Aliphatic and enantioselective amidases: from hydrolysis to acyl transfer activity

Fournand, D.; Arnaud, A.; J. Appl. Microbiol. 91, 381-393 (2001)

Data extracted from this reference:

EC Number

KM Value [mM]

KM Value Maximum [mM]

Substrate

Commentary

Organism

Structure

3.5.1.4

0.1

-

Benzamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.1

-

butyramide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.1

-

Isobutyramide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.3

-

hexanamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.3

-

nicotinamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

1

-

Propionamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

1.3

-

L-Leucinamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

2

-

L-prolinamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

3

-

Acrylamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

5.4

-

L-Methioninamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

12

-

L-alaninamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

16

-

L-threoninamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

70

-

acetamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

EC Number

Substrates

Commentary Substrates

Literature (Substrates)

Organism

Products

Commentary (Products)

Literature (Products)

Organism (Products)

Reversibility

Substrate Product ID

3.5.1.4

acetamide + H2O

-

655819

Cyberlindnera jadinii

acetate + NH3

-

-

-

?

3.5.1.4

acetamide + H2O

-

655819

Rhodococcus sp.

acetate + NH3

-

-

-

?

3.5.1.4

acetamide + H2O

-

655819

Rhodococcus sp. R312

acetate + NH3

-

-

-

?

3.5.1.4

acetamide + hydroxylamine

Ping Pong Bi Bi type mechanism

655819

Rhodococcus sp.

acetylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

acetamide + hydroxylamine

Ping Pong Bi Bi type mechanism

655819

Rhodococcus sp. R312

acetylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

acrylamide + H2O

-

655819

Cyberlindnera jadinii

acrylate + NH3

-

-

-

?

3.5.1.4

acrylamide + hydroxylamine

-

655819

Rhodococcus sp.

acrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

acrylamide + hydroxylamine

-

655819

Rhodococcus sp. R312

acrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

arachidonoyl-ethanolamine + H2O

hydrolysis of anandamide

655819

Sus scrofa

arachidonic acid + ethanolamine

-

-

-

?

3.5.1.4

benzamide + hydroxylamine

-

655819

Rhodococcus sp.

benzoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

benzamide + hydroxylamine

-

655819

Rhodococcus sp. R312

benzoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

butyramide + H2O

-

655819

Cyberlindnera jadinii

butyrate + NH3

-

-

-

?

3.5.1.4

butyramide + hydroxylamine

-

655819

Rhodococcus sp.

butyrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

butyramide + hydroxylamine

-

655819

Rhodococcus sp. R312

butyrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

hexanamide + H2O

-

655819

Cyberlindnera jadinii

hexanoate + NH3

-

-

-

?

3.5.1.4

hexanamide + hydroxylamine

-

655819

Rhodococcus sp.

hexanoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

isobutyramide + hydroxylamine

-

655819

Rhodococcus sp.

isobutyrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-alaninamide + hydroxylamine

-

655819

Rhodococcus sp.

L-alaninoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-leucinamide + hydroxylamine

-

655819

Rhodococcus sp.

L-leucinoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-methioninamide + hydroxylamine

-

655819

Rhodococcus sp.

L-methioninoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-prolinamide + hydroxylamine

-

655819

Rhodococcus sp.

L-prolinoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-threoninamide + hydroxylamine

-

655819

Rhodococcus sp.

L-threoninoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

additional information

other fatty acid ethanolamides may act as substrate

655819

Sus scrofa

?

-

-

-

-

3.5.1.4

nicotinamide + H2O

absolute specificity

655819

Mycobacterium avium

nicotinic acid + NH3

-

-

-

?

3.5.1.4

nicotinamide + H2O

absolute specificity

655819

Torula cremoris

nicotinic acid + NH3

-

-

-

?

3.5.1.4

nicotinamide + hydroxylamine

-

655819

Rhodococcus sp.

nicotinoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

propionamide + H2O

-

655819

Cyberlindnera jadinii

propionate + NH3

-

-

-

?

3.5.1.4

propionamide + H2O

-

655819

Rhodococcus sp.

propionate + NH3

-

-

-

?

3.5.1.4

propionamide + hydroxylamine

-

655819

Rhodococcus sp.

propionylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

short-chain amides + hydrazine

-

655819

Rhodococcus sp.

acid hydrazides + NH3

-

-

-

?

EC Number

KM Value [mM]

KM Value Maximum [mM]

Substrate

Commentary

Organism

Structure

3.5.1.4

0.1

-

Benzamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.1

-

butyramide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.1

-

Isobutyramide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.3

-

hexanamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

0.3

-

nicotinamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

1

-

Propionamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

1.3

-

L-Leucinamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

2

-

L-prolinamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

3

-

Acrylamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

5.4

-

L-Methioninamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

12

-

L-alaninamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

16

-

L-threoninamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

3.5.1.4

70

-

acetamide

acyl transfer reaction on hydroxylamine, pH = 7

Rhodococcus sp.

EC Number

Substrates

Commentary Substrates

Literature (Substrates)

Organism

Products

Commentary (Products)

Literature (Products)

Organism (Products)

Reversibility

ID

3.5.1.4

acetamide + H2O

-

655819

Cyberlindnera jadinii

acetate + NH3

-

-

-

?

3.5.1.4

acetamide + H2O

-

655819

Rhodococcus sp.

acetate + NH3

-

-

-

?

3.5.1.4

acetamide + H2O

-

655819

Rhodococcus sp. R312

acetate + NH3

-

-

-

?

3.5.1.4

acetamide + hydroxylamine

Ping Pong Bi Bi type mechanism

655819

Rhodococcus sp.

acetylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

acetamide + hydroxylamine

Ping Pong Bi Bi type mechanism

655819

Rhodococcus sp. R312

acetylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

acrylamide + H2O

-

655819

Cyberlindnera jadinii

acrylate + NH3

-

-

-

?

3.5.1.4

acrylamide + hydroxylamine

-

655819

Rhodococcus sp.

acrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

acrylamide + hydroxylamine

-

655819

Rhodococcus sp. R312

acrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

arachidonoyl-ethanolamine + H2O

hydrolysis of anandamide

655819

Sus scrofa

arachidonic acid + ethanolamine

-

-

-

?

3.5.1.4

benzamide + hydroxylamine

-

655819

Rhodococcus sp.

benzoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

benzamide + hydroxylamine

-

655819

Rhodococcus sp. R312

benzoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

butyramide + H2O

-

655819

Cyberlindnera jadinii

butyrate + NH3

-

-

-

?

3.5.1.4

butyramide + hydroxylamine

-

655819

Rhodococcus sp.

butyrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

butyramide + hydroxylamine

-

655819

Rhodococcus sp. R312

butyrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

hexanamide + H2O

-

655819

Cyberlindnera jadinii

hexanoate + NH3

-

-

-

?

3.5.1.4

hexanamide + hydroxylamine

-

655819

Rhodococcus sp.

hexanoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

isobutyramide + hydroxylamine

-

655819

Rhodococcus sp.

isobutyrylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-alaninamide + hydroxylamine

-

655819

Rhodococcus sp.

L-alaninoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-leucinamide + hydroxylamine

-

655819

Rhodococcus sp.

L-leucinoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-methioninamide + hydroxylamine

-

655819

Rhodococcus sp.

L-methioninoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-prolinamide + hydroxylamine

-

655819

Rhodococcus sp.

L-prolinoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

L-threoninamide + hydroxylamine

-

655819

Rhodococcus sp.

L-threoninoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

additional information

other fatty acid ethanolamides may act as substrate

655819

Sus scrofa

?

-

-

-

-

3.5.1.4

nicotinamide + H2O

absolute specificity

655819

Mycobacterium avium

nicotinic acid + NH3

-

-

-

?

3.5.1.4

nicotinamide + H2O

absolute specificity

655819

Torula cremoris

nicotinic acid + NH3

-

-

-

?

3.5.1.4

nicotinamide + hydroxylamine

-

655819

Rhodococcus sp.

nicotinoylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

propionamide + H2O

-

655819

Cyberlindnera jadinii

propionate + NH3

-

-

-

?

3.5.1.4

propionamide + H2O

-

655819

Rhodococcus sp.

propionate + NH3

-

-

-

?

3.5.1.4

propionamide + hydroxylamine

-

655819

Rhodococcus sp.

propionylhydroxamic acid + NH3

-

-

-

?

3.5.1.4

short-chain amides + hydrazine

-

655819

Rhodococcus sp.

acid hydrazides + NH3

-

-

-

?