JP2009538145A5 - - Google Patents

Info

Publication number

JP2009538145A5

JP2009538145A5 JP2009512277A JP2009512277A JP2009538145A5 JP 2009538145 A5 JP2009538145 A5 JP 2009538145A5 JP 2009512277 A JP2009512277 A JP 2009512277A JP 2009512277 A JP2009512277 A JP 2009512277A JP 2009538145 A5 JP2009538145 A5 JP 2009538145A5

Authority

JP

Japan

Prior art keywords

monatin

composition

reaction

component

pathway

Prior art date

2007-05-23

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.)

Pending

Links

• Espacenet
• Global Dossier
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• RMLYXMMBIZLGAQ-UHFFFAOYSA-N (-)-monatin Natural products C1=CC=C2C(CC(O)(CC(N)C(O)=O)C(O)=O)=CNC2=C1 RMLYXMMBIZLGAQ-UHFFFAOYSA-N 0.000 claims 24
• RMLYXMMBIZLGAQ-HZMBPMFUSA-N (2s,4s)-4-amino-2-hydroxy-2-(1h-indol-3-ylmethyl)pentanedioic acid Chemical compound C1=CC=C2C(C[C@](O)(C[C@H](N)C(O)=O)C(O)=O)=CNC2=C1 RMLYXMMBIZLGAQ-HZMBPMFUSA-N 0.000 claims 24
• 238000000034 method Methods 0.000 claims 22
• 239000000203 mixture Substances 0.000 claims 22
• 238000006243 chemical reaction Methods 0.000 claims 13
• 230000037361 pathway Effects 0.000 claims 10
• 238000004519 manufacturing process Methods 0.000 claims 9
• 239000000047 product Substances 0.000 claims 8
• 235000004279 alanine Nutrition 0.000 claims 7
• 102000004190 Enzymes Human genes 0.000 claims 6
• 108090000790 Enzymes Proteins 0.000 claims 6
• QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims 6
• 125000003277 amino group Chemical group 0.000 claims 6
• 239000000376 reactant Substances 0.000 claims 6
• 239000011541 reaction mixture Substances 0.000 claims 4
• 238000004064 recycling Methods 0.000 claims 4
• 230000001010 compromised effect Effects 0.000 claims 3
• 239000000543 intermediate Substances 0.000 claims 3
• KPGXRSRHYNQIFN-UHFFFAOYSA-N 2-oxoglutaric acid Chemical compound OC(=O)CCC(=O)C(O)=O KPGXRSRHYNQIFN-UHFFFAOYSA-N 0.000 claims 2
• LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical group CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 claims 2
• 102000003929 Transaminases Human genes 0.000 claims 2
• 108090000340 Transaminases Proteins 0.000 claims 2
• QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims 2
• 235000001014 amino acid Nutrition 0.000 claims 2
• 150000001413 amino acids Chemical class 0.000 claims 2
• 230000000593 degrading effect Effects 0.000 claims 2
• 230000000415 inactivating effect Effects 0.000 claims 2
• 230000002401 inhibitory effect Effects 0.000 claims 2
• 238000000746 purification Methods 0.000 claims 2
• 229960004799 tryptophan Drugs 0.000 claims 2
• SLWQCDYJBNGHQV-UHFFFAOYSA-N 2-hydroxy-2-(1h-indol-3-ylmethyl)-4-oxopentanedioic acid Chemical compound C1=CC=C2C(CC(O)(CC(=O)C(=O)O)C(O)=O)=CNC2=C1 SLWQCDYJBNGHQV-UHFFFAOYSA-N 0.000 claims 1
• RSTKLPZEZYGQPY-UHFFFAOYSA-N 3-(indol-3-yl)pyruvic acid Chemical group C1=CC=C2C(CC(=O)C(=O)O)=CNC2=C1 RSTKLPZEZYGQPY-UHFFFAOYSA-N 0.000 claims 1
• 102000003677 Aldehyde-Lyases Human genes 0.000 claims 1
• 108090000072 Aldehyde-Lyases Proteins 0.000 claims 1
• 229930182827 D-tryptophan Natural products 0.000 claims 1
• QIVBCDIJIAJPQS-SECBINFHSA-N D-tryptophane Chemical compound C1=CC=C2C(C[C@@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-SECBINFHSA-N 0.000 claims 1
• WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims 1
• CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
• WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims 1
• QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 claims 1
• LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical group CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 claims 1
• 102000004879 Racemases and epimerases Human genes 0.000 claims 1
• 108090001066 Racemases and epimerases Proteins 0.000 claims 1
• 125000003295 alanine group Chemical group N[C@@H](C)C(=O)* 0.000 claims 1
• HWXBTNAVRSUOJR-UHFFFAOYSA-N alpha-hydroxyglutaric acid Natural products OC(=O)C(O)CCC(O)=O HWXBTNAVRSUOJR-UHFFFAOYSA-N 0.000 claims 1
• 229940009533 alpha-ketoglutaric acid Drugs 0.000 claims 1
• 235000003704 aspartic acid Nutrition 0.000 claims 1
• OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims 1
• 239000006227 byproduct Substances 0.000 claims 1
• 230000015556 catabolic process Effects 0.000 claims 1
• 239000003054 catalyst Substances 0.000 claims 1
• 230000002860 competitive effect Effects 0.000 claims 1
• 150000001875 compounds Chemical class 0.000 claims 1
• 238000006731 degradation reaction Methods 0.000 claims 1
• 235000013922 glutamic acid Nutrition 0.000 claims 1
• 239000004220 glutamic acid Substances 0.000 claims 1
• 230000002779 inactivation Effects 0.000 claims 1
• 230000005764 inhibitory process Effects 0.000 claims 1
• 230000000670 limiting effect Effects 0.000 claims 1
• KHPXUQMNIQBQEV-UHFFFAOYSA-N oxaloacetic acid Chemical compound OC(=O)CC(=O)C(O)=O KHPXUQMNIQBQEV-UHFFFAOYSA-N 0.000 claims 1
• 229940076788 pyruvate Drugs 0.000 claims 1
• 229940107700 pyruvic acid Drugs 0.000 claims 1
• IFGCUJZIWBUILZ-UHFFFAOYSA-N sodium 2-[[2-[[hydroxy-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyphosphoryl]amino]-4-methylpentanoyl]amino]-3-(1H-indol-3-yl)propanoic acid Chemical compound [Na+].C=1NC2=CC=CC=C2C=1CC(C(O)=O)NC(=O)C(CC(C)C)NP(O)(=O)OC1OC(C)C(O)C(O)C1O IFGCUJZIWBUILZ-UHFFFAOYSA-N 0.000 claims 1
• 125000000430 tryptophan group Chemical group [H]N([H])C(C(=O)O*)C([H])([H])C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12 0.000 claims 1
• 108091008146 restriction endonucleases Proteins 0.000 description 2
• 238000010367 cloning Methods 0.000 description 1