KDO Aldolase and condensation reactions employed therewith

Details KDO Aldolase and condensation reactions employed therewith KDO Aldolase and condensation reactions employed therewith

1992-12-18

1994-10-25

Lilling,, Herbert

Chemistry: molecular biology and microbiology

Micro-organism, tissue cell culture or enzyme using process...

Preparing compound containing saccharide radical

435232, 4352521, 435822, 536 111, 536 186, 536 187, 536115, 536124, C12P 1902

Patent

active

053588592

ABSTRACT:
Aureobacterium barkerei strain KDO-37-2 (ATCC 49977) KDO aldolase (EC 4.1.2.23) isolated therefrom are disclosed. The DKDO aldolase is further disclosed to have a broad substrate specificity with respect to its reverse reaction, i.e. the condensation of aldoses with pyruvate to form a wide range of 2-keto-3-deoxy-onic acids, including 2-keto-3-deoxy-nonulosonic acid, 2-keto-3-deoxy-octulosonic acid, 2-keto-3-deoxy-heptulosonic acid, and 2-keto-3-deoxy-hexulosonic acid. In particular, 3-deoxy-D-manno-2-octulosonic acid (D-KDO), a vital component of lipopolysaccharides found in the bacterial outer membrane may be synthesized from D-arabinose and pyruvate in 67% yield. Additionally, protected forms of the KDO aldolase products, e.g. hexaacetyl 2-keto-3-deoxy-nonulosonic acid and pentaacetyl 2-keto-3-deoxy-octulosonic acid, may be decarboxylated to form the corresponding 2-deoxy-aldoses, e.g. 2-deoxy-octulose and 2-deoxy-heptulose respectively.

REFERENCES:
patent: 4613589 (1986-09-01), Rosenbrook et al.
patent: 5162513 (1992-11-01), Wong
Chem ABS:108:075760(09) Clauding et al J. Chem Soc. Chem Commun (11) 1987 pp. 859-860.
Chem ABS:118:186549(19) Takeshi et al J. Am. Chem Soc. 115(2) 1993 pp. 413-421.
Ghalambor, et al., "The Biosynthesis of Cell Wall Lipopolysaccharide in Escherichia coli", J. Biol. Chem., 241:3222-3227 (1986).

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