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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

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About This Item

Linear Formula:
C6H5NCS
CAS Number:
103-72-0
Molecular Weight:
135.19
Beilstein:
471392
EC Number:
203-138-1
MDL number:
MFCD00004798
UNSPSC Code:
12352118
PubChem Substance ID:
24898144
NACRES:
NA.31

grade

Sigma Grade

Quality Level

100

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

H301,H314,H317,H334

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R F Ebert
Analytical biochemistry, 154(2), 431-435 (1986-05-01)
A method for analysis of phenylthiocarbamyl-amino acids by HPLC is described. Solvent A contains 0.05 M sodium acetate plus triethylamine (2.75 ml/liter) adjusted to pH 6.40 with phosphoric acid. Solvent B consists of 50% solvent A, 40% acetonitrile, and 10%
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
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)
Misako Aito-Inoue et al.
Journal of agricultural and food chemistry, 54(15), 5261-5266 (2006-07-20)
For the isolation and detection of food-derived peptides in blood, an approach based on the derivatization of peptides with phenyl isothiocyanate (PITC) was developed. This approach allows hydrophilic peptides to be resolved and specifically detected by reversed-phase (RP) HPLC. For
R Gheshlaghi et al.
Analytical biochemistry, 383(1), 93-102 (2008-08-30)
Modified resolution and overall separation factors used to quantify the separation of complex chromatography systems are described. These factors were proven to be applicable to the optimization of amino acid resolution in reverse-phase (RP) HPLC chromatograms. To optimize precolumn derivatization
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