L-ARGINYLAMINONAPHTHALENE-5-SULFAMIDE DERIVATIVES AS INTERMEDIATE PRODUCTS FOR SYNTHESIS OF 1-AMINOACYLAMINONAPHTHALENE-5-SULFAMIDES AND 1-AMINOACYLAMINONAPHTHALENE-5-SULFAMIDES AS A FLUORESCENT REAGENT FOR ENZYME ASSAY SHOWING AMIDASE ACTIVITY Russian patent published in 1995 - IPC

Abstract SU 1822563 A3

FIELD: organic chemistry, amino acid derivatives. SUBSTANCE: synthesis of intermediate compounds of the general formula where A - a) Cbz-Arg; b) Arg; X - , S(O)2-NH-(CH2)3-CH3 is carried out by addition of N-carbobenzoxy-L-arginine hydrochloride in dimethylformamide at (-4 C) to the same solution of hydroxybenzotriazole following by addition of dicyclohexylcarbodiimide at 0 C, addition of 1-aminonaphthalene-5-(N, N-pentamethylene)-sulfamide bromohydrate and triethylamine at stirring. Then isolated product is poured with HBr in acetic acid and stirred at 20 C, precipitated with ether, precipitate is separated, dissolved on silica gel and eluted with a mixture of butanol, acetic acid and water (4:2:2), and blue fluorescence zone is isolated. After peptide synthesis by joining compounds of the general formula were prepared where X as indicated above; A - Tos-Gly-Pro-Arg (L-form). Hydrolysis rate of synthesized compounds as substrates and products of enzymatic splitting is increased by 2.7-fold. EFFECT: synthesis of new substituted amino acids and peptides with increased activity. 2 tbl

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SU 1 822 563 A3

Authors

Nedospasov A.A.

Nezavibat'Ko V.N.

Potaman V.N.

Rodina E.V.

Dates

1995-05-20Published

1986-02-10Filed