Process for producing coelenteramide or an analog thereof
AssigneeChisso Corporation
InventorSatoshi Inouye
Life of this patent
Estimating the term…
Abstract
A process for producing coelenteramide or its analog in a high yield has been desired. The invention provides a process for producing di-O-methylcoelenteramide or its analog, which comprises reacting O-methylcoelenteramine or its analog with 4-methoxyphenylacetyl halide or its analog. The invention also provides a process for producing coelenteramide or its analog, which comprises demethylation of di-O-methylcoelenteramide or its analog.
Claims21
A process for producing a compound represented by general formula (3) below:
- (wherein,
- R1 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms,
- R3 represents an alkyl having 1 to 7 carbon atoms which may optionally be substituted with an alicyclic group, an alicyclic group or an arylalkyl having 7 to 10 carbon atoms, and,
- R4 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms), which comprises reacting a compound represented by general formula (1) below:
- (wherein R1 and R3 have the same significance as defined above, and, R2 is amino) with a compound represented by general formula (2) below:
- (wherein X is a splitting-off group and R4 has the same significance as defined above).
The process according to wherein the compound represented by general formula (1) is selected from the group consisting of the following compounds:
A process for producing the compound represented by formula below:
- which comprises reacting the compound represented by formula below:
- with the compound represented by formula below, below:
A compound represented by general formula (3) below:
- (wherein,
- R1 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms,
- R3 represents an alkyl having 1 to 7 carbon atoms which may optionally be substituted with an alicyclic group, an alicyclic group or an arylalkyl having 7 to 10 carbon atoms, and,
- R4 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms).
The compound represented by formula below, below:
A process for producing a compound represented by general formula (4) below:
- (wherein R3 represents an alkyl having 1 to 7 carbon atoms which may optionally be substituted with an alicyclic group, an alicyclic group or an arylalkyl having 7 to 10 carbon atoms), which comprises splitting-off a group shown by R1 (wherein R1 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms) and a group shown by R4 (wherein R4 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms) from a compound represented by general formula (3) below:
- (wherein R1, R3 and R4 have the same significance as defined above).
A process for producing the compound represented by formula below:
- which comprises splitting-off methyl from the compound represented by formula below:
A process for producing a green fluorescent protein (gFP), which comprises reacting a compound represented by general formula (4) below:
- (wherein R3 represents an alkyl having 1 to 7 carbon atoms which may optionally be substituted with an alicyclic group, an alicyclic group or an arylalkyl having 7 to 10 carbon atoms), with the apoprotein of a calcium-binding photoprotein in the presence of a chelating agent for sequestering a calcium ion or a divalent or trivalent ion substitutable for the calcium ion.
A process for producing a green fluorescent protein (gFP), which comprises reacting the compound represented by formula below:
- with apoaequorin in the presence of a chelating agent for sequestering a calcium ion or a divalent or trivalent ion substitutable for the calcium ion.
A process for producing a blue fluorescent protein (BFP), which comprises the steps of:
- reacting a compound represented by general formula (1) below:
- (wherein,
- R1 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms,
- R2 is amino, and,
- R3 represents an alkyl having 1 to 7 carbon atoms which may optionally be substituted with an alicyclic group, an alicyclic group or an arylalkyl having 7 to 10 carbon atoms),
- with a compound represented by general formula (2) below:
- (wherein,
- X is a splitting-off group, and,
- R4 represents an alkyl having 1 to 3 carbon atoms or an arylalkyl having 7 to 10 carbon atoms) to produce a compound represented by general formula (3) below:
- (wherein R1, R3 and R4 have the same significance as defined above), and, reacting the compound represented by general formula (3) with the apoprotein of a calcium-binding photoprotein, in the presence of a calcium ion or a divalent or trivalent ion substitutable for the calcium ion.
Dependencies are inferred from the claim text.