Automatic Column Chromatography of Ether and Water-Soluble 2,4-Dinitrophenyl-Derivatives of Amino Acids, Peptides, and Amines.

Kesner, Leo; Müntwyler, Edward; Griffin, Grace E.; Abrams, Joan

doi:10.1021/ac60194a027

Cited by 38 publications

(11 citation statements)

References 20 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The DNP-amino acids were analyzed by column chromatography [ 12 ] , using a 5.2 : 8 hydrated silicic acid column maintained at 35 ° C and an elution gradient supplied as follows by the gradient mixer:…”

Section: Experimental and Resultsmentioning

confidence: 99%

The Influence of Alkali Treatment on Native and Denatured Proteins

Mellet¹

1968

Textile Research Journal

View full text Add to dashboard Cite

The influence of alkali treatment on wool keratin and on silk fibroin was investigated in a medium of K 2 CO 3 at 50° C. It was found that the denaturing action of LiBr affects the reactivity and reactions of the disulfides differently from stretching of the fibers does.Since the sum total of the sulfur-containing amino acids remains constant during alkali treatment of both native and denatured wool, the participation of cystine in the formation of lysinoalanine is excluded. It is suggested that seryl residues are responsible for the formation of α-amino acrylic acid residues which combine with the lysine present in wool or in silk to form lysinoalanine. The sulfur content in wool, as obtained by direct determination, was higher than the expected values, and this indicates the presence of sulfur compounds formed during the alkali treatment, which are not analyzed as any of the known sulfur-containing amino acids. No evidence was found that peptide-bound lanthionine is unstable towards 0.7 M K 2 CO 3 solution at 50°C. A significant increase in N-terminal seryl residues was observed for alkali-treated wool. Various possible explanations of this phenomenon were investigated. '

show abstract

Section: Experimental and Resultsmentioning

confidence: 99%

The Influence of Alkali Treatment on Native and Denatured Proteins

Mellet¹

1968

Textile Research Journal

View full text Add to dashboard Cite

show abstract

“…The hydration of the silica gel is a critical factor in the separation of certain organic acids. illthough organic acid separations using chloroform and tert-amyl alcohol are not as sensitive to changes in hydration as are DKP-amino acids (9), variations in hydration can influence relative elution of acids. Thus, when the hydration of the silica gel was decreased from 62.5 to 37.5% aqueous phase without change of gradient or column height,.…”

Section: Methodsmentioning

confidence: 99%

“…Column partition chromatography for estimation of carboxylic acids is a fairly well established procedure (8,14). In general, this method relies upon an acidified inert support material such as silica gel, and a gradient elution system of nonpolar plus polar solvents.…”

mentioning

confidence: 99%

“…This was accomplished by mixing the effluent containing the weak acids with a miscible solvent system having an excess of indicator in the salt form. By applying some of the recently developed techniques for automatic partition chromatography (8,9) it was possible to use longer columns at rapid flow rates in a highly reproducible manner. The result is a method of analysis having a considerable increase in speed and resolution, and a 20-to 40-fold increase in sensitivity; the data are automatically recorded.…”

mentioning

confidence: 99%

See 1 more Smart Citation

Automatic Determination of Weak Organic Acids by Means of Partition Column Chromatography and Indicator Titration.

Kesner¹,

Müntwyler²

1966

Anal. Chem.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Aldehydes were isolated from the solution as their dinitrophenylhydrazones (5) and characterized by C 18 reversed-phase HPLC. Amines were isolated and characterized as their dinitrophenyl derivatives (6,7) in the same way. When a 5% solution of lauric acid-TEA was stored at 0°C for 1 mon, hardly any aldehyde or amine was detected.…”

Section: Resultsmentioning

confidence: 99%

Generation of Maillard‐type compounds from triethanolamine alone

Yano

Noda

Hukuhara

et al. 1997

J Americ Oil Chem Soc

View full text Add to dashboard Cite

The mechanism of triethanolamine (TEA) soap browning has been uncovered. The reaction proceeds as follows. Firstly, TEA is degraded into diethanolamine and acetaldehyde. Secondly, diethanolamine is further degraded into monoethanolamine and acetaldehyde. Thirdly, two molecules of acetaldehyde dimerize to crotonaldehyde, which reacts with monoethanolamine to generate brownish products with conjugated double bonds. Thus, TEA alone generates Maillard-type products through a series of degradation and recombination reactions. JAOCS 74, 891-893 (1997).Soaps are widely used in a variety of household and personalcare products. Quality soaps are triethanolamine (TEA) salts of fats or oils and create quick foaming and dense lather. Also, TEA soaps have good low-temperature solubility. However, when stored at moderately high temperatures (more than 50°C), TEA soaps have been known to acquire a brownish color. If stored for a long period, they gradually show this type of color change at lower temperatures. Colors are appealing to consumers, and discoloration damages products. In this article, we clarified the mechanism in which TEA soaps obtain a brownish color. TEA alone generates Maillard-type products (1-4) through a series of degradation and recombination reactions. EXPERIMENTAL PROCEDURESMaterials. All reagents were commercially available and were used without further purification.Qualification and quantitation of amines. A soap solution (2 mL) was mixed with 2 mL of 1M Na 2 CO 3 /NaHCO 3 buffer (pH 9), followed by addition of 100 µL of 12.5% fluorodinitrobenzene/methanol and was incubated at 50°C for 1 h. An aliquot (20 µL) was applied for reversed-phase high-performance liquid chromatography (HPLC) in a C 18 column (4.6 × 250 mm; Shiseido, Tokyo, Japan); flow rate, 1 mL/min; mobile phase, 0.01% trifluoroacetic acid with increased concentration of methanol from 0 to 80% in 30 min. The chromatographic system was equipped with an ultraviolet detector, and absorbance was read at 350 nm. The analysis was carried out at 30°C.Qualification and quantitation of aldehydes. A soap solution (1 mL) was mixed with 4 mL of 0.025% dinitrophenylhydrazine/2N HCl and was incubated for 1 h at room temperature. An aliquot (20 µL) was applied for reversed-phase HPLC as described above.Gas chromatography/mass spectrometry (GC/MS) analysis. All results were obtained with an HP 5972A gas chromatograph/mass spectrometer (Hewlett-Packard, Palo, Alto, CA). Separation of the compounds was achieved on a 15 m × 0.25 mm i.d. methylpolysiloxane (DB-1) fused-silica capillary column (film thickness 0.1 µm) from J&W Scientific (Folsom, CA). Helium was used as a carrier gas at flow rate of 0.55 mL/min. The GC injection port was maintained at 300°C, and the MS interface was maintained at 280°C. The ion source temperature was 280°C. The column oven temperature was raised from 40 to 200°C at 10°C/min and from 200 to 350°C (5 min) at 20°C/min. The mass spectrometer was operated in the scanning mode (range 40-700 m/z). Electron ionization was accomplished wit...

show abstract

Automatic Column Chromatography of Ether and Water-Soluble 2,4-Dinitrophenyl-Derivatives of Amino Acids, Peptides, and Amines.

Abstract: s method (3) using methylal-methanol mixture.1 Contained large amount of nicotinamide.' Remaining extract after 80% ethanolpetroleum ether solvent partition so that much of the lipide has already been removed. The 7.8% therefore represents a further purification by means of the

Cited by 38 publications

References 20 publications

The Influence of Alkali Treatment on Native and Denatured Proteins

The Influence of Alkali Treatment on Native and Denatured Proteins

Automatic Determination of Weak Organic Acids by Means of Partition Column Chromatography and Indicator Titration.

Generation of Maillard‐type compounds from triethanolamine alone

Contact Info

Product

Resources

About