Chemistry:Glyphosine

From HandWiki

Glyphosine is a plant growth regulator used on sugar beet and sugarcane. It inhibits fiber production, causing the plant to divert more dry matter to sucrose storage.[1] 76,000 pounds (34,000 kg) of glyphosine were used in the US in 1974.[2] It was first registered in 1972, though now is considered largely obsolete.[1] In other plants, e.g. maize, it causes chlorosis by inhibiting plasmid RNA synthesis.[3] It can be synthesized from chloroacetic acid and N,N-bis(phosphonomethyl)amine.[4] Metals form complexes with glyphosine.[5][6]

Chemically, glyphosine is a tertiary amine, a glycine derivative and a phosphonic acid.[7]

It has been manufactured by CCA Biochemical and Monsanto, and sold under the "Polaris" trademark.[1]

References

  1. ↑ 1.0 1.1 1.2 Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
  2. ↑ "Pesticide Usage Survey of Agricultural, Governmental, and Industrial Sectors in the United States, 1974". EPA. 1977. https://nepis.epa.gov/Exe/ZyPURL.cgi?Dockey=91012P4O.txt. 
  3. ↑ Slovin, Janet P.; Tobin, Elaine M. (12 August 1981). "Glyphosine, a plant growth regulator, affects chloroplast membrane proteins". Biochimica et Biophysica Acta (BBA) - Bioenergetics 637 (1): 177–184. doi:10.1016/0005-2728(81)90224-3. 
  4. ↑ "n2:0044-460X - Search Results". https://search.worldcat.org/search?fq=x0:jrnl&q=n2:0044-460X. 
  5. ↑ Xuebing, Ma; Xiangkai, Fu (2004-02-02). "Synthesis of the novel layered amorphous and crystalline zirconium phosphate–phosphonates Zr(HPO4)[O3PCH2N(CH2CH2)2O·nH2O, Zr(HPO4)[O3PCH2N(CH2CO2H)2]·nH2O, zirconium phosphonates Zr[(O3PCH2)NCH2CO2H]·nH2O and the catalytic activities of their palladium complexes in hydrogenation"]. Journal of Molecular Catalysis A: Chemical 208 (1): 129–133. doi:10.1016/j.molcata.2003.07.004. ISSN 1381-1169. https://linkinghub.elsevier.com/retrieve/pii/S1381116903005375. 
  6. ↑ Galanski, Mathea Sophia; Slaby, Susanna; Jakupec, Michael A.; Keppler, Bernhard K. (2003-11-06). "Synthesis, Characterization, and in Vitro Antitumor Activity of Osteotropic Diam(m)ineplatinum(II) Complexes Bearing a N , N -Bis(phosphonomethyl)glycine Ligand" (in en). Journal of Medicinal Chemistry 46 (23): 4946–4951. doi:10.1021/jm0308040. ISSN 0022-2623. PMID 14584945. https://pubs.acs.org/doi/10.1021/jm0308040. 
  7. ↑ "Glyphosine" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/glyphosine. 
  • Glyphosine in the Pesticide Properties DataBase (PPDB)



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