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
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: N8,N'8-citryl-bis(spermidine)

Superclasses: an amine an aliphatic amine an aliphatic diamine an aliphatic alpha,omega-diamine

Citations: [OvesCostales08]

Chemical Formula: C20H45N6O5

Molecular Weight: 449.61 Daltons

Monoisotopic Molecular Weight: 446.3216684899 Daltons

SMILES: C([N+]CCCCNC(=O)CC(C(=O)[O-])(O)CC(=O)NCCCC[N+]CCC[N+])CC[N+]

InChI: InChI=1S/C20H42N6O5/c21-7-5-11-23-9-1-3-13-25-17(27)15-20(31,19(29)30)16-18(28)26-14-4-2-10-24-12-6-8-22/h23-24,31H,1-16,21-22H2,(H,25,27)(H,26,28)(H,29,30)/p+3

InChIKey: InChIKey=TWSVXJTXJAEAHP-UHFFFAOYSA-Q

Unification Links: PubChem:44237191

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 302.83188 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

petrobactin biosynthesis :
N8,N'8-citryl-bis(spermidine) + a 3,4-DHB-AsbD protein → N1-(3,4-dihydroxybenzoyl)-N8,N'8-citryl-bis(spermidine) + a holo-AsbD protein + H+

Not in pathways:
an aliphatic amine + H2O + oxygen → an aldehyde + ammonium + hydrogen peroxide


an amine + S-adenosyl-L-methionine → S-adenosyl-L-homocysteine + a methylated amine

Reactions known to produce the compound:

petrobactin biosynthesis :
N-citryl-spermidine + spermidine + ATP → N8,N'8-citryl-bis(spermidine) + AMP + diphosphate + H+

Reactions known to both consume and produce the compound:

Not in pathways:
an aliphatic α,ω-diamine + 2-oxoglutarate ↔ L-glutamate + an aliphatic ω-aminoaldehyde

In Reactions of unknown directionality:

Not in pathways:
acetyl-CoA + an aliphatic α,ω-diamine = an aliphatic N-acetyl-diamine + coenzyme A + H+


an aliphatic amine + an oxidized cytochrome c550 + H2O = an aldehyde + ammonium + a reduced cytochrome c550


3'-phosphoadenylyl-sulfate + an amine = adenosine 3',5'-bisphosphate + a sulfamate

Credits:
Created 29-Jun-2009 by Caspi R , SRI International


References

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

OvesCostales08: Oves-Costales D, Kadi N, Fogg MJ, Song L, Wilson KS, Challis GL (2008). "Petrobactin biosynthesis: AsbB catalyzes condensation of spermidine with N8-citryl-spermidine and its N1-(3,4-dihydroxybenzoyl) derivative." Chem Commun (Camb) (34);4034-6. PMID: 18758617


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 Sun Nov 23, 2014, biocyc14.