High-performance liquid chromatography of reducing carbohydrates as strongly ultraviolet-absorbing and electrochemically sensitive 1-phenyl-3-methyl5-pyrazolone derivatives

Honda, Susumu; Akao, Eiko; Suzuki, Shigeo; Okuda, Masahiro; Kakehi, Kazuaki; Nakamura, Jun

doi:10.1016/0003-2697(89)90444-2

Cited by 612 publications

(290 citation statements)

References 17 publications

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“…The monosaccharides conjugated with protoporphyrin were identified by releasing the monosaccharide with methanolic KOH followed by conversion and separation of the sugars as their MPP derivatives by CE. Figure 4 shows the electropherograms of the monosaccharide-MPP derivatives of (Figure 4a The structure of the monosaccharide-MPP derivative has already been determined and shown to be monosaccharide bis-MPP [21]. According to this structure, the molecular masses of the xylose and glucose derivatives would be 480 and 510 Da, respectively.…”

Section: Resultsmentioning

confidence: 96%

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Isolation and characterization of protoporphyrin glycoconjugates from rat Harderian gland by HPLC, capillary electrophoresis and HPLC/electrospray ionization MS

Lim

Razzaque

Luo

et al. 2000

Biochemical Journal

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It has been widely reported that the Harderian gland, present in most vertebrates, accumulates high levels of porphyrins, particularly protoporphyrin. The present study describes the extraction, identification and characterization of a group of hitherto unreported protoporphyrin glycoconjugates in the rat Harderian gland using HPLC, capillary electrophoresis, on-line HPLC/electrospray ionization MS and tandem MS. The major glycoconjugate was identified as protoporphyrin-1-O-acyl β-xyloside with a smaller amount of protoporphyrin-1-O-acyl β-glucoside also detected. In the Harderian glands studied, 50-70% of the porphyrins present were in the form of protoporphyrin glycoconjugates. This is the first reported occurrence of glycoconjugates of porphyrins in Nature and suggests that previous studies have wrongly identified the major porphyrin in the Harderian gland as the unconjugated protoporphyrin.

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Section: Resultsmentioning

confidence: 96%

“…The liberated monosaccharides were then derivatized as described previously by Honda et al [21,22]. Briefly, the monosaccharides were incubated in 0.5 M methanolic MPP (50 µl) and 0.3 M potassium hydroxide (50 µl) at 70 mC for 30 min.…”

Section: Preparation Of Monosaccharide-mpp Derivativesmentioning

confidence: 99%

Isolation and characterization of protoporphyrin glycoconjugates from rat Harderian gland by HPLC, capillary electrophoresis and HPLC/electrospray ionization MS

Lim

Razzaque

Luo

et al. 2000

Biochemical Journal

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“…The monosaccharide composition was analyzed by pre-column derivation with 1-Phenyl-3-methyl-5-pyrazolone (PMP) (Honda, Akao et al 1989;Fu, Zhao et al 2008). Briefly, 100 g of a hydrolysate was combined with 100 L of 0.3 M NaOH solution and 120 L of 0.5 M PMP solution and react at 70C for one hour.…”

Section: Monosaccharides Composition Analysismentioning

confidence: 99%

Properties of polysaccharides in several seaweeds from Atlantic Canada and their potential anti-influenza viral activities

Jiao

Wang

et al. 2012

J. Ocean Univ. China

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Objective: To explore the polysaccharides from selected seaweeds of Atlantic Canada and to evaluate their potential anti-influenza virus activities. Methods: Polysaccharides were isolated from several Atlantic Canadian seaweeds, including three red algae (Polysiphonia lanosa, Furcellaria lumbricalis, and Palmaria palmata), two brown algae (Ascophyllum nodosum and Fucus vesiculosus), and one green alga (Ulva lactuca) by sequential extraction with cold water, hot water, and different alkali solutions. These polysaccharides were analyzed for monosaccharide composition and other general  First author: Guangling Jiao, Ph.D candidate, Glycochemistry and glycobiology, Email: sebrina2006@gmail.com;  Corresponding author: Guangli Yu, Professor, Glycochemistry and glycobiology, E-Mail: glyu@ouc.edu.cn. chemical properties, and they were evaluated for anti-influenza virus activities. Results:Total sugar contents in these polysaccharides ranged from 15.4 % (in U. lactuca) to 91.4 % (in F. lumbricalis); sulfation level was as high as 17.6 % in a polysaccharide from U. lactuca whereas it couldn't be detected in an alikali-extract from P. palmaria. For polysaccharides extracted from red seaweeds, the main polysaccharides were sulfated agar and carrageenan for P. lanosa, F. lumbricalis, and xylans for P. palmata. In brown seaweeds, the polysaccharides mainly contained sulfated fucans, whereas the polysaccharides in green seaweeds were composed of heteroglycuronans. Screening for antiviral activity against influenza A/PR/8/34 (H1N1) virus revealed that brown algal polysaccharides were particularly effective. Conclusion: Seaweeds from Atlantic Canada are a good source of marine polysaccharides with potential antiviral properties.

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“…It was found that the final values of 25, al. [6,7]) was omitted. This drying step was used to 6.0 and 70 mM, respectively, gave the best sepa- ration.…”

Section: 1 Simplification Of Pmp Derivatization Methodsmentioning

confidence: 99%

“…PMP yields strong UV tion techniques. However, these compounds generalabsorbance at 245 nm [6]. This derivatization methly have low intrinsic UV spectral activity.…”

Section: Introductionmentioning

confidence: 98%

Determination of 1-phenyl-3-methyl-5-pyrazolone-labeled carbohydrates by liquid chromatography and micellar electrokinetic chromatography

Zhang

et al. 2003

Journal of Chromatography B

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High-performance liquid chromatography of reducing carbohydrates as strongly ultraviolet-absorbing and electrochemically sensitive 1-phenyl-3-methyl5-pyrazolone derivatives

Cited by 612 publications

References 17 publications

Isolation and characterization of protoporphyrin glycoconjugates from rat Harderian gland by HPLC, capillary electrophoresis and HPLC/electrospray ionization MS

Isolation and characterization of protoporphyrin glycoconjugates from rat Harderian gland by HPLC, capillary electrophoresis and HPLC/electrospray ionization MS

Properties of polysaccharides in several seaweeds from Atlantic Canada and their potential anti-influenza viral activities

Determination of 1-phenyl-3-methyl-5-pyrazolone-labeled carbohydrates by liquid chromatography and micellar electrokinetic chromatography

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