554-35-8 菜豆苷

菜豆苷

英文名称:linamarin
CAS:

554-35-8

分子式:C10H17NO6
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菜豆苷简介

Linamarin is a cyanogenic glucoside found in the leaves and roots of plants such as cassava, lima beans, and flax. It is a glucoside of acetone cyanohydrin. Upon exposure to enzymes and gut flora in the human intestine, linamarin and its methylated relative lotaustralin can decompose to the toxic chemical hydrogen cyanide; hence food uses of plants that contain significant quantities of linamarin require extensive preparation and detoxification. Ingested and absorbed linamarin is rapidly excreted in the urine and the glucoside itself does not appear to be acutely toxic. Consumption of cassava products with low levels of linamarin is widespread in the low-land tropics. Ingestion of food prepared from insufficiently processed cassava roots with high linamarin levels has been associated with dietary toxicity, particularly with the upper motor neuron disease known as konzo to the African populations in which it was first described by Trolli and later through the research network initiated by Hans Rosling. However, the toxicity is believed to be induced by ingestion of acetone cyanohydrin, the breakdown product of linamarin. Dietary exposure to linamarin has also been reported as a risk factor in developing glucose intolerance and diabetes, although studies in experimental animals have been inconsistent in reproducing this effect and may indicate that the primary effect is in aggravating existing conditions rather than inducing diabetes on its own.
The generation of cyanide from linamarin is usually enzymatic and occurs when linamarin is exposed to linamarase, an enzyme normally expressed in the cell walls of cassava plants. Because the resulting cyanide derivatives are volatile, processing methods that induce such exposure are common traditional means of cassava preparation; foodstuffs are usually made from cassava after extended blanching, boiling, or fermentation. Food products made from cassava plants include garri (toasted cassava tubers), porridge-like fufu, the dough agbelima, and cassava flour.
Recent research efforts have developed a transgenic cassava plant that stably downregulates linamarin production via RNA interference.

菜豆苷基本信息

中文名称 菜豆苷 英文名称 linamarin
中文别名

亚麻苷;

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英文别名

LINAMARIN; 2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropanenitrile; Phaseolunatin; Propanenitrile, 2-(β-D-glucopyranosyloxy)-2-methyl-;

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CAS号 554-35-8 分子式 C10H17NO6
分子量 247.24500 精确质量 247.10600
PSA 123.17000 LOGP -1.89492

菜豆苷编号系统

UNII H3V9RP3WLO

菜豆苷物化性质

密度:
1.41g/cm3
沸点:
473.3ºC at 760mmHg
熔点:
142-143ºC
闪点:
240ºC
折射率:
1.549
稳定性:
Acid Sensitive
储存条件:
2-8ºC

安全信息

危险类别码:
R20/22; R36/37/38
危险品标志:
Xn
SDS 1.0 中文 展开
SDS 1.0 英文 展开
1H NMR : Predict展开

核磁图谱 1H NMR : Predict

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菜豆苷
CAS号:554-35-8 分子式:C10H17NO6 分子量:247.24500

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