|Gene:||Rv3377c||Accession Number: G-10682 (MetaCyc)|
Species: Mycobacterium tuberculosis H37Rv
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.
Molecular Weight of Polypeptide: 55.262 kD (from nucleotide sequence)
Relationship Links: InterPro:IN-FAMILY:IPR008930
Enzymatic reaction of: halimadienyl-diphosphate synthase
EC Number: 18.104.22.168
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
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
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