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2 article(s) from Cai, Li

Synthesis of monophosphorylated lipid A precursors using 2-naphthylmethyl ether as a protecting group

Jundi Xue,
Ziyi Han,
Gen Li,
Khalisha A. Emmanuel,
Cynthia L. McManus,
Qiang Sui,
Dongmian Ge,
Qi Gao and
Li Cai

Beilstein J. Org. Chem. 2020, 16, 1955–1962, doi:10.3762/bjoc.16.162

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Figure 1: Chemical structures of hexa-acylated Escherichia coli lipid A, monophosphorylated lipid X (the redu...

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Scheme 1: Enantioselective synthesis of Nap-protected (R)-3-hydroxytetradecanoic acid (7). Conditions: (a) Me...

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Scheme 2: Synthesis of monoacylated glucosamine building blocks. Conditions: (a) NaHCO₃, TrocCl, H₂O, 0 °C, 9...

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Scheme 3: Synthesis of lipid X monosaccharide 1. Conditions: (a) Zn, AcOH, CH₂Cl₂, rt; (b) acid 7, EDC·HCl, D...

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Scheme 4: Synthesis of the disaccharide lipid A precursor 2. Conditions: (a) TfOH, 4 Å MS, dry CH₂Cl₂, 94%; (...

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Letter

Published 10 Aug 2020

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Biosynthesis of rare hexoses using microorganisms and related enzymes

Zijie Li,
Yahui Gao,
Hideki Nakanishi,
Xiaodong Gao and
Li Cai

Beilstein J. Org. Chem. 2013, 9, 2434–2445, doi:10.3762/bjoc.9.281

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Scheme 1: Synthesis of D-tagatose from D-galactose using L-arabinose isomerase.

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Scheme 2: Synthesis of D-psicose from D-fructose using D-tagatose 3-epimerase/D-psicose 3-epimerase.

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Figure 1: The active site in D-psicose 3-epimerase (DPEase) in the presence of D-fructose, showing the metal ...

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Scheme 3: Enzymatic synthesis of D-psicose using aldolase FucA.

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Scheme 4: Proposed pathway of the D-sorbose synthesis from galactitol or L-glucitol.

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Scheme 5: Simultaneous enzymatic synthesis of D-sorbose and D-psicose.

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Scheme 6: Biosynthesis of L-tagatose.

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Scheme 7: Preparative-scale synthesis of L-tagatose and L-fructose using aldolase.

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Scheme 8: Biosynthesis of L-fructose.

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Scheme 9: Preparative-scale synthesis of L-fructose using aldolase RhaD.

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Scheme 10: Chemoenzymatically synthesis of 1-deoxy-L-fructose [8].

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Scheme 11: Potential enzymes (isomerases) for the bioconversion of D-psicose to D-allose.

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Scheme 12: Three-step bioconversion of D-glucose to D-allose.

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Scheme 13: Biosynthesis of L-glucose.

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Scheme 14: Enzymatic synthesis of L-talose and D-gulose.

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Scheme 15: Enzymatic synthesis of L-galactose.

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Scheme 16: Enzymatic synthesis of L-fucose.

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Scheme 17: Synthesis of allitol from D-fructose using a multi-enzyme system.

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Scheme 18: Biosynthesis of D-talitol via C-2 reduction of rare sugars.

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Scheme 19: Biosynthesis of L-sorbitol via C-2 reduction of rare sugars.

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Review

Published 12 Nov 2013

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