A novel and reliable method for tetrahydrobiopterin quantification: Benzoyl chloride derivatization coupled with liquid chromatography-tandem mass spectrometry analysis

Yuan, Tengfei; Huang, Han-Qi; Gao, Ling; Wang, Shao-Ting; Li, Yan

doi:10.1016/j.freeradbiomed.2018.02.035

Cited by 13 publications

(18 citation statements)

References 32 publications

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“…Inaccuracy and imprecision were ≤15% and recovery of BH 4 was 80% when samples were stored for 24 h in the presence of DTE [39]. Alternatively, BH 4 detection upon derivatization with benzoyl chloride coupled with liquid chromatography-tandem mass spectrometry analysis provided a limit of quantification of 0.02 ng/mL (83 pmol/L) in human plasma, and BH 4 levels inversely correlated with age [40]. Other LC/tandem mass spectrometry methods established a limit of quantification of 1 nmol/L for BH 4 and BH 2 and 2.5 nmol/L for biopterin in cultured endothelial cells [57] and of 1 ng/mL (4.2 nmol/L) for BH 4 in human plasma [58].…”

Section: Discussionmentioning

confidence: 99%

Measurement of Tetrahydrobiopterin in Animal Tissue Samples by HPLC with Electrochemical Detection—Protocol Optimization and Pitfalls

Oelze

Kuntic

et al. 2022

Antioxidants

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Tetrahydrobiopterin (BH4) is an essential cofactor of all nitric oxide synthase isoforms, thus determination of BH4 levels can provide important mechanistic insight into diseases. We established a protocol for high-performance liquid chromatography/electrochemical detection (HPLC/ECD)-based determination of BH4 in tissue samples. We first determined the optimal storage and work-up conditions for authentic BH4 and its oxidation product dihydrobiopterin (BH2) under various conditions (pH, temperature, presence of antioxidants, metal chelators, and storage time). We then applied optimized protocols for detection of BH4 in tissues of septic (induced by lipopolysaccharide [LPS]) rats. BH4 standards in HCl are stabilized by addition of 1,4-dithioerythritol (DTE) and diethylenetriaminepentaacetic acid (DTPA), while HCl was sufficient for BH2 standard stabilization. Overnight storage of BH4 standard solutions at room temperature in HCl without antioxidants caused complete loss of BH4 and the formation of BH2. We further optimized the protocol to separate ascorbate and the BH4 tissue sample and found a significant increase in BH4 in the heart and kidney as well as higher BH4 levels by trend in the brain of septic rats compared to control rats. These findings correspond to reports on augmented nitric oxide and BH4 levels in both animals and patients with septic shock.

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Section: Discussionmentioning

confidence: 99%

Measurement of Tetrahydrobiopterin in Animal Tissue Samples by HPLC with Electrochemical Detection—Protocol Optimization and Pitfalls

Oelze

Kuntic

et al. 2022

Antioxidants

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“…Other columns which have also been used for separation include phenyl-hexyl columns [126], AquitiyUPLC HSS T3 columns [124], Partisil-10 SCX columns [130], and Zorbax-Eclipse XDB columns [122]. Also, hydrophilic interaction liquid chromatography (HILIC) can be used, coupled to either MS [119,125] or fluorescence detection [127].…”

Section: Diagnostic Methodsmentioning

confidence: 99%

“…Mass spectrometry is also applied to quantify pterin levels in the samples, as it allows for the specific identification of the compounds. Most protocols use the positive ion-electrospray mode for detection [108,119,124,126], but usage of the negative mode has also been described [105,125].…”

Section: Diagnostic Methodsmentioning

confidence: 99%

“…Analysis of pterin levels in human plasma and serum usually involves oxidation with either MnO 2 or differential oxidation with iodide/iodine after a filtration step [121]. Recently, a new protocol containing a derivatization step for the precise measurement of BH 4 has been published by [119]. Here, BH 4 is directly derivatized with benzoyl-chloride and analyzed by MS/MS.…”

Section: Diagnostic Methodsmentioning

confidence: 99%

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Analysis of Catecholamines and Pterins in Inborn Errors of Monoamine Neurotransmitter Metabolism—From Past to Future

Jung-Klawitter

Hübschmann

2019

Cells

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Inborn errors of monoamine neurotransmitter biosynthesis and degradation belong to the rare inborn errors of metabolism. They are caused by monogenic variants in the genes encoding the proteins involved in (1) neurotransmitter biosynthesis (like tyrosine hydroxylase (TH) and aromatic amino acid decarboxylase (AADC)), (2) in tetrahydrobiopterin (BH4) cofactor biosynthesis (GTP cyclohydrolase 1 (GTPCH), 6-pyruvoyl-tetrahydropterin synthase (PTPS), sepiapterin reductase (SPR)) and recycling (pterin-4a-carbinolamine dehydratase (PCD), dihydropteridine reductase (DHPR)), or (3) in co-chaperones (DNAJC12). Clinically, they present early during childhood with a lack of monoamine neurotransmitters, especially dopamine and its products norepinephrine and epinephrine. Classical symptoms include autonomous dysregulations, hypotonia, movement disorders, and developmental delay. Therapy is predominantly based on supplementation of missing cofactors or neurotransmitter precursors. However, diagnosis is difficult and is predominantly based on quantitative detection of neurotransmitters, cofactors, and precursors in cerebrospinal fluid (CSF), urine, and blood. This review aims at summarizing the diverse analytical tools routinely used for diagnosis to determine quantitatively the amounts of neurotransmitters and cofactors in the different types of samples used to identify patients suffering from these rare diseases.

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“…Because this was the very first attempt for chemical modification of vitamin D metabolites other than Diels-Alder addiction, we carefully designed and optimized the derivatization process in four aspects: i) Reacting reagent. Recently, benzoyl chloride has been utilized in our laboratory for acylation derivatization (17). However, the absence of an ionizable group made it improper to derivatize vitamin D metabolites.…”

Section: Methods Developmentmentioning

confidence: 99%

Acylation derivatization based LC-MS analysis of 25-hydroxyvitamin D from finger-prick blood

Le娟乐¹,

Yuan飞袁腾²,

Geng庆耿嘉³

et al. 2019

Journal of Lipid Research

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Vitamin D metabolite analysis possessed significant clinical value for the pediatric department. However, invasive venipuncture sampling and high blood consumption inflicted much suffering on patients. For alleviation, we carried out a LC-MS method for 25-hydroxyvitamin D quantification in only 3 μl of plasma from the considerably less invasive finger-prick blood samples. To improve sensitivity, acylation on C3-hydroxyl (by isonicotinoyl chloride) rather than Diels-Alder adduction on s-cis-diene structure was for the very first time introduced into vitamin D metabolite derivatization. Compared with the existing derivatization approaches, this novel strategy not only prevented isomer interference, but also exhibited higher reacting throughput. For certification, the methodology was systematically validated and showed satisfying consistency with SRM927a. During clinical application, we found a convincing correlation between 25-hydroxyvitamin D and indirect/total bilirubin in jaundiced newborns. Such an observation indicated that vitamin D supplementation may help to achieve optimal outcomes in neonatal jaundice.

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A novel and reliable method for tetrahydrobiopterin quantification: Benzoyl chloride derivatization coupled with liquid chromatography-tandem mass spectrometry analysis

Cited by 13 publications

References 32 publications

Measurement of Tetrahydrobiopterin in Animal Tissue Samples by HPLC with Electrochemical Detection—Protocol Optimization and Pitfalls

Measurement of Tetrahydrobiopterin in Animal Tissue Samples by HPLC with Electrochemical Detection—Protocol Optimization and Pitfalls

Analysis of Catecholamines and Pterins in Inborn Errors of Monoamine Neurotransmitter Metabolism—From Past to Future

Acylation derivatization based LC-MS analysis of 25-hydroxyvitamin D from finger-prick blood

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