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Ligand cyclic di-3',5'-adenylate

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.4.59

cyclic di-3',5'-adenylate + H2O = 5'-O-phosphonoadenylyl-(3'->5')-adenosine

750844

-

3.1.4.60

cyclic di-3',5'-adenylate + H2O = 5'-O-phosphonoadenylyl-(3'->5')-adenosine

750844

-

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

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Show Natural Product (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.7.85

2 ATP = 2 diphosphate + cyclic di-3',5'-adenylate

-

4YXM, 3D-view

2.7.7.85

2 ATP = 2 diphosphate + cyclic di-3',5'-adenylate

-

6HVL, 3D-view

2.7.7.85

2 entries

Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Substrate (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.4.59

cyclic di-3',5'-adenylate + H2O = 5'-O-phosphonoadenylyl-(3'->5')-adenosine

750844, 751077, 751993, 752002, 749856, 750954, 723084, 750731, 751027, 771528

-

3.1.4.60

cyclic di-3',5'-adenylate + H2O = 5'-O-phosphonoadenylyl-(3'->5')-adenosine

750844, 750954

-

3.1.4.60

cyclic-di-3',5'-adenylate + H2O = 2 AMP

774196

-

3.1.4.60

2 entries

Product in Enzyme-catalyzed Reactions (5 results)

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Show Product (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.7.7.85

2 ADP = ? + cyclic di-3',5'-adenylate

-

4YXM, 3D-view

2.7.7.85

2 ADP = ? + cyclic di-3',5'-adenylate

-

6HVL, 3D-view

2.7.7.85

2 ATP = 2 diphosphate + cyclic di-3',5'-adenylate

-

4YXM, 3D-view

2.7.7.85

2 ATP = 2 diphosphate + cyclic di-3',5'-adenylate

-

6HVL, 3D-view

2.7.7.85

4 entries

2.7.7.B24

ATP + ATP = 2 diphosphate + cyclic Ap(3'-5')Ap

-

-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

6.4.1.1

compound is bound at the dimer interface of the carboxyltransferase. domain. The aspartate pool in Lactococcus lactis is negatively regulated by cyclic di-3',5'-adenosine monophosphate, and high aspartate levels can be restored by expression of a cyclic di-3',5'-adenosine monophosphate enzyme. Mutations of residues in the binding site can abolish cyclic di-3',5'-adenosine monophosphate inhibition

746323

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3D Structure of Enzyme-Ligand-Complex (PDB) (9 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (9 entries)

EC NUMBER

ENZYME 3D STRUCTURE

2.7.7.85

4YXM, 3D-view

2.7.7.85

6HVL, 3D-view

2.7.7.85

4YXM, 3D-view

2.7.7.85

6HVL, 3D-view

2.7.7.85

4YXM, 3D-view

2.7.7.85

6HVL, 3D-view

2.7.7.85

4YXM, 3D-view

2.7.7.85

6HVL, 3D-view

2.7.7.85

8 entries

3.6.3.32

5KS7, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (4 results)

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Show Turnover Number (4 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

3.1.4.59

0.52

-

pH 7.8, 37°C

750844

3.1.4.59

0.55

-

pH 8.3, temperature not specified in the publication

751027

3.1.4.59

1.65

-

pH 7.5, 37°C

771528

3.1.4.59

3 entries

3.1.4.60

0.078

-

pH 8.5, 37°C

774196

K_M Value (6 results)

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Show KM Value (6 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.1.4.59

0.0013

-

pH 8.3, temperature not specified in the publication

751027

3.1.4.59

0.00266

-

pH 7.5, 37°C

771528

3.1.4.59

0.0068

-

pH 7.8, 37°C

750844

3.1.4.59

0.0997

-

pH 8.0, 37°C

749856

3.1.4.59

0.145

-

pH 8.0, 37°C, presence of 0.02 mM 5'-O-phosphonoadenylyl-(3'->5')-adenosine

749856

3.1.4.59

5 entries

3.1.4.60

0.1485

-

pH 8.5, 37°C

774196

References & Links

Literature References (20)

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Show Reference (20 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

723084

23716572

Cyclic di-AMP is critical for Listeria monocytogenes growth, cell wall homeostasis, and establishment of infection

2013

Witte, C.E.; Whiteley, A.T.; Burke, T.P.; Sauer, J.D.; Portnoy, D.A.; Woodward, J.J.

mBio

4

e00282-13

746323

28808024

Structural and functional studies of pyruvate carboxylase regulation by cyclic di-AMP in lactic acid bacteria

2017

Choi, P.H.; Vu, T.M.N.; Pham, H.T.; Woodward, J.J.; Turner, M.S.; Tong, L.

Proc. Natl. Acad. Sci. USA

114

E7226-E7235

746323

28808024

Structural and functional studies of pyruvate carboxylase regulation by cyclic di-AMP in lactic acid bacteria

2017

Choi, P.H.; Vu, T.M.N.; Pham, H.T.; Woodward, J.J.; Turner, M.S.; Tong, L.

Proc. Natl. Acad. Sci. USA

114

E7226-E7235

746323

2 entries

749856

29203646

Structural and biochemical characterization of the catalytic domains of GdpP reveals a unified hydrolysis mechanism for the DHH/DHHA1 phosphodiesterase

2018

Wang, F.; He, Q.; Su, K.; Wei, T.; Xu, S.; Gu, L.

Biochem. J.

475

191-205

750731

24566626

DhhP, a cyclic di-AMP phosphodiesterase of Borrelia burgdorferi, is essential for cell growth and virulence

2014

Ye, M.; Zhang, J.J.; Fang, X.; Lawlis, G.B.; Troxell, B.; Zhou, Y.; Gomelsky, M.; Lou, Y.; Yang, X.F.

Infect. Immun.

82

1840-1849

750731

24566626

DhhP, a cyclic di-AMP phosphodiesterase of Borrelia burgdorferi, is essential for cell growth and virulence

2014

Ye, M.; Zhang, J.J.; Fang, X.; Lawlis, G.B.; Troxell, B.; Zhou, Y.; Gomelsky, M.; Lou, Y.; Yang, X.F.

Infect. Immun.

82

1840-1849

750844

26078723

Functional analysis of a c-di-AMP-specific phosphodiesterase MsPDE from Mycobacterium smegmatis

2015

Tang, Q.; Luo, Y.; Zheng, C.; Yin, K.; Ali, M.; Li, X.; He, J.

Int. J. Biol. Sci.

11

813-824

750844

26078723

Functional analysis of a c-di-AMP-specific phosphodiesterase MsPDE from Mycobacterium smegmatis

2015

Tang, Q.; Luo, Y.; Zheng, C.; Yin, K.; Ali, M.; Li, X.; He, J.

Int. J. Biol. Sci.

11

813-824

750954

24013631

Two DHH subfamily 1 proteins in Streptococcus pneumoniae possess cyclic di-AMP phosphodiesterase activity and affect bacterial growth and virulence

2013

Bai, Y.; Yang, J.; Eisele, L.E.; Underwood, A.J.; Koestler, B.J.; Waters, C.M.; Metzger, D.W.; Bai, G.

J. Bacteriol.

195

5123-5132

750954

24013631

Two DHH subfamily 1 proteins in Streptococcus pneumoniae possess cyclic di-AMP phosphodiesterase activity and affect bacterial growth and virulence

2013

Bai, Y.; Yang, J.; Eisele, L.E.; Underwood, A.J.; Koestler, B.J.; Waters, C.M.; Metzger, D.W.; Bai, G.

J. Bacteriol.

195

5123-5132

751027

19901023

YybT is a signaling protein that contains a cyclic dinucleotide phosphodiesterase domain and a GGDEF domain with ATPase activity

2010

Rao, F.; See, R.; Zhang, D.; Toh, D.; Ji, Q.; Liang, Z.

J. Biol. Chem.

285

473-482

751027

19901023

YybT is a signaling protein that contains a cyclic dinucleotide phosphodiesterase domain and a GGDEF domain with ATPase activity

2010

Rao, F.; See, R.; Zhang, D.; Toh, D.; Ji, Q.; Liang, Z.

J. Biol. Chem.

285

473-482

751077

27834680

New insights into the cyclic di-adenosine monophosphate (c-di-AMP) degradation pathway and the requirement of the cyclic dinucleotide for acid stress resistance in Staphylococcus aureus

2016

Bowman, L.; Zeden, M.S.; Schuster, C.F.; Kaever, V.; Gruendling, A.

J. Biol. Chem.

291

26970-26986

751077

27834680

New insights into the cyclic di-adenosine monophosphate (c-di-AMP) degradation pathway and the requirement of the cyclic dinucleotide for acid stress resistance in Staphylococcus aureus

2016

Bowman, L.; Zeden, M.S.; Schuster, C.F.; Kaever, V.; Gruendling, A.

J. Biol. Chem.

291

26970-26986

751993

24465894

Two-step synthesis and hydrolysis of cyclic di-AMP in Mycobacterium tuberculosis

2014

Manikandan, K.; Sabareesh, V.; Singh, N.; Saigal, K.; Mechold, U.; Sinha, K.

PLoS ONE

9

e86096

751993

24465894

Two-step synthesis and hydrolysis of cyclic di-AMP in Mycobacterium tuberculosis

2014

Manikandan, K.; Sabareesh, V.; Singh, N.; Saigal, K.; Mechold, U.; Sinha, K.

PLoS ONE

9

e86096

752002

21909268

C-di-amp is a new second messenger in staphylococcus aureus with a role in controlling cell size and envelope stress

2011

Corrigan, R.; Abbott, J.; Burhenne, H.; Kaever, V.; Gruendling, A.

PLoS Pathog.

7

e1002217

752002

21909268

C-di-amp is a new second messenger in staphylococcus aureus with a role in controlling cell size and envelope stress

2011

Corrigan, R.; Abbott, J.; Burhenne, H.; Kaever, V.; Gruendling, A.

PLoS Pathog.

7

e1002217

750731

2 entries

750844

2 entries

750954

2 entries

751027

2 entries

751077

2 entries

751993

2 entries

752002

2 entries

771528

35391727

Enzyme characterization of pro-virulent SntA, a cell wall-anchored protein of Streptococcus suis, with phosphodiesterase activity on cyclic-di-AMP at a level suited to limit the innate immune system

2022

Cabezas, A.; Costas, M.J.; Canales, J.; Pinto, R.M.; Rodrigues, J.R.; Ribeiro, J.M.; Cameselle, J.C.

Front. Microbiol.

13

843068

774196

32825526

Cyclic di-adenosine monophosphate regulates metabolism and growth in the oral commensal Streptococcus mitis

2020

Rorvik, G.H.; Liskiewicz, K.A.; Kryuchkov, F.; Naemi, A.O.; Aasheim, H.C.; Petersen, F.C.; Kuentziger, T.M.; Simm, R.

Microorganisms

8

1269

Links to other databases for cyclic di-3',5'-adenylate

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