Ligand 5-methylthioribose

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Basic Ligand Information

Molecular Structure

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Molecular Formula

BRENDA Name

InChIKey

C₆H₁₂O₄S

5-methylthioribose

OLVVOVIFTBSBBH-JDJSBBGDSA-N

Synonyms:

5'-methylthio-D-ribose, 5'-Methylthioribose, 5-methylthio-D-ribose, 5-S-methyl-5-thio-D-ribofuranose, methylthioribose, S-methyl-5-thio-D-ribose

Show all BRENDA pathways known for 5-methylthioribose

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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

2.7.1.100

ATP + 5-methylthioribose = ADP + 5-methylthioribose 1-phosphate

171856, 640273, 640268, 640269, 640270, 640271

2.7.1.100

ATP + S-methyl-5-thio-D-ribose = ADP + S-methyl-5-thio-alpha-D-ribose 1-phosphate

737858

2.7.1.100

ATP + S-methyl-5-thio-D-ribose = ADP + S-methyl-5-thio-D-ribose 1-phosphate

660580, 663132, 674839

2.7.1.100

3 entries

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

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Show Natural Product (5 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.2.2.16

5'-methylthioadenosine + H2O = 5-methylthio-D-ribose + adenine

3.2.2.16

5'-methylthioadenosine + H2O = adenine + S-methyl-5-thio-D-ribose

3.2.2.16

S-methyl-5'-thioadenosine + H2O = adenine + S-methyl-5-thio-D-ribose

3.2.2.16

S-methyl-5'-thioadenosine + H2O = S-methyl-5-thio-D-ribose + adenine

3.2.2.16

4 entries

3.2.2.9

5'-methylthioadenosine + H2O = 5-methylthio-D-ribose + adenine

Substrate in Enzyme-catalyzed Reactions (6 results)

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EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.100

alphaATP + 5-methylthioribose = alphaADP + 5-methylthioribose 1-phosphate

640268

2.7.1.100

ATP + 5-methylthioribose = ADP + 5-methylthioribose 1-phosphate

171856, 640271, 171782, 640273, 640269, 640270, 640268

2.7.1.100

CTP + 5-methylthioribose = CDP + 5-methylthioribose 1-phosphate

640269

2.7.1.100

dATP + 5-methylthioribose = dADP + 5-methylthioribose 1-phosphate

640268

2.7.1.100

ATP + S-methyl-5-thio-D-ribose = ADP + S-methyl-5-thio-alpha-D-ribose 1-phosphate

737858

2.7.1.100

ATP + S-methyl-5-thio-D-ribose = ADP + S-methyl-5-thio-D-ribose 1-phosphate

640275, 660580, 663132, 674839

2.7.1.100

6 entries

Product in Enzyme-catalyzed Reactions (8 results)

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Show Product (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.2.2.16

5'-deoxy-5'-methylthioadenosine + H2O = 5-methylthio-D-ribose + adenine

3.2.2.16

5'-methylthioadenosine + H2O = 5-methylthio-D-ribose + adenine

3.2.2.16

5'-methylthioinosine + H2O = 5-methylthio-D-ribose + hypoxanthine

, 171784

3.2.2.16

5'-methylthioadenosine + H2O = adenine + S-methyl-5-thio-D-ribose

3.2.2.16

S-methyl-5'-thioadenosine + H2O = adenine + S-methyl-5-thio-D-ribose

3.2.2.16

S-methyl-5'-thioadenosine + H2O = S-methyl-5-thio-D-ribose + adenine

3.2.2.9

5'-methylthioadenosine + H2O = 5-methylthio-D-ribose + adenine

3.2.2.9

S-adenosylmethionine + H2O = adenine + hypoxanthine + methylthioribose + homoserine lactone

Enzyme Kinetic Parameters

K_M Value (7 results)

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Show KM Value (7 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.7.1.100

0.0043

pH 9.7, 35°C

0.0081

0.0081

pH 7.3, 37°C

640269

2.7.1.100

0.012

pH 9.5, 37°C

171856

2.7.1.100

0.0168

pH 8.5, 37°C

663132

2.7.1.100

0.06

37°C, approx. value

640275

2.7.1.100

0.06

pH 8.0, 25°C

737858

2.7.1.100

7 entries

References & Links

Literature References (14)

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Show Reference (14 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

171782

16664444

5'-Methylthioadenosine nucleosidase and 5-methylthioribose kinase activities and ethylene production during tomato fruit development and ripening

1985

Kushad, M.M.; Richardson, D.G.; Ferro, A.J.

Plant Physiol.

525-529

171784

6783408

5'-Methylthioadenosine nucleosidase. Purification and characterization of the enzyme from Lupinus luteus seeds

1981

Guranowski, A.B.; Chiang, P.K.; Cantoni, G.L.

Eur. J. Biochem.

114

293-299

171850

A hydrolytic nucleosidase acting on S-adenosylhomocysteine and on 5'-methylthioadenosine

1962

Duerre, J.A.

J. Biol. Chem.

237

3737-3741

171856

8694776

Affinity purification of 5-methylthioadenosine kinase and 5-methylthioribose/S-adenosylhomocysteine nucleosidase from Klebsiella pneumoniae

1996

Cornell, K.A.; Winter, R.W.; Tower, P.A.; Riscoe, M.K.

Biochem. J.

317

285-290

640268

16662931

Plant 5-methylthioribose kinase

1983

Guranowski, A.

Plant Physiol.

932-935

640269

210167

5-Methylthioribose kinase. A new enzyme involved in the formation of methionine from 5-methylthioribose

1978

Ferro, A.J.; Barrett, A.; Shapiro, S.K.

J. Biol. Chem.

253

6021-6025

640270

6312270

5-Methylthioribose kinase (Enterobacter aerogenes)

1983

Ferro, A.J.; Marchitto, K.S.

Methods Enzymol.

361-364

640271

8393067

Regulation of methylthioribose kinase by methionine in Klebsiella pneumoniae

1993

Tower, P.A.; Alexander, D.B.; Johnson, L.L.; Riscoe, M.K.

J. Gen. Microbiol.

139

1027-1031

640273

6293478

5-Methylthioribose kinase activity in plants

1982

Kushad, M.M.; Richardson, D.G.; Ferro, A.J.

Biochem. Biophys. Res. Commun.

108

167-173

640275

11545674

MtnK, methylthioribose kinase, is a starvation-induced protein in Bacillus subtilis

2001

Sekowska, A.; Mulard, L.; Krogh, S.; Tse, J.K.; Danchin, A.

BMC Microbiol.

660580

14684902

Crystallization and preliminary X-ray analysis of 5'-methylthioribose kinase from Bacillus subtilis and Arabidopsis thaliana

2004

Ku, S.Y.; Yip, P.; Cornell, K.A.; Riscoe, M.K.; Howell, P.L.

Acta Crystallogr. Sect. D

116-119

663132

15557090

Functional analysis of methylthioribose kinase genes in plants

2004

Sauter, M.; Cornell, K.A.; Beszteri, S.; Rzewuski, G.

Plant Physiol.

136

4061-4071

674839

17522047

Structures of 5-methylthioribose kinase reveal substrate specificity and unusual mode of nucleotide binding

2007

Ku, S.Y.; Yip, P.; Cornell, K.A.; Behr, J.B.; Guillerm, G.; Howell, P.L.

J. Biol. Chem.

282

22195-22206

737858

23649237

Plausible novel ribose metabolism catalyzed by enzymes of the methionine salvage pathway in Bacillus subtilis

2013

Nakano, T.; Saito, Y.; Yokota, A.; Ashida, H.

Biosci. Biotechnol. Biochem.

1104-1107

Links to other databases for 5-methylthioribose

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ChEBI

PubChem

Ligand 5-methylthioribose

Basic Ligand Information

Roles as Enzyme Ligand

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

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

Substrate in Enzyme-catalyzed Reactions (6 results)

Product in Enzyme-catalyzed Reactions (8 results)

Enzyme Kinetic Parameters

KM Value (7 results)

References & Links

Literature References (14)

Links to other databases for 5-methylthioribose

K_M Value (7 results)