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Ligand 9-beta-D-arabinofuranosylguanine

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (21 results)

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Show Substrate (21 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.3.39

guanine-9-beta-D-arabinofuranoside + O2 = 9-beta-D-arabinofuranuronosylguanine + H2O2

287628

-

2.4.2.6

9-beta-D-arabinofuranosyl guanine + 2,6-diaminopurine = 9-beta-D-arabinofuranosyl 2,6-diaminopurine + guanine

759065

-

2.4.2.6

9-beta-D-arabinofuranosyl guanine + 2-chloroadenine = 9-beta-D-arabinofuranosyl 2-chloroadenine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + 2-fluoroadenine = 9-beta-D-arabinofuranosyl 2-fluoroadenine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + 6-chloropurine = 9-beta-D-arabinofuranosyl 6-chloropurine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + 6-mercaptopurine = 9-beta-D-arabinofuranosyl 6-mercaptopurine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + 6-methoxyguanine = 9-beta-D-arabinofuranosyl 6-methoxyguanine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + 6-methylpurine = 9-beta-D-arabinofuranosyl 6-methylpurine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + adenine = 9-beta-D-arabinofuranosyl adenine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + adenine = ?

758681, 758684

-

2.4.2.6

9-beta-D-arabinofuranosyl guanine + hypoxanthine = 9-beta-D-arabinofuranosyl hypoxanthine + guanine

759065

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2.4.2.6

9-beta-D-arabinofuranosyl guanine + hypoxanthine = ?

758681

-

2.7.1.113

ATP + 9-beta-D-arabinofuranosylguanine = ADP + 9-beta-D-arabinofuranosylguanine 5'-monophosphate

671919, 640563

-

2.7.1.113

ATP + 9-beta-D-arabinofuranosylguanine = ADP + 9-beta-D-arabinofuranosylguanine 5'-phosphate

661453

-

2.7.1.113

UTP + 9-beta-D-arabinofuranosylguanine = UDP + 9-beta-D-arabinofuranosylguanine 5'-phosphate

663023

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2.7.1.113

ATP + 9-beta-D-arabinosylguanine = ADP + 9-beta-D-arabinosylguanine 5'-monophosphate

640568

-

2.7.1.113

ATP + arabinosyl guanine = ADP + arabinosyl guanine 5'-monophosphate

640555

-

2.7.1.74

9-beta-D-arabinofuranosylguanine + NTP = NDP + 9-beta-D-arabinofuranosylguanine 5'-phosphate

641953

-

2.7.1.74

UTP + 9-beta-D-arabinofuranosylguanine = UDP + 9-beta-D-arabinofuranosylguanine 5'-phosphate

663023

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2.7.1.76

ATP + 9-beta-D-arabinofuranosyl guanine = ADP + 9-beta-D-arabinofuranosyl guanine 5'-monophosphate

675428

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2.7.1.76

ATP + 9-beta-D-arabinofuranosyl guanine = ADP + 9-beta-D-arabinofuranosyl guanine 5'-phosphate

675428

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2.4.2.6

11 entries

2.7.1.113

5 entries

2.7.1.74

2 entries

2.7.1.76

2 entries

Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.2.6

9-beta-D-arabinofuranosyl adenine + guanine = 9-beta-D-arabinofuranosyl guanine + adenine

0

-

3.5.4.4

2,6-diaminopurine arabinoside + H2O = arabinoguanosine + NH3

0

-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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Show Inhibitors (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

2.7.1.113

-

705997

-

2.7.1.113

-

640551

-

2.7.1.113

2 entries

3.13.2.1

-

137127

-

Enzyme Kinetic Parameters

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

2.7.1.113

0.033

-

pH 7.6, recombinant mitochondrial deoxyguanosine kinase

640555

2.7.1.74

2

-

cosubstrate UTP, 37°C, pH 7.6

641953

2.7.1.74

3

-

cosubstrate ATP, 37°C, pH 7.6

641953

2.7.1.74

3

-

cosubstrate UTP, 37°C, pH 7.6

641953

2.7.1.74

5

-

cosubstrate ATP, 37°C, pH 7.6

641953

2.7.1.74

4 entries

References & Links

Literature References (15)

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Show Reference (15 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

137127

6428887

Occurrence of S-adenosylhomocysteine hydrolase in prokaryote cells. Characterization of the enzyme from Alcaligenes faecalis and role of the enzyme in the activated methyl cycle

1984

Shimizu, S.; Shiozaki, S.; Ohshiro, T.; Yamada, H.

Eur. J. Biochem.

141

385-392

287628

16535726

Nuceloside oxidase, a hydrogen peroxide-forming oxidase, from Flavobacterium meningosepticum

1997

Koga, S.; Ogawa, J.; Cheng, L.Y.; Choi, Y.M.; Yamada, H.; Shimizu, S.

Appl. Environ. Microbiol.

63

4282-4286

640551

2845866

Properties of a highly purified mitochondrial deoxyguanosine kinase

1988

Park, I.; Ives, D.H.

Arch. Biochem. Biophys.

266

51-60

640555

9463485

Substrate specificity of human recombinant mitochondrial deoxyguanosine kinase with cytostatic and antiviral purine and pyrimidine analogs

1998

Sjoberg, A.H.; Wang, L.; Eriksson, S.

Mol. Pharmacol.

53

270-273

640563

12054684

Low level of mitochondrial deoxyguanosine kinase is the dominant factor in acquired resistance to 9-beta-D-arabinofuranosylguanine cytotoxicity

2002

Lotfi, K.; Mansson, E.; Peterson, C.; Eriksson, S.; Albertioni, F.

Biochem. Biophys. Res. Commun.

293

1489-1496

640568

12036920

Arabinosylguanine is phosphorylated by both cytoplasmic deoxycytidine kinase and mitochondrial deoxyguanosine kinase

2002

Rodriguez, C.O., Jr.; Mitchell, B.S.; Ayres, M.; Eriksson, S.; Gandhi, V.

Cancer Res.

62

3100-3105

641953

7632159

Differences in kinetic properties of pure recombinant human and mouse deoxycytidine kinase

1995

Johansson, M.; Karlsson, A.

Biochem. Pharmacol.

50

163-168

661453

12363036

Structure and function of cellular deoxyribonucleoside kinases

2002

Eriksson, S.; Munch-Petersen, B.; Johansson, K.; Eklund, H.

Cell. Mol. Life Sci.

59

1327-1346

663023

14609716

Substrate specificity and phosphorylation of antiviral and anticancer nucleoside analogues by human deoxyribonucleoside kinases and ribonucleoside kinases

2003

Van Rompay, A.R.; Johansson, M.; Karlsson, A.

Pharmacol. Ther.

100

119-139

671919

16436271

The pattern of deoxycytidine- and deoxyguanosine kinase activity in relation to messenger RNA expression in blood cells from untreated patients with B-cell chronic lymphocytic leukemia

2006

Lotfi, K.; Karlsson, K.; Fyrberg, A.; Juliusson, G.; Jonsson, V.; Peterson, C.; Eriksson, S.; Albertioni, F.

Biochem. Pharmacol.

71

882-890

675428

17229440

Structure-function analysis of a bacterial deoxyadenosine kinase reveals the basis for substrate specificity

2007

Welin, M.; Wang, L.; Eriksson, S.; Eklund, H.

J. Mol. Biol.

366

1615-1623

705997

18600530

RNAi depletion of deoxycytidine and deoxyguanosine kinase in human leukemic CEM cells

2008

Fyrberg, A.; Albertioni, F.; Lotfi, K.

Nucleosides Nucleotides Nucleic Acids

27

712-719

758681

28785897

2'-Deoxyribosyltransferase from Leishmania mexicana, an efficient biocatalyst for one-pot, one-step synthesis of nucleosides from poorly soluble purine bases

2017

Crespo, N.; Sanchez-Murcia, P.A.; Gago, F.; Cejudo-Sanches, J.; Galmes, M.A.; Fernandez-Lucas, J.; Mancheno, J.M.

Appl. Microbiol. Biotechnol.

101

7187-7200

758684

29872887

Characterization of an atypical, thermostable, organic solvent- and acid-tolerant 2'-deoxyribosyltransferase from Chroococcidiopsis thermalis

2018

Del Arco, J.; Sanchez-Murcia, P.A.; Mancheno, J.M.; Gago, F.; Fernandez-Lucas, J.

Appl. Microbiol. Biotechnol.

102

6947-6957

759065

-

Enzymatic synthesis of therapeutic nucleosides using a highly versatile purine nucleoside 2'-deoxyribosyltransferase from Trypanosoma brucei

2018

Perez, E.; Sanchez-Murcia, P.; Jordaan, J.; Blanco, M.; Mancheno, J.; Gago, F.; Fernandez-Lucas, J.

ChemCatChem

10

4406-4416

Links to other databases for 9-beta-D-arabinofuranosylguanine

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ChEBI

PubChem