Glucosylated HIS

  • The Gtf180-ΔN-Q1140E mutant of the generally recognized as safe (GRAS) enzyme Lactobacillus reuteri is used to glycosylate the steviol glycoside RebaudiosideA (RebA), whereby sucrose is used as a donor substrate. The enzyme glycosylates exclusively the Glc(β1→C-19 residue of the RebA, with the initial formation of an α(1→6) linkage. The core structure is extended with an extra glucose forming RebA-G1 (70 percent) and is multiglucosylated forming RebA-G≥2 (30 percent). The glycosylated RebA product shows a significant reduction in bitterness, resulting in a superior taste profile compared to RebA.

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    95

    Lactobacillus reuteri Gtf180-∆N-∆V-Q1140E

    Glc(α1→6) attached at the Glc(β1→C-19

    Solid lyophilized powder

    C50H80O28

    1129

    4

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  • The steviol glycoside rubusoside is efficiently α-glucosylated by the generally recognized as safe (GRAS) bacterium Lactobacillus reuteri 180 enzyme mutant Gtf180-ΔN-Q1140E using sucrose as a donor substrate.

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    Unknown

    Lactobacillus reuteri Gtf180-∆N-∆V-Q1140E

    Unknown

    Solid lyophilized powder

    C38H60O18

    1129

    -20

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  • The steviol glycoside Stevioside is efficiently α-glycosylated by the generally recognized as safe (GRAS) bacterium Lactobacillus reuteri 180 enzyme mutant Gtf180-ΔN-Q1140E using sucrose as a donor substrate. During the conversion mostly (> 50%) the Glc(β1→C-19 residue of the stevioside is glucosylated, forming an α(1→6) linkage, after which the synthesized Stev-G1 was glucosylated through an α(1→4) linkage, yielding stev-G2. The enzyme formed a mixture of multi-α-glucosylated products whereby the Stev-G2+ is not specifically glucosylated at the C-19, but also at the C13-site.

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    90

    Lactobacillus reuteri Gtf180-∆N-∆V-Q1140E

    Glc(α1→4)Glc(α1→6) attached at the Glc(β1→C-19

    Solid lyophilized powder

    Stev-G: C44H70O23, Stev-G2: C50H80O28

    Stev-G: 968.7, Stev-G2: 1314.0

    4

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