Fructosylvaline. A Simple Model of the N-Terminal Residue of Human Haemoglobin A1c.

Keil, Pernille; Mortensen, Henrik B.; Christophersen, Carsten; Moore, W. Michael; Ross, Sidney D.; Wigilius, Bo

doi:10.3891/acta.chem.scand.39b-0191

Cited by 42 publications

(22 citation statements)

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“…All the Amadori compounds used were prepared according to the methods of Keil et al (1985) [17]. PVA-SbQ SPP-H-13 was kindly supplied by Toyo Gosei (Tokyo, Japan).…”

Section: Chemicalsmentioning

confidence: 99%

Development of a flow-injection analysis (FIA) enzyme sensor for fructosyl amine monitoring

et al. 2002

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An enzyme-sensor system with flow-injection analysis (FIA) has been developed for the detection of fructosyl amine compounds; the sensor utilizes fructosyl amine oxidase isolated from the marine yeast Pichia sp. N1-1 strain. With this FIA system 0.2 to 10 mmol L(-1) fructosyl valine can be determined. The sensor is approximately five times more sensitive to fructosyl valine, a model compound for glycated hemoglobin HbA1c, than to N(epsilon)-fructosyl lysine, a model compound for glycated albumin. This FIA system can also be used to detect fructosyl dipeptides. The operational stability of the sensor enabled more than 120 consecutive sample injections over a period of approximately 20 h.

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“…All the Amadori compounds used were prepared according to the methods of Keil et al (1985) [17]. PVA-SbQ SPP-H-13 was kindly supplied by Toyo Gosei (Tokyo, Japan).…”

Section: Chemicalsmentioning

confidence: 99%

Development of a flow-injection analysis (FIA) enzyme sensor for fructosyl amine monitoring

et al. 2002

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“…Fru-Val was synthesized according to a previously reported method [9,20]. Briefly, a mixture of pyridine (400 mL), acetic acid (400 mL) and l-valine (18.8 g, 0.16 mol) was stirred for 30 min at room temperature.…”

Section: Synthesis Of Fructosyl Valinementioning

confidence: 99%

“…Unlike the rapidly fluctuating blood glucose level, the relative amount of HbA1c (HbA1c % ¼ [HbA1c/total hemoglobin] Â 100) reflects the average blood glucose concentration during the past 2 -3 months; and is therefore able to serve as a long-term diagnostic marker [7]. HbA1c is formed by the nonenzymatic reaction of glucose with the N-terminal valine residue of the b-chain of hemoglobin [8,9]. Proteolysis of HbA1c yield fructosyl-valine (Fru-Val), an electro-active compound representative of HbA1c; this reaction sequence is conjectured as involving the following steps: (1) the N-terminal residue of the b-chain in the HbA1c molecule undergoes an enzymatic reaction promoted by an endoproteinase to produce glycated hexapeptides; (2) a protease catalyzes the reaction in which the glycated hexapeptides produce Fru-Val [10], which is used here as a model compound for HbA1c determination.…”

Section: Introductionmentioning

confidence: 99%

Glassy Carbon Paste Electrodes for the Determination of Fructosyl Valine

Chien

Chou

2010

Electroanalysis

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Nearly 200 million people worldwide have type-2 diabetes. Glucose sensors are routinely used for diagnosis; however, the relative amount of glycosylated hemoglobin (HbA1c) may be a better marker. A working electrode made from bare glassy carbon paste was used for sensing fructosyl valine (Fru-Val), a component of HbA1c. Amperometric measurements revealed a linear relationship between Fru-Val concentration and the sensing current. The square correlation coefficient and the sensitivity were 0.999 and 5.26 mA mM À1, respectively. The minimum detection limit was less than 0.05 mM.

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“…27,28 1-Methoxyphenazine methosulfate (m-PMS) was purchased from Dojindo Molecular Technologies (Kumamoto, Japan). Acrylamide, 4-vinylphenylboronate, 3,3B-dithiodipropionic acid, N,NB-methylene-bis-acrylamide, N,N,NB,NB-tetramethylethylenediamine (TEMED), and ammonium persulfate were obtained from Sigma-Aldrich (St. Louis, MO, USA).…”

Section: Chemicalsmentioning

confidence: 99%

An Amperometric Sensor Based on Gold Electrode Modified by Soluble Molecularly Imprinted Catalyst for Fructosyl Valine

Yamazaki

2012

Electrochemistry

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An amperometric sensor based on a soluble molecularly imprinted catalyst (MIC) has been developed for the detection of fructosyl amine compounds. A soluble MIC containing water-soluble functional monomers, an imidazole catalyst, and small amounts of a hydrophilic cross-linker is developed and used as a fructosyl amine oxidase mimic and for amperometric sensor construction. Fructosyl valine (Fru-val), a model compound of glycated hemoglobin, HbA1c, is used as the template. The MIC specifically oxidizes Fru-val in the presence of 1-methoxyphenazine methosulfate (electron acceptor) and reacts with the glycated peptide, fructosyl-valinehistidine sequence at the N-terminal of the β-globin in HbA1c. The biosensor was fabricated by immobilizing the soluble MIC on Au electrodes via 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC)-mediated amidation coupling. Using the soluble MIC-based sensor, 0.05 to 0.6 mM Fru-val could be determined at 40°C and neutral pH. The steady-state current increase for this sensor was 33 nA in the presence of 0.05 mM Fru-val. The sensor showed 1.4 times higher sensitivity to Fru-val than to Fru-ε-lys, the competitor in HbA1c detection.

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Fructosylvaline. A Simple Model of the N-Terminal Residue of Human Haemoglobin A1c.

Cited by 42 publications

References 0 publications

Development of a flow-injection analysis (FIA) enzyme sensor for fructosyl amine monitoring

Development of a flow-injection analysis (FIA) enzyme sensor for fructosyl amine monitoring

Glassy Carbon Paste Electrodes for the Determination of Fructosyl Valine

An Amperometric Sensor Based on Gold Electrode Modified by Soluble Molecularly Imprinted Catalyst for Fructosyl Valine

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