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Ligand crotonyl-[acyl-carrier protein]

Basic Ligand Information

Molecular Structure

Related pathways

Show all BRENDA pathways known for crotonyl-[acyl-carrier protein]

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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

1.3.1.104

crotonyl-[acyl-carrier-protein] + NADPH + H+ = butyryl-[acyl-carrier-protein] + NADP+

762612

-

Substrate in Enzyme-catalyzed Reactions (9 results)

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Show Substrate (9 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.3.1.10

crotonyl-[acyl-carrier protein] + NADPH + H+ = ?

740716

-

1.3.1.10

crotonyl-[acyl-carrier protein] + NADPH + H+ = butyryl-[acyl-carrier protein] + NADP+

726431

-

1.3.1.10

crotonyl-[acyl-carrier protein] + NADPH = butyryl-[acyl-carrier protein] + NADP+

390505, 390498, 390499, 390500, 390508, 390497

-

1.3.1.10

3 entries

1.3.1.104

crotonyl-[acyl-carrier-protein] + NADPH + H+ = butyryl-[acyl-carrier-protein] + NADP+

742918, 740716, 762612

-

1.3.1.9

crotonyl-[acyl-carrier protein] + NAD+ = ? + NADH + H+

711222

-

1.3.1.9

crotonyl-[acyl-carrier protein] + NADH + H+ = butyryl-[acyl-carrier protein] + NAD+

723953, 285678

-

1.3.1.9

crotonyl-[acyl-carrier protein] + NADH = butyryl-[acyl-carrier protein] + NAD+

390500, 390501, 285668, 285677, 390877, 285669, 661991, 687702, 711222

-

1.3.1.9

crotonyl-[acyl-carrier-protein] + NADH + H+ = butyryl-[acyl-carrier-protein] + NAD+

725221

-

1.3.1.9

4 entries

4.2.1.55

Crotonyl-[acyl-carrier protein] + H2O = ?

5792

-

Product in Enzyme-catalyzed Reactions (2 results)

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Show Product (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.85

crotonyl-CoA + an [acyl-carrier protein] = CoA + crotonyl-[acyl-carrier protein]

-

-

2.7.8.7

crotonyl-CoA + apo-[acyl-carrier protein] = CoA + crotonyl-[acyl-carrier protein]

-

-

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

1.3.1.10

0.038

-

mutant enzyme Y147F, pH and temperature not specified in the publication

740716

1.3.1.10

0.038

-

mutant enzyme Y147H, pH and temperature not specified in the publication

740716

1.3.1.10

0.51

-

wild type enzyme, pH and temperature not specified in the publication

740716

1.3.1.10

3 entries

1.3.1.9

4

-

pH 6.8, 25°C

725221

K_M Value (12 results)

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Show KM Value (12 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.3.1.10

0.0478

-

pH 7.5, 25°C

726431

1.3.1.9

0.001

-

Km is 0.001mM or less

390877

1.3.1.9

0.0014

-

reductase I

285677

1.3.1.9

0.0014

0.0017

-

285678

1.3.1.9

0.0014

0.0017

reductase I

285669

1.3.1.9

0.0097

-

-

285668

1.3.1.9

0.02

-

-

390500

1.3.1.9

0.025

-

pH 7.9, 25°C

711222

1.3.1.9

0.027

-

pH 6.8, 25°C

725221

1.3.1.9

0.195

-

native enzyme, in 0.1 M sodium phosphate buffer (pH 7)

687702

1.3.1.9

0.691

-

pH 7.0, temperature not specified in the publication

723953

1.3.1.9

10 entries

4.2.1.55

0.08

-

-

5792

References & Links

Literature References (24)

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Show Reference (24 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

5792

5808333

Metabolism of poly-beta-hydroxybutyrate. II. Enzymatic synthesis of D(-)-beta-hydroxybutyryl coenzyme A by an enoyl hydrase from Rhodospirillum rubrum

1969

Moskowitz, G.J.; Merrick, J.M.

Biochemistry

8

2748-2755

285668

6756317

Purification and characterizations of beta-ketoacyl-[acyl-carrier-protein] reductase, beta-hydroxyacyl-[acylcarrier-protein] dehydrase, and enoyl-[acyl-carrier-protein] reductase from Spinacia oleracea leaves

1982

Shimakata, T.; Stumpf, P.K.

Arch. Biochem. Biophys.

218

77-91

285669

7125663

The procaryotic nature of the fatty acid synthetase of developing Carthamus tinctorius L. (Safflower) seeds

1982

Shimakata, T.; Stumpf, P.K.

Arch. Biochem. Biophys.

217

144-154

285677

16662382

Fatty acid synthetase of Spinacia oleracea leaves

1982

Shimakata, T.; Stumpf, P.K.

Plant Physiol.

69

1257-1262

285678

7075600

The characteristics of some components of the fatty acid synthetase system in the plastids from the mesocarp of avocado (Persea americana) fruit

1982

Caughey, I.; Kekwick, R.G.O.

Eur. J. Biochem.

123

553-561

390497

-

Stereochemical course of hydrogen transfer catalysed be the enoyl reductase enzyme of the yeast fatty acid synthethase

1980

Sedgwick, B.; Morris, C.

J. Chem. Soc. Chem. Commun.

1980

96-97

390498

338601

Origin of hydrogen atoms in the fatty acids synthesized with yeast fatty acid synthetase

1977

Seyama, Y.; Kasama, T.; Yamakawa, T.; Kawaguchi, A.; Saito, K.; Okuda, S.

J. Biochem.

82

1325-1329

390499

-

Enoyl acyl carrier protein reductase from Escherichia coli

1969

Weeks, G.; Wakil, S.J.

Methods Enzymol.

14

66-73

390500

4384650

Studies on the mechanism of fatty acid synthesis. 18. Preparation and general properties of the enoyl acyl carrier protein reductases from Escherichia coli

1968

Weeks, G.; Wakil, S.J.

J. Biol. Chem.

243

1180-1189

390501

6990992

Incorporation of hydrogen atoms from deuterated water and stereospecifically deuterium-labeled nicotin amide nucleotides into fatty acids with the Escherichia coli fatty acid synthetase system

1980

Saito, K.; Kawaguchi, A.; Okuda, S.; Seyama, Y.; Yamakawa, T.

Biochim. Biophys. Acta

618

202-213

390505

11007778

The enoyl-[acyl-carrier-protein] reductases FabI and FabL from Bacillus subtilis

2000

Heath, R.J.; Su, N.; Murphy, C.K.; Rock, C.O.

J. Biol. Chem.

275

40128-40133

390508

10910344

A triclosan-resistant bacterial enzyme

2000

Heath, R.J.; Rock, C.O.

Nature

406

145-146

390877

-

Induction, purification and characterization of NADH-specific enoyl acyl carrier protein reductase from developing seeds of oil seed rape (Brassica napus)

1986

Slabas, A.R.; Sidebottom, C.M.; Hellyer, A.; Kessell, R.M.J.; Tombs, M.P.

Biochim. Biophys. Acta

877

271-280

661991

10464225

Characterization of Pseudomonas aeruginosa enoyl-acyl carrier protein reductase (FabI): a target for the antimicrobial triclosan and its role in acylated homoserine lactone synthesis

1999

Hoang, T.T.; Schweizer, H.P.

J. Bacteriol.

181

5489-5497

687702

18032386

Vibrio cholerae FabV defines a new class of enoyl-acyl carrier protein reductase

2008

Massengo-Tiasse, R.P.; Cronan, J.E.

J. Biol. Chem.

283

1308-1316

711222

20055482

Mechanism and inhibition of the FabV enoyl-ACP reductase from Burkholderia mallei

2010

Lu, H.; Tonge, P.J.

Biochemistry

49

1281-1289

723953

19933806

Triclosan resistance of Pseudomonas aeruginosa PAO1 is due to FabV, a triclosan-resistant enoyl-acyl carrier protein reductase

2010

Zhu, L.; Lin, J.; Ma, J.; Cronan, J.; Wang, H.

Antimicrob. Agents Chemother.

54

689-698

725221

21393229

Mechanism and inhibition of the FabI enoyl-ACP reductase from Burkholderia pseudomallei

2011

Liu, N.; Cummings, J.E.; England, K.; Slayden, R.A.; Tonge, P.J.

J. Antimicrob. Chemother.

66

564-573

726431

22820244

Expression, purification and characterization of enoyl-ACP reductase II, FabK, from Porphyromonas gingivalis

2012

Hevener, K.E.; Mehboob, S.; Boci, T.; Truong, K.; Santarsiero, B.D.; Johnson, M.E.

Protein Expr. Purif.

85

100-108

740716

24189061

Resistance to AFN-1252 arises from missense mutations in Staphylococcus aureus enoyl-acyl carrier protein reductase (FabI)

2013

Yao, J.; Maxwell, J.B.; Rock, C.O.

J. Biol. Chem.

288

36261-36271

742918

26538431

An efficient and economical assay to screen for triclosan binding to FabI

2016

Demissie, R.D.; Kabre, P.; Tuntland, M.L.; Fung, L.W.

J. Biomol. Screen.

21

391-398

742918

26538431

An efficient and economical assay to screen for triclosan binding to FabI

2016

Demissie, R.D.; Kabre, P.; Tuntland, M.L.; Fung, L.W.

J. Biomol. Screen.

21

391-398

762612

29891603

Biochemical and structural basis of triclosan resistance in a novel enoyl-acyl carrier protein reductase

2018

Khan, R.; Zeb, A.; Roy, N.; Magar, R.; Kim, H.; Lee, K.; Lee, S.

Antimicrob. Agents Chemother.

62

e00648

762612

29891603

Biochemical and structural basis of triclosan resistance in a novel enoyl-acyl carrier protein reductase

2018

Khan, R.; Zeb, A.; Roy, N.; Thapa Magar, R.; Kim, H.J.; Lee, K.W.; Lee, S.W.

Antimicrob. Agents Chemother.

62

e00648-18

742918

2 entries

762612

2 entries

Links to other databases for crotonyl-[acyl-carrier protein]

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