DE69701671T3 - Verfahren und zusammenstellungen zur sequenzbestimmung von nukleinsäuremolekülen - Google Patents

Info

Publication number

DE69701671T3

DE69701671T3 DE69701671T DE69701671T DE69701671T3 DE 69701671 T3 DE69701671 T3 DE 69701671T3 DE 69701671 T DE69701671 T DE 69701671T DE 69701671 T DE69701671 T DE 69701671T DE 69701671 T3 DE69701671 T3 DE 69701671T3

Authority

DE

Germany

Prior art keywords

acid

substituted

substituted alkyl

group

compounds

Prior art date

1996-01-23

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.)

Expired - Lifetime

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• 150000001875 compounds Chemical class 0.000 title claims abstract description 220
• 238000000034 method Methods 0.000 title claims abstract description 188
• 150000007523 nucleic acids Chemical class 0.000 title claims abstract description 109
• 102000039446 nucleic acids Human genes 0.000 title claims abstract description 48
• 108020004707 nucleic acids Proteins 0.000 title claims abstract description 48
• 238000004949 mass spectrometry Methods 0.000 claims abstract description 110
• 239000012634 fragment Substances 0.000 claims abstract description 107
• 239000000203 mixture Substances 0.000 claims abstract description 85
• 125000003729 nucleotide group Chemical group 0.000 claims abstract description 37
• 239000002773 nucleotide Substances 0.000 claims abstract description 34
• 230000000295 complement effect Effects 0.000 claims abstract description 18
• -1 amino, carboxy, hydroxy , Mercapto Chemical class 0.000 claims description 161
• 239000013615 primer Substances 0.000 claims description 89
• 239000002585 base Substances 0.000 claims description 62
• 229910052757 nitrogen Inorganic materials 0.000 claims description 61
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 49
• 125000004429 atom Chemical group 0.000 claims description 49
• 150000002148 esters Chemical class 0.000 claims description 41
• 229910052799 carbon Inorganic materials 0.000 claims description 40
• 229910052739 hydrogen Inorganic materials 0.000 claims description 38
• 239000013598 vector Substances 0.000 claims description 38
• 239000002253 acid Substances 0.000 claims description 37
• 239000001257 hydrogen Substances 0.000 claims description 37
• 238000001962 electrophoresis Methods 0.000 claims description 35
• 125000000217 alkyl group Chemical group 0.000 claims description 34
• 150000001408 amides Chemical class 0.000 claims description 34
• 239000000872 buffer Substances 0.000 claims description 34
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 33
• 238000001514 detection method Methods 0.000 claims description 33
• 125000003277 amino group Chemical group 0.000 claims description 32
• 125000003118 aryl group Chemical group 0.000 claims description 32
• 150000001412 amines Chemical class 0.000 claims description 30
• 229910052717 sulfur Inorganic materials 0.000 claims description 30
• 238000005251 capillar electrophoresis Methods 0.000 claims description 29
• 229910052760 oxygen Inorganic materials 0.000 claims description 29
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 27
• 125000001183 hydrocarbyl group Chemical group 0.000 claims description 27
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 26
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 24
• 239000011593 sulfur Substances 0.000 claims description 24
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 23
• DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 23
• KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 22
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 21
• 125000004432 carbon atom Chemical group C* 0.000 claims description 21
• 239000001301 oxygen Substances 0.000 claims description 21
• 229910052698 phosphorus Inorganic materials 0.000 claims description 21
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 20
• 125000000524 functional group Chemical group 0.000 claims description 20
• 125000000743 hydrocarbylene group Chemical group 0.000 claims description 20
• 150000007524 organic acids Chemical group 0.000 claims description 20
• 239000011574 phosphorus Substances 0.000 claims description 20
• 230000009467 reduction Effects 0.000 claims description 20
• 229910001868 water Inorganic materials 0.000 claims description 19
• 239000005546 dideoxynucleotide Substances 0.000 claims description 18
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 18
• 125000000962 organic group Chemical group 0.000 claims description 18
• 238000004128 high performance liquid chromatography Methods 0.000 claims description 17
• 239000007787 solid Substances 0.000 claims description 16
• BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 claims description 15
• 125000003342 alkenyl group Chemical group 0.000 claims description 14
• 239000004202 carbamide Substances 0.000 claims description 14
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
• 238000004611 spectroscopical analysis Methods 0.000 claims description 14
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 14
• SHSGDXCJYVZFTP-UHFFFAOYSA-N 4-ethoxybenzoic acid Chemical compound CCOC1=CC=C(C(O)=O)C=C1 SHSGDXCJYVZFTP-UHFFFAOYSA-N 0.000 claims description 13
• 125000000304 alkynyl group Chemical group 0.000 claims description 13
• BBYDXOIZLAWGSL-UHFFFAOYSA-N 4-fluorobenzoic acid Chemical compound OC(=O)C1=CC=C(F)C=C1 BBYDXOIZLAWGSL-UHFFFAOYSA-N 0.000 claims description 12
• 125000003545 alkoxy group Chemical group 0.000 claims description 12
• 230000003647 oxidation Effects 0.000 claims description 12
• 238000007254 oxidation reaction Methods 0.000 claims description 12
• ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 11
• 102000004190 Enzymes Human genes 0.000 claims description 11
• 108090000790 Enzymes Proteins 0.000 claims description 11
• 108091028043 Nucleic acid sequence Proteins 0.000 claims description 11
• 125000000623 heterocyclic group Chemical group 0.000 claims description 11
• 229910052740 iodine Inorganic materials 0.000 claims description 11
• 239000011630 iodine Substances 0.000 claims description 11
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 11
• 125000001424 substituent group Chemical group 0.000 claims description 11
• 150000003512 tertiary amines Chemical class 0.000 claims description 11
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 10
• 150000001413 amino acids Chemical group 0.000 claims description 10
• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 10
• 230000002829 reductive effect Effects 0.000 claims description 10
• 125000005842 heteroatom Chemical group 0.000 claims description 9
• 125000004434 sulfur atom Chemical group 0.000 claims description 9
• ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 claims description 8
• KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 8
• 229910019142 PO4 Inorganic materials 0.000 claims description 8
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
• 125000004437 phosphorous atom Chemical group 0.000 claims description 8
• 229940124530 sulfonamide Drugs 0.000 claims description 8
• 150000003456 sulfonamides Chemical group 0.000 claims description 8
• 238000004566 IR spectroscopy Methods 0.000 claims description 7
• 125000006323 alkenyl amino group Chemical group 0.000 claims description 7
• 125000003282 alkyl amino group Chemical group 0.000 claims description 7
• 125000002947 alkylene group Chemical group 0.000 claims description 7
• 125000006319 alkynyl amino group Chemical group 0.000 claims description 7
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
• 239000011203 carbon fibre reinforced carbon Chemical group 0.000 claims description 7
• 125000000392 cycloalkenyl group Chemical group 0.000 claims description 7
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
• 230000002255 enzymatic effect Effects 0.000 claims description 7
• RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
• 238000004313 potentiometry Methods 0.000 claims description 7
• RAJMXAZJKUGYGW-POYBYMJQSA-N 2',3'-dideoxycytidine-5'-monophosphate Chemical compound O=C1N=C(N)C=CN1[C@@H]1O[C@H](COP(O)(O)=O)CC1 RAJMXAZJKUGYGW-POYBYMJQSA-N 0.000 claims description 6
• WVNRRNJFRREKAR-JGVFFNPUSA-N 2',3'-dideoxythymidine-5'-monophosphate Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](COP(O)(O)=O)CC1 WVNRRNJFRREKAR-JGVFFNPUSA-N 0.000 claims description 6
• IWPZKOJSYQZABD-UHFFFAOYSA-N 3,5-dimethoxybenzoic acid Chemical compound COC1=CC(OC)=CC(C(O)=O)=C1 IWPZKOJSYQZABD-UHFFFAOYSA-N 0.000 claims description 6
• FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 6
• WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 6
• 239000003155 DNA primer Substances 0.000 claims description 6
• PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 claims description 6
• AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims description 6
• PUSXDQXVJDGIBK-NKWVEPMBSA-N [(2s,5r)-5-(6-aminopurin-9-yl)oxolan-2-yl]methyl dihydrogen phosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@H]1CC[C@@H](COP(O)(O)=O)O1 PUSXDQXVJDGIBK-NKWVEPMBSA-N 0.000 claims description 6
• 150000007857 hydrazones Chemical group 0.000 claims description 6
• 150000002923 oximes Chemical group 0.000 claims description 6
• 125000005541 phosphonamide group Chemical group 0.000 claims description 6
• 125000002924 primary amino group Chemical class [H]N([H])* 0.000 claims description 6
• 150000003568 thioethers Chemical class 0.000 claims description 6
• OAKPWEUQDVLTCN-NKWVEPMBSA-N 2',3'-Dideoxyadenosine-5-triphosphate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@H]1CC[C@@H](CO[P@@](O)(=O)O[P@](O)(=O)OP(O)(O)=O)O1 OAKPWEUQDVLTCN-NKWVEPMBSA-N 0.000 claims description 5
• 239000005711 Benzoic acid Substances 0.000 claims description 5
• WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 claims description 5
• DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 5
• UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 5
• HDRRAMINWIWTNU-NTSWFWBYSA-N [[(2s,5r)-5-(2-amino-6-oxo-3h-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate Chemical compound C1=2NC(N)=NC(=O)C=2N=CN1[C@H]1CC[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 HDRRAMINWIWTNU-NTSWFWBYSA-N 0.000 claims description 5
• 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 5
• 125000004104 aryloxy group Chemical class 0.000 claims description 5
• 235000010233 benzoic acid Nutrition 0.000 claims description 5
• 150000001721 carbon Chemical group 0.000 claims description 5
• URGJWIFLBWJRMF-JGVFFNPUSA-N ddTTP Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)CC1 URGJWIFLBWJRMF-JGVFFNPUSA-N 0.000 claims description 5
• 238000001502 gel electrophoresis Methods 0.000 claims description 5
• XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 5
• 150000002466 imines Chemical group 0.000 claims description 5
• 239000010452 phosphate Chemical group 0.000 claims description 5
• 150000003457 sulfones Chemical class 0.000 claims description 5
• 238000000870 ultraviolet spectroscopy Methods 0.000 claims description 5
• WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 4
• OFFSPAZVIVZPHU-UHFFFAOYSA-N 1-benzofuran-2-carboxylic acid Chemical compound C1=CC=C2OC(C(=O)O)=CC2=C1 OFFSPAZVIVZPHU-UHFFFAOYSA-N 0.000 claims description 4
• LXVSANCQXSSLPA-UHFFFAOYSA-N 2-Ethyl-2-hydroxy-butyric acid Chemical compound CCC(O)(CC)C(O)=O LXVSANCQXSSLPA-UHFFFAOYSA-N 0.000 claims description 4
• YCENSLDYFDZUMO-UHFFFAOYSA-N 3,4,5-triethoxybenzoic acid Chemical compound CCOC1=CC(C(O)=O)=CC(OCC)=C1OCC YCENSLDYFDZUMO-UHFFFAOYSA-N 0.000 claims description 4
• SJSOFNCYXJUNBT-UHFFFAOYSA-N 3,4,5-trimethoxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC(OC)=C1OC SJSOFNCYXJUNBT-UHFFFAOYSA-N 0.000 claims description 4
• ZCYXGVJUZBKJAI-UHFFFAOYSA-N 3,4,5-trimethoxydihydrocinnamic acid Chemical compound COC1=CC(CCC(O)=O)=CC(OC)=C1OC ZCYXGVJUZBKJAI-UHFFFAOYSA-N 0.000 claims description 4
• VVKCVAPLTRZJHH-UHFFFAOYSA-N 3,4-diethoxybenzoic acid Chemical compound CCOC1=CC=C(C(O)=O)C=C1OCC VVKCVAPLTRZJHH-UHFFFAOYSA-N 0.000 claims description 4
• GOLXRNDWAUTYKT-UHFFFAOYSA-N 3-(1H-indol-3-yl)propanoic acid Chemical compound C1=CC=C2C(CCC(=O)O)=CNC2=C1 GOLXRNDWAUTYKT-UHFFFAOYSA-N 0.000 claims description 4
• BXRLWGXPSRYJDZ-UHFFFAOYSA-N 3-cyanoalanine Chemical compound OC(=O)C(N)CC#N BXRLWGXPSRYJDZ-UHFFFAOYSA-N 0.000 claims description 4
• HYNNNQDQEORWEU-UHFFFAOYSA-N 3-fluoro-4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1F HYNNNQDQEORWEU-UHFFFAOYSA-N 0.000 claims description 4
• IHCCAYCGZOLTEU-UHFFFAOYSA-N 3-furoic acid Chemical compound OC(=O)C=1C=COC=1 IHCCAYCGZOLTEU-UHFFFAOYSA-N 0.000 claims description 4
• YMUHUYBRWUUAJF-UHFFFAOYSA-N 5-cyclohexylpentanoic acid Chemical compound OC(=O)CCCCC1CCCCC1 YMUHUYBRWUUAJF-UHFFFAOYSA-N 0.000 claims description 4
• YVHAIVPPUIZFBA-UHFFFAOYSA-N Cyclopentylacetic acid Chemical compound OC(=O)CC1CCCC1 YVHAIVPPUIZFBA-UHFFFAOYSA-N 0.000 claims description 4
• YZGQDNOIGFBYKF-UHFFFAOYSA-N Ethoxyacetic acid Chemical compound CCOCC(O)=O YZGQDNOIGFBYKF-UHFFFAOYSA-N 0.000 claims description 4
• WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 4
• HCUARRIEZVDMPT-UHFFFAOYSA-N Indole-2-carboxylic acid Chemical compound C1=CC=C2NC(C(=O)O)=CC2=C1 HCUARRIEZVDMPT-UHFFFAOYSA-N 0.000 claims description 4
• ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 claims description 4
• FFDGPVCHZBVARC-UHFFFAOYSA-N N,N-dimethylglycine Chemical compound CN(C)CC(O)=O FFDGPVCHZBVARC-UHFFFAOYSA-N 0.000 claims description 4
• IDIDJDIHTAOVLG-VKHMYHEASA-N S-methylcysteine Chemical compound CSC[C@H](N)C(O)=O IDIDJDIHTAOVLG-VKHMYHEASA-N 0.000 claims description 4
• ARLKCWCREKRROD-POYBYMJQSA-N [[(2s,5r)-5-(4-amino-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate Chemical compound O=C1N=C(N)C=CN1[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)CC1 ARLKCWCREKRROD-POYBYMJQSA-N 0.000 claims description 4
• 125000003368 amide group Chemical group 0.000 claims description 4
• 235000013985 cinnamic acid Nutrition 0.000 claims description 4
• 229930016911 cinnamic acid Natural products 0.000 claims description 4
• 125000004986 diarylamino group Chemical group 0.000 claims description 4
• 235000013922 glutamic acid Nutrition 0.000 claims description 4
• 239000004220 glutamic acid Substances 0.000 claims description 4
• ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 claims description 4
• 125000006517 heterocyclyl carbonyl group Chemical class 0.000 claims description 4
• JTEDVYBZBROSJT-UHFFFAOYSA-N indole-3-butyric acid Chemical compound C1=CC=C2C(CCCC(=O)O)=CNC2=C1 JTEDVYBZBROSJT-UHFFFAOYSA-N 0.000 claims description 4
• WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 4
• 235000005985 organic acids Nutrition 0.000 claims description 4
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical group [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
• UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical group [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 4
• WRHZVMBBRYBTKZ-UHFFFAOYSA-N pyrrole-2-carboxylic acid Chemical compound OC(=O)C1=CC=CN1 WRHZVMBBRYBTKZ-UHFFFAOYSA-N 0.000 claims description 4
• UPUZGXILYFKSGE-UHFFFAOYSA-N quinoxaline-2-carboxylic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CN=C21 UPUZGXILYFKSGE-UHFFFAOYSA-N 0.000 claims description 4
• 150000003462 sulfoxides Chemical class 0.000 claims description 4
• 125000005309 thioalkoxy group Chemical group 0.000 claims description 4
• NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 4
• 239000004475 Arginine Substances 0.000 claims description 3
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
• 239000004471 Glycine Substances 0.000 claims description 3
• ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 3
• FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims description 3
• 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 description 3
• OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 claims description 3
• 238000012300 Sequence Analysis Methods 0.000 claims description 3
• GNVMUORYQLCPJZ-UHFFFAOYSA-M Thiocarbamate Chemical compound NC([S-])=O GNVMUORYQLCPJZ-UHFFFAOYSA-M 0.000 claims description 3
• QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 claims description 3
• ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 3
• 125000001769 aryl amino group Chemical class 0.000 claims description 3
• 125000001374 aryl-fused-cycloalkyl group Chemical group 0.000 claims description 3
• CMFIKDVJSBKFAA-UHFFFAOYSA-N carbamic acid;thiourea Chemical compound NC(N)=S.NC(O)=O CMFIKDVJSBKFAA-UHFFFAOYSA-N 0.000 claims description 3
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 3
• 150000007942 carboxylates Chemical class 0.000 claims description 3
• SUYVUBYJARFZHO-RRKCRQDMSA-N dATP Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@H]1C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 SUYVUBYJARFZHO-RRKCRQDMSA-N 0.000 claims description 3
• SUYVUBYJARFZHO-UHFFFAOYSA-N dATP Natural products C1=NC=2C(N)=NC=NC=2N1C1CC(O)C(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O1 SUYVUBYJARFZHO-UHFFFAOYSA-N 0.000 claims description 3
• 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
• 150000002222 fluorine compounds Chemical class 0.000 claims description 3
• 229930182817 methionine Natural products 0.000 claims description 3
• 239000011664 nicotinic acid Substances 0.000 claims description 3
• 229960003512 nicotinic acid Drugs 0.000 claims description 3
• 235000001968 nicotinic acid Nutrition 0.000 claims description 3
• BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical group [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 3
• 150000007970 thio esters Chemical class 0.000 claims description 3
• OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 claims description 3
• 229960004441 tyrosine Drugs 0.000 claims description 3
• MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 2
• PPFRJEXUPZWQPI-JTQLQIEISA-N (2s)-2-benzamido-4-methylsulfanylbutanoic acid Chemical compound CSCC[C@@H](C(O)=O)NC(=O)C1=CC=CC=C1 PPFRJEXUPZWQPI-JTQLQIEISA-N 0.000 claims description 2
• ANRMAUMHJREENI-ZZXKWVIFSA-N (E)-4-(trifluoromethyl)cinnamic acid Chemical compound OC(=O)\C=C\C1=CC=C(C(F)(F)F)C=C1 ANRMAUMHJREENI-ZZXKWVIFSA-N 0.000 claims description 2
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