4:3-β-naphthapyrone-4-acetic acidN-hydroxysuccinimidyl ester as a fluorescent labeling reagent for amino acids and oligopeptides in high-performance liquid chromatography

Liu, Xin; Wang, Hong; Liang, Shucai; Zhang, Hua‐Shan

doi:10.1007/bf02490434

Cited by 8 publications

(2 citation statements)

References 14 publications

(10 reference statements)

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“…The RSD values varied between 0.2 and 1.3%; the detection limits ranged from 5.8 to 138 fmol. It was stated that NPA-OSu is a good derivatizing reagent both for amino acids and peptides and it can be employed for the analysis of biological samples (Liu et al, 2001).…”

Section: Simultaneous Separation Of Amino Acids and Peptides By Rp-hplcmentioning

confidence: 99%

Chromatography of amino acids and short peptides. New advances

Cserháti

2007

Biomedical Chromatography

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The newest results in the application of various chromatographic methods (gas-liquid chromatography, liquid chromatographic techniques, electrically driven systems) for the separation and quantitative determination of amino acids and short peptides in pure state and in complicated matrices are compiled. The results are concisely described and critically evaluated. The future trends of the chromatographic analysis of amino acids and short peptides are briefly discussed.

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Section: Simultaneous Separation Of Amino Acids and Peptides By Rp-hplcmentioning

confidence: 99%

Chromatography of amino acids and short peptides. New advances

Cserháti

2007

Biomedical Chromatography

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“…As for the internal labeling of peptides, mostly the natural available nucleophilic functionalities are used. Amine groups of lysine residues can be modified by reaction with isothiocyanates, 9,10 active esters, 11,12 sulfonyl chlorides 13 or aldehydes, 14,15 while thiols can be modified by reaction with maleimides. 16,17 However, these nucleophilic functionalities are widely occurring in peptides and proteins, rendering it difficult to obtain monolabeled or site-specifically labeled species.…”

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confidence: 99%

Aromatic capping surprisingly stabilizes furan moieties in peptides against acidic degradation

2012

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We herein describe the synthesis of furan containing peptides for further post-synthetic derivatisation in solution through our recently developed furan-oxidation-labeling technology. Previously, it was reported by others that during acidic cleavage of furan-modified peptides, furan moieties can suffer from degradation. We demonstrate here that this degradation is position dependent and can be fully suppressed through introduction of proximate aromatic residues. Versatile introduction of 2-furylalanine at internal, C-terminal as well as the sensitive N-terminal positions has now been proven possible.

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1,3,5,7-Tetramethyl-8-(N-hydroxysuccinimidyl butyric ester)difluoroboradiaza-s-indacene as a new fluorescent labeling reagent for HPLC determination of amino acid neurotransmitters in the cerebral cortex of mice

et al. 2011

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1,3,5,7-Tetramethyl-8-(N-hydroxysuccinimidyl butyric ester)difluoroboradiaza-s-indacene (TMBB-Su), a new BODIPY-based fluorescent probe, was designed and synthesized for the labeling of amino compounds. It was used as a pre-column derivatizing reagent for determination of amino acid neurotransmitters by high-performance liquid chromatography (HPLC). The fluorescence quantum yield in acetonitrile increased from 0.84 to 0.95 when it reacted with amino acid neurotransmitters. Derivatization of TMBB-Su with seven amino acid neurotransmitters was completed within 30 min at 25 °C in 24.0 mmol L(-1) pH 7.8 boric acid buffer. The separation was performed on a C(18) column with methanol-water-buffer 55:35:10 (v/v) as mobile phase (buffer: 0.10 mol L(-1) H(3)Cit-0.10 mol L(-1) NaOH). Interference from the other concomitant amino acids was eliminated successfully by means of pH gradient elution. With fluorescence detection at 494 and 504 nm for excitation and emission, respectively, the limits of detection (signal-to-noise ratio = 3) were from 2.1 to 12.0 nmol L(-1). The proposed method has been used to determine amino acid neurotransmitters in the cerebral cortex of mice with cerebral ischemia at the convalescence stage with satisfactory recoveries varying from 94.9 to 105.2%.

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4:3-β-naphthapyrone-4-acetic acidN-hydroxysuccinimidyl ester as a fluorescent labeling reagent for amino acids and oligopeptides in high-performance liquid chromatography

Cited by 8 publications

References 14 publications

Chromatography of amino acids and short peptides. New advances

Chromatography of amino acids and short peptides. New advances

Aromatic capping surprisingly stabilizes furan moieties in peptides against acidic degradation

1,3,5,7-Tetramethyl-8-(N-hydroxysuccinimidyl butyric ester)difluoroboradiaza-s-indacene as a new fluorescent labeling reagent for HPLC determination of amino acid neurotransmitters in the cerebral cortex of mice

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