EC 4.2.3.124 - 2-deoxy-scyllo-inosose synthase

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IntEnz Enzyme Nomenclature
EC 4.2.3.124

Names

Accepted name:
2-deoxy-scyllo-inosose synthase
Other names:
btrC (gene name)
neoC (gene name)
kanC (gene name)
Systematic name:
D-glucose-6-phosphate phosphate-lyase (2-deoxy-scyllo-inosose-forming)

Reaction

Cofactor

Comments:

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].

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , DIAGRAM , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Structural data: CSA , EC2PDB
UniProtKB/Swiss-Prot:

References

  1. Kudo, F., Yamauchi, N., Suzuki, R., Kakinuma, K.
    Kinetic isotope effect and reaction mechanism of 2-deoxy-scyllo-inosose synthase derived from butirosin-producing Bacillus circulans.
    J. Antibiot. 50: 424-428 (1997). [PMID: 9207913]
  2. Kudo, F., Hosomi, Y., Tamegai, H., Kakinuma, K.
    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.
    J. Antibiot. 52: 81-88 (1999). [PMID: 10344560]
  3. Kudo, F., Tamegai, H., Fujiwara, T., Tagami, U., Hirayama, K., Kakinuma, K.
    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.
    J. Antibiot. 52: 559-571 (1999). [PMID: 10470681]
  4. Huang, Z., Kakinuma, K., Eguchi, T.
    Stereospecificity of hydride transfer in NAD+-catalyzed 2-deoxy-scyllo-inosose synthase, the key enzyme in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics.
    Bioorg. Chem. 33: 82-89 (2005). [PMID: 15788164]
  5. Thuy, M. L., Kharel, M. K., Lamichhane, R., Lee, H. C., Suh, J. W., Liou, K., Sohng, J. K.
    Expression of 2-deoxy-scyllo-inosose synthase (kanA) from kanamycin gene cluster in Streptomyces lividans.
    Biotechnol. Lett. 27: 465-470 (2005). [PMID: 15928851]
  6. Tamegai, H., Nango, E., Koike-Takeshita, A., Kudo, F., Kakinuma, K.
    Significance of the 20-kDa subunit of heterodimeric 2-deoxy-scyllo-inosose synthase for the biosynthesis of butirosin antibiotics in Bacillus circulans.
    Biosci. Biotechnol. Biochem. 66: 1538-1545 (2002). [PMID: 12224638]
  7. Tamegai, H., Sawada, H., Nango, E., Aoki, R., Hirakawa, H., Iino, T., Eguchi, T.
    Roles of a 20 kDa protein associated with a carbocycle-forming enzyme involved in aminoglycoside biosynthesis in primary and secondary metabolism.
    Biosci. Biotechnol. Biochem. 74: 1215-1219 (2010). [PMID: 20530911]

[EC 4.2.3.124 created 2012]