New sensitive derivatization of hydroxysteroids for high-performance liquid chromatography with fluorescence detection

Goto, Junichi; Gotô, Nobuharu; Shamsa, Fazel; Saitô, Makoto; Komatsu, Sakae; Suzaki, Kazuhiko; Nambara, Toshio

doi:10.1016/0003-2670(83)80111-1

Cited by 99 publications

(24 citation statements)

References 5 publications

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“…1-AN is capable of reacting efficiently with amino and primary hydroxyl groups in organic solvents, but more slowly with secondary and tertiary hydroxyl groups due to the steric hindrance of the anthracene ring. [29][30][31][32] Under mild conditions, 1-AN reacts with amino and hydroxyl groups to form stable amide and ester bonds, respectively.…”

Section: Peptide Separation With Derivatizationmentioning

confidence: 99%

Development of a convenient peptide‐based assay for lysyl hydroxylase

Čudić¹,

Patel²,

Lauer‐Fields³

et al. 2008

Biopolymers

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Hydroxylysine (Hyl) is a posttranslationally modified amino acid found mainly in collagens, the most abundant protein in mammals. Lysyl hydroxylase (LH) catalyzes the hydroxylation of the C‐5 position of a Lys residue, resulting in the production of Hyl. Mechanistically, LH incorporates one oxygen atom into both Lys and 2‐oxoglutarate; the latter is decarboxylated to form succinate and CO2. To develop a convenient, RP‐HPLC based LH assay, we used Fmoc solid‐phase methodology to synthesize three different peptides designed as LH substrates and one peptide corresponding to an LH product. Peptides were characterized by RP‐HPLC, MALDI‐TOF mass spectrometry and CD spectroscopy. Separation of peptides was examined under a variety of RP‐HPLC conditions. The best results were achieved using peptide derivatization (1‐anthroylnitrile for organic phase and dansyl chloride for aqueous phase) prior to RP‐HPLC analysis. The products (di‐ and tetra‐substituted Lys‐ and Hyl‐containing peptides) were well resolved by RP‐HPLC. The resolution of each peak allows for quantification of peak areas, which in turn, when examined as a function of time, can be utilized for studying the kinetics of LH catalyzed reactions. Most significantly, the RP‐HPLC assay directly monitors the Hyl containing product. Prior LH assay methods are multi‐step, require radio‐labeled substrates, and/or measure depletion of 2‐oxoglutarate or formation of CO2. Since the LH reaction with 2‐oxoglutarate is uncoupled from Lys hydroxylation, the most accurate assay of LH activity should monitor the formation of Hyl. © 2007 Wiley Periodicals, Inc. Biopolymers (Pept Sci) 90: 330–338, 2008.This article was originally published online as an accepted preprint. The “Published Online” date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at biopolymers@wiley.com

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Section: Peptide Separation With Derivatizationmentioning

confidence: 99%

Development of a convenient peptide‐based assay for lysyl hydroxylase

Čudić¹,

Patel²,

Lauer‐Fields³

et al. 2008

Biopolymers

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“…A large number of fluorescence derivatization reagents for the determination of phenolic hydroxyl groups in HPLC have been reported: e.g., 5-dimethylaminonaphthalene-1-sulfonyl chloride, 10 1-ethoxy-4-(dichloro-s-triazinyl)naphthalene, 11 4-dimethylaminonaphthalene-1-carbonitrile, 12 1-anthronitrile, 13 9-anthronitrile, 13 pyrene-1-carbonitrile, 14 1-pyrenesulfonyl chloride, 15 4-(N-phthalimidinyl)benzenesulfonyl chloride, 16 and 2-(4-carboxyphenyl)-5,6-dimethylbenzimidazole. 17 However, no data have been reported for the determination of APAP.…”

Section: Introductionmentioning

confidence: 99%

HPLC Determination of Acetaminophen in Saliva Based on Precolumn Fluorescence Derivatization with 12-(3,5-Dichloro-2,4,6-triazinyl)-benzo[d]benzo[1′,2′-6,5]isoindolo[1,2-b][1,3]thiazolidine

et al. 2005

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“…24 Solid phase microextraction (SPME) is a simple and rather inexpensive method, which involves no organic solvents, and is easy to use. Thus it has gained widespread acceptance in many areas in recent years.…”

mentioning

confidence: 99%

Alumina-based Fiber for Solid Phase Microextraction of Alcohols from Gaseous Samples

Farajzadeh

Rahmani

2004

ANAL. SCI.

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On the basis of the affinity of alumina towards hydroxyl functional groups, a solid phase microextraction (SPME) fiber was constructed using alumina powder and poly(vinyl chloride) (PVC). Different compositions were tested and alumina:PVC (97:3) was selected as an optimun composition. A piece of silver wire was used as fiber support. The fiber producing was simple and could be completed in a few minutes. The mechanical durability of the fiber was so good that only a single fiber was used during this study. Ethanol, 1-butanol, 2-butanol, 1-pentanol, 2-pentanol and cyclohexanol were selected as target analytes. Finally, ethanol concentration in the fruit juices and vinegar was measured using SPMEcapillary gas chromatography followed by flame ionization detection.

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New sensitive derivatization of hydroxysteroids for high-performance liquid chromatography with fluorescence detection

Cited by 99 publications

References 5 publications

Development of a convenient peptide‐based assay for lysyl hydroxylase

Development of a convenient peptide‐based assay for lysyl hydroxylase

HPLC Determination of Acetaminophen in Saliva Based on Precolumn Fluorescence Derivatization with 12-(3,5-Dichloro-2,4,6-triazinyl)-benzo[d]benzo[1′,2′-6,5]isoindolo[1,2-b][1,3]thiazolidine

Alumina-based Fiber for Solid Phase Microextraction of Alcohols from Gaseous Samples

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