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1. (Article ID: 11948)
Selmar S, Irandoost Z, Wray V
Dhurrin-6'-glucoside, a cyanogenic diglucoside from Sorghum bicolor
Phytochemistry 43(3) (1996)
569-572
A novel cyanogenic diglucoside has been isolated from methanolic extracts of young seedlings of Sorghum bicolor. Its structure was established as dhurrin-6-glucoside from NMR, mass spectrometry and enzymatic hydrolysis data. Compared with dhurrin, which is the major cyanogenic glucoside in Sorghum leaves, dhurrin-6-glucoside occurs only in low concentrations. In contrast, however, the diglucoside is present in significant amounts in guttation droplets of young Sorghum seedlings. The presence of the diglucoside and its occurrence in apoplasmic exudates supports the hypothesis that diglucosides represent metabolites of cyanogenic monoglucosides which can be translocated within the plant.
Sorghum bicolor, Gramineae, cyanogenesis, cyanogenic glucosides, dhurrin
Publication DOI: 10.1016/0031-9422(96)00297-XJournal NLM ID: 0151434Publisher: Elsevier
Institutions: Botanical Institute, Technical University Braunschweig, Mendelssohnstrasse 4, D-38092 Braunschweig, Germany, GBF, Mascheroder Weg 1, D-38124 Braunschweig, Germany
Methods: 13C NMR, 1H NMR, methylation, FAB-MS, GC-MS, enzymatic hydrolysis, HPLC, acetylation, COSY
The publication contains the following compound(s):
- Compound ID: 30867
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b-D-Glcp-(1-7)-Subst
Subst = (S)-4-hydroxymandelonitrile = SMILES c1cc(ccc1{7}[C@@H](C#N)O)O |
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Structure type: monomer
Trivial name: (S)-dhurrin, dhurrin
Compound class: glycoside, cyanogenic glycoside
- Compound ID: 31038
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b-D-Glcp-(1-6)-b-D-Glcp-(1-7)-Subst
Subst = (S)-4-hydroxymandelonitrile = SMILES c1cc(ccc1{7}[C@@H](C#N)O)O |
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Structure type: oligomer
; 473
C20H27NO12
Trivial name: dhurrin 6'-glucoside
Compound class: glycoside
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