메뉴 건너뛰기




Volumn 37, Issue 8, 2009, Pages 1769-1778

Use of human microsomes and deuterated substrates: An alternative approach for the identification of novel metabolites of ketamine by mass spectrometry

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; DEHYDRONORKETAMINE; DEUTERIUM; DRUG METABOLITE; GLUCURONIDE; HYDROXYKETAMINE; HYDROXYNORKETAMINE; KETAMINE; PHENOL DERIVATIVE; STABLE ISOTOPE; UNCLASSIFIED DRUG;

EID: 67650783182     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.108.026328     Document Type: Article
Times cited : (54)

References (33)
  • 1
    • 23944475336 scopus 로고    scopus 로고
    • Urinary excretion rates of ketamine and norketaine following therapeutic ketamine administration: Method and detection window consideration
    • Adamowicz P and Kala M (2005) Urinary excretion rates of ketamine and norketaine following therapeutic ketamine administration: method and detection window consideration. J Anal Toxicol 29:376-382.
    • (2005) J Anal Toxicol , vol.29 , pp. 376-382
    • Adamowicz, P.1    Kala, M.2
  • 2
    • 0019803618 scopus 로고
    • Studies on the biotransformation of ketamine. 1-Identification of metabolites produced in vitro from rat liver microsomal preparations
    • Adams JD Jr, Baillie TA, Trevor AJ, and Castagnoli N Jr (1981) Studies on the biotransformation of ketamine. 1-Identification of metabolites produced in vitro from rat liver microsomal preparations. Biomed Mass Spectrom 8:527-538.
    • (1981) Biomed Mass Spectrom , vol.8 , pp. 527-538
    • Adams Jr, J.D.1    Baillie, T.A.2    Trevor, A.J.3    Castagnoli Jr, N.4
  • 3
    • 0034625481 scopus 로고    scopus 로고
    • Metabolic profiling of valproic acid by cDNA-expressed human cytochrome P450 enzymes using negative-ion chemical ionization gas chromatography-mass spectrometry
    • Anari MR, Burton RW, Gopaul S, and Abbott FS (2000) Metabolic profiling of valproic acid by cDNA-expressed human cytochrome P450 enzymes using negative-ion chemical ionization gas chromatography-mass spectrometry. J Chromatogr B Biomed Sci Appl 742:217-227.
    • (2000) J Chromatogr B Biomed Sci Appl , vol.742 , pp. 217-227
    • Anari, M.R.1    Burton, R.W.2    Gopaul, S.3    Abbott, F.S.4
  • 4
    • 33749361295 scopus 로고    scopus 로고
    • A comparison of atmospheric pressure chemical ionization and electrospray ionization in testing for amphetamine-type substances and ketamine using ultra-performance liquid chromatography/mass spectrometry
    • Apollonio LG, Pianca DJ, Whittall IR, Kyd JM, and Maher WA (2006) A comparison of atmospheric pressure chemical ionization and electrospray ionization in testing for amphetamine-type substances and ketamine using ultra-performance liquid chromatography/mass spectrometry. Rapid Commun Mass Spectrom 20:2777-2780.
    • (2006) Rapid Commun Mass Spectrom , vol.20 , pp. 2777-2780
    • Apollonio, L.G.1    Pianca, D.J.2    Whittall, I.R.3    Kyd, J.M.4    Maher, W.A.5
  • 6
    • 0019580182 scopus 로고
    • The use of stable isotopes in pharmacological research
    • Baillie TA (1981) The use of stable isotopes in pharmacological research. Pharmacol Rev 33:81-132.
    • (1981) Pharmacol Rev , vol.33 , pp. 81-132
    • Baillie, T.A.1
  • 7
    • 0031933614 scopus 로고    scopus 로고
    • HPLC determination of ketamine, norketamine, and dehydronorketamine in plasma with a high-purity reversed-phase sorbent
    • Bolze S and Boulieu R (1998) HPLC determination of ketamine, norketamine, and dehydronorketamine in plasma with a high-purity reversed-phase sorbent. Clin Chem 44:560-564.
    • (1998) Clin Chem , vol.44 , pp. 560-564
    • Bolze, S.1    Boulieu, R.2
  • 8
    • 0016203338 scopus 로고
    • Biotransformation and disposition of ketamine
    • Chang T and Glazko AJ (1974) Biotransformation and disposition of ketamine. Int Anesthesiol Clin 12:157-177.
    • (1974) Int Anesthesiol Clin , vol.12 , pp. 157-177
    • Chang, T.1    Glazko, A.J.2
  • 9
    • 0016062602 scopus 로고
    • On the cerebral accumulation of ketamine and the relationship between metabolism of the drug and its pharmacological effects
    • Cohen ML and Trevor AJ (1974) On the cerebral accumulation of ketamine and the relationship between metabolism of the drug and its pharmacological effects. J Pharmacol Exp Ther 189:351-358.
    • (1974) J Pharmacol Exp Ther , vol.189 , pp. 351-358
    • Cohen, M.L.1    Trevor, A.J.2
  • 10
    • 23244437808 scopus 로고    scopus 로고
    • Recent trends in the use of "club drugs": An Australian review
    • Degenhardt L, Copeland J, and Dillon P (2005) Recent trends in the use of "club drugs": an Australian review. Subst Use Misuse 40:1241-1256.
    • (2005) Subst Use Misuse , vol.40 , pp. 1241-1256
    • Degenhardt, L.1    Copeland, J.2    Dillon, P.3
  • 11
    • 0019791454 scopus 로고
    • Metabolic α-hydroxylation of N-nitrosomorpholine and 3,3,5,5-tetradeutero-N-nitrosomorpholine in the F344 rat
    • Hecht SS and Young R (1981) Metabolic α-hydroxylation of N-nitrosomorpholine and 3,3,5,5-tetradeutero-N-nitrosomorpholine in the F344 rat. Cancer Res 41:5039-5043.
    • (1981) Cancer Res , vol.41 , pp. 5039-5043
    • Hecht, S.S.1    Young, R.2
  • 12
    • 0037316480 scopus 로고    scopus 로고
    • Pharmacokinetics and haemodynamics of ketamine in intensive care patients with brain or spinal cord injury
    • Hijazi Y, Bodonian C, Bolon M, Salord F, and Boulieu R (2003) Pharmacokinetics and haemodynamics of ketamine in intensive care patients with brain or spinal cord injury. Br J Anaesth 90:155-160.
    • (2003) Br J Anaesth , vol.90 , pp. 155-160
    • Hijazi, Y.1    Bodonian, C.2    Bolon, M.3    Salord, F.4    Boulieu, R.5
  • 13
    • 0034866570 scopus 로고    scopus 로고
    • Stability of ketamine and its metabolites norketamine and dehydronorketamine in human biological samples
    • Hijazi Y, Bolon M, and Boulieu R (2001) Stability of ketamine and its metabolites norketamine and dehydronorketamine in human biological samples. Clin Chem 47:1713-1715.
    • (2001) Clin Chem , vol.47 , pp. 1713-1715
    • Hijazi, Y.1    Bolon, M.2    Boulieu, R.3
  • 14
    • 19444386806 scopus 로고    scopus 로고
    • Quantitative detection of ketamine, norketamine, and dehydronorketamine in urine using chemical derivatization followed by gas chromatography-mass spectrometry
    • Huang MK, Liu C, Li JH, and Huang SD (2005) Quantitative detection of ketamine, norketamine, and dehydronorketamine in urine using chemical derivatization followed by gas chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci 820: 165-173.
    • (2005) J Chromatogr B Analyt Technol Biomed Life Sci , vol.820 , pp. 165-173
    • Huang, M.K.1    Liu, C.2    Li, J.H.3    Huang, S.D.4
  • 15
    • 33646847839 scopus 로고    scopus 로고
    • Analysis for identification in amnesty bin samples from dance venues
    • Kenyon SL, Ramsey JD, Lee T, Johnston A, and Holt DW (2005) Analysis for identification in amnesty bin samples from dance venues. Ther Drug Monit 27:793-798.
    • (2005) Ther Drug Monit , vol.27 , pp. 793-798
    • Kenyon, S.L.1    Ramsey, J.D.2    Lee, T.3    Johnston, A.4    Holt, D.W.5
  • 16
    • 23944446821 scopus 로고    scopus 로고
    • Evaluation of ketamine abuse using hair analysis: Concentration trends in a Singapore population
    • Leong HS, Tan NL, Lui CP, and Lee TK (2005) Evaluation of ketamine abuse using hair analysis: concentration trends in a Singapore population. J Anal Toxicol 29:314-318.
    • (2005) J Anal Toxicol , vol.29 , pp. 314-318
    • Leong, H.S.1    Tan, N.L.2    Lui, C.P.3    Lee, T.K.4
  • 17
    • 0024383646 scopus 로고
    • Studies on the biotransformation of ketamine. II-Quantitative significance of the N-demethylation pathway in rats in vivo determined by a novel stable isotope technique
    • Leung LY and Baillie TA (1989) Studies on the biotransformation of ketamine. II-Quantitative significance of the N-demethylation pathway in rats in vivo determined by a novel stable isotope technique. Biomed Environ Mass Spectrom 18:401-404.
    • (1989) Biomed Environ Mass Spectrom , vol.18 , pp. 401-404
    • Leung, L.Y.1    Baillie, T.A.2
  • 18
    • 1842424846 scopus 로고    scopus 로고
    • Detection of acid-labile conjugates of ketamine and its metabolites in urine samples collected from pub participants
    • Lin HR and Lua AC (2004) Detection of acid-labile conjugates of ketamine and its metabolites in urine samples collected from pub participants. J Anal Toxicol 28:181-186.
    • (2004) J Anal Toxicol , vol.28 , pp. 181-186
    • Lin, H.R.1    Lua, A.C.2
  • 19
    • 8444252940 scopus 로고    scopus 로고
    • A rapid and sensitive ESI-MS screening procedure for ketamine and norketamine in urine samples
    • Lua AC and Lin HR (2004) A rapid and sensitive ESI-MS screening procedure for ketamine and norketamine in urine samples. J Anal Toxicol 28:680-684.
    • (2004) J Anal Toxicol , vol.28 , pp. 680-684
    • Lua, A.C.1    Lin, H.R.2
  • 20
    • 0001766897 scopus 로고
    • Gaseous tropylium, benzyl, tolyl, and norbornadienyl cations
    • Chem Soc
    • McLafferty FW and Winkler J (1974) Gaseous tropylium, benzyl, tolyl, and norbornadienyl cations. J Am Chem Soc 96:5182-5189.
    • (1974) J Am , vol.96 , pp. 5182-5189
    • McLafferty, F.W.1    Winkler, J.2
  • 21
    • 0028937863 scopus 로고
    • Progesterone biotransformation by human P450 3A4 in yeast
    • Mehmood Z, Kelly DE, and Kelly SL (1995) Progesterone biotransformation by human P450 3A4 in yeast. Biotechnol Lett 17:83.
    • (1995) Biotechnol Lett , vol.17 , pp. 83
    • Mehmood, Z.1    Kelly, D.E.2    Kelly, S.L.3
  • 22
    • 17144404842 scopus 로고    scopus 로고
    • Detection of ketamine and norketamine in urine of nonhuman primates after a single dose of ketamine using microplate enzyme-linked immunosorbent assay (ELISA) and NCI-GC-MS
    • Negrusz A, Adamowicz P, Saini BK, Webster DE, Juhascik MP, Moore CM, and Schlemmer RF (2005) Detection of ketamine and norketamine in urine of nonhuman primates after a single dose of ketamine using microplate enzyme-linked immunosorbent assay (ELISA) and NCI-GC-MS. J Anal Toxicol 29:163-168.
    • (2005) J Anal Toxicol , vol.29 , pp. 163-168
    • Negrusz, A.1    Adamowicz, P.2    Saini, B.K.3    Webster, D.E.4    Juhascik, M.P.5    Moore, C.M.6    Schlemmer, R.F.7
  • 24
    • 34250716024 scopus 로고    scopus 로고
    • Biotechnological synthesis of drug metabolites using human cytochrome P450 2D6 heterologously expressed in fission yeast exemplified for the designer drug metabolite 4′-hydroxymethyl-α-pyrrolidinobutyrophenone
    • Peters FT, Dragan CA, Wilde DR, Meyer MR, Zapp J, Bureik M, and Maurer HH (2007) Biotechnological synthesis of drug metabolites using human cytochrome P450 2D6 heterologously expressed in fission yeast exemplified for the designer drug metabolite 4′-hydroxymethyl-α-pyrrolidinobutyrophenone. Biochem Pharmacol 74:511-520.
    • (2007) Biochem Pharmacol , vol.74 , pp. 511-520
    • Peters, F.T.1    Dragan, C.A.2    Wilde, D.R.3    Meyer, M.R.4    Zapp, J.5    Bureik, M.6    Maurer, H.H.7
  • 25
    • 0023697057 scopus 로고
    • Cytochrome P-450-catalyzed desaturation of valproic acid in vitro: Species differences, induction effects, and mechanistic studies
    • Rettie AE, Boberg M, Rettenmeier AW, and Baillie TA (1988) Cytochrome P-450-catalyzed desaturation of valproic acid in vitro: species differences, induction effects, and mechanistic studies. J Biol Chem 263:13733-13738.
    • (1988) J Biol Chem , vol.263 , pp. 13733-13738
    • Rettie, A.E.1    Boberg, M.2    Rettenmeier, A.W.3    Baillie, T.A.4
  • 26
    • 0021042050 scopus 로고
    • Stereochemical composition of propranolol metabolites in the dog using stable isotope-labeled pseudoracemates
    • Walle T, Wilson MJ, Walle UK, and Bai SA (1983) Stereochemical composition of propranolol metabolites in the dog using stable isotope-labeled pseudoracemates. Drug Metab Dispos 11:544-549.
    • (1983) Drug Metab Dispos , vol.11 , pp. 544-549
    • Walle, T.1    Wilson, M.J.2    Walle, U.K.3    Bai, S.A.4
  • 27
    • 8444249954 scopus 로고    scopus 로고
    • Use of SPE and LC/TIS/MS/MS for rapid detection and quantitation of ketamine and its metabolite, norketamine, in urine
    • Wang KC, Shih TS, and Cheng SG (2005) Use of SPE and LC/TIS/MS/MS for rapid detection and quantitation of ketamine and its metabolite, norketamine, in urine. Forensic Sci Int 147:81-88.
    • (2005) Forensic Sci Int , vol.147 , pp. 81-88
    • Wang, K.C.1    Shih, T.S.2    Cheng, S.G.3
  • 29
    • 0023224225 scopus 로고
    • Biotransformation of ketamine, (Z)-6-hydroxyketamine, and (E)-6-hydroxyketamine by rat, rabbit, and human liver microsomal preparations
    • Woolf TF and Adams JD (1987) Biotransformation of ketamine, (Z)-6-hydroxyketamine, and (E)-6-hydroxyketamine by rat, rabbit, and human liver microsomal preparations. Xenobiotica 17:839-847.
    • (1987) Xenobiotica , vol.17 , pp. 839-847
    • Woolf, T.F.1    Adams, J.D.2
  • 30
    • 34250731315 scopus 로고    scopus 로고
    • Gas chromatography-mass spectrometry analysis of ketamine and its metabolites - a comparative study on the utilization of different derivatization groups
    • Wu CH, Huang MH, Wang SM, Lin CC, and Liu RH (2007) Gas chromatography-mass spectrometry analysis of ketamine and its metabolites - a comparative study on the utilization of different derivatization groups. J Chromatogr A 1157:336-351.
    • (2007) J Chromatogr A , vol.1157 , pp. 336-351
    • Wu, C.H.1    Huang, M.H.2    Wang, S.M.3    Lin, C.C.4    Liu, R.H.5
  • 31
    • 33748543547 scopus 로고    scopus 로고
    • Hair analysis for ketamine and its metabolites
    • Xiang P, Shen M, and Zhuo X (2006) Hair analysis for ketamine and its metabolites. Forensic Sci Int 162:131-134.
    • (2006) Forensic Sci Int , vol.162 , pp. 131-134
    • Xiang, P.1    Shen, M.2    Zhuo, X.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.