Brand  (β version)

PDB ID: 1SC9

Hetero Atom Contents

  The number of atoms exceeds 100,000.
  So, it can not be displayed here.

Select unit:

Select hetatm:   

close
information
centroid:
interaction residue:

Select chain:   Sequence  

Data format:   

Color scheme of protein:

Ligands
Code Name Style Show Link
SO4 Sulfate ion PoSSuM
CNH 2-hydroxy-2-methylpropanenitrile PoSSuM
Non-standard Residues
Code Name Show
Glycosylation
Code Name Emphasize
Modification
Code Name Show

Structure summary

Code : 1SC9   PDBj   RCSB PDB   PDBe
Header : LYASE
Title : Hydroxynitrile Lyase from Hevea brasiliensis in complex with the natural substrate acetone cyanohydrin
Release Data : 2004-06-29
Compound :
mol_id molecule chains synonym
1 (S)-acetone-cyanohydrin lyase A hydroxynitrile lyase
ec: 4.1.2.39
Source :
mol_id organism_scientific expression_system
1 Hevea brasiliensis  (taxid:3981) Pichia pastoris  (taxid:4922)
tissue: leaf
gene: HNL
expression_system_vector_type: plasmid
expression_system_plasmid: BHIL-D2
Authors : Gruber, K., Gartler, G., Krammer, B., Schwab, H., Kratky, C.
Keywords : alpha-beta hydrolase fold, substrate complex, catalytic triad, lyase
Exp. method : X-RAY DIFFRACTION ( 1.80 Å )
Citation :

Reaction mechanism of hydroxynitrile lyases of the alpha/beta-hydrolase superfamily: the three-dimensional structure of the transient enzyme-substrate complex certifies the crucial role of LYS236

Gruber, K.,Gartler, G.,Krammer, B.  et al.
(2004)  J.Biol.Chem.  279 : 20501 - 20510

PubMed: 14998991
DOI: 10.1074/jbc.M401575200

Atomic resolution crystal structure of hydroxynitrile lyase from hevea brasiliensis

Gruber, K.,Gugganig, M.,Wagner, U.G.  et al.
(1999)  Biol.Chem.  380 : 993 - 1000

PubMed: 10494852
DOI: 10.1515/BC.1999.123

Three-dimensional structures of enzyme-substrate complexes of the hydroxynitrile lyase from hevea brasiliensis

Zuegg, J.,Gruber, K.,Gugganig, M.  et al.
(1999)  Protein Sci.  8 : 1990 - 2000

PubMed: 10548044

Mechanism of cyanogenesis: the crystal structure of hydroxynitrile lyase from Hevea brasiliensis

Wagner, U.G.,Hasslacher, M.,Griengl, H.  et al.
(1996)  Structure  4 : 811 - 822

PubMed: 8805565
DOI: 10.1016/S0969-2126(96)00088-3

Reaction

Chain : A
UniProt : P52704 (HNL_HEVBR)
Reaction: EC: Evidence:
Physiological Direction:
a monosubstituted aliphatic (S)-hydroxynitrile = an aldehyde + hydrogen cyanide 4.1.2.47 Ref.2, Ref.4
-
a disubstituted aliphatic (S)-hydroxynitrile = a ketone + hydrogen cyanide 4.1.2.47 ECO:0000305
-
an aromatic (S)-hydroxynitrile = an aromatic aldehyde + hydrogen cyanide 4.1.2.47 Ref.2, Ref.4
-
2-hydroxy-2-methylpropanenitrile = acetone + hydrogen cyanide - Ref.2, Ref.3
left-to-right Ref.3
butan-2-one + hydrogen cyanide = 2-hydroxy-2- methylbutanenitrile - Ref.3
right-to-left
benzaldehyde + hydrogen cyanide = (S)-mandelonitrile - Ref.2, Ref.4, PubMed:14998991, PubMed:8621461, PubMed:9094745
-
butanal + hydrogen cyanide = (2S)-2-hydroxypentanenitrile - Ref.2
-
2-methylpropanal + hydrogen cyanide = (2S)-2-hydroxy-3- methylbutanenitrile - Ref.2
-
2,2-dimethylpropanal + hydrogen cyanide = (2S)-2-hydroxy-3,3- dimethylbutanenitrile - Ref.2
-
hexanal + hydrogen cyanide = (2S)-2-hydroxyheptanenitrile - Ref.2
-
hydrogen cyanide + nonanal = (2S)-2-hydroxydecanenitrile - Ref.2
-
acrolein + hydrogen cyanide = (2S)-2-hydroxybut-3-enenitrile - Ref.2
-
2-phenylacetaldehyde + hydrogen cyanide = (2S)-2-hydroxy-3- phenylpropanenitrile - Ref.4
-
3-phenylpropanal + hydrogen cyanide = (2S)-2-hydroxy-4- phenylbutanenitrile - Ref.4
-
(E)-cinnamaldehyde + hydrogen cyanide = (2S,3E)-2-hydroxy-4- phenylbut-3-enenitrile - Ref.4
-
2-methoxybenzaldehyde + hydrogen cyanide = (2S)-2-hydroxy-2- (2-methoxyphenyl)acetonitrile - Ref.4
-
3-methoxybenzaldehyde + hydrogen cyanide = (2S)-2-hydroxy-2- (3-methoxyphenyl)acetonitrile - Ref.4
-
4-methoxybenzaldehyde + hydrogen cyanide = (2S)-2-hydroxy-2- (4-methoxyphenyl)acetonitrile - Ref.4
-
cyclohexanecarbaldehyde + hydrogen cyanide = (2S)-2- cyclohexyl-2-hydroxyacetonitrile - Ref.4
-
furfural + hydrogen cyanide = (2R)-2-(furan-2-yl)-2- hydroxyacetonitrile - Ref.4
-
formylthiophene + hydrogen cyanide = (2R)-2-hydroxy-2- (thiophen-2-yl)acetonitrile - Ref.4
-
3-formylthiophene + hydrogen cyanide = (2S)-2-hydroxy-2- (thiophen-3-yl)acetonitrile - Ref.4
-