University of North Florida
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Stuart Chalk, Ph.D.
Department of Chemistry
University of North Florida
Phone: 1-904-620-1938
Fax: 1-904-620-3535
Email: schalk@unf.edu
Website: @unf

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Homocysteine

  • IUPAC Name: 2-amino-4-sulfanylbutanoic acid
  • Molecular Formula: C4H9NO2S
  • CAS Registry Number: 454-29-5
  • InChI: InChI=1S/C4H9NO2S/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1
  • InChI Key: FFFHZYDWPBMWHY-UHFFFAOYSA-N

@ ChemSpider@ NIST@ PubChem

Citations 3

"Assay Of Biological Thiols By A Combination Of High Performance Liquid Chromatography And Post-column Reaction With 6,6'-dithiodi(nicotinic Acid)"
Anal. Biochem. 1984 Volume 138, Issue 1 Pages 95-98
Junko Nishiyama and Toyo Kuninori

Abstract: Thiols were separated by HPLC on a reversed-phase column (25 cm x 4.6 mm) packed with Fine Sil C18-10, with, as mobile phase, 33 mM KH2PO4 adjusted to pH 2.2 with H3PO4 or 33 mM sodium phosphate of pH 6.8; detection was by post-column derivatization with 6,6'-dithiodi(nicotinic acid) and measurement of the absorbance of the released 6-mercaptonicotinic acid at 344 nm. A comparison was made with post-column derivatization with 5,5'-dithiobis-(2-nitrobenzoic acid). Cysteine, cysteamine, homocysteine, glutathione and penicillamine were determined (detection limit 0.1 nmol); ergothioneine, 2-thiouracil and thiolhistidine could be separated but not determined. The method was applied to the assay of glutathione in human erythrocytes and in E. coli.
Human Bacteria HPLC Spectrophotometry Post-column derivatization

"Endogenous Plasma N-acetylcysteine And Single Dose Oral Bioavailability From Two Different Formulations As Determined By A New Analytical Method"
Biopharm. Drug Dispos. 1991 Volume 12, Issue 5 Pages 343-353
Bernard Gabard, Hermann Mascher

Abstract: Plasma (0.5 ml) was mixed with 0.5 mL of water and 30 µL of 10% tributyl phosphine in methanol. After 30 min at 37°C, 0.15 mL of 20% HClO4 was added and the solution was centrifuged at 2500 g. A portion (100 muwl) of the supernatant solution was analyzed by HPLC on a column (8 cm x 4 mm) of Nucleosil 120 C18 (3 µm) with ethanol - 0.1 M H3PO4 - triethylamine (40:960:1), containing glycine at 100 µg mL-1, as mobile phase (1 mL min-1). The column eluate was mixed with 0.5 M NaOH - 0.1 M H3BO3 (41:59), containing o-phthalaldehyde (10 µg mL-1), at 1 mL min-1 in a reaction tube (described) and detected at 475 nm (excitation at 325 nm). The calibration graph was rectilinear from 0.06 to 8 µM-acetylcysteine; the detection limit was 6 nM. The coefficient of variation (n = 3) were 4.4% at 60 nM and 0.1% at 8 µm. The method is specific for thiols, e.g., cysteine, glutathione, thioglycolic acid and homocysteine.
Blood Plasma HPLC Fluorescence Column Post-column derivatization

"Homocysteine And Other Thiols Determined In Plasma By HPLC And Thiol-specific Post-column Derivatization"
Clin. Chem. 1993 Volume 39, Issue 8 Pages 1590-1597
Anders Andersson, Anders Isaksson, Lars Brattstrom and Bjorn Hultberg

Abstract: For determination of total sulfhydryls, plasma or urine was incubated with dithiothreitol (I) for 15 min at 37°C, mixed with sulfosalicylic acid and centrifuged. For determination of free sulfhydryls, acid-pptd. plasma supernatant solution was mixed with boric acid, NaOH solution and I and incubated at 37°C for 15 min. Analysis was by HPLC on a column (10 cm x 3.2 mm) of Brownlee Velosep RP-18 (3 µm) with a mobile phase (0.8 ml/min) of 16 mM NaH2PO4/19 mM H3PO4/8 mM octyl sulfate/4.3% methanol (pH 2.4). Post-column derivatization was with 10 mM 4,4'-dithiodipyridine in 0.01 M HCl/methanol (97:3) and 300 mL of 0.3 M Tris/1 mM EDTA (pH 8.5) followed by detection at 324 nm. The limit of detection was 50 nM-homocysteine and the calibration graph was linear for 0.2-100 µm-homocysteine. The intra- and inter-assay RSD for plasma were 1.1-5.5% (n = 7) and 2.5% (n = 22), respectively. Recoveries were 94.0, 97.1, 86.5 and 112.3% for cysteine, homocysteine, glutathione and cysteinylglycine, respectively.
Blood Plasma Urine HPLC Clinical analysis Post-column derivatization