D-Apiose

Carbohydrates that have a carbon substituent attached to the mam chain are said to have a branched chain d Apiose and l vancosamme are representative branched chain carbohydrates... 

The Fischer projection of the branched chain carbohydrate D apiose has been presented in Section 25 12... 

Isomers of D-apiofuranosyl 1-phosphate have been prepared by treating a mixture of jS-o-apio-D-furanosyl and /3-D-apio-L-furanosyl tetra-acetates with crystalline phosphoric acid. a-o-Apio-o- (59) and a-o-apio-L-furanosyl-1-phosphate (60) and their cyclic phosphates were separated by chromatography and identified by H n.m.r. o-Apiose is metabolized in parsley and Lemna minor with the possible formation of UDP-D-apiose. L. minor will convert UDP-a-glucuronic acid into a-o-apio-D-furanosyl-1,2-cyclic phosphate (61) but no evidence of UDP-o-apiose was found, although it is possible that (61) arose from the rapid hydrolysis of UDP-o-apiose. 

In 1977, he published his last original paper on the structure of a quercetin triglycoside containing D-apiose, isolated from Solatium glaucophy-lum a plant toxic to cattle. In spite of this, his extraordinary capacity as a reader allowed him to remain up to date in a great variety of topics, not only in those of direct interest to him but in those that were studied by several graduate students working under different supervisors. 

Lemmaphyllum microphyllum Presl. Jing Mian Cao (whole plant) Vitamins, luteolin-7-P-D-glucopyranoside, flavonoids, d-apiose, protein, resin.48 A poultice for animal bites, itchiness, a lotion for smallpox, relieve headache. 

III. Occurrence of Apiose in Nature The chemistry of D-apiose (1) and apiin (4), from which this... 

The parsley plant, Petroselinum crispum, for example, contains at least two of the D-apiose flavonoids, namely, apiin 4, 5-dihydroxy-flavon-7-yl 2-0- [3-C (hydroxymethyl)-/3-D-erythrofuranosyl] -/3-D-glucopyranoside (4) and petroselinin 3, 4, 5-trihydroxyflavon-7-yl 2-0- [3-C-(hydroxymethyl)-/3-D-erythrofuranosyl]-/3-D-glucopyrano-side. 1 The principal compound containing D-apiose in parsley... 

A free disaccharide containing apiose has been extracted from an Australian shrub, the native hop bush, Daviesia latifolia.40 The disaccharide was isolated as a dibenzoate. Methylation followed by de-benzoylation, as well as comparison with the disaccharide of D-apiose from apiin, suggested that they are similar in every aspect measured. Thus, the structure of the disaccharide without its two benzoyl groups is, tentatively, 2-O-D-apiofuranosyl-D-gIucose.40 The... 

The first report, by Bell and coworkers61, identifying D-apiose as a component of a molecule other than a flavonoid glycoside was important for three reasons. (I) It was the first time that D-apiose had been described as a component of a polysaccharide, (2) the useful and widely emulated preparation of the di-O-isopropylidene derivative was detailed, and (3) a theory equating the recalcitrance of Posidonia australis and Zostera marina to microbial decay with the presence of some derivative of D-apiose was proposed. Subsequently, the presence of apiose in the polysaccharides of a large number of plants has been reported. 

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