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Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
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discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: phophinothricin tripeptide

Abbrev Name: bialaphos

Synonyms: PTT, bialaphos, phosphinothricylalanylalanine, 2-amino-4-(methylphosphino)butyrylalanylalanine, bilanafos, (2S)-2-amino-4-(hydroxymethylphosphinyl)butanoyl-L-alanyl-L-alanine

Summary:
phophinothricin tripeptide (also known as Bialaphos), a product of some strains of Streptomyces, is a unique tripeptide composed of two L-alanine residues and one L-phophinothricin having a C-P-C bond. phophinothricin tripeptide is a non-selective foliar-applied herbicide and has strong herbicidal activities against a wide range of monocotyledonous and dicotyledonous weeds. The active ingredient is phosphinothricin, which inhibits glutamine synthetase, resulting in ammonia accumulation and inhibition of photosynsesis in plants.

Chemical Formula: C11H21N3O6P

Molecular Weight: 322.28 Daltons

Monoisotopic Molecular Weight: 323.1246219644 Daltons

SMILES: CC(C(=O)NC(C)C(=O)[O-])NC(=O)C(CCP([O-])(C)=O)[N+]

InChI: InChI=1S/C11H22N3O6P/c1-6(9(15)14-7(2)11(17)18)13-10(16)8(12)4-5-21(3,19)20/h6-8H,4-5,12H2,1-3H3,(H,13,16)(H,14,15)(H,17,18)(H,19,20)/p-1/t6-,7-,8-/m0/s1

InChIKey: InChIKey=GINJFDRNADDBIN-FXQIFTODSA-M

Unification Links: PubChem:45479315

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 3.5614612 Inferred by computational analysis [Latendresse13]

Reactions known to produce the compound:

phosphinothricin tripeptide biosynthesis :
N-acetyl-phophinothricin tripeptide + H2O → phophinothricin tripeptide + acetate

Credits:
Created 25-Aug-2009 by Caspi R , SRI International


References

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Mon Nov 24, 2014, biocyc14.