Merck
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P1034

Sigma-Aldrich

Phenyl isothiocyanate

Sigma Grade, 8.36 M, suitable for solid phase protein sequencing analysis, ≥99% (GC), liquid

Synonym(s):
PITC
Linear Formula:
C6H5NCS
CAS Number:
Molecular Weight:
135.19
Beilstein:
471392
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.31

Quality Level

grade

Sigma Grade

assay

≥99% (GC)

form

liquid

concentration

8.36 M

refractive index

n20/D 1.6515 (lit.)

bp

218 °C (lit.)

mp

−21 °C (lit.)

density

1.132 g/mL at 20 °C (lit.)

suitability

suitable for solid phase protein sequencing analysis

storage temp.

2-8°C

SMILES string

S=C=Nc1ccccc1

InChI

1S/C7H5NS/c9-6-8-7-4-2-1-3-5-7/h1-5H

InChI key

QKFJKGMPGYROCL-UHFFFAOYSA-N

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General description

Phenyl isothiocyanate belongs to the class of aromatic compounds with isothiocyanate groups. It is typically used as a precolumn derivatization agent for the formation of phenylthiocarbamyl amino acids for their subsequent determination using chromatography techniques.

Application

Phenyl isothiocyanate may be used in the polypeptide and protein sequencing at the subpicomole and subnanomole levels, respectively, by applying automated Edman chemistry followed by the analysis using high-performance liquid chromatography (HPLC) technique.
Derivatizing reagent for primary and secondary amines. Used in sequencing peptides by Edman degradation and in amino acid analyses by HPLC.

Packaging

One mL size packaged in flame sealed amber ampules under argon.
Ten mL size packaged in screw cap amber vials under argon.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Resp. Sens. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

190.4 °F - closed cup

Flash Point(C)

88 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Examination of automated polypeptide sequencing using standard phenyl isothiocyanate reagent and subpicomole high-performance liquid chromatographic analysis
Tempst P and Riviere L
Analytical Biochemistry, 183(2), 290-300 (1989)
R L Heinrikson et al.
Analytical biochemistry, 136(1), 65-74 (1984-01-01)
Methods for the quantitative derivatization of amino acids with phenylisothiocyanate and for the separation and quantitation of the resulting phenylthiocarbamyl derivatives by reverse-phase high-performance liquid chromatography are described. Phenylthiocarbamylation of amino acids proceeds smoothly in 5 to 10 min at
Additives for High Performance Applications: Chemistry and Applications
Additives for High Performance Applications: Chemistry and Applications, 235(1), 48-62 (2016)
The Protein Protocols Handbook, 235(1), 48-62 (1996)
H S Lu et al.
Archives of biochemistry and biophysics, 235(1), 48-62 (1984-11-15)
Automated solid-phase sequencing using 4-N,N-dimethylaminoazobenzene 4'-isothiocyanate (DABITC) double coupling or regular phenylisothiocyanate (PITC) degradation procedures have been investigated. Employing sensitive high-performance liquid chromatography for the identification of amino acid thiohydantoin derivatives (PTH and DABTH), both methods were capable of sequencing

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