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

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 Sat Dec 20, 2014, BIOCYC14B.