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Ligand (2S)-2-[[4-[(6aR)-3-amino-1,9-dioxo-5,6,6a,7-tetrahydro-4H-imidazo[3,4-f]pteridin-8-yl]benzoyl]amino]pentanedioic acid

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

Inhibitor in Enzyme-catalyzed Reactions (19 results)

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Show Inhibitors (19 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.5.1.15

i.e. LY345899

756337

5TC4, 3D-view

1.5.1.5

-

700281

1DIB, 3D-view

1.5.1.5

-

700281

4B4V, 3D-view

1.5.1.5

-

700281

6ecq, 3D-view

1.5.1.5

5,10-formyltetrahydrofolate substrate analogue inhibits dehydrogenase activity

700281

1DIB, 3D-view

1.5.1.5

5,10-formyltetrahydrofolate substrate analogue inhibits dehydrogenase activity

700281

4B4V, 3D-view

1.5.1.5

5,10-formyltetrahydrofolate substrate analogue inhibits dehydrogenase activity

700281

6ecq, 3D-view

1.5.1.5

competitive substrate analogue

700281

1DIB, 3D-view

1.5.1.5

competitive substrate analogue

700281

4B4V, 3D-view

1.5.1.5

competitive substrate analogue

700281

6ecq, 3D-view

3.5.4.9

i.e. LY345899

756337

1DIB, 3D-view

3.5.4.9

i.e. LY345899

756337

4B4V, 3D-view

3.5.4.9

i.e. LY345899

756337

5TC4, 3D-view

3.5.4.9

i.e. LY345899

756337

6ecq, 3D-view

3.5.4.9

-

712978

1DIB, 3D-view

3.5.4.9

-

712978

4B4V, 3D-view

3.5.4.9

-

712978

5TC4, 3D-view

3.5.4.9

-

712978

6ecq, 3D-view

1.5.1.5

9 entries

3.5.4.9

8 entries

6.3.4.3

5,10-formyltetrahydrofolate substrate analogue inhibits dehydrogenase activity

700281

6ecq, 3D-view

3D Structure of Enzyme-Ligand-Complex (PDB) (37 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (37 entries)

EC NUMBER

ENZYME 3D STRUCTURE

1.5.1.15

5TC4, 3D-view

1.5.1.5

1DIB, 3D-view

1.5.1.5

4B4V, 3D-view

1.5.1.5

6ecq, 3D-view

1.5.1.5

1DIB, 3D-view

1.5.1.5

4B4V, 3D-view

1.5.1.5

6ecq, 3D-view

1.5.1.5

1DIB, 3D-view

1.5.1.5

4B4V, 3D-view

1.5.1.5

6ecq, 3D-view

1.5.1.5

1DIB, 3D-view

1.5.1.5

4B4V, 3D-view

1.5.1.5

6ecq, 3D-view

1.5.1.5

1DIB, 3D-view

1.5.1.5

4B4V, 3D-view

1.5.1.5

6ecq, 3D-view

3.5.4.9

1DIB, 3D-view

3.5.4.9

4B4V, 3D-view

3.5.4.9

5TC4, 3D-view

3.5.4.9

6ecq, 3D-view

3.5.4.9

1DIB, 3D-view

3.5.4.9

4B4V, 3D-view

3.5.4.9

5TC4, 3D-view

3.5.4.9

6ecq, 3D-view

3.5.4.9

1DIB, 3D-view

3.5.4.9

4B4V, 3D-view

3.5.4.9

5TC4, 3D-view

3.5.4.9

6ecq, 3D-view

3.5.4.9

1DIB, 3D-view

3.5.4.9

4B4V, 3D-view

3.5.4.9

5TC4, 3D-view

3.5.4.9

6ecq, 3D-view

3.5.4.9

1DIB, 3D-view

3.5.4.9

4B4V, 3D-view

3.5.4.9

5TC4, 3D-view

3.5.4.9

6ecq, 3D-view

1.5.1.5

15 entries

3.5.4.9

20 entries

6.3.4.3

6ecq, 3D-view

Enzyme Kinetic Parameters

K_i Value (2 results)

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Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.5.1.5

0.000105

-

-

700281

1.5.1.5

0.000105

-

pH 7.3, 27°C, Leishmania wild-type growth is inhibited with an EC50 of 1.1 microM, DHCH1 or formate-tetrahydrofolate ligase overexpressing (FTL) Leishmania transfectants show 4-5fold or 3fold resistance, respectively

700281

1.5.1.5

2 entries

IC₅₀ Value (10 results)

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Show IC50 Value (10 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.5.1.5

0.0011

-

wild type enzyme

700281

1.5.1.5

0.0011

-

50% growth inhibition of wild-type cell line

700281

1.5.1.5

0.0033

-

50% growth inhibition of null mutant with plasmid expressing formate-tetrahydrofolate ligase

700281

1.5.1.5

0.0037

-

50% growth inhibition of wild-type with plasmid expressing formate-tetrahydrofolate ligase

700281

1.5.1.5

0.0045

-

dhch1-/pXNG4-DHCH1 mutant, FV1 line

700281

1.5.1.5

0.0045

-

50% growth inhibition of null mutant with plasmid expressing the enzyme

700281

1.5.1.5

0.0051

-

WT/pXNG4-DHCH mutant, FV1 line

700281

1.5.1.5

0.0051

-

50% growth inhibition of wild-type with plasmid expressing the enzyme (overexpressing it as a result)

700281

6.3.4.3

0.0033

-

dhch1-/pXNG4-FTL mutant, FV1 line

700281

6.3.4.3

0.0037

-

WT/pXNG4-FTL mutant, FV1 line

700281

1.5.1.5

8 entries

6.3.4.3

2 entries

References & Links

Literature References (4)

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Show Reference (4 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

700281

19183277

Methylene tetrahydrofolate dehydrogenase/cyclohydrolase and the synthesis of 10-CHO-THF are essential in Leishmania major

2009

Murta, S.M.; Vickers, T.J.; Scott, D.A.; Beverley, S.M.

Mol. Microbiol.

71

1386-1401

712978

19450731

The enzymes of the 10-formyl-tetrahydrofolate synthetic pathway are found exclusively in the cytosol of the trypanosomatid parasite Leishmania major

2009

Vickers, T.; Murta, S.; Mandell, M.; Beverley, S.

Mol. Biochem. Parasitol.

166

142-152

756337

27899380

Crystal structure of the emerging cancer target MTHFD2 in complex with a substrate-based inhibitor

2017

Gustafsson, R.; Jemth, A.S.; Gustafsson, N.M.; Faernegardh, K.; Loseva, O.; Wiita, E.; Bonagas, N.; Dahllund, L.; Llona-Minguez, S.; Haeggblad, M.; Henriksson, M.; Andersson, Y.; Homan, E.; Helleday, T.; Stenmark, P.

Cancer Res.

77

937-948

756337

27899380

Crystal structure of the emerging cancer target MTHFD2 in complex with a substrate-based inhibitor

2017

Gustafsson, R.; Jemth, A.S.; Gustafsson, N.M.; Faernegardh, K.; Loseva, O.; Wiita, E.; Bonagas, N.; Dahllund, L.; Llona-Minguez, S.; Haeggblad, M.; Henriksson, M.; Andersson, Y.; Homan, E.; Helleday, T.; Stenmark, P.

Cancer Res.

77

937-948

756337

2 entries

Links to other databases for (2S)-2-[[4-[(6aR)-3-amino-1,9-dioxo-5,6,6a,7-tetrahydro-4H-imidazo[3,4-f]pteridin-8-yl]benzoyl]amino]pentanedioic acid

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Show Links (1 entry)