KEGG   ENZYME: 4.3.1.9Help
Entry
EC 4.3.1.9                  Enzyme                                 

Name
glucosaminate ammonia-lyase;
glucosaminic dehydrase;
D-glucosaminate dehydratase;
D-glucosaminic acid dehydrase;
aminodeoxygluconate dehydratase;
2-amino-2-deoxy-D-gluconate hydro-lyase (deaminating);
aminodeoxygluconate ammonia-lyase;
2-amino-2-deoxy-D-gluconate ammonia-lyase;
D-glucosaminate ammonia-lyase;
D-glucosaminate ammonia-lyase (isomerizing;
2-dehydro-3-deoxy-D-gluconate-forming)
Class
Lyases;
Carbon-nitrogen lyases;
Ammonia-lyases
BRITE hierarchy
Sysname
2-amino-2-deoxy-D-gluconate ammonia-lyase (isomerizing; 2-dehydro-3-deoxy-D-gluconate-forming)
Reaction(IUBMB)
2-amino-2-deoxy-D-gluconate = 2-dehydro-3-deoxy-D-gluconate + NH3 (overall reaction) [RN:R01544];
(1a) 2-amino-2-deoxy-D-gluconate = (2Z,4S,5R)-2-amino-4,5,6-trihydroxyhex-2-enoate + H2O [RN:R10773];
(1b) (2Z,4S,5R)-2-amino-4,5,6-trihydroxyhex-2-enoate = (4S,5R)-4,5,6-trihydroxy-2-iminohexanoate (spontaneous) [RN:R10774];
(1c) (4S,5R)-4,5,6-trihydroxy-2-iminohexanoate + H2O = 2-dehydro-3-deoxy-D-gluconate + NH3 (spontaneous) [RN:R10775]
Reaction(KEGG)
Substrate
2-amino-2-deoxy-D-gluconate [CPD:C03752];
(2Z,4S,5R)-2-amino-4,5,6-trihydroxyhex-2-enoate [CPD:C20844];
(4S,5R)-4,5,6-trihydroxy-2-iminohexanoate [CPD:C20845];
H2O [CPD:C00001]
Product
2-dehydro-3-deoxy-D-gluconate [CPD:C00204];
NH3 [CPD:C00014];
(2Z,4S,5R)-2-amino-4,5,6-trihydroxyhex-2-enoate [CPD:C20844];
H2O [CPD:C00001];
(4S,5R)-4,5,6-trihydroxy-2-iminohexanoate [CPD:C20845]
Comment
Contains pyridoxal phosphate. The enzyme releases an unstable enamine product that tautomerizes to an imine form, which undergoes spontaneous hydrolytic deamination to form the final product.
History
EC 4.3.1.9 created 1972, (EC 4.3.1.21 created 1965 as EC 4.2.1.26, transferred 2002 to EC 4.3.1.21, incorporated 2004) modified 2004
Pathway
Pentose phosphate pathway
Metabolic pathways
Reference
1
  Authors
Imanaga, Y.
  Title
Metabolism of D-glucosamine. III. Enzymic degradation of D-glucosaminic acid.
  Journal
J. Biochem. (Tokyo) 45 (1958) 647-650.
Reference
2
  Authors
Merrick, J.M. and Roseman, S.
  Title
D-Glucosaminic acid dehydrase.
  Journal
Methods Enzymol. 9 (1966) 657-660.
Reference
3  [PMID:7068563]
  Authors
Iwamoto R, Imanaga Y, Soda K.
  Title
D-glucosaminate dehydratase from Agrobacterium radiobacter. Physicochemical and enzymological properties.
  Journal
J. Biochem. (Tokyo). 91 (1982) 283-9.
Reference
4  [PMID:7766176]
  Authors
Iwamoto R, Taniki H, Koishi J, Nakura S.
  Title
D-glucosaminate aldolase activity of D-glucosaminate dehydratase from Pseudomonas fluorescens and its requirement for Mn2+ ion.
  Journal
Biosci. Biotechnol. Biochem. 59 (1995) 408-11.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
37290-91-8

KEGG   REACTION: R01544Help
Entry
R01544                      Reaction                               

Name
2-amino-2-deoxy-D-gluconate ammonia-lyase (isomerizing; 2-dehydro-3-deoxy-D-gluconate-forming)
Definition
2-Amino-2-deoxy-D-gluconate <=> 2-Dehydro-3-deoxy-D-gluconate + Ammonia
Equation
Comment
PLP-dependent enzyme (see R10773+R10774+R10775)
Reaction class
C00204_C03752
Enzyme
Pathway
Pentose phosphate pathway

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