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), wherby sucrose is used as 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 multiglycosylated 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 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 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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