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Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: salicylate-adenylate

Citations: [Miller02a]

Chemical Formula: C17H17N5O9P

Molecular Weight: 466.32 Daltons

Monoisotopic Molecular Weight: 467.0842137127 Daltons

SMILES: C(C3(C(C(C(N2(C1(=C(C(=NC=N1)N)N=C2)))O3)O)O))OP(OC(C4(C=CC=CC(O)=4))=O)([O-])=O

InChI: InChI=1S/C17H18N5O9P/c18-14-11-15(20-6-19-14)22(7-21-11)16-13(25)12(24)10(30-16)5-29-32(27,28)31-17(26)8-3-1-2-4-9(8)23/h1-4,6-7,10,12-13,16,23-25H,5H2,(H,27,28)(H2,18,19,20)/p-1/t10-,12-,13-,16-/m1/s1

InChIKey: InChIKey=AESBJQJIAHTCHE-XNIJJKJLSA-M

Unification Links: ChemSpider:552205 , PubChem:636428

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -166.64201 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

pyochelin biosynthesis :
salicylate-adenylate + a PchE NRPS protein loaded with L-cysteine → a PchE NRPS protein loaded with salycilate and L-cysteine + AMP

salicylate degradation IV :
salicylate-adenylate + coenzyme A → salicyloyl-CoA + AMP + H+

yersiniabactin biosynthesis :
salicylate-adenylate + 3 L-cysteine + malonyl-CoA + 3 S-adenosyl-L-methionine + NADPH + 8 H+ → yersiniabactin + 3 S-adenosyl-L-homocysteine + AMP + coenzyme A + NADP+ + 8 H2O

Reactions known to produce the compound:

pyochelin biosynthesis , salicylate degradation IV , yersiniabactin biosynthesis :
salicylate + ATP + H+salicylate-adenylate + diphosphate

Credits:
Created 22-Dec-2009 by Caspi R , SRI International


References

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

Miller02a: Miller DA, Luo L, Hillson N, Keating TA, Walsh CT (2002). "Yersiniabactin synthetase: a four-protein assembly line producing the nonribosomal peptide/polyketide hybrid siderophore of Yersinia pestis." Chem Biol 9(3);333-44. PMID: 11927258


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 Tue Nov 25, 2014, BIOCYC13A.