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Literature summary extracted from

  • Wang, W.; Dong, C.; McNeil, M.; Kaur, D.; Mahapatra, S.; Crick, D.C.; Naismith, J.H.
    The structural basis of chain length control in Rv1086 (2008), J. Mol. Biol., 381, 129-140.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.5.1.68
-
 Mycobacterium tuberculosis
2.5.1.86
-
 Mycobacterium tuberculosis

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
2.5.1.68 crystallization using sparse matrix screens and vapor diffusion, structure of apo Rv1086 with citronellyl diphosphate bound and with the product mimic (2E,6E)-farnesyl diphosphate bound. The maximal reaction rate of the wild-type enzyme is 10fold greater than that of the mutant enzyme Mycobacterium tuberculosis
2.5.1.68 in complex with citronellyl diphosphate and with product mimic (E,E)-farnesyl diphosphate Mycobacterium tuberculosis
2.5.1.86 crystallization using sparse matrix screens and vapor diffusion, structures of Rv2361c in the apo form, with isopentyl diphosphate bound and with a substrate analogue, citronellyl diphosphate Mycobacterium tuberculosis

Protein Variants

EC Number Protein Variants Comment Organism
2.5.1.68 L84A potentially important in limiting chain length. The mutant L84A is not expressed in a soluble form Mycobacterium tuberculosis
2.5.1.68 L84A/L85F mutant enzyme has a Km-value for geranyl diphosphate of 0.15 mM compared to 0.038 mM for wild-type Rv108612 Mycobacterium tuberculosis
2.5.1.68 L84A/L85F well expressed and active. Mutant protein is capable of synthesizing prenyl diphosphates containing 20 carbon atoms when geranyl diphosphate is used as the allylic substrate and 50 carbon atoms when EE-farnesyl diphosphate is used as the allylic substrate Mycobacterium tuberculosis
2.5.1.68 V107G inactive Mycobacterium tuberculosis

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.5.1.68 0.15
-
 geranyl diphosphate mutant L84A/L85F Mycobacterium tuberculosis
2.5.1.68 0.15
-
 geranyl diphosphate pH 7.9, 37°C, mutant enzyme L84A/L85F Mycobacterium tuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.5.1.86 (2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate Mycobacterium tuberculosis the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan 7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
 ?
2.5.1.86 (2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate Mycobacterium tuberculosis H37Rv the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan 7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.68 Mycobacterium tuberculosis P9WFF5
-
-
2.5.1.68 Mycobacterium tuberculosis H37Rv P9WFF5
-
-
2.5.1.86 Mycobacterium tuberculosis P9WFF7
-
-
2.5.1.86 Mycobacterium tuberculosis H37Rv P9WFF7
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
2.5.1.86 (2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate = 7 diphosphate + trans,octacis-decaprenyl diphosphate mechanism: 1. the C5 unit of isopentenyl diphosphate adds to the a-end of the polyisoprene polymer, 2. in processive enzymes such as Rv2361c, the nascent chain (C15 to C45) moves to the polymer site displacing the diphosphate, 3. the empty isopentenyl diphosphate site is then reloaded and another C5 unit is added in an iterative fashion until the physiologically relevant chain length is generated Mycobacterium tuberculosis
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.68 (E,E)-farnesyl diphosphate + isopentenyl diphosphate
-
 Mycobacterium tuberculosis ? + diphosphate no substrate for wild-type enzyme. Mutant L84A/L85A synthesizes prenyl diphosphates containing 50 carbon atoms ?
2.5.1.68 (E,E)-farnesyl diphosphate + isopentenyl diphosphate
-
 Mycobacterium tuberculosis H37Rv ? + diphosphate no substrate for wild-type enzyme. Mutant L84A/L85A synthesizes prenyl diphosphates containing 50 carbon atoms ?
2.5.1.68 geranyl diphosphate + isopentenyl diphosphate
-
 Mycobacterium tuberculosis (2Z,6E)-farnesyl diphosphate + diphosphate product of wild-type.Mutant L84A/L85A synthesizes prenyl diphosphates containing 20 carbon atoms ?
2.5.1.68 geranyl diphosphate + isopentenyl diphosphate
-
 Mycobacterium tuberculosis H37Rv (2Z,6E)-farnesyl diphosphate + diphosphate product of wild-type.Mutant L84A/L85A synthesizes prenyl diphosphates containing 20 carbon atoms ?
2.5.1.68 geranyl diphosphate + isopentenyl diphosphate
-
 Mycobacterium tuberculosis diphosphate + (2Z,6E)-farnesyl diphosphate
-
 ?
2.5.1.68 geranyl diphosphate + isopentenyl diphosphate
-
 Mycobacterium tuberculosis H37Rv diphosphate + (2Z,6E)-farnesyl diphosphate
-
 ?
2.5.1.86 (2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
-
 Mycobacterium tuberculosis 7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
 ?
2.5.1.86 (2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan Mycobacterium tuberculosis 7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
 ?
2.5.1.86 (2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate
-
 Mycobacterium tuberculosis H37Rv 7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
 ?
2.5.1.86 (2Z,6E)-farnesyl diphosphate + 7 isopentenyl diphosphate the enzyme is involved in the biosynthesis of decaprenyl phosphate, which plays a central role in the biosynthesis of essential mycobacterial cell wall components, such as the mycolyl-arabinogalactan-peptidoglycan complex and lipoarabinomannan Mycobacterium tuberculosis H37Rv 7 diphosphate + (2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E)-decaprenyl diphosphate
-
 ?

Subunits

EC Number Subunits Comment Organism
2.5.1.68 dimer gel filtration and crystallization data Mycobacterium tuberculosis
2.5.1.86 dimer crystal structure suggests that Rv2361c is a dimer Mycobacterium tuberculosis

Synonyms

EC Number Synonyms Comment Organism
2.5.1.68 Rv1086
-
 Mycobacterium tuberculosis
2.5.1.86 Rv2361c
-
 Mycobacterium tuberculosis