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Volumn 133, Issue 5, 2011, Pages 1270-1273

Two distinct mechanisms for TIM barrel prenyltransferases in bacteria

Author keywords

[No Author keywords available]

Indexed keywords

BACTERIAL ENZYMES; BOND ROTATIONS; DOUBLE BONDS; INTERMOLECULAR COUPLING; PRENYLTRANSFERASE; REACTION MECHANISM; TIM BARRELS;

EID: 79551705489     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja109578b     Document Type: Article
Times cited : (20)

References (51)
  • 13
    • 0029137828 scopus 로고
    • TIM barrel proteins catalyze a wide range of enzymatic reactions; their structural details, mechanism, and evolution have been the focus of numerous studies. See:;,-503
    • TIM barrel proteins catalyze a wide range of enzymatic reactions; their structural details, mechanism, and evolution have been the focus of numerous studies. See: Reardon, D.; Farber, G. K. FASEB J. 1995, 9, 497-503
    • (1995) FASEB J. , vol.9 , pp. 497
    • Reardon, D.1    Farber, G.K.2
  • 20
    • 44449087804 scopus 로고    scopus 로고
    • A distinct PT barrel structure has recently been determined for several aromatic prenyltransferases, including Orf2 and CloQ. See:,-1463
    • A distinct PT barrel structure has recently been determined for several aromatic prenyltransferases, including Orf2 and CloQ. See: Tello, M.; Kuzuyama, T.; Heide, L.; Noel, J. P.; Richard, S. B. Cell. Mol. Life Sci. 2008, 65, 1459-1463
    • (2008) Cell. Mol. Life Sci. , vol.65 , pp. 1459
    • Tello, M.1    Kuzuyama, T.2    Heide, L.3    Noel, J.P.4    Richard, S.B.5
  • 29
    • 0037322820 scopus 로고    scopus 로고
    • 118 The cis -geometry observed in the products of cis -prenyl chain elongating enzymes results from a different type of reaction mechanism. See
    • Kharel, Y.; Koyama, T. Nat. Prod. Rep. 2003, 20, 111-118 The cis -geometry observed in the products of cis -prenyl chain elongating enzymes results from a different type of reaction mechanism. See
    • (2003) Nat. Prod. Rep. , vol.20 , pp. 111
    • Kharel, Y.1    Koyama, T.2
  • 30
    • 79551695447 scopus 로고    scopus 로고
    • Nerolidyl diphosphate is a demonstrated intermediate in the cyclization-isomerization-cyclization of FPP to 6-, 10-, and 11-membered ring sesquiterpenes with cis -double bonds. See: Cane, D. E.; Ha, H. J.
    • Nerolidyl diphosphate is a demonstrated intermediate in the cyclization-isomerization-cyclization of FPP to 6-, 10-, and 11-membered ring sesquiterpenes with cis -double bonds. See: Cane, D. E.; Ha, H. J.
  • 34
    • 79551692029 scopus 로고    scopus 로고
    • Domingo, V.; Arteaga, J. F.; del Moral, J. F. Q
    • Domingo, V.; Arteaga, J. F.; del Moral, J. F. Q.
  • 37
    • 79551694825 scopus 로고    scopus 로고
    • Rates were measured in triplicate using 1 mM 3PG, 40 μM lipid pyrophosphate, and 120 nM enzyme. Conversion was <10%. See Supporting Information (SI) for full details.
    • Rates were measured in triplicate using 1 mM 3PG, 40 μM lipid pyrophosphate, and 120 nM enzyme. Conversion was <10%. See Supporting Information (SI) for full details.
  • 38
    • 79551710108 scopus 로고    scopus 로고
    • We cannot rule out that the intermediate detected could also be cis, trans -farnesylpyrophosphate
    • We cannot rule out that the intermediate detected could also be cis, trans -farnesylpyrophosphate.
  • 39
    • 79551701331 scopus 로고    scopus 로고
    • See SI.
    • See SI.
  • 40
    • 79551694206 scopus 로고    scopus 로고
    • MoeO5 homologues are present and clustered with moenomycin type biosynthetic clusters in S. clavuligerus, Photohrabdus luminescens subsp. laumondii TTO1, and P. asymbiotica.
    • MoeO5 homologues are present and clustered with moenomycin type biosynthetic clusters in S. clavuligerus, Photohrabdus luminescens subsp. laumondii TTO1, and P. asymbiotica.
  • 43
    • 79551690688 scopus 로고    scopus 로고
    • Rates were measured in triplicate using 1 mM G1P, 40 μM lipid pyrophosphate, and 3.4 μM enzyme. Conversion was <15%. See SI for full details.
    • Rates were measured in triplicate using 1 mM G1P, 40 μM lipid pyrophosphate, and 3.4 μM enzyme. Conversion was <15%. See SI for full details.
  • 44
    • 79551695746 scopus 로고    scopus 로고
    • How FPP is excluded is unknown, although we note that the hydrophobic tunnel in PcrB has a kink that would require substrates longer than 10 carbons to bend.
    • How FPP is excluded is unknown, although we note that the hydrophobic tunnel in PcrB has a kink that would require substrates longer than 10 carbons to bend.
  • 45
    • 79551714968 scopus 로고    scopus 로고
    • A bacterial enzyme that interconverts glyceraldehyde-phosphate and G1P was recently identified, which suggests that bacteria produce this metabolite for some purpose. See: ref 17.
    • A bacterial enzyme that interconverts glyceraldehyde-phosphate and G1P was recently identified, which suggests that bacteria produce this metabolite for some purpose. See: ref 17.
  • 51
    • 79551716851 scopus 로고    scopus 로고
    • Using homology searches, we have identified a putative new subfamily of TIM barrel PTs that are highly conserved in Gram-negative bacteroides, and we predict that these enzymes also use G1P as a substrate and produce a trans product (Figure S4).
    • Using homology searches, we have identified a putative new subfamily of TIM barrel PTs that are highly conserved in Gram-negative bacteroides, and we predict that these enzymes also use G1P as a substrate and produce a trans product (Figure S4).


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