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discounted EARLY registration ends Dec 31, 2014
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
BioCyc websites down
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MetaCyc Enzyme: halimadienyl-diphosphate synthase

Gene: Rv3377c Accession Number: G-10682 (MetaCyc)

Species: Mycobacterium tuberculosis H37Rv

Summary:
The Rv3377c gene of Mycobacterium tuberculosis was cloned, functionally expressed in Escherichia coli, and the expressed protein was subjected to the enzymic reactions using various substrates of terpenoid cyclases [Nakano05]. The enzyme catalyzed the cyclization of geranylgeranyl diphosphate to tuberculosinyl diphosphate, an intermediate that was immediately dephosphorylated to tuberculosinol by a phosphatase.

The reaction catalyzed by halimadienyl-diphosphate synthase proceeds in a pre chair-chair conformation to give a bicyclic intermediate which is then converted to tuberculosinyl diphosphate by a series of 1,2-shift reactions of hydride and methyl groups in antiparallel fashion, followed by deprotonation of H6, introducing a double bond at C5-C6.

The biological function of these prducts is not known, but the fact that the Rv3377c gene is only present in pathogenic species suggests that it may be involved in pathogenicity [Nakano05].

Molecular Weight of Polypeptide: 55.262 kD (from nucleotide sequence)

Unification Links: Entrez-gene:888073 , Pride:O50406 , Protein Model Portal:O50406 , SMR:O50406 , String:83332.Rv3377c , UniProt:O50406

Relationship Links: InterPro:IN-FAMILY:IPR008930

Gene-Reaction Schematic: ?

Credits:
Created 14-May-2008 by Caspi R , SRI International


Enzymatic reaction of: halimadienyl-diphosphate synthase

EC Number: 5.5.1.16

geranylgeranyl diphosphate <=> tuberculosinyl diphosphate

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the Enzyme Commission system.

The reaction is favored in the direction shown.

In Pathways: tuberculosinol biosynthesis

Activators (Allosteric): Mg2+ [Nakano05]


References

Nakano05: Nakano C, Okamura T, Sato T, Dairi T, Hoshino T (2005). "Mycobacterium tuberculosis H37Rv3377c encodes the diterpene cyclase for producing the halimane skeleton." Chem Commun (Camb) NIL(8);1016-8. PMID: 15719101


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, BIOCYC14B.