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 Protein Class: a 3,4-DHB-AsbD protein

Superclasses: a modified protein

Summary:
AsbD is an aryl-carrier protein that activates protocatechuate prior to its incorporation into petrobactin. The AsbD protein itself needs to be activated by the transfer of a 4'-phosphopantetheine group from coenzyme A to serine 40 of the apo form, resulting in the active holo form, in a manner similar to other acyl- and aryl-carrier proteins.

The AsbC protein catalyzes the adenylation of protocatechuate, followed by the transfer of the adenylated intermediate to the holo-asbD protein, resulting in a 3,4-DHB-AsbD protein [Pfleger07].

Once activated, the protocatechuate moiety can be transferred by AsbE from a 3,4-DHB-AsbD protein to different receipient molecules, including N-citryl-spermidine, N8,N'8-citryl-bis(spermidine) and N1-(3,4-dihydroxybenzoyl)-N8,N'8-citryl-bis(spermidine) [OvesCostales08].

SMILES: CC(C(O)C(=O)NCCC(NCCSC(C1(C=CC(O)=C(O)C=1))=O)=O)(C)COP(OCC(N[Protein])C(=O)[Protein])(=O)[O-]

Reactions known to consume the compound:

petrobactin biosynthesis :
N8,N'8-citryl-bis(spermidine) + a 3,4-DHB-AsbD proteinN1-(3,4-dihydroxybenzoyl)-N8,N'8-citryl-bis(spermidine) + a holo-AsbD protein + H+
N1-(3,4-dihydroxybenzoyl)-N8,N'8-citryl-bis(spermidine) + a 3,4-DHB-AsbD protein → petrobactin + H2O
a 3,4-DHB-AsbD protein + N-citryl-spermidine → N1-(3,4-dihydroxybenzoyl)-N8-citryl-spermidine + a holo-AsbD protein

Reactions known to produce the compound:

petrobactin biosynthesis :
3,4-dihydroxybenzoate-adenylate + a holo-AsbD protein → a 3,4-DHB-AsbD protein + AMP


References

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

Pfleger07: Pfleger BF, Lee JY, Somu RV, Aldrich CC, Hanna PC, Sherman DH (2007). "Characterization and analysis of early enzymes for petrobactin biosynthesis in Bacillus anthracis." Biochemistry 46(13);4147-57. PMID: 17346033


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 Thu Nov 27, 2014, BIOCYC13A.