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US4865994A
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Detection method for amino acid derivatives
Assignee: Seiko Instruments Inc
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Filing: 1988-04-19
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Granted: 1989-09-12
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Expires: 2008-04-19
Abstract
Abstract A method for detecting amino acid derivatives in which 2-anilino-5-thiazolinone derivatives of amino acids are reacted with radioactive iodine siotope-labeled amino compounds or with fluorescent amino compounds to form phenylthiocarbamyl amino acid derivatives. The phenylthiocarbamyl amino acid derivatives are detected with a high level of sensitivity by a radioactive detector or a fluorescence spectrophotometer.
Inventors
- 👤 Akira Tsugita
- 👤 Isamu Arai
- 👤 Tatsuaki Ataka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 14:27
CPC Classifications
C; C07; C07K; C07K1/00; C07K1/12; G; G01; G01N; G01N33/00; G01N33/48; G01N33/50; G01N33/53; G01N33/531; G01N33/532; G01N33/533; G01N33/534; G01N33/68; G01N33/6803; G01N33/6806; G01N33/6809; G01N33/6818; G01N33/6824; Y; Y10; Y10T; Y10T436/00; Y10T436/14; Y10T436/141111
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
66 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR5## wherein X is a residue of a radioactive isotope label and R 1 is hydrogen or a hydrocarbon radical; and detecting the phenylthiocarbamyl amino acid derivatives.
Claim 2
Independent Claim
66 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR5## wherein X is a residue of a radioactive isotope label and R 1 is hydrogen or a hydrocarbon radical; and detecting the phenylthiocarbamyl amino acid derivatives.
Claim 3
Independent Claim
110 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl protein; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR6## wherein each of R 1 , R 2 , and R 3 is hydrogen or a hydrocarbon radical, X is a residue of radioactive isotope label, and wherein (h) is the cleaved peptide or protein.
Claim 4
Independent Claim
110 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl protein; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR6## wherein each of R 1 , R 2 , and R 3 is hydrogen or a hydrocarbon radical, X is a residue of radioactive isotope label, and wherein (h) is the cleaved peptide or protein.
Claim 5
Independent Claim
51 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) a fluorescent amino compound to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR7## wherein X is a fluorescent compound and R 1 is hydrogen or a hydrocarbon radical.
Claim 6
Independent Claim
51 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) a fluorescent amino compound to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR7## wherein X is a fluorescent compound and R 1 is hydrogen or a hydrocarbon radical.
Claim 7
Independent Claim
101 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl amino; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) a fluorescent amino compound to form (c) phenylthiocarbamylamino acid derivatives according to the reaction scheme: ##STR8## wherein each of R 1 , R 2 , R 3 is hydrogen or a hydrocarbon radycal, X is a fluorescent compound, and wherein (h) is the cleaved peptide or protein.
Claim 8
Independent Claim
101 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl amino; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) a fluorescent amino compound to form (c) phenylthiocarbamylamino acid derivatives according to the reaction scheme: ##STR8## wherein each of R 1 , R 2 , R 3 is hydrogen or a hydrocarbon radycal, X is a fluorescent compound, and wherein (h) is the cleaved peptide or protein.
Claim 9
Independent Claim
66 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR9## wherein X is a residue of a radioactive isotope label and R 1 is an amino acid side chain; and detecting the phenylthiocarbamyl amino acid derivatives.
Claim 10
Independent Claim
66 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR9## wherein X is a residue of a radioactive isotope label and R 1 is an amino acid side chain; and detecting the phenylthiocarbamyl amino acid derivatives.
Claim 11
Independent Claim
111 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl protein; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR10## wherein each of R 1 , R 2 , and R 3 is an amino acid side chain, X is a residue of a radioactive isotope label, and wherein (h) is the cleaved peptide or protein.
Claim 12
Independent Claim
111 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl protein; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) an amino compound labeled with a radioactive isotope to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR10## wherein each of R 1 , R 2 , and R 3 is an amino acid side chain, X is a residue of a radioactive isotope label, and wherein (h) is the cleaved peptide or protein.
Claim 13
Independent Claim
51 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) a fluorescent amino compound to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR11## wherein X is a fluorescent compound and R 1 is an amino acid side chain.
Claim 14
Independent Claim
51 words
A method for detecting 5-thiazolinone derivatives of amino acids comprising: reacting (a) 5-thiazolinone derivatives of amino acids with (b) a fluorescent amino compound to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR11## wherein X is a fluorescent compound and R 1 is an amino acid side chain.
Claim 15
Independent Claim
102 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl protein; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) a fluorescent amino compound to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR12## wherein each of R 1 , R 2 and R 3 is an amino acid side chain, X is a fluorescent compound, and wherein (h) is the cleaved peptide or protein.
Claim 16
Independent Claim
102 words
A method of detecting amino acids comprising: reacting (d) phenylisothiocyanate with (e) a protein or peptide to form (f) phenylthiocarbamyl protein; reacting the (f) phenylthiocarbamyl protein with (g) an acid in an anhydrous condition to effect cyclization and scission and to form (a) a 5-thiazolinone derivative; and reacting the (a) 5-thiazolinone derivative with (b) a fluorescent amino compound to form (c) phenylthiocarbamyl amino acid derivatives according to the reaction scheme: ##STR12## wherein each of R 1 , R 2 and R 3 is an amino acid side chain, X is a fluorescent compound, and wherein (h) is the cleaved peptide or protein.
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