Abstract
Cyanamide had long been recognized as a synthetic compound but more recently has been found as a natural product from several leguminous plants. This compound’s biosynthetic pathway, as yet unelaborated, has attracted attention because of its utility in many domains, such as agriculture, chemistry, and medicine. We noticed that the distribution of L-canavanine in the plant kingdom appeared to include that of cyanamide and that the guanidino group structure in L-canavanine contained the cyanamide skeleton. Here, quantification of these compounds in Vicia species suggested that cyanamide was biosynthesized from L-canavanine. Subsequent experiments involving L-[guanidineimino-15N2]canavanine addition to young Vicia villosa seedlings resulted in significant incorporation of 15N-label into cyanamide, verifying its presumed biosynthetic pathway.
Highlights
Cyanamide had long been recognized as a synthetic compound but more recently has been found as a natural product from several leguminous plants
We noticed that the distribution of L-canavanine in the plant kingdom appeared to include that of cyanamide and that the guanidino group structure in L-canavanine contained the cyanamide skeleton
There have been no reports that indicate a biosynthetic relationship between L-canavanine and cyanamide, we focused here on the following information: First, canavanine has been detected in many Vicia species[16], some of which contain cyanamide[5,6]
Summary
Cyanamide had long been recognized as a synthetic compound but more recently has been found as a natural product from several leguminous plants. Quantification of these compounds in Vicia species suggested that cyanamide was biosynthesized from L-canavanine. Subsequent experiments involving L-[guanidineimino-15N2]canavanine addition to young Vicia villosa seedlings resulted in significant incorporation of 15N-label into cyanamide, verifying its presumed biosynthetic pathway.
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