“d-Sorbose fermentation” from galactiol by Pseudomonas sp. ST 24

Khan, Anisur Rahman; Takahata, Satomi; Okaya, Hiroaki; Tsumura, Tetsuji; Izumori, Ken

doi:10.1016/0922-338x(92)90074-5

Cited by 28 publications

(8 citation statements)

References 8 publications

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“…The rare sugar l-sorbose is the first l-form hexose found in nature (Itoh et al, 1995;Khan et al, 1992;Nordenson et al, 1979). Ethyl l-sorboside ( Fig.…”

Section: Structure Descriptionmentioning

confidence: 99%

Ethyl α-L-sorboside

et al. 2020

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Ethyl L-sorboside, C8H16O6, was prepared from the rare sugar L-sorbose, C6H12O6, and crystallized. It was confirmed that ethyl L-sorboside formed α-pyranose with a 2 C 5 conformation. In the crystal, molecules are linked by O—H...O hydrogen bonds, forming a three-dimensional network. The unit-cell volume of the title ethyl α-L-sorboside is 940.63 Å3 (Z = 4), which is about 194.69 Å3 (26.1%) bigger than that of L-sorbose [745.94 Å3 (Z = 4)].

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“…The rare sugar l-sorbose is the first l-form hexose found in nature (Itoh et al, 1995;Khan et al, 1992;Nordenson et al, 1979). Ethyl l-sorboside ( Fig.…”

Section: Structure Descriptionmentioning

confidence: 99%

Ethyl α-L-sorboside

et al. 2020

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“…ST 24 and the production yield was as high as 70%. The possible transformation route from galactitol to D-sorbose in this strain was deduced as follows ( Scheme 4 ): the substrate galactitol is dehydrogenated at C-2 to afford D-tagatose followed by C-3 epimerization [ 43 ].…”

Section: Reviewmentioning

confidence: 99%

Biosynthesis of rare hexoses using microorganisms and related enzymes

Li¹,

Gao²,

Nakanishi³

et al. 2013

Beilstein J. Org. Chem.

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SummaryRare sugars, referred to as monosaccharides and their derivatives that rarely exist in nature, can be applied in many areas ranging from foodstuffs to pharmaceutical and nutrition industry, or as starting materials for various natural products and drug candidates. Unfortunately, an important factor restricting the utilization of rare sugars is their limited availability, resulting from limited synthetic methods. Nowadays, microbial and enzymatic transformations have become a very powerful tool in this field. This article reviews the biosynthesis and enzymatic production of rare ketohexoses, aldohexoses and sugar alcohols (hexitols), including D-tagatose, D-psicose, D-sorbose, L-tagatose, L-fructose, 1-deoxy-L-fructose, D-allose, L-glucose, L-talose, D-gulose, L-galactose, L-fucose, allitol, D-talitol, and L-sorbitol. New systems and robust catalysts resulting from advancements in genomics and bioengineering are also discussed.

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“…data reports Synthesis and crystallization l-Sorbose was purchased from Wako Pure Chemical Industries. d-Sorbose was prepared by microbial oxidation of galactitol to d-tagatose followed by enzymatic epimerization using d-tagatose 3-epimerase (Khan et al, 1992;Itoh et al, 1995). l-Sorbose and d-sorbose were each dissolved in hot water to give a 30 wt% solution and the solutions were mixed in equal volume.…”

Section: Structure Descriptionmentioning

confidence: 99%

α-D,L-Sorbose

Taguchi¹,

Sogo²,

Ishii³

et al. 2018

IUCr Data

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The racemic title compound, C 6 H 12 O 6 , consisting of C-4 epimers of psicose, was crystallized from an aqueous solution of an equimolar mixture of d-and l-sorboses. It was confirmed that d-sorbose (or l-sorbose) formed -pyranose with a Structure description d-and l-sorboses are classified as rare sugars. l-Sorbose is the first l-form hexose found in nature (Nordenson et al., 1979). In this study, we aimed to create a racemic single crystal including both d-and l-sorbose in a 1:1 ratio. There are two independent sorbose molecules, A and B, in the asymmetric unit (Fig. 1). Therefore, there are a total of eight sorbose molecules (four l-and four d-forms) in the unit cell. In the crystal, the d-and l-sorbose molecules are linked weakly, as well as the strong homo-chiral d-d (and l-l) links, via O-HÁ Á ÁO hydrogen bonds (Table 1), forming a three-dimensional network (Fig. 2). The crystal structure of the title compound with two independent molecules in the asymmetric unit in space group

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“d-Sorbose fermentation” from galactiol by Pseudomonas sp. ST 24

Cited by 28 publications

References 8 publications

Ethyl α-L-sorboside

Ethyl α-L-sorboside

Biosynthesis of rare hexoses using microorganisms and related enzymes

α-D,L-Sorbose

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