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• • Molecular Structure
  • Sum Formula
  • BRENDA Name
  • Synonyms
  • InChIKey
  • Pathways
• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
  • Links

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Ligand aklavinone

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for aklavinone

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Natural Substrate (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.13.180

aklavinone + NADPH + H+ + O2 = epsilon-rhodomycinone + NADP+ + H2O

721697, 723117, 722291

-

2.4.1.326

dTDP-beta-L-rhodosamine + aklavinone = dTDP + aclacinomycin T

724725, 730398

-

2.4.1.326

dTDP-beta-L-rhodosamine + aklavinone = dTDP + rhodosaminyl-aklavinone

725187

-

2.4.1.326

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (1 result)

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Show Natural Product (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.362

aklaviketone + NADPH + H+ = aklavinone + NADP+

-

-

Substrate in Enzyme-catalyzed Reactions (8 results)

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Show Substrate (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.13.180

aklavinone + NADPH + H+ + O2 = epsilon-rhodomycinone + NADP+ + H2O

721697, 723117, 722291

-

1.14.13.180

aklavinone + NADH + H+ + O2 = epsilon-rhodomycinone + NAD+ + H2O

721697

-

2.4.1.326

dTDP-beta-L-rhodosamine + aklavinone = dTDP + aclacinomycin T

724725, 725187, 730398

-

2.4.1.326

dTDP-beta-L-rhodosamine + aklavinone = dTDP + rhodosaminyl-aklavinone

725187

-

2.4.1.326

dTDP-4-amino-2-deoxyrhamnose + aklavinone = dTDP + 4-O-(2,4-dideoxy-4-amino-alpha-L-rhamnopyranosyl)aklavinone

724725

-

2.4.1.326

dTDP-4-amino-2-deoxyrhamnose + aklavinone = dTDP + 4-O-(2,4-dideoxy-4-amino-alpha-L-rhamnosyl)aklavinone

724725

-

2.4.1.326

dTDP-L-2-deoxyfucose + aklavinone = dTDP + 4-O-(2-deoxy-alpha-L-fucosyl)aklavinone

724725, 725187

-

2.4.1.326

dTDP-L-daunosamine + aklavinone = dTDP + ?

725187

-

1.14.13.180

2 entries

2.4.1.326

6 entries

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.362

aklaviketone + NADPH + H+ = aklavinone + NADP+

-

-

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

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Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

2.4.1.326

0.003

-

with dTDP-4-amino-2-deoxyrhamnose as cosubstrate, in 75 mM Tris (pH 7.5), 10 mM MgCl2, at 25°C

724725

2.4.1.326

0.004

-

with dTDP-L-2-deoxyfucose as cosubstrate, in 75 mM Tris (pH 7.5), 10 mM MgCl2, at 25°C

724725

2.4.1.326

2 entries

K_M Value (5 results)

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Show KM Value (5 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.14.13.180

0.01

-

pH and temperature not specified in the publication

721697

2.4.1.326

0.0031

-

with dTDP-4-amino-2-deoxyrhamnose as cosubstrate, in 75 mM Tris (pH 7.5), 10 mM MgCl2, at 25°C

724725

2.4.1.326

0.0035

-

with dTDP-L-2-deoxyfucose as cosubstrate, in 75 mM Tris (pH 7.5), 10 mM MgCl2, at 25°C

724725

2.4.1.326

0.005

-

in the presence of activator protein AknT, at pH 7.5 and 25°C

725187

2.4.1.326

0.013

-

in the absence of activator protein AknT, at pH 7.5 and 25°C

725187

2.4.1.326

4 entries

References & Links

Literature References (6)

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Show Reference (6 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

721697

10082933

Characterization of aklavinone-11-hydroxylase from Streptomyces purpurascens

1999

Niemi, J.; Wang, Y.; Airas, K.; Ylihonko, K.; Hakala, J.; Mäntsälä, P.

Biochim. Biophys. Acta

1430

57-64

722291

11934504

Modification of aklavinone and aclacinomycins in vitro and in vivo by rhodomycin biosynthesis gene products

2002

Wang, Y.; Niemi, J.; Mäntsälä, P.

FEMS Microbiol. Lett.

208

117-122

723117

7773378

Streptomyces peucetius daunorubicin biosynthesis gene, dnrF: sequence and heterologous expression

1995

Filippini, S.; Solinas, M.M.; Breme, U.; Schlüter, M.B.; Gabellini, D.; Biamonti, G.; Colombo, A.L.; Garofano, L.

Microbiology

141

1007-1016

724725

15911373

Kruger, R.G.; Oberthür, M.; Kahne, D.; Walsh, C.T.: AknT is an activating protein for the glycosyltransferase AknS in L-aminodeoxysugar transfer to the aglycone of aclacinomycin A

2005

Lu, W.; Leimkuhler, C.; Gatto, G.J. Jr.

Chem. Biol.

12

527-534

725187

17685523

Characterization of rhodosaminyl transfer by the AknS/AknT glycosylation complex and its use in reconstituting the biosynthetic pathway of aclacinomycin A

2007

Leimkuhler, C.; Fridman, M.; Lupoli, T.; Walker, S.; Walsh, C.T.; Kahne, D.

J. Am. Chem. Soc.

129

10546-10550

730398

11016846

A gene cluster from Streptomyces galilaeus involved in glycosylation of aclarubicin

2000

Raety, K.; Kunnari, T.; Hakala, J.; Maentsaelae, P.; Ylihonko, K.

Mol. Gen. Genet.

264

164-172

Links to other databases for aklavinone

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Show Links (1 entry)

ChEBI

PubChem