KEGG   ENZYME: 4.2.3.124Help
Entry
EC 4.2.3.124                Enzyme                                 

Name
2-deoxy-scyllo-inosose synthase;
btrC (gene name);
neoC (gene name);
kanC (gene name)
Class
Lyases;
Carbon-oxygen lyases;
Acting on phosphates
BRITE hierarchy
Sysname
D-glucose-6-phosphate phosphate-lyase (2-deoxy-L-scyllo-inosose-forming)
Reaction(IUBMB)
D-glucose 6-phosphate = 2-deoxy-L-scyllo-inosose + phosphate [RN:R08617]
Reaction(KEGG)
Substrate
D-glucose 6-phosphate [CPD:C00092]
Product
2-deoxy-L-scyllo-inosose [CPD:C17209];
phosphate [CPD:C00009]
Comment
Requires Co2+ [2]. Involved in the biosynthetic pathways of several clinically important aminocyclitol antibiotics, including kanamycin, butirosin, neomycin and ribostamycin. Requires an NAD+ cofactor, which is transiently reduced during the reaction [1,4]. The enzyme from the bacterium Bacillus circulans forms a complex with the glutamine amidotransferase subunit of pyridoxal 5'-phosphate synthase (EC 4.3.3.6), which appears to stabilize the complex [6,7].
History
EC 4.2.3.124 created 2012
Pathway
ec00524  Neomycin, kanamycin and gentamicin biosynthesis
ec01130  Biosynthesis of antibiotics
Orthology
K13546  2-deoxy-scyllo-inosose synthase
Genes
SRN: A4G23_05128(kanC)
Taxonomy
Reference
1  [PMID:9207913]
  Authors
Kudo F, Yamauchi N, Suzuki R, Kakinuma K
  Title
Kinetic isotope effect and reaction mechanism of 2-deoxy-scyllo-inosose synthase  derived from butirosin-producing Bacillus circulans.
  Journal
J Antibiot (Tokyo) 50:424-8 (1997)
  Sequence
Reference
2  [PMID:10344560]
  Authors
Kudo F, Hosomi Y, Tamegai H, Kakinuma K
  Title
Purification and characterization of 2-deoxy-scyllo-inosose synthase derived from Bacillus circulans. A crucial carbocyclization enzyme in the biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics.
  Journal
J Antibiot (Tokyo) 52:81-8 (1999)
  Sequence
Reference
3  [PMID:10470681]
  Authors
Kudo F, Tamegai H, Fujiwara T, Tagami U, Hirayama K, Kakinuma K
  Title
Molecular cloning of the gene for the key carbocycle-forming enzyme in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics and its comparison with dehydroquinate synthase.
  Journal
J Antibiot (Tokyo) 52:559-71 (1999)
  Sequence
Reference
4  [PMID:15788164]
  Authors
Huang Z, Kakinuma K, Eguchi T
  Title
Stereospecificity of hydride transfer in NAD+-catalyzed 2-deoxy-scyllo-inosose synthase, the key enzyme in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics.
  Journal
Bioorg Chem 33:82-9 (2005)
DOI:10.1016/j.bioorg.2004.09.002
  Sequence
Reference
5  [PMID:15928851]
  Authors
Thuy ML, Kharel MK, Lamichhane R, Lee HC, Suh JW, Liou K, Sohng JK
  Title
Expression of 2-deoxy-scyllo-inosose synthase (kanA) from kanamycin gene cluster  in Streptomyces lividans.
  Journal
Biotechnol Lett 27:465-70 (2005)
DOI:10.1007/s10529-005-2222-y
Reference
6  [PMID:12224638]
  Authors
Tamegai H, Nango E, Koike-Takeshita A, Kudo F, Kakinuma K
  Title
Significance of the 20-kDa subunit of heterodimeric 2-deoxy-scyllo-inosose synthase for the biosynthesis of butirosin antibiotics in Bacillus circulans.
  Journal
Biosci Biotechnol Biochem 66:1538-45 (2002)
Reference
7  [PMID:20530911]
  Authors
Tamegai H, Sawada H, Nango E, Aoki R, Hirakawa H, Iino T, Eguchi T
  Title
Roles of a 20 kDa protein associated with a carbocycle-forming enzyme involved in aminoglycoside biosynthesis in primary and secondary metabolism.
  Journal
Biosci Biotechnol Biochem 74:1215-9 (2010)
DOI:10.1271/bbb.90961
Other DBs
ExplorEnz - The Enzyme Database: 4.2.3.124
IUBMB Enzyme Nomenclature: 4.2.3.124
ExPASy - ENZYME nomenclature database: 4.2.3.124
BRENDA, the Enzyme Database: 4.2.3.124

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