Biosynthetic origin of the nitrogen atom in cyanamide in Vicia villosa subsp. varia

Tsunashi Kamo, Kenji Kato, Shun Abe, Mitsuru Hirota, Hiroko Yamaya, Syuntaro Hiradate, Yoshiharu Fujii

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Natural cyanamide (NH2CN) has recently been found in three Leguminosae plants: Vicia villosa subsp. varia, Vicia cracca and Robinia pseudo-acacia. As cyanamide has long been thought to be absent in nature, its physiological role and biosynthesis are totally unknown. In the present study, we demonstrated the incorporation of 15N from [15N]nitrate and [15N]ammonium into cyanamide using shoots of V. villosa subsp. varia, which ruled out the possibility that nodules are essential in cyanamide biosynthesis. We also applied [15N2]cyanamide to shoots of V. villosa subsp. varia to monitor its turnover, and detected [ 15N2]cyanamide in the leaves within 4 h; it was present without detectable degradation for more than 4 days. In contrast, maximum incorporation of 15N into cyanamide molecules was observed after 4 days of feeding the shoots with 15N-labeled inorganic ions and l-[amide-15N]-glutamine, indicating that these nitrogenous compounds are distant precursors of cyanamide. Although the guanidino group of l-arginine (-NH-C(NH2)=NH) and urea (NH2C(=O)NH2) were candidate precursors of cyanamide on the basis of structural similarity, direct incorporation of the guanidino group of l-[13C6, 15N4]-arginine and [13C,15N 2]urea into cyanamide was not observed. These results eliminated the possibility that cyanamide is biosynthesized by the addition of ammonia to an electrophilic carbon or by the conversion of the tested compounds that were structurally relevant to cyanamide.

Original languageEnglish
Pages (from-to)235-242
Number of pages8
JournalSoil Science and Plant Nutrition
Volume55
Issue number2
DOIs
Publication statusPublished - Apr 1 2009
Externally publishedYes

Fingerprint

Vicia villosa subsp. varia
cyanamides
shoot
urea
nitrogen
turnover
ammonium
ammonia
nitrate
degradation
ion
carbon
shoots
arginine
incorporation
Vicia cracca
biosynthesis
Robinia
inorganic ions
nitrogen compounds

All Science Journal Classification (ASJC) codes

  • Soil Science
  • Plant Science

Cite this

Biosynthetic origin of the nitrogen atom in cyanamide in Vicia villosa subsp. varia. / Kamo, Tsunashi; Kato, Kenji; Abe, Shun; Hirota, Mitsuru; Yamaya, Hiroko; Hiradate, Syuntaro; Fujii, Yoshiharu.

In: Soil Science and Plant Nutrition, Vol. 55, No. 2, 01.04.2009, p. 235-242.

Research output: Contribution to journalArticle

Kamo, Tsunashi ; Kato, Kenji ; Abe, Shun ; Hirota, Mitsuru ; Yamaya, Hiroko ; Hiradate, Syuntaro ; Fujii, Yoshiharu. / Biosynthetic origin of the nitrogen atom in cyanamide in Vicia villosa subsp. varia. In: Soil Science and Plant Nutrition. 2009 ; Vol. 55, No. 2. pp. 235-242.
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