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IUBMB Comments The enzyme, characterized from several Streptomyces strains, is involved in the biosynthesis of the antifungal agent validamycin A.
The expected taxonomic range for this enzyme is: Streptomyces hygroscopicus
Synonyms pseudoglycosyltransferase, more
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pseudoglycosyltransferase
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validamine-7-phosphate valienyltransferase
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validoxylamine A 7-phosphate synthase
V7P synthase
Q1L2L2
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validoxylamine A 7-phosphate synthase
Q1L2L2
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validoxylamine A 7-phosphate synthase
Q1L2L2
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valL
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vldE
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GDP-valienol + validamine 7-phosphate = validoxylamine A 7'-phosphate + GDP
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MetaCyc
validamycin biosynthesis
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GDP-valienol:validamine 7-phosphate valienyltransferase
The enzyme, characterized from several Streptomyces strains, is involved in the biosynthesis of the antifungal agent validamycin A.
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GDP-glucose + validamine 7-phosphate
pseudo-aminotrehalose 7'-phosphate + ?
Substrates: - Products: -
?
GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
GDP-valienol + valienol-7-phosphate
1,1'-bis-valienol-7-phosphate + GDP
additional information
?
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Substrates: incubation of the enzyme with UDP- or GDP-glucose and glucose 6-phosphate does not give any product. No activity with validoxylamine A and UDP-glucose Products: -
?
GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
Q1L2L2
Substrates: - Products: -
?
GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
Q1L2L2
Substrates: - Products: -
?
GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
Substrates: - Products: -
?
GDP-valienol + valienol-7-phosphate
1,1'-bis-valienol-7-phosphate + GDP
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Substrates: - Products: -
?
GDP-valienol + valienol-7-phosphate
1,1'-bis-valienol-7-phosphate + GDP
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Substrates: - Products: -
?
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GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
Q1L2L2
Substrates: - Products: -
?
GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
Q1L2L2
Substrates: - Products: -
?
GDP-valienol + validamine 7-phosphate
validoxylamine A 7'-phosphate + GDP
Substrates: - Products: -
?
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0.0597 - 0.147
GDP-valienol
0.308
validamine 7-phosphate
at pH 7.5 and 30°C
0.0597
GDP-valienol
at pH 7.5 and 30°C
0.147
GDP-valienol
pH 7.5, 30°C
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7
validamine 7-phosphate
at pH 7.5 and 30°C
0.09
GDP-valienol
pH 7.5, 30°C
7
GDP-valienol
at pH 7.5 and 30°C
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0.633
GDP-valienol
pH 7.5, 30°C
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Q1L2L2
UniProt
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UniProt
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Q1L2L2
UniProt
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Highest Expressing Human Cell Lines
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additional information
comparative bioinformatics and mechanistic studies of VldE and OtsA using various engineered chimeric and point mutant proteins, X-ray crystallography, docking studies, and kinetic isotope effects
malfunction
Q1L2L2
enzyme inactivation abolishes validamycin A production
malfunction
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enzyme inactivation abolishes validamycin A production
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metabolism
Q1L2L2
the enzyme is an essential part of the validamycin biosynthesis pathway
metabolism
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the enzyme (ValL) plays a crucial role in biosynthesis of validamycin AvalL. It is essential for the biosynthesis of the oxygen-bridged analogues of validamycins: validenomycin, validomycin, and 1,1'-bis-valienol. ValL catalyzes the C-O bond formation between GDP-valienol and valienol-7-phosphate, producing 1,1'-bis-valienol-7-phosphate, which is subsequently dephosphorylated by phosphatase ValO and glycosylated by ValG (cf. EC 2.4.1.338) to yield validenomycin
metabolism
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the enzyme is an essential part of the validamycin biosynthesis pathway
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metabolism
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the enzyme (ValL) plays a crucial role in biosynthesis of validamycin AvalL. It is essential for the biosynthesis of the oxygen-bridged analogues of validamycins: validenomycin, validomycin, and 1,1'-bis-valienol. ValL catalyzes the C-O bond formation between GDP-valienol and valienol-7-phosphate, producing 1,1'-bis-valienol-7-phosphate, which is subsequently dephosphorylated by phosphatase ValO and glycosylated by ValG (cf. EC 2.4.1.338) to yield validenomycin
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VALL_STRHJ
Streptomyces hygroscopicus subsp. jinggangensis (strain 5008)
497
0
54943
Swiss-Prot
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VLDE_STRHL
497
0
54943
Swiss-Prot
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homodimer
x-ray crystallography
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hanging drop vapor diffusion method, using 30% (w/v) polyethylene glycol 4000, 200 mM MgCl2, 100 mM Tris-HCl (pH 8.5)
Q1L2L2
in apo form, in complex with GDP, in complex with GDP and validoxylamine A 7'-phosphate, and in complex with GDP and trehalose, hanging drop vapor diffusion method, using 100 mM Tris-HCl, pH 8.0 with 18-35% polyethylene glycol 3350
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D158N
can no longer catalyze the coupling between GDP-valienol and validamine 7-phosphate. Still retains some activity for the coupling between GDP-glucose and validamine 7-phosphate
H182A
can no longer catalyze the coupling between GDP-valienol and validamine 7-phosphate. Still retains some activity for the coupling between GDP-glucose and validamine 7-phosphate
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Ni-NTA column chromatography, and Superdex 200 gel filtration
Ni-NTA resin column chromatography
Ni-NTA resin column chromatography and Superdex 75 gel filtration
Q1L2L2
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expressed in Escherichia coli BL21(DE3) cells
expression in Escherichia coli
expressed in Escherichia coli BL21(DE3) cells
Q1L2L2
expressed in Escherichia coli BL21(DE3) cells
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Asamizu, S.; Yang, J.; Almabruk, K.H.; Mahmud, T.
Pseudoglycosyltransferase catalyzes nonglycosidic C-N coupling in validamycin a biosynthesis
J. Am. Chem. Soc.
133
12124-12135
2011
Streptomyces hygroscopicus subsp. limoneus (Q15JG1)
brenda
Zheng, L.; Zhou, X.; Zhang, H.; Ji, X.; Li, L.; Huang, L.; Bai, L.; Zhang, H.
Structural and functional analysis of validoxylamine A 7-phosphate synthase ValL involved in validamycin A biosynthesis
PLoS ONE
7
e32033
2012
Streptomyces hygroscopicus subsp. jinggangensis (Q1L2L2), Streptomyces hygroscopicus subsp. jinggangensis 5008 (Q1L2L2)
brenda
Cavalier, M.C.; Yim, Y.S.; Asamizu, S.; Neau, D.; Almabruk, K.H.; Mahmud, T.; Lee, Y.H.
Mechanistic insights into validoxylamine A 7-phosphate synthesis by VldE using the structure of the entire product complex
PLoS ONE
7
e44934
2012
Streptomyces hygroscopicus subsp. limoneus (Q15JG1)
brenda
Tsunoda, T.; Abuelizz, H.A.; Samadi, A.; Wong, C.P.; Awakawa, T.; Brumsted, C.J.; Abe, I.; Mahmud, T.
Catalytic mechanism of nonglycosidic C-N bond formation by the pseudoglycosyltransferase Enzyme VldE
ACS Catal.
13
13369-13382
2023
Streptomyces hygroscopicus subsp. limoneus (Q15JG1)
brenda
Guo, Z.; Zhang, X.; Zhou, L.; Huang, Q.; Kang, Q.; Bai, L.
Nonglycosidic C-O bond formation catalyzed by a bifunctional pseudoglycosyltransferase ValL
Synth. Syst. Biotechnol.
10
846-857
2025
Streptomyces hygroscopicus subsp. jinggangensis, Streptomyces hygroscopicus subsp. jinggangensis TL01
brenda
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