 3
- 108010070643 prolylglutamic acid Proteins 0.000 claims description 3
- 238000010561 standard procedure Methods 0.000 claims description 3
- LSLIRHLIUDVNBN-CIUDSAMLSA-N Ala-Asp-Lys Chemical compound C[C@H](N)C(=O)N[C@@H](CC(O)=O)C(=O)N[C@H](C(O)=O)CCCCN LSLIRHLIUDVNBN-CIUDSAMLSA-N 0.000 claims description 2
- PNALXAODQKTNLV-JBDRJPRFSA-N Ala-Ile-Ala Chemical compound C[C@H](N)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(O)=O PNALXAODQKTNLV-JBDRJPRFSA-N 0.000 claims description 2
- OYJCVIGKMXUVKB-GARJFASQSA-N Ala-Leu-Pro Chemical compound C[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@@H]1C(=O)O)N OYJCVIGKMXUVKB-GARJFASQSA-N 0.000 claims description 2
- LDLSENBXQNDTPB-DCAQKATOSA-N Ala-Lys-Arg Chemical compound NCCCC[C@H](NC(=O)[C@@H](N)C)C(=O)N[C@H](C(O)=O)CCCN=C(N)N LDLSENBXQNDTPB-DCAQKATOSA-N 0.000 claims description 2
- 108010011667 Ala-Phe-Ala Proteins 0.000 claims description 2
- GQRDIVQPSMPQME-ZPFDUUQYSA-N Asn-Ile-Leu Chemical compound [H]N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC(C)C)C(O)=O GQRDIVQPSMPQME-ZPFDUUQYSA-N 0.000 claims description 2
- TZFQICWZWFNIKU-KKUMJFAQSA-N Asn-Leu-Tyr Chemical compound NC(=O)C[C@H](N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(O)=O)CC1=CC=C(O)C=C1 TZFQICWZWFNIKU-KKUMJFAQSA-N 0.000 claims description 2
- NCXTYSVDWLAQGZ-ZKWXMUAHSA-N Asn-Ser-Val Chemical compound CC(C)[C@@H](C(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC(N)=O NCXTYSVDWLAQGZ-ZKWXMUAHSA-N 0.000 claims description 2
- QNNBHTFDFFFHGC-KKUMJFAQSA-N Asn-Tyr-Lys Chemical compound C1=CC(=CC=C1C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CC(=O)N)N)O QNNBHTFDFFFHGC-KKUMJFAQSA-N 0.000 claims description 2
- VILLWIDTHYPSLC-PEFMBERDSA-N Asp-Glu-Ile Chemical compound [H]N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(O)=O VILLWIDTHYPSLC-PEFMBERDSA-N 0.000 claims description 2
- 241001200922 Gagata Species 0.000 claims description 2
- FQFWFZWOHOEVMZ-IHRRRGAJSA-N Glu-Phe-Gln Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(N)=O)C(O)=O FQFWFZWOHOEVMZ-IHRRRGAJSA-N 0.000 claims description 2
- YADRBUZBKHHDAO-XPUUQOCRSA-N His-Gly-Ala Chemical compound [H]N[C@@H](CC1=CNC=N1)C(=O)NCC(=O)N[C@@H](C)C(O)=O YADRBUZBKHHDAO-XPUUQOCRSA-N 0.000 claims description 2
- RCFDOSNHHZGBOY-ACZMJKKPSA-N Ile-Ala Chemical compound CC[C@H](C)[C@H](N)C(=O)N[C@@H](C)C(O)=O RCFDOSNHHZGBOY-ACZMJKKPSA-N 0.000 claims description 2
- JWBXCSQZLLIOCI-GUBZILKMSA-N Ile-Leu Chemical compound CC[C@H](C)[C@H](N)C(=O)N[C@H](C(O)=O)CC(C)C JWBXCSQZLLIOCI-GUBZILKMSA-N 0.000 claims description 2
- XLXPYSDGMXTTNQ-UHFFFAOYSA-N Ile-Phe-Leu Natural products CCC(C)C(N)C(=O)NC(C(=O)NC(CC(C)C)C(O)=O)CC1=CC=CC=C1 XLXPYSDGMXTTNQ-UHFFFAOYSA-N 0.000 claims description 2
- YUGVQABRIJXYNQ-UHFFFAOYSA-N Leu-Ala-Ala Natural products CC(C)CC(N)C(=O)NC(C)C(=O)NC(C)C(O)=O YUGVQABRIJXYNQ-UHFFFAOYSA-N 0.000 claims description 2
- HASRFYOMVPJRPU-SRVKXCTJSA-N Leu-Arg-Glu Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H](CCCN=C(N)N)C(=O)N[C@@H](CCC(O)=O)C(O)=O HASRFYOMVPJRPU-SRVKXCTJSA-N 0.000 claims description 2
- OXKYZSRZKBTVEY-ZPFDUUQYSA-N Leu-Asn-Ile Chemical compound [H]N[C@@H](CC(C)C)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)CC)C(O)=O OXKYZSRZKBTVEY-ZPFDUUQYSA-N 0.000 claims description 2
- IEWBEPKLKUXQBU-VOAKCMCISA-N Leu-Leu-Thr Chemical compound [H]N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(O)=O IEWBEPKLKUXQBU-VOAKCMCISA-N 0.000 claims description 2
- NTISAKGPIGTIJJ-IUCAKERBSA-N Leu-Met Chemical compound CSCC[C@@H](C(O)=O)NC(=O)[C@@H](N)CC(C)C NTISAKGPIGTIJJ-IUCAKERBSA-N 0.000 claims description 2
- SNOUHRPNNCAOPI-SZMVWBNQSA-N Leu-Trp-Gln Chemical compound CC(C)C[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)N[C@@H](CCC(=O)N)C(=O)O)N SNOUHRPNNCAOPI-SZMVWBNQSA-N 0.000 claims description 2
- AAKRWBIIGKPOKQ-ONGXEEELSA-N Leu-Val-Gly Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H](C(C)C)C(=O)NCC(O)=O AAKRWBIIGKPOKQ-ONGXEEELSA-N 0.000 claims description 2
- LPAJOCKCPRZEAG-MNXVOIDGSA-N Lys-Glu-Ile Chemical compound CC[C@H](C)[C@@H](C(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H](N)CCCCN LPAJOCKCPRZEAG-MNXVOIDGSA-N 0.000 claims description 2
- SLQJJFAVWSZLBL-BJDJZHNGSA-N Lys-Ile-Ala Chemical compound OC(=O)[C@H](C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](N)CCCCN SLQJJFAVWSZLBL-BJDJZHNGSA-N 0.000 claims description 2
- ONPDTSFZAIWMDI-AVGNSLFASA-N Lys-Leu-Gln Chemical compound [H]N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(O)=O ONPDTSFZAIWMDI-AVGNSLFASA-N 0.000 claims description 2
- VMTYLUGCXIEDMV-QWRGUYRKSA-N Lys-Leu-Gly Chemical compound OC(=O)CNC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CCCCN VMTYLUGCXIEDMV-QWRGUYRKSA-N 0.000 claims description 2
- RPWQJSBMXJSCPD-XUXIUFHCSA-N Lys-Val-Ile Chemical compound CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CCCCN)C(C)C)C(O)=O RPWQJSBMXJSCPD-XUXIUFHCSA-N 0.000 claims description 2
- WYEXWKAWMNJKPN-UBHSHLNASA-N Met-Ala-Phe Chemical compound C[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)NC(=O)[C@H](CCSC)N WYEXWKAWMNJKPN-UBHSHLNASA-N 0.000 claims description 2
- 108010002311 N-glycylglutamic acid Proteins 0.000 claims description 2
- KDYPMIZMXDECSU-JYJNAYRXSA-N Phe-Leu-Glu Chemical compound OC(=O)CC[C@@H](C(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](N)CC1=CC=CC=C1 KDYPMIZMXDECSU-JYJNAYRXSA-N 0.000 claims description 2
- OSBADCBXAMSPQD-YESZJQIVSA-N Phe-Leu-Pro Chemical compound CC(C)C[C@@H](C(=O)N1CCC[C@@H]1C(=O)O)NC(=O)[C@H](CC2=CC=CC=C2)N OSBADCBXAMSPQD-YESZJQIVSA-N 0.000 claims description 2
- KLYYKKGCPOGDPE-OEAJRASXSA-N Phe-Thr-Leu Chemical compound [H]N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(C)C)C(O)=O KLYYKKGCPOGDPE-OEAJRASXSA-N 0.000 claims description 2
- XKHCJJPNXFBADI-DCAQKATOSA-N Pro-Asp-Lys Chemical compound C1C[C@H](NC1)C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)O XKHCJJPNXFBADI-DCAQKATOSA-N 0.000 claims description 2
- VYWNORHENYEQDW-YUMQZZPRSA-N Pro-Gly-Glu Chemical compound OC(=O)CC[C@@H](C(O)=O)NC(=O)CNC(=O)[C@@H]1CCCN1 VYWNORHENYEQDW-YUMQZZPRSA-N 0.000 claims description 2
- NFDYGNFETJVMSE-BQBZGAKWSA-N Ser-Leu Chemical compound CC(C)C[C@@H](C(O)=O)NC(=O)[C@@H](N)CO NFDYGNFETJVMSE-BQBZGAKWSA-N 0.000 claims description 2
- DCCGCVLVVSAJFK-NUMRIWBASA-N Thr-Asp-Gln Chemical compound C[C@H]([C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)N)C(=O)O)N)O DCCGCVLVVSAJFK-NUMRIWBASA-N 0.000 claims description 2
- QQWNRERCGGZOKG-WEDXCCLWSA-N Thr-Gly-Leu Chemical compound [H]N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(O)=O QQWNRERCGGZOKG-WEDXCCLWSA-N 0.000 claims description 2
- NJGMALCNYAMYCB-JRQIVUDYSA-N Thr-Tyr-Asn Chemical compound [H]N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CC(N)=O)C(O)=O NJGMALCNYAMYCB-JRQIVUDYSA-N 0.000 claims description 2
- RIOVOFZXVOWCCX-SBCJRHGPSA-N Trp-Ile-Trp Chemical compound C1=CC=C2C(C[C@H](NC(=O)[C@@H](NC(=O)[C@@H](N)CC=3C4=CC=CC=C4NC=3)[C@@H](C)CC)C(O)=O)=CNC2=C1 RIOVOFZXVOWCCX-SBCJRHGPSA-N 0.000 claims description 2
- MOCXXGZHHSPNEJ-AVGNSLFASA-N Tyr-Cys-Glu Chemical compound [H]N[C@@H](CC1=CC=C(O)C=C1)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(O)=O)C(O)=O MOCXXGZHHSPNEJ-AVGNSLFASA-N 0.000 claims description 2
- CCEVJBJLPRNAFH-BVSLBCMMSA-N Tyr-Val-Trp Chemical compound CC(C)[C@@H](C(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O)NC(=O)[C@H](CC3=CC=C(C=C3)O)N CCEVJBJLPRNAFH-BVSLBCMMSA-N 0.000 claims description 2
- FZSPNKUFROZBSG-ZKWXMUAHSA-N Val-Ala-Asp Chemical compound CC(C)[C@H](N)C(=O)N[C@@H](C)C(=O)N[C@H](C(O)=O)CC(O)=O FZSPNKUFROZBSG-ZKWXMUAHSA-N 0.000 claims description 2
- VVZDBPBZHLQPPB-XVKPBYJWSA-N Val-Glu-Gly Chemical compound CC(C)[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(=O)NCC(O)=O VVZDBPBZHLQPPB-XVKPBYJWSA-N 0.000 claims description 2
- UXODSMTVPWXHBT-ULQDDVLXSA-N Val-Phe-His Chemical compound CC(C)[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC2=CN=CN2)C(=O)O)N UXODSMTVPWXHBT-ULQDDVLXSA-N 0.000 claims description 2
- RLVTVHSDKHBFQP-ULQDDVLXSA-N Val-Tyr-Lys Chemical compound NCCCC[C@@H](C(O)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)C(C)C)CC1=CC=C(O)C=C1 RLVTVHSDKHBFQP-ULQDDVLXSA-N 0.000 claims description 2
- 108010017893 alanyl-alanyl-alanine Proteins 0.000 claims description 2
- 108010056243 alanylalanine Proteins 0.000 claims description 2
- 230000002255 enzymatic effect Effects 0.000 claims description 2
- 108010049041 glutamylalanine Proteins 0.000 claims description 2
- 108010074027 glycyl-seryl-phenylalanine Proteins 0.000 claims description 2
- 108010045126 glycyl-tyrosyl-glycine Proteins 0.000 claims description 2
- 108010051673 leucyl-glycyl-phenylalanine Proteins 0.000 claims description 2
- 108010034529 leucyl-lysine Proteins 0.000 claims description 2
- 108010073472 leucyl-prolyl-proline Proteins 0.000 claims description 2
- 108010091871 leucylmethionine Proteins 0.000 claims description 2
- 108010031491 threonyl-lysyl-glutamic acid Proteins 0.000 claims description 2
- 108010029384 tryptophyl-histidine Proteins 0.000 claims description 2
- 108010036320 valylleucine Proteins 0.000 claims description 2
- 238000001262 western blot Methods 0.000 claims description 2
- 235000018102 proteins Nutrition 0.000 claims 8
- 235000001014 amino acid Nutrition 0.000 claims 5
- 102000008300 Mutant Proteins Human genes 0.000 claims 4
- 108010021466 Mutant Proteins Proteins 0.000 claims 4
- 230000003197 catalytic effect Effects 0.000 claims 2
- 238000006555 catalytic reaction Methods 0.000 claims 2
- 108010003700 lysyl aspartic acid Proteins 0.000 claims 2
- 230000035772 mutation Effects 0.000 claims 2
- 229940081969 saccharomyces cerevisiae Drugs 0.000 claims 2
- LBYMZCVBOKYZNS-CIUDSAMLSA-N Ala-Leu-Asp Chemical compound [H]N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(O)=O)C(O)=O LBYMZCVBOKYZNS-CIUDSAMLSA-N 0.000 claims 1
- FUKFQILQFQKHLE-DCAQKATOSA-N Ala-Lys-Met Chemical compound [H]N[C@@H](C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCSC)C(O)=O FUKFQILQFQKHLE-DCAQKATOSA-N 0.000 claims 1
- ZKAOJVJQGVUIIU-GUBZILKMSA-N Asp-Pro-Arg Chemical compound OC(=O)C[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(O)=O ZKAOJVJQGVUIIU-GUBZILKMSA-N 0.000 claims 1
- RSMZEHCMIOKNMW-GSSVUCPTSA-N Asp-Thr-Thr Chemical compound [H]N[C@@H](CC(O)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(O)=O RSMZEHCMIOKNMW-GSSVUCPTSA-N 0.000 claims 1
- FIRWLDUOFOULCA-XIRDDKMYSA-N Asp-Trp-Lys Chemical compound C1=CC=C2C(=C1)C(=CN2)C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H](CC(=O)O)N FIRWLDUOFOULCA-XIRDDKMYSA-N 0.000 claims 1
- SWJYSDXMTPMBHO-FXQIFTODSA-N Cys-Pro-Ser Chemical compound [H]N[C@@H](CS)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CO)C(O)=O SWJYSDXMTPMBHO-FXQIFTODSA-N 0.000 claims 1
- HXOLDXKNWKLDMM-YVNDNENWSA-N Gln-Ile-Glu Chemical compound CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)O)C(=O)O)NC(=O)[C@H](CCC(=O)N)N HXOLDXKNWKLDMM-YVNDNENWSA-N 0.000 claims 1
- ITBHUUMCJJQUSC-LAEOZQHASA-N Glu-Ile-Gly Chemical compound [H]N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)NCC(O)=O ITBHUUMCJJQUSC-LAEOZQHASA-N 0.000 claims 1
- VXEFAWJTFAUDJK-AVGNSLFASA-N Glu-Tyr-Ser Chemical compound C1=CC(=CC=C1C[C@@H](C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](CCC(=O)O)N)O VXEFAWJTFAUDJK-AVGNSLFASA-N 0.000 claims 1
- LLXVQPKEQQCISF-YUMQZZPRSA-N Gly-Asp-His Chemical compound C1=C(NC=N1)C[C@@H](C(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)CN LLXVQPKEQQCISF-YUMQZZPRSA-N 0.000 claims 1
- GVNNAHIRSDRIII-AJNGGQMLSA-N Ile-Lys-Lys Chemical compound CC[C@H](C)[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)O)N GVNNAHIRSDRIII-AJNGGQMLSA-N 0.000 claims 1
- 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 claims 1
- 125000000570 L-alpha-aspartyl group Chemical group [H]OC(=O)C([H])([H])[C@]([H])(N([H])[H])C(*)=O 0.000 claims 1
- YUGVQABRIJXYNQ-CIUDSAMLSA-N Leu-Ala-Ala Chemical compound [H]N[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](C)C(O)=O YUGVQABRIJXYNQ-CIUDSAMLSA-N 0.000 claims 1
- DZQMXBALGUHGJT-GUBZILKMSA-N Leu-Glu-Ala Chemical compound [H]N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(O)=O DZQMXBALGUHGJT-GUBZILKMSA-N 0.000 claims 1
- VBZOAGIPCULURB-QWRGUYRKSA-N Leu-Gly-His Chemical compound CC(C)C[C@@H](C(=O)NCC(=O)N[C@@H](CC1=CN=CN1)C(=O)O)N VBZOAGIPCULURB-QWRGUYRKSA-N 0.000 claims 1
- BMVFXOQHDQZAQU-DCAQKATOSA-N Leu-Pro-Asp Chemical compound CC(C)C[C@@H](C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(=O)O)C(=O)O)N BMVFXOQHDQZAQU-DCAQKATOSA-N 0.000 claims 1
- ZDJQVSIPFLMNOX-RHYQMDGZSA-N Leu-Thr-Arg Chemical compound CC(C)C[C@H](N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@H](C(O)=O)CCCN=C(N)N ZDJQVSIPFLMNOX-RHYQMDGZSA-N 0.000 claims 1
- GCMWRRQAKQXDED-IUCAKERBSA-N Lys-Glu-Gly Chemical compound [NH3+]CCCC[C@H]([NH3+])C(=O)N[C@@H](CCC([O-])=O)C(=O)NCC([O-])=O GCMWRRQAKQXDED-IUCAKERBSA-N 0.000 claims 1
- HYSVGEAWTGPMOA-IHRRRGAJSA-N Lys-Pro-Leu Chemical compound [H]N[C@@H](CCCCN)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(C)C)C(O)=O HYSVGEAWTGPMOA-IHRRRGAJSA-N 0.000 claims 1
- RIPJMCFGQHGHNP-RHYQMDGZSA-N Lys-Val-Thr Chemical compound C[C@H]([C@@H](C(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCCN)N)O RIPJMCFGQHGHNP-RHYQMDGZSA-N 0.000 claims 1
- MGLBSROLWAWCKN-FCLVOEFKSA-N Phe-Phe-Thr Chemical compound [H]N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H]([C@@H](C)O)C(O)=O MGLBSROLWAWCKN-FCLVOEFKSA-N 0.000 claims 1
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- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 108010060035 arginylproline Proteins 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 108010093581 aspartyl-proline Proteins 0.000 description 1
- 238000010805 cDNA synthesis kit Methods 0.000 description 1
- 229940041514 candida albicans extract Drugs 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 210000003850 cellular structure Anatomy 0.000 description 1
- 238000011097 chromatography purification Methods 0.000 description 1
- 239000003593 chromogenic compound Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000013578 denaturing buffer Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 229940079919 digestives enzyme preparation Drugs 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- 238000002270 exclusion chromatography Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 102000037865 fusion proteins Human genes 0.000 description 1
- 108020001507 fusion proteins Proteins 0.000 description 1
- 238000004191 hydrophobic interaction chromatography Methods 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 210000003000 inclusion body Anatomy 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 108010090333 leucyl-lysyl-proline Proteins 0.000 description 1
- 108010054155 lysyllysine Proteins 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002773 nucleotide Substances 0.000 description 1
- 125000003729 nucleotide group Chemical group 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- YBYRMVIVWMBXKQ-UHFFFAOYSA-N phenylmethanesulfonyl fluoride Chemical compound FS(=O)(=O)CC1=CC=CC=C1 YBYRMVIVWMBXKQ-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 230000004481 post-translational protein modification Effects 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012460 protein solution Substances 0.000 description 1
- 239000012465 retentate Substances 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 108010021889 valylvaline Proteins 0.000 description 1
- 210000005253 yeast cell Anatomy 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/88—Lyases (4.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/002—Nitriles (-CN)
- C12P13/004—Cyanohydrins
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Enzymes And Modification Thereof (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Detergent Compositions (AREA)
- Peptides Or Proteins (AREA)
- Saccharide Compounds (AREA)
Priority Applications (12)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0118295A AT404837B (de) | 1995-07-12 | 1995-07-12 | (s)-hydroxynitrillyase aus hevea brasiliensis |
| ES96925698T ES2170251T3 (es) | 1995-07-12 | 1996-07-10 | (s)-hidroxinitriloliasa de hevea brasiliensis. |
| IL12260696A IL122606A (en) | 1995-07-12 | 1996-07-10 | (S)-hydroxa-nitrile-lyase |
| CA002226518A CA2226518A1 (en) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase from hevea brasiliensis |
| JP50550297A JP4090076B2 (ja) | 1995-07-12 | 1996-07-10 | ヘベアブラシリエンシス（Ｈｅｖｅａｂｒａｓｉｌｉｅｎｓｉｓ）から得られる（Ｓ）−ヒドロキシニトリルリアーゼ |
| DE59608804T DE59608804D1 (en) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase aus hevea brasiliensis |
| PCT/EP1996/003010 WO1997003204A2 (de) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase aus hevea brasiliensis |
| AT96925698T ATE213776T1 (de) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase aus hevea brasiliensis |
| DK96925698T DK0840792T3 (da) | 1995-07-12 | 1996-07-10 | (S)-hydroxynitrillyase fra Hevea brasiliensis |
| US08/981,256 US6046042A (en) | 1995-07-12 | 1996-07-10 | (S)-hydroxynitrilelyase from Hevea brasiliensis |
| EP96925698A EP0840792B1 (de) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase aus hevea brasiliensis |
| TW085108400A TW469293B (en) | 1995-07-12 | 1996-07-11 | (S)-hydroxy-nitrile-lyase in isolated and purified form |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0118295A AT404837B (de) | 1995-07-12 | 1995-07-12 | (s)-hydroxynitrillyase aus hevea brasiliensis |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ATA118295A ATA118295A (de) | 1998-07-15 |
| AT404837B true AT404837B (de) | 1999-03-25 |
Family
ID=3508388
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT0118295A AT404837B (de) | 1995-07-12 | 1995-07-12 | (s)-hydroxynitrillyase aus hevea brasiliensis |
| AT96925698T ATE213776T1 (de) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase aus hevea brasiliensis |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT96925698T ATE213776T1 (de) | 1995-07-12 | 1996-07-10 | (s)-hydroxynitrillyase aus hevea brasiliensis |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US6046042A (enExample) |
| EP (1) | EP0840792B1 (enExample) |
| JP (1) | JP4090076B2 (enExample) |
| AT (2) | AT404837B (enExample) |
| CA (1) | CA2226518A1 (enExample) |
| DE (1) | DE59608804D1 (enExample) |
| DK (1) | DK0840792T3 (enExample) |
| ES (1) | ES2170251T3 (enExample) |
| IL (1) | IL122606A (enExample) |
| TW (1) | TW469293B (enExample) |
| WO (1) | WO1997003204A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0799894B1 (de) * | 1996-02-09 | 2004-05-19 | Degussa AG | Verfahren zur Herstellung von (S)-Cyanhydrinen |
| AT407397B (de) | 1998-07-02 | 2001-02-26 | Dsm Fine Chem Austria Gmbh | (s)-hydroxynitrillyasen mit verbesserter substratakzeptanz und deren verwendung |
| DE69928206T2 (de) | 1998-12-28 | 2006-08-03 | Nippon Shokubai Co., Ltd. | Verfahren zur Herstellung von S-Hydroxynitrillyasen |
| US6194039B1 (en) * | 1999-10-22 | 2001-02-27 | Elsicon, Inc. | Materials for inducing alignment in liquid crystals and liquid crystal displays |
| DE19963485B4 (de) * | 1999-12-28 | 2006-02-16 | JFC - Jülich Fine Chemicals GmbH | Verfahren zur Herstellung von Hydroxylnitril-Lyasen |
| EP1566441B1 (de) * | 2001-01-16 | 2009-02-18 | DSM Fine Chemicals Austria Nfg GmbH & Co KG | Gene, enthaltend eine für Hydroxynitrillyase codierende DNA-Sequenz, rekombinante Proteine mit Hydroxynitrillyase-Aktivität und deren Verwendung |
| AT412157B (de) * | 2002-07-15 | 2004-10-25 | Dsm Fine Chem Austria Gmbh | Screeningmethode zum nachweis von amidase- und nitrilhydrataseaktivitäten und deren verwendung |
| JP4124639B2 (ja) * | 2002-12-17 | 2008-07-23 | 株式会社日本触媒 | 大腸菌を用いたｓ−ヒドロキシニトリルリアーゼの製造方法 |
| AT412092B (de) * | 2003-02-27 | 2004-09-27 | Dsm Fine Chem Austria Gmbh | Verfahren zur herstellung chiraler alpha-hydroxycarbonsäuren durch enzymatische hydrolyse von chiralen cyanhydrinen |
| WO2005095602A1 (en) * | 2004-03-31 | 2005-10-13 | Nippon Shokubai Co., Ltd. | Novel modified s-hydroxynitrile lyase |
| JP4854202B2 (ja) * | 2004-03-31 | 2012-01-18 | 株式会社日本触媒 | 新規改変型ｓ−ヒドロキシニトリルリアーゼ |
| EP1811028B1 (en) | 2004-10-15 | 2013-04-10 | Mitsubishi Rayon Co., Ltd. | Improved hydroxynitrile lyase |
| WO2008071695A1 (en) | 2006-12-14 | 2008-06-19 | Dsm Ip Assets Bv | R-hnl random variants and their use for preparing optically pure, sterically hindered cyanohydrins |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0539767A1 (de) * | 1991-10-31 | 1993-05-05 | DSM Chemie Linz GmbH | Enzymatisches Verfahren zur enantioselektiven Herstellung optisch aktiver Cyanhydrine |
-
1995
- 1995-07-12 AT AT0118295A patent/AT404837B/de not_active IP Right Cessation
-
1996
- 1996-07-10 IL IL12260696A patent/IL122606A/xx not_active IP Right Cessation
- 1996-07-10 DK DK96925698T patent/DK0840792T3/da active
- 1996-07-10 AT AT96925698T patent/ATE213776T1/de not_active IP Right Cessation
- 1996-07-10 JP JP50550297A patent/JP4090076B2/ja not_active Expired - Lifetime
- 1996-07-10 EP EP96925698A patent/EP0840792B1/de not_active Expired - Lifetime
- 1996-07-10 ES ES96925698T patent/ES2170251T3/es not_active Expired - Lifetime
- 1996-07-10 DE DE59608804T patent/DE59608804D1/de not_active Expired - Lifetime
- 1996-07-10 US US08/981,256 patent/US6046042A/en not_active Expired - Lifetime
- 1996-07-10 WO PCT/EP1996/003010 patent/WO1997003204A2/de not_active Ceased
- 1996-07-10 CA CA002226518A patent/CA2226518A1/en not_active Abandoned
- 1996-07-11 TW TW085108400A patent/TW469293B/zh not_active IP Right Cessation
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0539767A1 (de) * | 1991-10-31 | 1993-05-05 | DSM Chemie Linz GmbH | Enzymatisches Verfahren zur enantioselektiven Herstellung optisch aktiver Cyanhydrine |
Also Published As
| Publication number | Publication date |
|---|---|
| TW469293B (en) | 2001-12-21 |
| ATA118295A (de) | 1998-07-15 |
| EP0840792B1 (de) | 2002-02-27 |
| ES2170251T3 (es) | 2002-08-01 |
| IL122606A0 (en) | 1998-08-16 |
| US6046042A (en) | 2000-04-04 |
| DE59608804D1 (en) | 2002-04-04 |
| EP0840792A2 (de) | 1998-05-13 |
| CA2226518A1 (en) | 1997-01-30 |
| WO1997003204A2 (de) | 1997-01-30 |
| WO1997003204A3 (de) | 1997-03-20 |
| IL122606A (en) | 2005-11-20 |
| JPH11508775A (ja) | 1999-08-03 |
| DK0840792T3 (da) | 2002-04-22 |
| JP4090076B2 (ja) | 2008-05-28 |
| ATE213776T1 (de) | 2002-03-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| UEP | Publication of translation of european patent specification | ||
| REN | Ceased due to non-payment of the annual fee | ||
| ELJ | Ceased due to non-payment of the annual fee |