Identification of Diacetylmorphine Metabolites in Humans

Yeh, S.Y.; McQuinn, Roy L.; Gorodetzky, Charles W.

doi:10.1002/jps.2600660217

Cited by 35 publications

(8 citation statements)

References 14 publications

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“…Choonara et al detected M3S as a urinary morphine metabolite in children using HPLC [9]. However, no sulfate metabolites were detected from heroin in urine [10], or as morphine metabolite in children in plasma [9].…”

Section: Introductionmentioning

confidence: 97%

Synthesis and bioanalytical evaluation of morphine‐3‐O‐sulfate and morphine‐6‐O‐sulfate in human urine and plasma using LC‐MS/MS

Andersson

Janosik

Shirani

et al. 2012

J of Separation Science

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The aim of this work was to synthesize morphine-3-O-sulfate and morphine-6-O-sulfate for use as reference substances, and to determine the sulfate conjugates as possible heroin and morphine metabolites in plasma and urine by a validated LC-MS/MS method. Morphine-6-O-sulfate and morphine-3-O-sulfate were prepared as dihydrates from morphine hydrochloride, in overall yields of 41 and 39% with product purities of >99.5% and >98%, respectively. For bioanalysis, the chromatographic system consisted of a reversed-phase column and gradient elution. The tandem mass spectrometer was operated in the positive electrospray mode using selected reaction monitoring, of transition m/z 366.15 to 286.40. The measuring range was 5-500 ng/mL for morphine-3-O-sulfate and 4.5-454 ng/mL for morphine-6-O-sulfate in plasma. In urine, the measuring range was 50-5000 ng/mL for morphine-3-O-sulfate and 45.4-4544 ng/mL for morphine-6-O-sulfate. The intra-assay and total imprecision (coefficient of variation) was below 11% for both analytes in urine and plasma. Quantifiable levels of morphine-3-O-sulfate in authentic urine and plasma samples were found. Only one authentic urine sample contained a detectable level of morphine-6-O-sulfate, while no detectable morphine-6-O-sulfate was found in plasma samples.

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Section: Introductionmentioning

confidence: 97%

Synthesis and bioanalytical evaluation of morphine‐3‐O‐sulfate and morphine‐6‐O‐sulfate in human urine and plasma using LC‐MS/MS

Andersson

Janosik

Shirani

et al. 2012

J of Separation Science

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“…MO is the main constituent of opium that is the most important drug in the opiates group. Also, heroin is hydrolyzed in the organism into morphine and 6-monoacetylmorphine that cannot be normally detected in biological fluids for its short half-life of approximately 30 min [3]. Therefore, the determination of the MO content of biological samples is useful for clinical and forensic purposes to prevent drug abuse [4,5].…”

Section: Introductionmentioning

confidence: 99%

Electrocatalytic determination of morphine at the surface of a carbon paste electrode spiked with a hydroquinone derivative and carbon nanotubes

Shishehbore

Zare

Nematollahi

2012

Journal of Electroanalytical Chemistry

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“…(2) Therefore, it is essential to develop simple, sensitive, specific and high throughput assays to measure morphine in biological samples. Numbers of chromatographic assays are reported for morphine and its metabolites, such as TLC, (3) GC, (4) HPLC, (5,6) GC/MS, (7) and HPLC/MS. (8) However, these methods are time-consuming and difficult to perform.…”

Section: Introductionmentioning

confidence: 99%

Preparation and Characterization of Specific and High-Affinity Monoclonal Antibodies Against Morphine

Rahbarizadeh

Rasaee

Madani³

et al. 2000

Hybridoma

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A C6-hemisuccinate derivative of morphine was prepared and conjugated to bovine serum albumin. High titer antibody producing spleen cells were removed and fused with myeloma cells of Sp2/0 origin. A C3-hemisuccinate derivative of morphine was prepared and conjugated to enzyme penicillinase used as a tracer molecule. A novel enzyme-linked immunoadsorbent assay was developed using this conjugate to screen and characterize the monoclonal antibody produced in these experiments. After two successive limiting dilutions, antibodies produced by 5 clones with good affinities ranging from 10(8) to 10(12) M(-1) and less cross-reaction (least for codeine and other structurally related molecules) were selected. These clones were found to be of IgG class with kappa light chain. Subclass determination showed that two of the clones produced IgG2b and three of them produced IgG1 type of antibody. Affinity purifications were performed for the selected clone (MOR-I). Purified antibody was coated onto the wells of microtiter plate. The standard curve was constructed with a sensitivity of 100 pg/mL covering up to 10 ng/mL in buffer and urine. The slope of the standard curve for selected clone in buffer and urine was calculated to be -0.7 and -0.64, respectively.

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Identification of Diacetylmorphine Metabolites in Humans

Cited by 35 publications

References 14 publications

Synthesis and bioanalytical evaluation of morphine‐3‐O‐sulfate and morphine‐6‐O‐sulfate in human urine and plasma using LC‐MS/MS

Synthesis and bioanalytical evaluation of morphine‐3‐O‐sulfate and morphine‐6‐O‐sulfate in human urine and plasma using LC‐MS/MS

Electrocatalytic determination of morphine at the surface of a carbon paste electrode spiked with a hydroquinone derivative and carbon nanotubes

Preparation and Characterization of Specific and High-Affinity Monoclonal Antibodies Against Morphine

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