print visible entries

print all entries

Ligand phenylmethanethiol

Basic Ligand Information

Molecular Structure

close all tables

open all tables

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (6 results)

top print hide

Show Substrate (6 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.1.1.9

benzylmercaptan + S-adenosyl-L-methionine = benzylmethylsulfide + S-adenosyl-L-homocysteine

441585

-

2.5.1.47

O3-acetyl-L-serine + benzylmercaptan = S-benzyl-L-cysteine + acetate

652590

-

2.5.1.48

O-acetyl-L-homoserine + benzyl mercaptan = S-benzyl-L-homocysteine + acetate

637439

-

4.4.1.9

O-acetyl-L-serine + benzylmercaptan = S-benzyl-L-cysteine + acetate

652590

-

4.5.1.2

3-chloro-D-alanine + benzyl-mercaptane = S-benzyl-D-cysteine

34748

-

4.5.1.5

3-chloro-L-alanine + benzylmercaptan = S-benzyl-L-cysteine + Cl-

648766

-

Product in Enzyme-catalyzed Reactions (41 results)

top print hide

Show Product (41 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.4.21.26

benzyloxycarbonyl-Gly-Pro-SBzl + H2O = benzyloxycarbonyl-Gly-Pro + phenyl-methanethiol

652332

-

3.4.21.26

benzyloxycarbonyl-Gly-Pro-thiobenzyl ester + H2O = benzyloxycarbonyl-Gly-Pro + phenylmethanethiol

0

-

3.4.21.26

2 entries

3.4.21.35

succinyl-Val-Pro-Phe-thiobenzyl ester + H2O = succinyl-Val-Pro-Phe + phenylmethanethiol

0

-

3.4.21.4

benzyloxycarbonyl-Arg-thiobenzyl ester + H2O = benzyloxycarbonyl-Arg + phenylmethanethiol

0

-

3.4.21.4

benzyloxycarbonyl-Lys-thiobenzyl ester + H2O = benzyloxycarbonyl-Lys + phenylmethanethiol

0

-

3.4.21.4

2 entries

3.4.21.41

benzyloxycarbonyl-Lys-thiobenzyl ester + H2O = benzyloxycarbonyl-Lys + phenylmethanethiol

652680

-

3.4.21.46

benzyloxycarbonyl-Lys thiobenzyl ester + H2O = benzyloxycarbonyl-Lys + phenylmethanethiol

0

-

3.4.21.78

benzyloxycarbonyl-Gly-Arg thiobenzyl ester + H2O = benzyloxycarbonyl-Gly-Arg + phenylmethanethiol

0

-

3.4.21.78

benzyloxycarbonyl-Lys-thiobenzyl ester + H2O = benzyloxycarbonyl-Lys + phenylmethanethiol

0

-

3.4.21.78

Nalpha-benzyloxycarbonyl-Lys-SBzl + H2O = Nalpha-benzyloxycarbonyl-Lys + phenylmethanethiol

653302

-

3.4.21.78

3 entries

3.4.21.81

Suc-AAPF-SBzl + H2O = Suc-AAPF + phenylmethanethiol

650820

-

3.4.21.83

Nalpha-benzyloxycarbonyl-L-lysine thiobenzyl ester + H2O = Nalpha-benzyloxycarbonyl-L-lysine + phenylmethanethiol

0

-

3.4.21.9

N-alpha-benzyloxycarbonyl-L-lysine thiobenzyl ester + H2O = N-alpha-benzyloxycarbonyl-L-lysine + benzylmercaptane

0

-

3.4.21.9

N-alpha-benzyloxycarbonyl-L-lysine thiobenzyl ester + H2O = N-alpha-benzyloxycarbonyl-L-lysine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-alanyl-alanyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-alanyl-alanyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-alanyl-alanyl-prolyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-alanyl-alanyl-prolyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-alanyl-aspartyl-methionine-thiobenzylester + H2O = -benzyloxycarbonyl-alanyl-aspartyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-alanyl-lysyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-alanyl-lysyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-alanyl-prolyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-alanyl-prolyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-alanyl-seryl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-alanyl-seryl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-aspartyl-prolyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-aspartyl-prolyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-lysyl-prolyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-lysyl-prolyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-prolyl-prolyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-prolyl-prolyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-benzyloxycarbonyl-seryl-prolyl-methionine-thiobenzylester + H2O = N-benzyloxycarbonyl-seryl-prolyl-methionine + phenylmethanethiol

0

-

3.4.21.B2

N-tert-butoxycarbonyl-Ala-Ala-Met thiobenzyl ester + H2O = N-tert-butoxycarbonyl-Ala-Ala-Met + phenylmethanethiol

649532

-

3.4.21.B2

N-tert-butoxycarbonyl-Ala-Ala-Met-thiobenzyl ester + H2O = N-tert-butoxycarbonyl-Ala-Ala-Met + phenylmethanethiol

652671

-

3.4.21.B2

N2-Cbz-L-Asp(O-tBut)-L-Pro-L-Met thiobenzyl ester + H2O = N2-Cbz-L-Asp(O-tBut)-L-Pro-L-Met + phenylmethanethiol

0

-

3.4.21.B2

N2-CBZ-O3-tBut-L-Ser-L-Pro-L-Met-SBzl + H2O = N2-CBZ-O3-tBut-L-Ser-L-Pro-L-Met + phenylmethanethiol

0

-

3.4.21.B2

N2-[(benzyloxy)carbonyl]-N6-(tert-butoxycarbonyl)-L-lysyl-L-prolyl-L-methionyl thiobenzyl ester + H2O = N2-[(benzyloxy)carbonyl]-N6-(tert-butoxycarbonyl)-L-lysyl-L-prolyl-L-methionine + phenylmethanethiol

0

-

3.4.21.B4

benzyloxycarbonyl-L-Arg-thiobenzyl ester + H2O = benzyloxycarbonyl-L-Arg + thiobenzyl alcohol

0

-

3.4.21.B4

benzyloxycarbonyl-L-Lys-thiobenzyl ester + H2O = benzyloxycarbonyl-L-Lys + thiobenzyl alcohol

0

-

3.4.21.B4

benzyloxycarbonyl-Lys-thiobenzyl ester + H2O = benzyloxycarbonyl-Lys + thiobenzyl alcohol

0

-

3.4.21.B4

Z-Arg-thiobenzyl ester + H2O = Z-Arg + thiobenzyl alcohol

0

-

3.4.21.B4

Z-Lys-thiobenzyl ester + H2O = Z-Lys + thiobenzyl alcohol

0

-

3.4.21.9

2 entries

3.4.21.B2

15 entries

3.4.21.B4

5 entries

3.4.21.B43

D-Val-Leu-Lys-thiobenzyl ester + H2O = D-Val-Leu-Lys + thiobenzyl alcohol

0

-

3.4.21.B45

D-Val-Leu-Lys-thiobenzyl ester + H2O = D-Val-Leu-Lys + thiobenzyl alcohol

0

-

4.1.99.1

S-benzyl-L-Cys + H2O = phenylmethanethiol + pyruvate + NH4+

0

-

4.1.99.1

S-benzyl-L-cysteine + H2O = phenylmethanethiol + pyruvate + NH3

0

-

4.1.99.1

S-benzylcysteine + H2O = pyruvate + NH4+ + phenylmethanethiol

0

-

4.1.99.1

3 entries

4.4.1.11

S-benzyl-L-cysteine + H2O = thiobenzyl alcohol + NH3 + 2-oxopropanoate

0

-

4.4.1.15

S-benzyl-D-cysteine + H2O = benzyl hydrosulfide + pyruvate + NH3

0

-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

top print hide

Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.1

competitive

285653

-

1.13.11.52

-

711422

-

Enzyme Kinetic Parameters

IC₅₀ Value (1 result)

top print hide

Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.13.11.52

0.0017

-

in 50 mM potassium phosphate buffer (pH 6.5), 20 mM ascorbic acid (neutralized with NaOH and HCl), 0.01 mM methylene blue, at 37°C

711422

References & Links

Literature References (13)

top print hide

Show Reference (13 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

34748

6838588

Synthesis of D-cysteine-related amino acids by 3-chloro-D-alanine chloride-lyase of Pseudomonas putida CR 1-1

1983

Nagasawa, T.; Hosano, H.; Ohkishi, H.; Tani, Y.; Yamada, H.

Biochem. Biophys. Res. Commun.

111

809-816

285653

10425719

Metal binding properties of thiols: complexes with horse liver alcohol dehydrogenase

1999

Langeland, B.T.; Morris, D.L.; McKinley-McKee, J.S.

Comp. Biochem. Physiol. B

123

155-162

441585

485170

Thiol S-methyltransferase from rat liver

1979

Weisiger, R.A.; Jakoby, W.B.

Arch. Biochem. Biophys.

196

631-637

637439

3816790

Purification and characterization of cystathionine gamma-synthase type II from Bacillus sphaericus

1987

Kanzaki, H.; Kobayashi, M.; Nagasawa, T.; Yamada, H.

Eur. J. Biochem.

163

105-112

648766

-

S-Carboxymethylcysteine synthase from Escherichia coli

1989

Kumagai, H.; Suzuki, H.; Shigematsu, H.; Tochikura, T.

Agric. Biol. Chem.

53

2481-2487

649532

7503751

Expression of recombinant human Met-ase-1: a NK cell-specific granzyme

1995

Smyth, M.J.; O'Connor, M.D.; Kelly, J.M.; Ganesvaran, P.; Thia, K.Y.; Trapani, J.A.

Biochem. Biophys. Res. Commun.

217

675-683

650820

10712933

Active-site variants of Streptomyces griseus protease B with peptide-ligation activity

2000

Elliott, R.J.; Bennet, A.J.; Braun, C.A.; MacLeod, A.M.; Borgford, T.J.

Chem. Biol.

7

163-171

652332

12228249

Substrate-dependent competency of the catalytic triad of prolyl oligopeptidase

2002

Szeltner, Z.; Rea, D.; Juhasz, T.; Renner, V.; Mucsi, Z.; Orosz, G.; Fulop, V.; Polgar, L.

J. Biol. Chem.

277

44597-44605

652590

16233442

Purification, characterization and gene cloning of thermostable O-acetyl-L-serine sulfhydrylase forming b-cyano-L-alanine

2003

Omura, H.; Kuroda, M.; Kobayashi, M.; Shimizu, S.; Yoshida, T.; Nagasawa, T.

J. Biosci. Bioeng.

95

470-475

652671

8666785

A novel substrate-binding pocket interaction restricts the specificity of the human NK cell-specific serine protease, Met-ase-1

1996

Smyth, M.J.; O'Connor, M.D.; Trapani, J.A.; Kershaw, M.H.; Brinkworth, R.I.

J. Immunol.

156

4174-4181

652680

11673533

The role of the individual domains in the structure and function of the catalytic region of a modular serine protease, C1r

2001

Kardos, J.; Gal, P.; Szilagyi, L.; Thielens, N.M.; Szilagyi, K.; Lorincz, Z.; Kulcsar, P.; Graf, L.; Arlaud, G.J.; Zavodszky, P.

J. Immunol.

167

5202-5208

653302

12819770

Crystal structure of the apoptosis-inducing human granzyme A dimer

2003

Hink-Schauer, C.; Estebanez-Perpina, E.; Kurschus, F.C.; Bode, W.; Jenne, D.E.

Nat. Struct. Biol.

10

535-540

711422

20688518

S-benzylisothiourea derivatives as small-molecule inhibitors of indoleamine-2,3-dioxygenase

2010

Matsuno, K.; Takai, K.; Isaka, Y.; Unno, Y.; Sato, M.; Takikawa, O.; Asai, A.

Bioorg. Med. Chem. Lett.

20

5126-5129

Links to other databases for phenylmethanethiol

top print hide

Show Links (1 entry)

ChEBI

PubChem