One-pot enzymatic synthesis of 2-deoxy-scyllo-inosose from d-glucose and polyphosphate. Issue 1 (7th January 2021)

• Record Type: Journal Article
• Authors: Kudo, Fumitaka; Mori, Ayaka; Koide, Mai; Yajima, Ryo; Takeishi, Ryohei; Miyanaga, Akimasa; Eguchi, Tadashi
• Is Part Of: Bioscience, biotechnology, and biochemistry. Volume 85:Issue 1(2021)
• Page Start: 108
• Page End: 114
• Publication Date: 2021-01-07
• Subjects: 2-deoxy-scyllo-inosose -- 2-deoxy-scyllo-inosose synthase -- polyphosphate glucokinase -- biomaterial -- enzymatic synthesis; Biotechnology -- Periodicals; Biochemistry -- Periodicals; 660.6
• DOI: 10.1093/bbb/zbaa025
• Languages: English
• ISSNs: 0916-8451

Abstract

Abstract: 2-Deoxy- scyllo -inosose (2DOI, [2 S, 3 R, 4 S, 5 R ]-2, 3, 4, 5-tetrahydroxycyclohexan-1-one) is a biosynthetic intermediate of 2-deoxystreptamine-containing aminoglycoside antibiotics, including butirosin, kanamycin, and neomycin. In producer microorganisms, 2DOI is constructed from d -glucose 6-phosphate (G6P) by 2-deoxy- scyllo -inosose synthase (DOIS) with the oxidized form of nicotinamide adenine dinucleotide (NAD + ). 2DOI is also known as a sustainable biomaterial for production of aromatic compounds and a chiral cyclohexane synthon. In this study, a one-pot enzymatic synthesis of 2DOI from d -glucose and polyphosphate was investigated. First, 3 polyphosphate glucokinases (PPGKs) were examined to produce G6P from d -glucose and polyphosphate. A PPGK derived from Corynebacterium glutamicum ( cg PPGK) was found to be suitable for G6P production under ordinary enzymatic conditions. Next, 7 DOISs were examined for the one-pot enzymatic reaction. As a result, cg PPGK and BtrC, the latter of which is a DOIS derived from the butirosin producer Bacillus circulans, achieved nearly full conversion of d -glucose to 2DOI in the presence of polyphosphate. Graphical Abstract: