Metabolic Modeling Tutorial
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
12/28 - 12/31
for maintenance.
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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 Mon Dec 22, 2014, BIOCYC13A.