ExplorEnz: EC 4.2.3.124

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4.2.3.124

Accepted name:

2-deoxy-scyllo-inosose synthase

Reaction:

D-glucose 6-phosphate = 2-deoxy-L-scyllo-inosose + phosphate

For diagram of paromamine biosynthesis, click here

Other name(s):

btrC (gene name); neoC (gene name); kanC (gene name)

Systematic name:

D-glucose-6-phosphate phosphate-lyase (2-deoxy-L-scyllo-inosose-forming)

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:

BRENDA, EXPASY, KEGG, MetaCyc, PDB

References:

1.	Kudo, F., Yamauchi, N., Suzuki, R. and Kakinuma, K. Kinetic isotope effect and reaction mechanism of 2-deoxy-scyllo-inosose synthase derived from butirosin-producing Bacillus circulans. J. Antibiot. (Tokyo) 50 (1997) 424–428. [PMID: 9207913]
2.	Kudo, F., Hosomi, Y., Tamegai, H. and 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. (Tokyo) 52 (1999) 81–88. [PMID: 10344560]
3.	Kudo, F., Tamegai, H., Fujiwara, T., Tagami, U., Hirayama, K. and 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. (Tokyo) 52 (1999) 559–571. [PMID: 10470681]
4.	Huang, Z., Kakinuma, K. and 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 (2005) 82–89. [DOI] [PMID: 15788164]
5.	Thuy, M.L., Kharel, M.K., Lamichhane, R., Lee, H.C., Suh, J.W., Liou, K. and Sohng, J.K. Expression of 2-deoxy-scyllo-inosose synthase (kanA) from kanamycin gene cluster in Streptomyces lividans. Biotechnol. Lett. 27 (2005) 465–470. [DOI] [PMID: 15928851]
6.	Tamegai, H., Nango, E., Koike-Takeshita, A., Kudo, F. and 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 (2002) 1538–1545. [PMID: 12224638]
7.	Tamegai, H., Sawada, H., Nango, E., Aoki, R., Hirakawa, H., Iino, T. and 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 (2010) 1215–1219. [DOI] [PMID: 20530911]

[EC 4.2.3.124 created 2012]