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4 a novel novobiocin analogue, in which the 3-prenyl-4-hydroxybenzoate of novobiocin is replaced with
6 rotein to react with C2,3 double bond in the prenyl acceptor to form PSPP, with the lower two-thirds
7 Mimetics of the C-terminal tetrapeptide of prenyl acceptors have been previously shown to inhibit m
8 tool, 38 potential substrates were tested as prenyl acceptors in assays with three prenyltransferases
14 MTPT to protect linear peptides by attaching prenyl and methyl groups at their free N- and C-termini.
15 d monolayer lipoprotein particles containing prenyl and neutral lipids and several dozen proteins mos
16 ro, tertiary amino, and N-alkyl, N-benzyl, N-prenyl, and N-silyl tert-butyl carbamate groups were tol
18 d proteins is likely due to sequestration of prenyl binding protein delta (PrBPdelta) by ARL3-Q71L as
19 l organization of K-Ras is controlled by the prenyl binding protein PDEdelta, which enhances Ras diff
20 The mouse Pde6d gene encodes a ubiquitous prenyl binding protein, termed PrBP/delta, of largely un
21 pocket and renders the protein incapable of prenyl binding, is supported by molecular dynamics simul
23 n the domain suggested to form a hydrophobic prenyl-binding pocket for the gamma subunit's prenyl gro
24 novel, unrelated chemotype that binds to the prenyl-binding pocket of PDEdelta with high affinity, th
25 t the small-molecule Deltarasin binds to the prenyl-binding pocket of PDEdelta, and impairs Ras enric
26 se (PDEdelta), which possesses a hydrophobic prenyl-binding pocket, is able to function as a potentia
29 tions with its inhibitory gamma-subunit, the prenyl-binding protein (PrBP/delta), and activated trans
30 ctor of phosphodiesterase 6 Delta (PDE6D), a prenyl-binding protein and chaperone of prenylated prote
31 pha and PDE6beta and can form a complex with prenyl-binding protein delta (PrBP/delta), an isoprenyl-
32 ments establish that PDEdelta functions as a prenyl-binding protein interacting with multiple prenyla
34 es is highly dependent on the BBSome and the prenyl-binding protein phosphodiesterase 6 subunit delta
35 lium through a motif near the C terminus and prenyl-binding protein phosphodiesterase 6D (PDE6D)-depe
36 prenylated substrate, whereas the homologous prenyl-binding protein PrBP/delta did not interact with
37 delta (delta subunit of phosphodiesterase; a prenyl-binding protein) and INPP5E (inositol polyphospha
39 protein prenyl transferases contain a single prenyl-binding site and suggests that RabGGTase transfer
41 rolidine amide of 2-methoxybenzoic acid with prenyl bromide afforded (-)-vibralactone confirming the
42 alkylation of methyl 2-methoxybenzoate with prenyl bromide and hydrolysis of the enol ether afforded
43 h an arylcopper intermediate is reacted with prenyl bromide to afford a key intermediate that was con
44 -binding assay and show that RabGGTase has a prenyl carrier function similar to the CAAX prenyl trans
46 lization between amino acid nitrogen and the prenyl chain during clavicipitic acid biosynthesis can o
47 and arginine residues are non-equivalent and prenyl chain length modifies nascent polybasic domain li
49 ng blocks are stitched together by means of 'prenyl coupling', followed by enzymatically controlled m
50 phan fluorescence of PDEdelta and dansylated prenyl cysteines as fluorescent ligands, we show that PD
52 approach to complex terpenes whereby simple prenyl-derived chains are cyclized using radical, rather
53 of downstream mevalonate products, including prenyl-derived lipids, and prevented membrane localizati
55 ical reaction in all domains of life wherein prenyl diphosphate donors transfer prenyl groups onto sm
56 nes from the corresponding C10, C15, and C20 prenyl diphosphate precursors, and at the gene level by
57 rpenoid classes is the transformation of the prenyl diphosphate precursors, geranyl diphosphate, farn
58 S-e/f subfamily that utilize the unusual cis-prenyl diphosphate substrates neryl diphosphate and 2z,6
59 erestingly, LOS uses alternative C15 and C20 prenyl diphosphate substrates to produce combinatorial h
61 osphate is utilized by a membrane-associated prenyl diphosphate synthase activity to generate decapre
62 d functional characterization of a novel cis-prenyl diphosphate synthase cDNA, termed Lavandula x int
64 630 is the only Arabidopsis trans-long-chain prenyl diphosphate synthase that clusters with the Coq1
65 he product specificity of a trans-long-chain prenyl diphosphate synthase that elongates an allylic di
66 This is the first report of a bacterial Z-prenyl diphosphate synthase that preferentially utilizes
67 a dedicated type III polyketide synthase, a prenyl diphosphate synthase, and an aromatic prenyltrans
68 documents the presence of a short-chain cis-prenyl diphosphate synthase, previously only found in So
72 In Mycobacterium tuberculosis, two related Z-prenyl diphosphate synthases, E,Z-farnesyl diphosphate s
73 te is the allylic substrate for two distinct prenyl diphosphate synthases, one located in the cell me
75 20-carbon prenyl group, respectively, from a prenyl diphosphate to a cysteine residue at the carboxyl
76 processive manner to generate the 50-carbon prenyl diphosphate, which is then dephosphorylated to ge
77 PS genes in the Solanum cluster encoding cis-prenyl diphosphate-utilizing enzymes are closely related
78 enzymes were found to be active on multiple prenyl-diphosphate substrates with different chain lengt
79 ral conserved sequence motifs found in other prenyl-diphosphate synthases are present in both TgFPPSs
81 ions in substrate specificity to utilize cis-prenyl diphosphates and through the acquisition of CPT g
83 that use the corresponding C10, C15, and C20 prenyl diphosphates as substrates to generate the enormo
84 te and dimethylallyl diphosphate to form C10 prenyl diphosphates that can be elongated by the additio
85 id biosynthesis is the conversion of acyclic prenyl diphosphates to terpenoid compounds by specific t
86 pene and diterpene synthases, some use trans-prenyl diphosphates, some use cis-prenyl diphosphates an
87 esis of monoterpenes and diterpenes from cis-prenyl diphosphates, substrates that are synthesized by
88 PFTase discriminates between FPP and larger prenyl diphosphates, we have examined the interactions b
91 tilizes 3,3-dimethylallyl pyrophosphate as a prenyl donor and prenylates resveratrol to form arachidi
93 Geranylgeranyl diphosphate (GGDP) is the prenyl donor for tocotrienol synthesis, whereas phytyl d
94 nant LaPT1 for the dimethylallyl diphosphate prenyl donor is in a similar range to that of other flav
96 el use of an iodolactone to protect both the prenyl double bond and carboxylic acid, no protecting gr
97 ariety of acyclic or cyclic monoketones with prenyl ether-tethered aldehydes in the presence of 1,8-d
98 is the covalent attachment of a hydrophobic prenyl group (either farnesyl or geranylgeranyl), which
99 , a dimer containing a gamma subunit with no prenyl group (gamma(2)-C68S) decreased binding by nearly
100 renyl-binding pocket for the gamma subunit's prenyl group (prenyl pocket mutants) and the other set i
101 The method utilizes simple chemistry on the prenyl group and cleavable properties of a sulfoxide gro
104 the tail is not simply a linker between the prenyl group and the protein but that it also provides a
105 nction is independent of the identity of the prenyl group and, therefore, that FTI inhibition of K-Ra
106 both a hydrophilic cofactor and a lipophilic prenyl group attached to a polar protein substrate.
108 prenyltransferases (PTases) responsible for prenyl group attachment have only recently been isolated
109 structurally reminiscent of the binding of a prenyl group by a regulatory protein, the Rho guanine nu
111 ts support the structural model in which the prenyl group escapes contact with the aqueous milieu by
112 ase I (GGTase I) catalyzes the transfer of a prenyl group from geranylgeranyl diphosphate to the carb
113 product bearing different placements of the prenyl group in the A-ring have shown selectivity for ei
114 to the incorporation of a prenyl or reverse-prenyl group into a bicyclo[2.2.2]diazaoctane framework,
116 a-receptor interactions, suggesting that the prenyl group is an important domain in the beta gamma di
117 e that a major function of the gamma subunit prenyl group is to facilitate direct protein-protein int
118 the composition of the gamma subunit and its prenyl group markedly affects the ability of the betagam
122 o acid sequence of the gamma subunit and its prenyl group play a role in determining the activity of
127 talyze the transfer of a 15- and a 20-carbon prenyl group, respectively, from a prenyl diphosphate to
130 pt7, bound to membranes by either C-terminal prenyl groups (Ypt7-pr) or a recombinant transmembrane a
133 translational modification with myristoyl or prenyl groups is essential for membrane association of m
134 was used to examine the effect of different prenyl groups on the gamma subunits in the activation of
135 e wherein prenyl diphosphate donors transfer prenyl groups onto small molecules as well as large prot
137 ral basis for the successive addition of two prenyl groups to Rab proteins by the homologous enzyme g
138 bsence of statins and subsequent cleavage of prenyl groups with Raney nickel revealed that the enzyme
139 Rabs are anchored to membranes by C-terminal prenyl groups, but can also function when anchored by an
146 his study we have identified new halogenated prenyl-indole alkaloids from an invertebrate-derived Mal
148 rfamily catalyze the attachment of prenyl or prenyl-like moieties to diverse acceptor compounds.
149 V virion assembly is critically dependent on prenyl lipid modification, or prenylation, of its nucleo
150 carotenoid formation and the channelling of prenyl lipid precursors in tomato (and its potential man
152 Isolated PGs from k1 k3 showed a modified prenyl-lipid composition, suggesting reduced activity of
153 C1K1/3 complex contributes to PG function in prenyl-lipid metabolism, stress response, and thylakoid
155 ctive palladium(0)-catalyzed decarboxylative prenyl migration and aromatization sequence as the key s
157 alter the position of the post-translational prenyl modification at the C terminus of the gamma subun
160 s in living cells revealed that acyl but not prenyl modifications promote clustering in lipid rafts.
161 ions of AIPL1-FK506-binding protein with the prenyl moieties of PDE6 and AIPL1-TPR with the Pgamma su
162 isoprenoid compounds involve transfer of the prenyl moiety in allylic diphosphates to electron-rich (
163 synthetic pathways, we demonstrated that the prenyl moiety on the prenylated stilbenoids derives from
165 d menaquinones, both containing an essential prenyl moiety, are key electron carriers in respiratory
167 ccurs through sequestration of the polybasic-prenyl motif by Ca2+/calmodulin (Ca2+/CaM) and subsequen
169 P-MurNAc-pentapeptide (Park's nucleotide) to prenyl-MurNAc-pentapeptide (lipid I), the first membrane
170 dented 3,4-dihydro-1-benzazepine-2,5-dione-N-prenyl-N-acetoxy-anthranilamide scaffold, was isolated f
171 MATS) superfamily catalyze the attachment of prenyl or prenyl-like moieties to diverse acceptor compo
172 equences that lead to the incorporation of a prenyl or reverse-prenyl group into a bicyclo[2.2.2]diaz
173 f oxindoles to afford selectively either the prenyl or reverse-prenyl product has been demonstrated.
175 lse-labeling analyses show that formation of prenyl-pABA occurs within minutes and precedes the synth
177 activity was also exquisitely sensitive to a prenyl peptide analogue that had been previously describ
182 of the minimum structure requirement of the prenyl phosphate in the MraY/MurX-catalyzed lipid I anal
183 is the first bacterium reported to utilize a prenyl phosphate other than undecaprenyl phosphate as th
184 f IL-15, a T cell growth factor, to modulate prenyl phosphate-induced gamma delta T cell proliferatio
188 ith the aqueous milieu by inserting into the prenyl pocket and stabilizing the Pdc-binding conformati
189 substitution of certain residues within the prenyl pocket caused only minor decreases in binding, wh
190 sertion of the geranylgeranyl group into the prenyl pocket in order to accurately predict the effects
192 pocket for the gamma subunit's prenyl group (prenyl pocket mutants) and the other set in a domain bet
196 domains of life, including the type II CAAX prenyl proteases and their prokaryotic homologs with put
197 tography of extracts from cells in which the prenyl protein pool was metabolically labeled revealed t
201 d the human RCE1 gene products are bona fide prenyl protein proteases and suggest that they play a ma
204 reviously been shown to be recognized by any prenyl:protein transferase (PTase), but which most close
205 pool was metabolically labeled revealed that prenyl proteins bound to the immobilized microtubules; o
206 lying the presence of a pool of unmethylated prenyl proteins in these cells under normal conditions.
207 ing evidence that C-terminal modification of prenyl proteins, rather than being purely a constitutive
208 key photochemical valence isomerization of 3-prenyl-pyran-2-one produces both the all-carbon quaterna
209 -nonreactive TCR abrogated reactivity to the prenyl pyrophosphate Ag isopentenyl pyrophosphate and to
213 , we show that gamma delta TCR reactivity to prenyl pyrophosphate Ags is dependent upon the junctiona
214 to achieve stable association of nonpeptide prenyl pyrophosphate Ags with the presenting molecule.
218 was observed in response to stimulation with prenyl pyrophosphate antigens (isopentenyl pyrophosphate
219 T cells are stimulated by self- and foreign prenyl pyrophosphate intermediates in isoprenoid synthes
222 BTN3A1 proteins for their ability to mediate prenyl pyrophosphate stimulation of Vgamma2Vdelta2 T cel
224 the enzymes form stable complexes with their prenyl pyrophosphate substrates, acting as prenyl carrie
225 delta T cells are stimulated when exposed to prenyl pyrophosphate, bisphosphonate, and alkylamine Ags
230 of HMBPP, meta/para-benzophenone-(methylene)-prenyl pyrophosphates (m/p-BZ-(C)-C(5)-OPP), can crossli
234 Thus, BTN3A1 is required for stimulation by prenyl pyrophosphates but does not bind the intermediate
235 se findings support intracellular sensing of prenyl pyrophosphates by BTN3A1 rather than extracellula
236 features that determine the antigenicity of prenyl pyrophosphates by testing synthetic analogs for b
237 quirements of TCR gamma delta recognition of prenyl pyrophosphates distinguish this reactivity from t
238 at the extracellular BTN3A1 IgV domain binds prenyl pyrophosphates, leading to the proposal that the
239 e intracellular B30.2 domain of BTN3A1 binds prenyl pyrophosphates, resulting in a change in the extr
244 ive to statin inhibition than stimulation by prenyl pyrophosphates; however, the continuous presence
250 sion of prenylated proteins as measured with prenyl-specific antibody, and inhibits parasite differen
254 rmed by converting farnesyltransferase (15-C prenyl substrate) into GGTase-I (20-C prenyl substrate)
256 f the chiral catalyst and the stereoisomeric prenyl substrate, full control of the stereo- and enanti
257 lgeranyl transferase inhibitor GGTI-298, and prenyl substrates (farnesyl pyrophosphate [FPP] and gera
259 ture is similar to that of the bacterial cis-prenyl synthase, undecaprenyl diphosphate synthase (UPPS
268 reaction is limited by a step subsequent to prenyl transfer such as release of products from the enz
269 at are synthesized by enzymes encoded by cis-prenyl transferase (CPT) genes also located within the s
271 roblems in cellular isoprenoid metabolism or prenyl transferase activity were investigated, but none
273 Ad, and its crystal structure revealed a cis-prenyl transferase fold with hydrophobic residues for is
274 e critical structural properties determining prenyl transferase specificity and in metabolic engineer
275 e sensitivity to existing drugs, and the cis-prenyl transferase undecaprenyl diphosphate synthase (UP
276 prenylation of K-Ras by the closely related prenyl transferase, geranyl geranyl transferase I, and t
277 ns of the protein structure indicated that a prenyl-transferase domain and several transmembrane heli
278 ettled wisdom with the discovery of a fourth prenyl-transferase, namely geranylgeranyl-transferase-II
279 erculosinol adenosine synthase and other cis-prenyl transferases (e.g. cis-farnesyl, decaprenyl, unde
280 as to the mechanism of action of many other prenyl transferases and may also be of use in engineerin
281 mechanism and inhibition of the head-to-head prenyl transferases and should aid future drug design.
282 s generated considerable interest in protein prenyl transferases as possible anticancer targets.
283 his study establishes that all three protein prenyl transferases contain a single prenyl-binding site
284 progress has been made in understanding how prenyl transferases distinguish between related target p
286 om C(5) precursors; the epsilon head-to-head prenyl transferases that convert these diphosphates into
287 terpene synthases; the zeta head-to-tail cis-prenyl transferases that produce the cis-isoprenoid diph
288 alphaalpha and alphadelta head-to-tail trans-prenyl transferases that produce trans-isoprenoid diphos
292 ket distinguishes Rv3378c from classical cis-prenyl transferases, providing a unique model for the pr
294 (farnesyl or geranylgeranyl), as well as the prenyl-transferases involved can be inferred by protein
295 s motifs direct modification by one of three prenyl-transferases, has been an area of fairly settled
296 l-CoA, carbamoyl-P), methyl transfers (SAM), prenyl transfers (IPP), glucosyl transfers (UDP-glucose)
297 This rearrangement may be conducted with prenyl-type selenosulfides to give isoprenyl alkyl sulfi
298 Lipid I isolated from Mtb contains the C50-prenyl unit that shows very poor water solubility; thus,
299 a noncanonical route to the construction of prenyl units and serves as a prototype for the intersect