Long chain carboxylic acid imide ester

Claim 2

The imide ester according to claim 1 wherein the long chain hydrocarbon group represented by W has from 8 to 28 principle chain atoms.

Claim 3

The imide ester according to claim 1 wherein W represents -(CH₂) k - wherein k represents an integer in the range from 10 to 20.

Claim 4

The imide ester according to claim 1, 2 or 3 wherein the imide moiety of formula (I) is represented by formula (A): wherein R², R³, R⁴ and R⁵, which may be the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, an -SO₃H group, a group represented by -OR⁶ wherein R⁶ represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group or an acyl group, a group represented by -NR⁷R⁸ wherein R⁷ and R⁸ , which may be the same or different, each represents an alkyl group, an aryl group, an aralkyl group or an acyl group or a group represented by -CO₂R⁹ wherein R⁹ represents a hydrogen atom, an alkyl group, an aryl group or an aralkyl group, R², R³, R⁴ and R⁵, may, in combination with the carbon atoms to which they bond, form a ring which may be substituted, R² and R³ and/or R⁴ and R⁵, in combination, may represent a methylene group which may be substituted; or formula (B): wherein R¹⁰, R¹¹, R¹², R¹³, R¹⁴ and R¹⁵, which may be the same or different, each represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, an -SO₃H group, a group represented by the formula -OR⁶ wherein R⁶ is as defined above, a group represented by the formula -NR⁷R⁸ wherein R⁷ and R⁸ are as defined above or a group represented by the formula -CO₂R⁹ wherein R⁹ is as defined above.

Claim 5

The imide ester according to claim 4 wherein the imide moiety is represented by formula (A).

Claim 6

A protein derivative represented by the formula (VI) [protein] [Z] n (VI) wherein [protein] represents a protein having n amino residues, [Z] is a residue represented by the formula (VIA) wherein W is a divalent long chain hydrocarbon group which may optionally be interrupted by one or more groups each independently selected from the group consisting of an oxygen atom, a sulfur atom and a group of -N(R¹)- (R¹ being a lower alkyl group) and n represents an average of the number of amide bonds between [Z] and [protein], which is in a range of 1 to 8, and alkali metal and ammonium salts thereof.

Claim 7

The protein derivative according to claim 6 wherein [protein] is derived from Asparaginase, arginase, interleukin-1, IL-2, interleukin-3, interleukin-4, interleukin-5, interleukin-6, interleukin-7, interleukin-8, urokinase, prourokinase, streptokinase, TPA, β-glucosidase, β-glucuronidase, α-galactosidase, adenosine deaminase, uricase, SOD, insulin, bilirubin oxidase, G-CSF, granulocyte macrophage colony-stimulating factor, macrophage colony-stimulating factor, NCS, catalase, elastase, erythropoietin, interferon-α, interferon-β, interferon-γ, tumor necrosis factor-α, tumor necrosis factor-β, nerve growth factor, epidermal growth factor, ovalbumin, platelet derived growth factor, thrombomodulin, α1-antitrypsin, bone morphogenetic protein, cartilage derived factor, fibroblast growth factor, growth hormone, transforming growth factor-β (TGF-β), blood coagulation factor IX, protein C, protein S, insulin-like growth factor, calcitonin, somatostatin, tissue inhibitor of metalloproteinase (TIMP), atrial natriuretic hormone, CD-4 protein, cystatin, calpastatin, urinastatin and parathyroid hormone.

Claim 8

Use of the imide ester according to claim 1, 2, 3, 4 or 5 for reaction with a protein to produce a protein derivative.

Claim 9

A pharmaceutical composition comprising the protein derivative according to claim 6 or 7 in admixture with a pharmaceutically acceptable carrier.

Claim 10

The pharmaceutical composition according to claim 9 wherein [protein] is derived from superoxide dismutase.

Claim 11

The pharmaceutical composition according to claim 9 or 10 for treating or preventing inflammation, ulcers, ischemia, cerebral edema, paraquat intoxication, side effects induced by anti-cancer agents, as caused by active oxygen species, treating dermal burns, trauma and dermatitis, and preventing or treating cancer comprising the protein derivative in admixture with a pharmaceutically acceptable carrier.

Claim 12

Use of the protein derivative according to claim 6 or 7 for making a pharmaceutical composition comprising the protein derivative in admixture with a pharmaceutically acceptable carrier for treating or preventing inflammation, ulcers, ischemia, cerebral edema, paraquat intoxication, side effects induced by anti-cancer agents, as caused by active oxygen species, treating dermal burns, trauma and dermatitis, and preventing or treating cancer.