Dissociation Constants of Certain γ-Pyrone Dicarboxylic Acids

Miyamoto, Sadaichi; Brochmann–Hanssen, E.

doi:10.1002/jps.2600510613

Cited by 12 publications

(10 citation statements)

References 2 publications

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“…somniferum latex vacuoles docs not have an absolute requirement for energy (Homeyer and Roberts, 1984a) and may involve an "ion trap" mechanism to sustain the accumulation of high concentrations of alkaloid observed, it is important that the occurrence of other anions and cations pertinent to the sequestration of alkaloids within the latex vacuoles be considered. Other investigators have previously reported that the levels of meconic acid and sulphate were high in P. somniferum latex (Miyamoto and Brochmann-Hanssen, 1962) and it has been subsequently show that meconic acid occurred in '. Author to whom corrcspcindcncc \hould hc addrcsscd.…”

Section: Introductionmentioning

confidence: 90%

“…The analysis of meconic acid employed HPLC using an Hichrom RP18, 10 p (25 cm x 4.9 mm) column eluted with M e O H : H 2 0 (1733) containing 0.05% atropine sulphate. Sulphate was determined by gravimetric analysis using the method of Miyamoto and Brochmann-Hanssen (1962). In the case of the 1100 X g vacuoles the very low levels of sulphate were determined by ion chromatography (by Butterworth Laboratories Ltd., Teddington, Middlesex, UK) as were chloride determinations made on the 900 x g vacuoles.…”

Section: Isolation Of Acidsmentioning

confidence: 99%

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Quantitative characterization of the contents of Papaver somniferum latex vacuoles

Pham

Roberts

1991

Phytochemical Analysis

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Papaver somniferum latex vacuoles were separated into two discrete fractions–‐the 900 Xg and the 1100 Xg vacuoles. The two vacuolar populations were assayed over the three‐week period of capsule maturation. Estimations of the anions sulphate, meconate and chloride, as well as the inorganic cations K+,Na+, Mg2+ and Ca2+, were made, together with measurements of the alkaloids morphine, codeine, thebaine, papaverine and noscapine. A correlation between alkaloids and organic acids has been established which supports the proposed “ion trap” mechanism proposed for alkaloid sequestration in poppy latex vacuoles.

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Section: Introductionmentioning

confidence: 90%

Section: Isolation Of Acidsmentioning

confidence: 99%

Quantitative characterization of the contents of Papaver somniferum latex vacuoles

Pham

Roberts

1991

Phytochemical Analysis

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“…(a) Meconic acid occurs in opium to the extent of 2-10% (Annett andBose, 1922) and7-13 % (Miyamoto andBrochmann-Hanssen, 1962). Fairbairn and Steele (1981) have reported that meconic acid is restricted to the genus Papaver and some closely related genera of 48 Papaverceous species examined.…”

Section: Discussion Of the Problemmentioning

confidence: 99%

“…Ferric chloride is a classic test for meconic acid producing a red color with solutions containing meconic acid ( Lim and Kwok, 1981). (B) Isolation of meconic acid using Dowex resin on the hot water extract of ground poppy seed was also used following the method of Miyamoto and Brochmann-Hanssen (1962).…”

Section: Methodsmentioning

confidence: 99%

Summer Research Program - 1996. Summer Faculty Research Program. Final Reports. Volume 2B, Armstrong Laboratory

Moore¹

1996

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“…In tissues and in extracts at pH values above 2 this strong acid exists mainly in an anionic form (cf. Miyamoto and Brochmann-Hanssen 1962) and is referred to below as chelidonate. …”

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Identification of Cherry and Hageman's "Compound XI" From Maize As Chelidonic Acid

Atkinson¹,

Eckermann²

1965

Aust. Jnl. Of Bio. Sci.

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During examination of the nucleotide fraction of barley seedlings a compound that resembled an unidentified constituent of maize shoots-"compound XI" (Cherry and Hageman 1960;Cherry et al. 1961)-was found. The materials from barley and from maize have now been identified as chelidonic acid (4-oxopyran-2,6-dicarboxylic acid); this compound is present in a number of species of grasses (Table 1). In tissues and in extracts at pH values above 2 this strong acid exists mainly in an anionic form (cf. Miyamoto and Brochmann-Hanssen 1962) and is referred to below as chelidonate. Materials and MethodsBarley, maize, oats, and wheat (for details of species and varieties see Table 1) were grown in the dark at 25°C on screens over 0·2 mM CaS04 after sterilization with hypochlorite. Shoots and roots were collected when the former were 4---8 cm long.The aerial parts of pasture grasses growing after spring rains were kindly provided by Mr. J. H. Silsbury.Chelidonate was extracted from plant tissue (1-2 g) by blending for 1 min at maximum speed in a homogenizer (Buhler, Tubingen, Germany) with 50 ml of ethanol-acetic acid-water (200 : 1 : 199 by vol.). The suspension was centrifuged for 15 min at 2000 g. The supernatant fraction was filtered (Whatman No. 541 paper) and 30 ml of filtrate was passed through two 45-mm disks of anion-exchange paper (Whatman DE 20), without suction, in a filtration apparatus (Millipore Filter Corp., Bedford, Mass., U.S.A.). The disks were washed with 100 ml water and chelidonic acid (together with other strong acids) was eluted with 4N formic acid (5 X 2 ml); the residue after removal of solvent at 40°Cj15 mmHg was subjected to electrophoresis (Markham 1955) on Whatman No. 40 paper in 0'05M citrate (Tris, pH 4·2) at 26 Vjcm for 1 hr. Chelidonate bands from the plant extract and from an authentic sample (anodic migration c. 20 cm) were located by contact printing on reflex document paper with a low-pressure mercury lamp and were eluted with 7 ml water at 95-100°C. Spectra of the extracts and of blanks were recorded with a Unicam SP.700 spectrophotometer; cells of 2 cm light path were used and the concentration of chelidonate was calculated from extinction values at 270 miL and 313 miL (€270ml'-€313ml' = 1O·3x 10 3 in the conditions of this assay; final pH 4·5-5·5).

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Dissociation Constants of Certain γ-Pyrone Dicarboxylic Acids

Cited by 12 publications

References 2 publications

Quantitative characterization of the contents of Papaver somniferum latex vacuoles

Quantitative characterization of the contents of Papaver somniferum latex vacuoles

Summer Research Program - 1996. Summer Faculty Research Program. Final Reports. Volume 2B, Armstrong Laboratory

Identification of Cherry and Hageman's "Compound XI" From Maize As Chelidonic Acid

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