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Ligand D-norleucine

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

1.4.3.3

D-norleucine + H2O + O2 = 2-oxohexanoate + NH3 + H2O2

391828, 391849, 391840, 391833

-

Substrate in Enzyme-catalyzed Reactions (8 results)

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Show Substrate (8 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.4.3.3

D-norleucine + H2O + O2 = 2-oxohexanoate + NH3 + H2O2

391828, 391849, 391840, 391833

-

1.4.99.6

D-norleucine + H2O + 2,6-dichlorophenolindophenol = 2-oxohexanoate + NH3 + reduced 2,6-dichlorophenolindophenol

394974

-

1.4.99.6

D-norleucine + H2O + methylene blue = 2-oxohexanoate + NH3 + reduced methylene blue

394974

-

1.4.99.6

2 entries

2.3.1.36

acetyl-CoA + D-norleucine = CoA + N-acetyl-D-norleucine

657695

-

2.6.1.21

D-norleucine + 2-oxoglutarate = 2-oxopentanoate + D-glutamate

636746, 636742

-

2.6.1.21

D-norleucine + pyruvate = 2-oxopentanoate + D-alanine

636746

-

2.6.1.21

2 entries

5.1.1.21

D-norleucine = L-norleucine

729935

-

6.3.2.4

ATP + D-Ala + D-norleucine = ADP + phosphate + D-Ala-D-norleucine

1228, 1233

-

Product in Enzyme-catalyzed Reactions (6 results)

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Show Product (6 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.6.1.B21

2-oxo-hexanoate + isopropylamine = D-norleucine + acetone

0

-

3.4.16.4

glycyl-L-alpha-amino-epsilon-pimelyl-D-alanyl-D-norleucine + H2O = glycyl-L-alpha-amino-epsilon-pimelyl-D-alanine + D-norleucine

0

-

3.5.1.77

N-carbamoyl-D-norleucine + H2O = D-norleucine + NH3 + CO2

0

-

3.5.1.81

N-Acetyl-D-norleucine + H2O = acetate + D-norleucine

0

-

5.1.1.10

L-Norleucine = D-Norleucine

2040, 0

-

5.1.1.21

L-Norleucine = D-Norleucine

0

-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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Show Inhibitors (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.4.1.20

10 mM, 34% inhibition

349634

-

1.4.1.20

10 mM, 52% inhibition

349634

-

1.4.1.20

2 entries

1.4.1.9

-

349665

-

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

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

EC NUMBER

ENZYME 3D STRUCTURE

3.4.21.91

7pfq, 3D-view

3.6.1.15

7pfq, 3D-view

3.6.4.13

7pfq, 3D-view

Enzyme Kinetic Parameters

K_M Value (3 results)

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Show KM Value (3 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.4.3.3

0.39

-

-

391833

1.4.3.3

0.4

-

-

391828

1.4.3.3

2 entries

6.3.2.4

15

-

reaction with D-Ala + ATP

1228

K_i Value (1 result)

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Show KI Value (1 entry)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.4.1.9

52.6

-

inhibition of deamination of D-Leu

349665

References & Links

Literature References (14)

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Show Reference (14 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

1228

7893688

Active site mapping of Escherichia coli D-Ala-D-Ala ligase by structure-based mutagenesis

1995

Shi, Y.; Walsh, C.T.

Biochemistry

34

2768-2776

1233

1998664

Identification of vancomycin resistance protein VanA as a D-alanine:D-alanine ligase of altered substrate specificity

1991

Bugg, T.D.H.; Dutka-Malen, S.; Athur, M.; Courvalin, P.; Walsh, C.T.

Biochemistry

30

2017-2021

2040

5788493

Crystalline amino acid racemase with low substrate specificity

1969

Soda, K.; Osumi, T.

Biochem. Biophys. Res. Commun.

35

363-368

349634

3112142

Novel phenylalanine dehydrogenases from Sporosarcina ureae and Bacillus sphaericus. Purification and characterization

1987

Asano, Y.; Nakazawa, A.; Endo, K.

J. Biol. Chem.

262

10346-10354

349665

670223

Properties of crystalline leucine dehydrogenase from Bacillus sphaericus

1978

Ohshima, T.; Misono, H.; Soda, K.

J. Biol. Chem.

253

5719-5725

391828

-

D-Amino acid oxidase II. specificity, competitive inhibition and reaction sequence

1965

Dixon, M.; Kleppe, K.

Biochim. Biophys. Acta

96

368-382

391833

1348188

Specificity and kinetics of Rhodotorula gracilis D-amino acid oxidase

1992

Pollegioni, L.; Falbo, A.; Pilone, M.S.

Biochim. Biophys. Acta

1120

11-16

391840

13919

Isolation and characterization of a mitochondrial D-amino acid oxidase from Neurospora crassa

1977

Rosenfeld, M.G.; Leiter, E.H.

Can. J. Biochem.

55

66-74

391849

-

D-Aminosäure-Oxydase

1974

Bergmeyer, H.U.

Methods Enzym. Anal. , 3rd Ed. (Bergmeyer, H. U. , ed. )

1

460-461

394974

-

D-Amino acid dehydrogenase (Pseudomonas fluorescens)

1971

Tsukada, K.

Methods Enzymol.

17B

623-624

636742

1158891

D-amino acid aminotransferase of Bacillus sphaericus. Enzymologic and spectrometric properties

1975

Yonaha, K.; Misono, H.; Yamamoto, T.; Soda, K.

J. Biol. Chem.

250

6983-6989

636746

9792912

Construction and properties of a fragmentary D-amino acid aminotransferase

1998

Fuchikami, Y.; Yoshimura, T.; Gutierrez, A.; Soda, K.; Esaki, N.

J. Biochem.

124

905-910

657695

15375647

D-amino acid N-acetyltransferase of Saccharomyces cerevisiae: a close homologue of histone acetyltransferase Hpa2p acting exclusively on free D-amino acids

2004

Yow, G.Y.; Uo, T.; Yoshimura, T.; Esaki, N.

Arch. Microbiol.

182

396-403

729935

24039265

Identification, purification, and characterization of a novel amino acid racemase, isoleucine 2-epimerase, from Lactobacillus species

2013

Mutaguchi, Y.; Ohmori, T.; Wakamatsu, T.; Doi, K.; Ohshima, T.

J. Bacteriol.

195

5207-5215

Links to other databases for D-norleucine

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Show Links (1 entry)

ChEBI

PubChem