メタボロミクス代謝産物分析編_v19.indd

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5 18. C18:1, n C18:1, n C16:0 12. C18:2, n C20:3, n C22:5, n C18:0 24. C19:0 23. C20:1, n C17:0 20. C20:2, n C22:4, n C24:0 28. C24:1, n C22:0 26. C22:1, n C20:0 μ μ 1. C12:0 10. C15:0 13. C22:5, n-3 8. C16:1, n-7 6. C18:3, n-3 7. C18:3, n-6 5. C14:0 4. C20:5, n C20:4, n-6 9. C22:6, n Time (min) Dodecanoic acid C12:0 2. 9Z -Tetradecenoic acid C14:1, n Z,9Z,12Z,15Z -Octadecatetreanoic acid C18:4, n Z,8Z,11Z,14Z,17Z -Eicosapentaenoic acid C20:5, n-3 5. Tetradecanoic acid C14:0 6. 9Z,12Z,15Z -Octadecatrienoic acid C18:3, n Z,9Z,12Z -Octadecatrienoic acid C18:3, n Z -Hexadecenoic acid Palmitoleic acid C16:1, n Z,7Z,10Z,13Z,16Z,19Z -Docosahexaenoic acid C22:6, n Pentadecanoic acid C15: Z,8Z,11Z,14Z -Eicosatetraenoic acid C20:4, n Z,12Z -Octadecadienoic acid C18:2, n Z,10Z,13Z,16Z,19Z -Docosapentaenoic acid C22:5, n Z,7Z,10Z,13Z,16Z -Docosapentaenoic acid C22:5, n Z,11Z,14Z -Eicosatrienoic acid C20:3, n Hexadecanoic acid C16: Z -Octadecenoic acid C18:1, n Z -Octadecenoic acid C18:1, n Z,10Z,13Z,16Z -Docosatetraenoic acid C22:4, n Z,14Z -Eicosadienoic acid C20:2, n Heptadecanoic acid C17:0 22. Octadecanoic acid C18: Z -Eicosenoic acid C20:1, n Nonadecanoic acid C19:0 25. Eicosanoic acid C20: Z -Docosenoic acid C22:1, n Docosanoic acid C22: Z -Tetracosenoic acid C24:1, n Tetracosanoic acid C24: ,18 11, Time (min) m/z μ 1 n-propylamine 2 2-Hydroxypyridine (also found in blank) 3 Oxalacetic acid+pyruvic acid 4 Lactic acid (also found in blank) 5 Glycolic acid 6 Alanine_2TMS 7 2-Hydroxybutyrate 8 Valine_2TMS 9 Urea 10 Leucine_2TMS 11 Glycerol (also found in blank) 12 Phosphate 13 Isoleucine_2TMS_major 14 Proline_2TMS 15 Glycine_3TMS 16 Nonanoric acid(9:0) 17 Serine_3TMS_major 18 Alanine_3TMS 19 Threonine_3TMS_major 20 Pyroglutamic acid_2tms 21 Hydroxyproline 22 Glutamic acid_3tms 23 Phenylalanine_2TMS 24 Ribitol (I.S.) 25 Glutamine_3TMS 26 Ornithine_4TMS 27 Isocitric acid+citric acid 28 1,5-Anhydro glucitol 29 Mannose_1_major 30 Glucose_1 31 Lysine_4TMS 32 Allose_2_minor+Mannose_2_minor 33 Tyrosine 34 Palmitic acid(16:0) (also found in blank) 35 Uric acid 36 Inositol 37 Elaidic acid(18:1n-9) 38 Stearic acid(18:0) (also found in blank) 39 Tryptophan_3TMS 40 Cholesterol 5

6 μ μ μ μ μ , ,18 20, ,32 33,34, , (I.S.) μ μ 1. Lactic acid 2. Glycolic acid 3. Valine 4. Alanine 5. Glycine 6. Oxalic acid 7. Leucine 8. Isoleucine 9. Valine 10. Urea 11. Serine Aminoethanol 13. Leucine 14. Phosphoric acid 15. Glycerol 16. Nicotinic acid 17. Threonine 18. Isoleucine 19. Proline 20. Succinic acid 21. Glycine 22. Glyceric acid 23. Uracil 24. Fumaric acid 25. Serine 26. Alanine 27. Threonine 28. Thymine 29. Nicotinamide 30. Malic acid 31. Methionine 32. Aspartic acid 33. Hydroxyproline 34. Pyroglutamic acid Aminobutyric acid 36. Alanylalanine 37. Glutamic acid 38. Pipecolic acid 39. Phenylalanine 40. Asparagine 41. Ribitol 42. Putrescine Time (min) 43. Unknown_Sugar phosphate like 44. o-phosphoethanolamine 45. Hypoxanthine 46. Isocitric acid + Citric acid 47. Methionine sulfoxide 48. Unknown_Sugar like 49. Unknown_Sugar like 50. Unknown_Sugar like 51. Glucose 52. Histidine 53. Lysine 54. Glucose 55. Tyrosine 56. Unknown_Sugar like 57. Unknown_Sugar like 58. Xanthine 59. Unknown_Sugar like 60. Hydroxylysine 61. Inositol 62. Guanine 63. Tryptophan 64. Uridine 65. Inosine 66. Adenosine 67. Guanosine 68. Trehalose 6

7 Dihydroxyacetone phosphate Pantothenic acid Nicotinic acid Succinic acid Carbamoyl phosphate Malic acid Acetyl phosphate Pyridoxamine 5-phosphate a-ketoglutaric acid Shikimic acid Glyceric acid Glycolic acid Glucose 6-phosphate, Mannose 6-phosphate, Fructose 6-phosphate, Glucose 1-phosphate, and Fructose 1-phosphate Sorbitol 6-phosphate Ribose 5-phosphate, Arabinose 5-phosphate, Ribulose 5-phosphate, and Ribose 1-phosphate Succinic semialdehyde Lactic acid Sedoheptulose 7-phosphate Glycerol 3-phosphate and Glycerol 2-phosphate Thiamine pyrophosphate Glyceraldehyde 3-phosphate Methylerythritol 4-phosphate Pyruvic acid Time (min) 6-Phosphogluconic acid 3-Phosphoglyceric acid 2-Keto-3-deoxy-6-phosphogluconic acid Shikimate 3-phosphate Citric acid Fructose 1,6-bisphosphate Phosphoenolpyruvic acid Ribulose 1,5-bisphosphate 4-Hydroxy-3-methyl-but-2-enyl pyrophosphate Isocitric acid Flavin mononucleotide 2-Isopropylmalic acid 5-Phosphoribose 1-pyrophosphate Pyrroloquinoline quinone 10-Camphorsulfonic acid Isopentenyl pyrophosphate and Dimethylallyl pyrophosphate min Time (min) μ μ μ 7

8 Ethylacetate 2. Methyl alcohol 3. Methyl butyraldehyde 4. Isovaleraldehyde 5. Ethyl alcohol 6. Ethyl propanoate 7. Ethyl isobutyrate 8. Isobutanal diethyl acetal 9. Isobutyl acetate 10. Ethyl butyrate 11. Ethyl methylbutyrate 12. Ethyl isovalerate 11. Butyl acetate 14. Isovaleraldehyde diethyl acetal 15. Isobutyl alcohol 16. Isoamyl acetate Butanol 18. Isoamyl alcohol 19. Ethyl caproate Octanone 21. Difurfuryl ether 22. Acetoin 23. Ethylene glycol propyl ether 24. Hydroxyacetone 25. Ethyl lactate 26. (5-Methyl-2-furyl) methanethiol Octanol (1-Ethoxyethoxy)-3- methyl-1,4-butanediol Ethyl-6-methylpyrazine 30. Trimethylpyrazine Hydroxy-3-hexanone 32. Isovaleric anhydride 33. Acetic acid Octen-3-ol 35. Methional 36. Furfural 37. Trimethyl-2-hexene Ethyl-3,5- dimethylpyrazine 39. Tetramethylpyrazine 40. 2,3-Butanediol 41. Hexano-dibutyrin 42. Ethyl 2-hydroxyhexanoat 43. Benzaldehyde 44. 2,3-Butanediol 45. Ethyl methylthiopropionate (Pentyloxy)-2-pentene 47. Ethyl levulinate 48. Methylbutyrolactone Isopropyl-2,2- dimethyltetrahydrofuran 50. Valerolactone 51. Furfuryl alcohol 52. Isovaleric acid methyl butanoic acid 54. Butyrolactone 55. Phenyl acetaldehyde 56. Diethyl succinate 57. Ethyl benzoate 58. Methionol 59. Ethyl phenyl acetate 60. Phenethyl acetate 61. Ethyl nicotinate 62. Phenylethanol Phenyl-2-butenal Acetylpyrrole 65. Maltol Methyl-3-methoxy-4Hpyran-4-one 67. Benzyl methyl ether 68. Ethylguaiaco 69. Ethyl 2-(acetylamino)-4- methylpentanoat Methoxy-4-vinylphenol 71. 2,6-Dimethoxyphenol 72. Phenylpyridine 73. Isocitric acid lactone 74. Ethyl vanillate μ 8

9 μ μ Lactic acid Alanine_2TMS Leucine_1TMS Isoleucine_1TMS Valine_2TMS Urea_2TMS Leucine_2TMS Serine_2TMS 2-Aminoethanol Isoleucine_2TMS Phosphate + Glycerol Proline_2TMS Succinic acid(or anhydride) + Glycine_3TMS Uracil Fumaric acid Serine_3TMS + Alanine_3TMS Threonine_3TMS Unknown_Amine like Malic acid Aspartic acid_3tms Erythritol Pyroglutamic acid_2tms 4-Aminobutyric acid 4-Hydroxyphenylethanol Glutamic acid_3tms Phenylalanine_2TMS Asparagine_3TMS Ribose Xylitol Arabitol Ribitol(I.S.) Glycylglycine+Isocitric acid + Citric acid Time (min) 1 μ μ

10 0 Analysis of Fatty acids by LC/MS/MS 2 2. C14:1, n-5 1. C12: C18:3, n-3 5. C14:0 3. C18:4, n C18:1, n C18:1, n C22:5, n C18:2, n C20:4, n C15:0 9. C22:6, n C22:4, n C18:0 21. C17:0 20. C20:2, n C16:0 8. C16:1, n-7 7. C18:3, n-6 4. C20:5, n C20:3, n C22:5, n C19:0 23. C20:1, n C22:1, n C20: Time (min) (min) 29. C24:0 28. C24:1, n C22:0 μ μ Analyte 1. Dodecanoic acid C12:0 2. 9Z -Tetradecenoic acid C14:1, n Z,9Z,12Z,15Z -Octadecatetreanoic acid C18:4, n Z,8Z,11Z,14Z,17Z -Eicosapentaenoic acid C20:5, n-3 5. Tetradecanoic acid C14:0 6. 9Z,12Z,15Z -Octadecatrienoic acid C18:3, n Z,9Z,12Z -Octadecatrienoic acid C18:3, n Z -Hexadecenoic acid Palmitoleic acid C16:1, n Z,7Z,10Z,13Z,16Z,19Z -Docosahexaenoic acid C22:6, n Pentadecanoic acid C15: Z,8Z,11Z,14Z -Eicosatetraenoic acid C20:4, n Z,12Z -Octadecadienoic acid C18:2, n Z,10Z,13Z,16Z,19Z -Docosapentaenoic acid C22:5, n Z,7Z,10Z,13Z,16Z -Docosapentaenoic acid C22:5, n Z,11Z,14Z -Eicosatrienoic acid C20:3, n Hexadecanoic acid C16: Z -Octadecenoic acid C18:1, n Z -Octadecenoic acid C18:1, n Z,10Z,13Z,16Z -Docosatetraenoic acid C22:4, n Z,14Z -Eicosadienoic acid C20:2, n Heptadecanoic acid C17:0 22. Octadecanoic acid C18: Z -Eicosenoic acid C20:1, n Nonadecanoic acid C19:0 25. Eicosanoic acid C20: Z -Docosenoic acid C22:1, n Docosanoic acid C22: Z -Tetracosenoic acid C24:1, n Tetracosanoic acid C24:0 10

11 μ μ 1. Caproic acid methyl ester C6:0 2. Caprylic acid methyl ester C8:0 3. Capric acid methyl ester C10:0 4. Undecanoic acid methyl ester C11:0 5. Lauric acid methyl ester C12:0 6. Tridecanoic acid methyl ester C13:0 7. Myristic acid methyl ester C14:0 8. Myristoleic acid methyl ester C14:1 9c 9. Pentadecanoic acid methyl ester C15:0 10. cis-10-pentadecenoic acid methyl ester C15:1 10c 11. Palmitic acid methyl ester C16:0 12. trans-9-hexadecenoic acid methyl ester C16:1 9t 13. Palmitoleic acid methyl ester C16:1 9c 14. Heptadecanoic acid methyl ester C17:0 15. cis-10-heptadecenoic acid methyl ester C17:1 10c 16. Staric acid methyl ester C18:0 17. Elaidlic acid methyl ester C18:1 9t 18. Oleic acid methyl ester C18:1 9c 19. trans-9-trans-12-octadecadienoic acid methyl ester C18:2 9t,12t 20. cis-9-cis-12-octadecadienoic acid methyl ester C18:2 9c,12c 21. trans-9-trans-12-trans-15-octadecatrienoic acid methyl ester C18:3 9t,12t,15t 22. -Linolenic acid methyl ester C18:3 6c,9c,12c 23. cis-9-cis-12-cis-15-octadecatrienoic acid methyl ester C18:3 9c,12c,15c 24. Arachidic acid methyl ester C20:0 25. cis-11-eicosenoic acid methyl ester C20:1 11c 26. cis-11,14-eicosadienoic acid methyl ester C20:2 11c,14c 27. cis-8,11,14-eicosatrienoic acid methyl ester C20:3 8c,11c,14c 28. Arachidonic acid methyl ester C20:4 5c,8c,11c,14c 29. Heneicosanoic acid methyl ester C21:0 30. cis-11,14,17-eicosatrienoic acid methyl ester C20:3 11c,14c,17c 31. cis-8,11,14,17-eicosatetraenoic acid methyl ester C20:4 8c,11c,14c,17c 32. cis-5,8,11,14,17-eicosapentaenoic acid methyl ester C20:5 5c,8c,11c,14c,17c 33. Behenic acid methyl ester C22:0 34. Erucic acid methyl ester C22:1 13c 35. cis-13,16-docosadienoic acid methyl ester C22:2 13c,16c 36. Tricosanoic acid methyl ester C23:0 37. cis-4,7,10,13,16-docosapentaenoic acid methyl ester C22:5 4c,5c,10c,13c,16c 38. cis-7,10,13,16,19-docosapentaenoic acid methyl ester C22:5 7c,10c,13c,16c,19c 39. cis-4,7,10,13,16,19-docosahexaenoic acid methyl ester C22:6 4c,7c,10c,13c,16c,19c 40. Lignoceric acid methyl ester C24:0 41. Nervonic acid methyl ester C24:1 15c Time (min) Time (min) 11

12 1 2 9 μ μ Oxalic acid 100mg/L 2. Tartaric acid 1000mg/L 3. Glycolic acid 1000mg/L 4. Malonic acid 1000mg/L 5. Lactic acid 1000mg/L 6. Acetic acid 1000mg/L 7. Fumaric acid 10mg/L 8. Succinic acid 1000mg/L 9. Acrylic acid 100mg/L mau Sample: 1. Phosphoric acid 2. Tartaric acid 3. Malic acid 4. Formic acid 5. Citric acid 6. Lactic acid 7. Acetic acid 8. Succinic acid 9. Pyroglutamic acid (1,000 mg/l each) 0 10 Time (min)

13 μ μ μ μ μ 1. Formic acid 2. Acetic acid 3. Propionic acid 4. iso-butyric acid 5. n-butyric acid 6. iso-valeric acid 7. n-valeric acid 8. iso-caproic acid 9. n-caproic acid Time (min) μ uvolts Acetic acid 2. Propionic acid 3. iso- Butyric acid 4. n-butyric acid 5. iso-valeric acid 6. n-valeric acid 7. iso- Caproic acid 8. n-caproic acid Time (min) 13

14 Time(min) Conditions Sample: Column : Inertsil ODS-3 (3 µm, 100 x 4.6 mm I.D.) 1. Cystine (Cys) Eluent : A) CH 3 OH/50 mm Na 2 HPO 4 /50 mm NaH 2 PO 4 /THF 2. Aspartic acid (Asp) = 100/450/450/10, v/v/v/v 3. Glutamic acid (Glu) B) CH 3 OH/50 mm Na 2 HPO 4 /50 mm NaH 2 PO 4 4. Serine (Ser) = 600/200/200, v/v/v 5. Histidine (His) A/B = 100/0 25 min 40/60 5 min 6. Arginine (Arg) 0/ min hold, v/v 7. Methionine (Met) Reaction Reagent : OPA (Online Pre-Column Derivatization) 8. Glycine (Gly) Flow Rate : 1.2 ml/min 9. Threonine (Thr) Col. Temp. : Alanine (Ala) Detection : FL Ex 340 nm Em 450 nm (GL-7453A FL Detector) 11. GABA 10 µl Injection Vol. : 12. Tyrosine (Tyr) 13. Proline (Pro) 14. Valine (Val) 15. Phenylalanine (Phe) 16. Isoleucine (Ile) 17. Leucine (Leu) (each 2.5 mmol/ml) 6 μ 2 μ Time(min) μ μ 7 14

15 μ μ μ μ 15 ページ一番下 mau t Time(min) μ μ 0 15

16 Glutamine_3TMS Glutamine_4TMS % 33% 3.2% 6.3% 30% 4.3% 手法 A 手法 B 手法 C 手法 A 手法 B 手法 C RSD(%, n=12) Glutamic acid_3tms Pyroglutamicacid_2TMS % 3.8% 2.8% 16% 17% 2.9% 手法 A 手法 B 手法 C 手法 A 手法 B 手法 C Histidine_3TMS 22% 4.8% 4.1% % Histidine_4TMS Peak area<qol 0 手法 A 手法 B 手法 C 0 手法 A 手法 B 手法 C 16

17 μ μ μ μ 17

18 40,41, , , ,16 26,27 49,50 36, , , Pyruvic acid _1methoxim_1TMS 2. Glycolic acid_2tms 3. Valine_1TMS 4. Alanine_2TMS 5. Leucine_1TMS 6. Isoleucine_1TMS 7. Valine_2TMS 8. Serine_2TMS 9. Leucine_2TMS 10. Phosphoric acid_3tms 11. Glycerol_3TMS 12. Threonine_2TMS 13. Isoleucine_2TMS 14. Proline_2TMS 15. Succinic acid_2tms 16. Glycine_3TMS 17. Uracil_2TMS 18. Fumaric acid_2tms 19. Serine_3TMS 20. Alanine_3TMS 21. Threonine_3TMS 22. Thymine_2TMS 23. Malic acid_3tms 24. Methionine_2TMS 25. Aspartic acid_3tms 26. Pyroglutamic acid_2tms*1 27. Cytosine_2TMS Aminobutyric acid_3tms 29. Phenylalanine_1TMS 30. Cysteine_3TMS 31. -Ketoglutaric acid_1methoxim_2tms 32. Glutamic acid_3tms 33. Phenylalanine_2TMS 34. Asparagine_3TMS 35. Ribitol_5TMS*2 36. Aconitic acid_3tms 37. Putrescine_4TMS 38. Ornithine_3TMS 39. Glutamine_3TMS 40. Ornithine_4TMS 41. Citiric acid_4tms 42. Isocitric acid_4tms 43. Caffeine 44. Adenine_2TMS 45. Asparagine_4TMS 46. Fructose_1 47. Fructose_2 48. Glucose_1 49. Lysine_4TMS 50. Histidine_3TMS 51. Glucose_2 52. Tyrosine_3TMS 53. Xanthine_3TMS 54. Palmitic acid_1tms 55. Inositol_6TMS 56. Guanine_3TMS 57. Tryptophan_1TMS 58. Tryptophan_2TMS 59. Stearic acid_1tms 60. Tryptophan_3TMS 61. Inosine_4TMS 62. Sucrose 63. -Lactose_ Lactose_2 65. Trehalose 66. Maltose_1 67. Maltose_2 68. Ergosterol_1TMS 69. Raffi nose μ μ m/z 18

19 μ μ 19

20 μ 20

21 21

22 μ μ μ μ 22

23 μ μ μ 23

24 ( 1,000,000) ( 1,000,000) ( ) ( ) μ μ Sample: 1. Leucine 2. Isoleucine 3. Valine 4. Histidine 5. Arginine 6. Lysine 7. Cystine 5 μm each μμ μ μ PEEK PEEK μμ μ 24

25 μ μ μ μ μ μ μ μ 25

26 μ μ μ μ 26

27 27

28 μ μ μ μ μ μ μ μ 28

29 29

30 μ μ μ 30

31 μ μ μ μ μ μ 31

32 μ μ μ μ μ μ 32

33 33

34 μ μ μ μ μ 34

35 Area μ μ A. PP B. GL C. a D. b E. a F. b 35

36 Global Solution 東 京 営 業 部 大 阪 支 店 横 浜 支 店 東 北 営 業 所 筑 波 営 業 所 北 関 東 営 業 所 (2018 年 6 月移転 ) 千 葉 営 業 所 名 古 屋 営 業 所 広 島 営 業 所 九 州 営 業 所 TEL.03(5323)6611 TEL.06(6220)0500 TEL.045(985)7900 TEL.024(534)2191 TEL.029(858)3700 TEL.048(778)5001 TEL.043(248)2441 TEL.052(931)1761 TEL.082(233)1101 TEL.092(738)6633 FAX.03(5323)6622 FAX.06(6220)0601 FAX.045(985)7901 FAX.024(536)1518 FAX.029(858)3780 FAX.048(778)5005 FAX.043(248)2485 FAX.052(931)1814 FAX.082(233)1110 FAX.092(738)6636 掲載している価格には消費税が含まれていません 改良のため 型式 価格 仕様などにつきましては予告なしに変更する場合があります あらかじめご了承ください 本カタログに掲載している会社名および製品名は それぞれ該当する各社の商標 または登録商標です 本文中には TM および マークは明記しておりません データに起因し 直接的または間接的に生じたいかなる損害に対しましても 当社が責任を負うものではありません また 記載事項につきましては 予告無しに改訂する場合がありますので あらかじめご了承ください 本社 東京都新宿区西新宿 6 丁目 22 番 1 号新宿スクエアタワー 30F TEL.03(5323)6611 FAX.03(5323) [email protected] 総合技術センターカスタマーサポートセンター福島工場 TEL.04(2934)2121 TEL.04(2934)1100 TEL.024(533)2244 FAX.04(2934)2128 FAX.04(2934)3361 FAX.024(534)2139 安全に関するご注意ご使用前には必ず 取扱説明書 をよくお読みのうえ 正しくお使いください OB1.2T