Derivatives of monophosphoryl lipid A
AssigneeRibi ImmunoChem Research, Inc.
InventorsKent R. Myers, Edgar F. Ribi, deceased
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Abstract
Novel derivatives of monophosphoryl lipid A and a process for their preparation are provided. The derivatives contain one or more free groups, such as an amine, on a side chain attached to the primary hydroxyl groups of the monophosphoryl lipid A nucleus through an ester group. The derivatives provide a convenient method for coupling the lipid A through coupling agents to various biologically active materials, substrates, and the like, wherein the immunostimulant properties of lipid A are desired.
Claims11
A derivative of monophosphoryl lipid A having the formula:
- ##STR16## wherein R.sup.1 and R.sup.2 are hydrogen, R.sup.3 is a straight or branched hydrocarbon chain composed of carbon, hydrogen, and optionally oxygen, nitrogen and sulfur which if more than one atom may be the same or different,
- wherein the total number of carbon atoms does not exceed 60, and the circle represents a monophosphoryl lipid A nucleus.
A derivative of monophosphoryl lipid A having the formula:
- ##STR17## wherein the segment of the derivative represented by:
- ##STR18## contains 2-60 carbon atoms and wherein R.sup.3 is a straight or branched hydrocarbon chain composed of carbon, hydrogen, and optionally oxygen, nitrogen and sulfur which if more than one atom may be the same or different, and x is a minimum of 1 and can be any whole number such that the total number of carbon atoms of all x segments does not exceed 60, wherein the chemical structure of each R.sup.3 may be the same or different in each such segment and wherein the circle represents a monophosphoryl lipid A nucleus.
Dependencies are inferred from the claim text.