print visible entries

print all entries

Ligand L-ribulose

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for L-ribulose

close all tables

open all tables

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

top print hide

Show Natural Substrate (4 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.16

ATP + L-ribulose = ADP + L-ribulose 5-phosphate

641013, 641011, 641010, 641012

3QDK, 3D-view

2.7.1.17

L-ribulose + ATP = L-ribulose 5-phosphate + ADP

690541

-

5.3.1.4

L-ribulose = L-arabinose

701860

-

5.3.1.B3

L-ribulose = L-ribose

726611, 728006, 771263

-

In Vivo Product in Enzyme-catalyzed Reactions (8 results)

top print hide

Show Natural Product (8 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.13

L-arabinitol + NAD+ = L-ribulose + NADH + H+

285789

-

1.1.1.16

L-arabitol + NAD+ = L-ribulose + NADH + H+

389407

-

5.3.1.15

L-ribose = L-ribulose

-

-

5.3.1.4

beta-L-arabinopyranose = L-ribulose

-

-

5.3.1.4

L-arabinose = L-ribulose

-

-

5.3.1.4

2 entries

5.3.1.5

L-arabinose = L-ribulose

-

-

5.3.1.6

L-ribose = L-ribulose

-

-

5.3.1.B3

L-ribose = L-ribulose

-

-

Substrate in Enzyme-catalyzed Reactions (17 results)

top print hide

Show Substrate (17 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.10

L-ribulose + NADPH + H+ = ? + NADP+

722271

-

1.1.1.156

L-ribulose + NADPH = ? + NADP+

286042

-

1.1.1.56

L-ribulose + NADH + H+ = ?

287127

-

2.4.1.7

alpha-D-glucose 1-phosphate + L-arabinulose = ?

637843

-

2.7.1.16

ATP + L-ribulose = ADP + L-ribulose 5-phosphate

641013, 641011, 641010, 641012, 723743, 722536, 739743

3QDK, 3D-view

2.7.1.17

ATP + L-ribulose = ADP + L-ribulose 5-phosphate

738266

-

2.7.1.17

L-ribulose + ATP = L-ribulose 5-phosphate + ADP

690541

-

2.7.1.17

2 entries

2.7.1.3

ATP + L-ribulose = ?

641279

-

2.7.1.47

ATP + L-ribulose = ADP + L-ribulose 5-phosphate

759480

-

5.1.3.11

L-ribulose = L-arabinose + L-ribose

713921

-

5.1.3.31

L-ribulose = L-xylulose

727188, 727201

-

5.3.1.15

L-ribulose = L-ribose

727225, 775557

-

5.3.1.26

L-ribulose = L-ribose + L-arabinose

674989

-

5.3.1.4

L-ribulose = L-arabinose

701860

-

5.3.1.5

L-ribulose = L-ribose

728722

-

5.3.1.8

L-ribulose = L-ribose

701797, 713854, 749059, 772480

-

5.3.1.B3

L-ribulose = L-ribose

701847, 726611, 728006, 771263

-

Product in Enzyme-catalyzed Reactions (16 results)

top print hide

Show Product (16 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.13

L-arabinitol + NAD+ = L-ribulose + NADH + H+

285789

-

1.1.1.16

L-arabinitol + NAD+ = L-ribulose + NADH + H+

-

-

1.1.1.16

L-arabitol + NAD+ = L-ribulose + NADH + H+

389407

-

1.1.1.16

2 entries

2.2.1.1

L-glyceraldehyde + hydroxypyruvate = L-ribulose + ?

-

-

5.1.3.31

L-xylulose = L-ribulose

-

-

5.3.1.14

L-arabinose = L-ribulose

-

-

5.3.1.14

L-ribose = L-ribulose + L-arabinose

-

-

5.3.1.14

2 entries

5.3.1.15

L-ribose = L-ribulose

-

-

5.3.1.3

L-ribose = L-ribulose

-

-

5.3.1.4

beta-L-arabinopyranose = L-ribulose

-

-

5.3.1.4

L-arabinose = L-ribulose

2725, 2397, 2726, 2719, 2721, 2724, 2727, 2729, 2723, 2390, 2722, 2720, 651373, 2717, 2718, 649391, -

-

5.3.1.5

L-arabinose = L-ribulose

-

-

5.3.1.5

L-ribose = L-ribulose

-

-

5.3.1.4

2 entries

5.3.1.5

2 entries

5.3.1.6

L-ribose = L-ribulose

-

-

5.3.1.8

L-ribose = L-ribulose

-

-

5.3.1.B3

L-ribose = L-ribulose

-

-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

top print hide

Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.3

-

641279

-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

top print hide

Show 3D Structure of Enzyme-Ligand-Complex (PDB) (1 entry)

EC NUMBER

ENZYME 3D STRUCTURE

2.7.1.16

3QDK, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (15 results)

top print hide

Show Turnover Number (15 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.10

0.49

-

pH 7.0, temperature not specified in the publication

722271

2.7.1.16

41

-

in 50 mM Tris buffer (pH 7.5), at 30°C

722536

2.7.1.16

80

-

22°C, pH 7.5

641013

2.7.1.16

2 entries

5.1.3.31

0.22

-

pH 8.0, 60°C

727201

5.3.1.15

1.7

-

at pH 7.5 and 75°C

727225

5.3.1.4

241.7

-

pH 7.5, 23°C, recombinant His6-tagged wild-type enzyme

701860

5.3.1.6

17

-

in 50 mM Tris-HCl buffer (pH 7.5), at 65°C

693296

5.3.1.8

32670

-

mutant enzyme R142E, at pH 7.0 and 75°C

713854

5.3.1.8

48300

-

mutant enzyme R142Q, at pH 7.0 and 75°C

713854

5.3.1.8

50640

-

wild type enzyme, at pH 7.0 and 75°C

713854

5.3.1.8

56180

-

mutant enzyme R142Y, at pH 7.0 and 75°C

713854

5.3.1.8

64870

-

mutant enzyme R142A, at pH 7.0 and 75°C

713854

5.3.1.8

68880

-

mutant enzyme R142K, at pH 7.0 and 75°C

713854

5.3.1.8

81060

-

mutant enzyme R142N, at pH 7.0 and 75°C

713854

5.3.1.8

7 entries

5.3.1.B3

108.8

-

in 50 mM glycine-NaOH buffer (pH 9.0), at 40°C

728006

K_M Value (19 results)

top print hide

Show KM Value (19 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.10

0.18

-

pH 7.0, temperature not specified in the publication

722271

1.1.1.56

1.5

-

pH 9.5, 25°C

287127

2.7.1.16

0.111

-

37°C, pH 7.6

641010

2.7.1.16

0.14

-

22°C, pH 7.5

641013

2.7.1.16

0.96

-

in 50 mM Tris buffer (pH 7.5), at 30°C

722536

2.7.1.16

3 entries

2.7.1.3

0.37

-

25°C, pH 7

641279

5.1.3.31

291

-

pH 8.0, 60°C

727201

5.3.1.15

65

-

at pH 7.5 and 75°C

727225

5.3.1.4

5

-

-

2718

5.3.1.4

18

-

-

2717

5.3.1.4

2 entries

5.3.1.6

319

-

in 50 mM Tris-HCl buffer (pH 7.5), at 65°C

693296

5.3.1.8

136

-

wild type enzyme, at pH 7.0 and 75°C

713854

5.3.1.8

140

-

mutant enzyme R142N, at pH 7.0 and 75°C

713854

5.3.1.8

150

-

mutant enzyme R142Q, at pH 7.0 and 75°C

713854

5.3.1.8

151

-

mutant enzyme R142E, at pH 7.0 and 75°C

713854

5.3.1.8

184

-

mutant enzyme R142A, at pH 7.0 and 75°C

713854

5.3.1.8

228

-

mutant enzyme R142K, at pH 7.0 and 75°C

713854

5.3.1.8

308

-

mutant enzyme R142Y, at pH 7.0 and 75°C

713854

5.3.1.8

7 entries

5.3.1.B3

15.4

-

in 50 mM glycine-NaOH buffer (pH 9.0), at 40°C

728006

References & Links

Literature References (52)

top print hide

Show Reference (52 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

2390

4718778

Regulation of the L-arabinose catabolic pathway in Aerobacter aerogenes

1973

LeBlanc, D.J.; Mortlock, R.P.

Arch. Biochem. Biophys.

156

390-396

2397

9084180

The Bacillus subtilis L-arabinose (ara) operon: nucleotide sequence, genetic organization and expression

1997

Sa-Nogueira, I.; Nogueira, T.V.; Soares, S.; de Lencastre, H.

Microbiology

143

957-969

2717

13539034

Pentose fermentation by Lactobacillus plantarum. II. L-Arabinose isomerase

1958

Heath, E.C.; Horecker, B.L.; Smyrniotis, P.Z.; Takagi, Y.

J. Biol. Chem.

231

1031-1037

2718

5773448

Crystallization and properties of L-arabinose isomerase from Lactobacillus gayonii

1969

Nakamatu, T.; Yamanaka, K.

Biochim. Biophys. Acta

178

156-165

2719

4565537

L-Arabinose isomerase formation in a conditional mutant of gene araA of Escherichia coli B/r

1972

Pauley, J.; Power, J.; Irr, J.

J. Bacteriol.

112

1247-1253

2720

-

Purification and properties of L-arabinose isomerase from Streptomyces sp.

1973

Yamanka, K.; Izumori, K.

Agric. Biol. Chem.

37

521-526

2721

236474

L-Arabinose isomerase

1975

Patrick, J.; Lee, N.

Methods Enzymol.

41B

453-458

2722

236475

L-Arabinose isomerase from Lactobacillus gayonii

1975

Yamanaka, K.

Methods Enzymol.

41B

458-461

2723

618845

Pentose metabolism in Mycobacterium smegmatis: comparison of L-arabinose isomerase induced by L-arabinose and D-galactose

1978

Izumori, K.; Ueda, Y.; Yamanaka, K.

J. Bacteriol.

133

413-414

2724

348696

The shape of L-arabinose isomerase from Escherichia coli

1978

Wallace, L.J.; Eiserling, F.A.; Wilcox, G.

J. Biol. Chem.

253

3717-3720

2725

3891513

The araBAD operon of Salmonella typhimurium LT2. II. Nucleotide sequence of araA and primary structure of its product, L-arabinose isomerase

1985

Lin, H.C.; Lei, S.P.; Wilcox, G.

Gene

34

123-128

2726

3131313

Isolation of constitutive mutants for L-arabinose utilization in Bacillus subtilis

1988

Sa-Nogueira, I.; Paveia, H.; De Lencastre, H.

J. Bacteriol.

170

2855-2857

2727

8953718

Development of an arabinose-fermenting Zymomonas mobilis strain by metabolic pathway engineering

1996

Deanda, K.; Zhang, M.; Eddy, C.; Picataggio, S.

Appl. Environ. Microbiol.

62

4465-4470

2729

8869631

The evolution of sugar isomerases

1995

Banerjee, S.; Anderson, F.; Farber, G.K.

Protein Eng.

8

1189-1195

285789

13692999

L-Arabinose metabolism by cell-free extracts of Penicillium chrysogenum

1961

Chiang, C.; Knight, S.G.

Biochim. Biophys. Acta

46

271-278

286042

4146296

NADP specific dihydroxyacetone reductase from Dunaliella parva

1973

Amotz-Ben, A.; Avron, M.

FEBS Lett.

29

153-155

287127

11272814

Membrane-bound sugar alcohol dehydrogenase in acetic acid bacteria catalyzes L-ribulose formation and NAD-dependent ribitol dehydrogenase is independent of the oxidative fermentation

2001

Adachi, O.; Fuji, Y.; Ano, Y.; Moonmangmee, D.; Toyama, H.; Shinagawa, E.; Theeragool, G.; Lotong, N.; Matsushita, K.

Biosci. Biotechnol. Biochem.

65

115-125

389407

-

Galactitol dehydrogenase

1962

Shaw, D.R.D.

Methods Enzymol.

5

323-325

637843

4381552

Purification and mechanism of action of sucrose phosphorylase

1967

Silverstein, R.; Voet, J.; Reed, D.; Abeles, R.H.

J. Biol. Chem.

242

1338-1346

641010

5336963

Crystalline L-ribulokinase from Escherichia coli

1967

Lee, N.; Bendet, I.

J. Biol. Chem.

242

2043-2050

641011

13539035

Pentose fermentation by Lactobacillus plantarum. III. Ribulokinase

1958

Burman, D.P.; Horecker, B.L.

J. Biol. Chem.

231

1039-1051

641012

-

L-ribulose-5-phosphate: formation by purified kinase from Aerobacter aerogenes

1956

Simpson, F.J.; Wood, W.A.

J. Am. Chem. Soc.

78

5452-5453

641013

11747300

Substrate specificity and kinetic mechanism of Escherichia coli ribulokinase

2001

Lee, L.V.; Gerratana, B.; Cleland, W.W.

Arch. Biochem. Biophys.

396

219-224

641279

193556

Bovine liver fructokinase: purification and kinetic properties

1977

Raushel, F.M.; Cleland, W.W.

Biochemistry

16

2169-2175

649391

15006759

Characterization of a thermostable L-arabinose (D-galactose) isomerase from the hyperthermophilic eubacterium Thermotoga maritima

2004

Lee, D.W.; Jang, H.J.; Choe, E.A.; Kim, B.C.; Lee, S.J.; Kim, S.B.; Hong, Y.H.; Pyun, Y.R.

Appl. Environ. Microbiol.

70

1397-1404

651373

12076797

Cloning, expression and characterization of L-arabinose isomerase from Thermotoga neapolitana: bioconversion of D-galactose to D-tagatose using the enzyme

2002

Kim, B.C.; Lee, Y.H.; Lee, H.S.; Lee, D.W.; Choe, E.A.; Pyun, Y.R.

FEMS Microbiol. Lett.

212

121-126

674989

17868944

Substrate specificity of a galactose 6-phosphate isomerase from Lactococcus lactis that produces d-allose from d-psicose

2007

Park, H.Y.; Park, C.S.; Kim, H.J.; Oh, D.K.

J. Biotechnol.

132

88-95

690541

18586973

Engineering Pseudomonas putida S12 for efficient utilization of D-xylose and L-arabinose

2008

Meijnen, J.P.; de Winde, J.H.; Ruijssenaars, H.J.

Appl. Environ. Microbiol.

74

5031-5037

693296

18984017

Novel substrates of a ribose-5-phosphate isomerase from Clostridium thermocellum

2009

Yoon, R.Y.; Yeom, S.J.; Kim, H.J.; Oh, D.K.

J. Biotechnol.

139

26-32

701797

19447949

Substrate specificity of a mannose-6-phosphate isomerase from Bacillus subtilis and its application in the production of L-ribose

2009

Yeom, S.J.; Ji, J.H.; Kim, N.H.; Park, C.S.; Oh, D.K.

Appl. Environ. Microbiol.

75

4705-4710

701847

19151970

Biotechnological production of L-ribose from L-arabinose

2009

Helanto, M.; Kiviharju, K.; Granstroem, T.; Leisola, M.; Nyyssoelae, A.

Appl. Microbiol. Biotechnol.

83

77-83

701860

19727704

Characterization of an L-arabinose isomerase from Bacillus subtilis

2010

Kim, J.H.; Prabhu, P.; Jeya, M.; Tiwari, M.K.; Moon, H.J.; Singh, R.K.; Lee, J.K.

Appl. Microbiol. Biotechnol.

85

1839-1847

713854

21115698

Characterization of a mannose-6-phosphate isomerase from Thermus thermophilus and increased L-ribose production by its R142N mutant

2011

Yeom, S.J.; Seo, E.S.; Kim, B.N.; Kim, Y.S.; Oh, D.K.

Appl. Environ. Microbiol.

77

762-767

713921

21691788

Characterization of a recombinant cellobiose 2-epimerase from Caldicellulosiruptor saccharolyticus and its application in the production of mannose from glucose

2011

Park, C.S.; Kim, J.E.; Choi, J.G.; Oh, D.K.

Appl. Microbiol. Biotechnol.

92

1187-1196

722271

21477590

DHS-21, a dicarbonyl/L-xylulose reductase (DCXR) ortholog, regulates longevity and reproduction in Caenorhabditis elegans

2011

Son, l.e..T.; Ko, K.M.; Cho, J.H.; Singaravelu, G.; Chatterjee, I.; Choi, T.W.; Song, H.O.; Yu, J.R.; Park, B.J.; Lee, S.K.; Ahnn, J.

FEBS Lett.

585

1310-1316

722536

22194461

Ribulokinase and transcriptional regulation of arabinose metabolism in Clostridium acetobutylicum

2012

Zhang, L.; Leyn, S.A.; Gu, Y.; Jiang, W.; Rodionov, D.A.; Yang, C.

J. Bacteriol.

194

1055-1064

723743

22072612

Structural insight into mechanism and diverse substrate selection strategy of L-ribulokinase

2012

Agarwal, R.; Burley, S.K.; Swaminathan, S.

Proteins

80

261-268

726611

22102048

Overexpression, crystallization and preliminary X-ray diffraction analysis of L-ribose isomerase from Acinetobacter sp. strain DL-28

2011

Yoshida, H.; Teraoka, M.; Yoshihara, A.; Izumori, K.; Kamitori, S.

Acta Crystallogr. Sect. F

67

1281-1284

727188

-

Purification and characterization of D-tagatose 3-epimerase from Pseudomonas sp. ST-24

1994

Itoh, H.; Okaya, H.; Khan, A. R.; Tajima, S.; Hayakawa, S.; Izumori, K.

Biosci. Biotechnol. Biochem.

58

2168-2171

727201

23470755

Gene cloning and characterization of L-ribulose 3-epimerase from Mesorhizobium loti and its application to rare sugar production

2013

Uechi, K.; Takata, G.; Fukai, Y.; Yoshihara, A.; Morimoto, K.

Biosci. Biotechnol. Biochem.

77

511-515

727225

22350292

Characterization of a recombinant thermostable D-lyxose isomerase from Dictyoglomus turgidum that produces D-lyxose from D-xylulose

2012

Choi, J.G.; Hong, S.H.; Kim, Y.S.; Kim, K.R.; Oh, D.K.

Biotechnol. Lett.

34

1079-1085

728006

23207370

Cloning and characterization of the L-ribose isomerase gene from Cellulomonas parahominis MB426

2013

Morimoto, K.; Terami, Y.; Maeda, Y.; Yoshihara, A.; Takata, G.; Izumori, K.

J. Biosci. Bioeng.

115

377-381

728722

22586153

Engineering of the catalytic site of xylose isomerase to enhance bioconversion of a non-preferential substrate

2012

Patel, D.H.; Cho, E.J.; Kim, H.M.; Choi, I.S.; Bae, H.J.

Protein Eng. Des. Sel.

25

331-336

738266

25163569

Identification and characterization of D-xylulokinase from the D-xylose-fermenting fungus, Mucor circinelloides

2014

Komeda, H.; Yamasaki-Yashiki, S.; Hoshino, K.; Asano, Y.

FEMS Microbiol. Lett.

360

51-61

739743

-

Cloning, purification, and characterization of a thermophilic ribulokinase from Anoxybacillus kestanbolensis AC26Sari

2014

Tokgoz, M.; Inan, K.; Belduz, A.; Gedikli, A.; Canakci, S.

Turk. J. Biol.

38

633-639

749059

26171785

Characterization of a mannose-6-phosphate isomerase from Bacillus amyloliquefaciens and its application in fructose-6-phosphate production

2015

Sigdel, S.; Singh, R.; Kim, T.S.; Li, J.; Kim, S.Y.; Kim, I.W.; Jung, W.S.; Pan, C.H.; Kang, Y.C.; Lee, J.K.

PLoS ONE

10

e0131585

749059

26171785

Characterization of a mannose-6-phosphate isomerase from Bacillus amyloliquefaciens and its application in fructose-6-phosphate production

2015

Sigdel, S.; Singh, R.; Kim, T.S.; Li, J.; Kim, S.Y.; Kim, I.W.; Jung, W.S.; Pan, C.H.; Kang, Y.C.; Lee, J.K.

PLoS ONE

10

e0131585

759480

27909055

Molecular identification of D-ribulokinase in budding yeast and mammals

2017

Singh, C.; Glaab, E.; Linster, C.L.

J. Biol. Chem.

292

1005-1028

759480

27909055

Molecular identification of D-ribulokinase in budding yeast and mammals

2017

Singh, C.; Glaab, E.; Linster, C.L.

J. Biol. Chem.

292

1005-1028

749059

2 entries

759480

2 entries

771263

34112412

A review on L-ribose isomerases for the biocatalytic production of L-ribose and L-ribulose

2021

Mahmood, S.; Iqbal, M.W.; Zhang, W.; Mu, W.

Food Res. Int.

145

110409

772480

32486647

Encapsulation of mannose-6-phosphate isomerase in yeast spores and its application in L-ribose production

2020

Li, Z.; Liu, X.; Nakanishi, H.; Gao, X.D.

J. Agric. Food Chem.

68

6892-6899

775557

-

Characterization of a novel D-lyxose isomerase from Thermoflavimicrobium dichotomicum and its application for D-mannose production

2019

Zhang, W.; Huang, J.; Jia, M.; Guang, C.; Zhang, T.; Mu, W.

Process Biochem.

83

131-136

Links to other databases for L-ribulose

top print hide

Show Links (1 entry)