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Ligand O-cyclohexyl methylphosphonofluoridate

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.8.1

cyclohexylmethylphosphonofluoridate + H2O = ?

750093

-

Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Substrate (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.1.8.1

cyclohexylmethylphosphonofluoridate + H2O = ?

750128, 750093, 750287

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3.1.8.1

cyclohexylmethylphosphonofluoridate + H2O = cyclohexyl methylphosphonate + fluoride

749763

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3.1.8.2

cyclohexyl methylphosphonofluoridate + H2O = cyclohexyl methylphosphonate + fluoride

751626

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3.1.8.2

cyclohexyl methylphosphonofluoridoate + H2O = cyclohexyl methylphosphonate + fluoride + H+

694919

-

3.1.8.2

cyclohexylmethylphosphonofluoridate + H2O = cyclohexyl methylphosphonate + fluoride

750923

-

3.1.8.2

cyclohexylsarin + H2O = ?

646561

-

3.1.8.2

O-cyclohexyl methylphosphonofluoridate + H2O = O-cyclohexyl methylphosphate + fluoride

713896

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3.1.8.2

O-cyclohexyl methylphosphonofluoridate + H2O = O-cyclohexyl methylphosphonate + fluoride

664792

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3.1.8.2

O-cyclohexylmethylphosphonofluoridate + H2O = ?

646548, 646560, 646563

-

3.1.8.1

2 entries

3.1.8.2

7 entries

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (1 result)

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Show Turnover Number (1 entry)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

3.1.8.2

652

-

pH not specified in the publication, temperature not specified in the publication

713896

K_M Value (1 result)

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Show KM Value (1 entry)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.1.8.2

0.68

-

pH not specified in the publication, temperature not specified in the publication

713896

References & Links

Literature References (13)

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Show Reference (13 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

646548

16349054

Purification and properties of a highly active organophosphorus acid anhydrolase from Alteromonas undina

1993

Cheng, T.C.; Harvey, S.P.; Stroup, A.N.

Appl. Environ. Microbiol.

59

3138-3140

646560

11300693

Stereochemical specificity of organophosphorus acid anhydrolase toward p-nitrophenyl analogs of soman and sarin

2001

Hill, C.M.; Li, W.S.; Cheng, T.C.; DeFrank, J.J.; Raushel, F.M.

Bioorg. Chem.

29

27-35

646561

11162408

High-yield expression, purification, and characterization of the recombinant diisopropylfluorophosphatase from Loligo vulgaris

2001

Hartleib, J.; Ruterjans, H.

Protein Expr. Purif.

21

210-219

646563

10866401

Substrate and stereochemical specificity of the organophosphorus acid anhydrolase from Alteromonas sp. JD6.5 toward p-nitrophenyl phosphotriesters

2000

Hill, C.M.; Wu, F.; Cheng, T.C.; DeFrank, J.J.; Raushel, F.M.

Bioorg. Med. Chem. Lett.

10

1285-1288

664792

-

Stereospecificity in the enzymatic hydrolysis of cyclosarin (GF)

2005

Harvey, S.P.; Kolakowski, J.E.; Cheng, T.C.; Rastogi, V.K.; Reiff, L.P.; DeFrank, J.J.; Raushel, F.M.; Hill, C.

Enzyme Microb. Technol.

37

547-555

694919

19136630

Rapid determination of hydrogen positions and protonation states of diisopropyl fluorophosphatase by joint neutron and X-ray diffraction refinement

2009

Blum, M.M.; Mustyakimov, M.; Rueterjans, H.; Kehe, K.; Schoenborn, B.P.; Langan, P.; Chen, J.C.

Proc. Natl. Acad. Sci. USA

106

713-718

713896

20890601

Hydrolysis of organophosphorus compounds by microbial enzymes

2011

Theriot, C.M.; Grunden, A.M.

Appl. Microbiol. Biotechnol.

89

35-43

749763

26612364

Catalytic efficiencies of directly evolved phosphotriesterase variants with structurally different organophosphorus compounds in vitro

2016

Goldsmith, M.; Eckstein, S.; Ashani, Y.; Greisen, P.; Leader, H.; Sussman, J.L.; Aggarwal, N.; Ovchinnikov, S.; Tawfik, D.S.; Baker, D.; Thiermann, H.; Worek, F.

Arch. Toxicol.

90

2711-2724

750093

26784883

Expression of recombinant organophosphorus hydrolase in the original producer of the enzyme, Sphingobium fuliginis ATCC 27551

2016

Nakayama, K.; Ohmori, T.; Ishikawa, S.; Iwata, N.; Seto, Y.; Kawahara, K.

Biosci. Biotechnol. Biochem.

80

1024-1026

750128

26416557

An efficient thermostable organophosphate hydrolase and its application in pesticide decontamination

2016

Del Giudice, I.; Coppolecchia, R.; Merone, L.; Porzio, E.; Carusone, T.M.; Mandrich, L.; Worek, F.; Manco, G.

Biotechnol. Bioeng.

113

724-734

750287

27163850

Invitro evaluation of the catalytic activity of paraoxonases and phosphotriesterases predicts the enzyme circulatory levels required for invivo protection against organophosphate intoxications

2016

Ashani, Y.; Leader, H.; Aggarwal, N.; Silman, I.; Worek, F.; Sussman, J.L.; Goldsmith, M.

Chem. Biol. Interact.

259

252-256

750923

-

Diisopropyl-fluorophosphatase as a catalytic bioscavenger

2016

Allahyari, H.; Latifi, A.

J. Appl. Biotechnol. Rep.

3

477-482

751626

29986514

Theoretical studies on catalysis mechanisms of serum paraoxonase 1 and phosphotriesterase diisopropyl fluorophosphatase suggest the alteration of substrate preference from paraoxonase to DFP

2018

Zhang, H.; Yang, L.; Ma, Y.Y.; Zhu, C.; Lin, S.; Liao, R.Z.

Molecules

23

1660

Links to other databases for O-cyclohexyl methylphosphonofluoridate

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ChEBI

PubChem

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