Method of thioacylation peptide sequencing with acylation of thi

Details Method of thioacylation peptide sequencing with acylation of thi Method of thioacylation peptide sequencing with acylation of thi

1988-03-10

1989-08-29

Hill, Jr., Robert J.

Chemistry: analytical and immunological testing

Peptide, protein or amino acid

Amino acid or sequencing procedure

436 92, G01N 2164, G01N 3368

Patent

active

048617261

ABSTRACT:
A protein micro sequencing method for use in conjunction with the thiocylation degradation of polypeptides and proteins is disclosed. The process involves reaction of the N-terminal amino acid of a polypeptide with an excess of a thioacylating reagent. After sufficient time to insure quantitative coupling and removal of excess reagent, the derivatized polypeptide is subjected to cleavage by acid which affords a 2-substituted-5(4H)-thiazolinone. After removal of excess acid, the thiazolinone is reacted with a small excess of a fluorescent or enhanced ultraviolet absorbance reagent having a reactive carboxylic acid chloride, sulfonic acid chloride, chloroformate, isocyanate or anhydride functionality, in the presence of a tertiary amine catalyst, to yield the corresponding 5-O-acyl-2-(substituted)thiazole derivative, detectible by enhanced ultravoilet absorobance or fluorescence emission at extremely low concentration thereby providing a method of sequencing very small amounts of protein.

REFERENCES:
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patent: 4110378 (1978-08-01), Geyer
patent: 4548904 (1985-10-01), Kent et al.
patent: 4652530 (1987-03-01), Rothman et al.
Previero et al., Chemical Abstracts, vol. 84, No. 21, Abstract No. 147268m, 5/24/76.
Tsugita et al., Chemical Abstracts, vol. 106, No. 11, Abstract No. 81238r, 3/16/1987.

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