Phenylthiohydantoin-(Nepsilon-phenylthiocarbamyl)-lysine TCI P0625

Chemical Identity

CAS No.: 29635-94-7
PubChem: CID 3034586·SID 87574786
Formula: C20H22N4OS2
Molecular weight: 398.5 g/mol
Purity: >98.0%(HPLC)(T)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1-[4-(5-oxo-1-phenyl-2-sulfanylideneimidazolidin-4-yl)butyl]-3-phenylthiourea
SMILES: C1=CC=C(C=C1)NC(=S)NCCCCC2C(=O)N(C(=S)N2)C3=CC=CC=C3
InChIKey: BUPYRERCBPFRFM-UHFFFAOYSA-N

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Phenylthiohydantoin-(Nε-phenylthiocarbamyl)-lysine from TCI is a derivative of the amino acid lysine in its phenylthiohydantoin (PTH) form. Its side chain, the epsilon amino group, has also reacted to form a phenylthiocarbamyl group. This type of compound forms when a lysine residue is cleaved from the N-terminus of a peptide during Edman degradation, which uses phenyl isothiocyanate. In biochemistry and protein analysis laboratories, it serves as a reference standard for identifying lysine residues when determining amino acid sequences.

Laboratories choose this compound because it has the same form as the derivative that lysine actually produces during Edman sequencing. In lysine, the side-chain amino group also reacts with phenyl isothiocyanate, so the resulting derivative differs from the PTH derivatives of other amino acids. With a pure standard of this exact derivative, analysts can match retention times and absorption profiles in liquid chromatography precisely. The phenyl-bearing hydantoin ring structure also gives enough ultraviolet absorption for spectrophotometric detection, which makes it well suited to routine chromatographic identification workflows.

In Indonesia, this material is relevant to biochemistry, biotechnology, and proteomics laboratories at universities and research institutions that study protein structure and peptide sequences. Research groups that run N-terminal sequencing, check the identity of synthetic or purified peptides, or teach the principles of protein chemistry can use it as a dependable reference point. Analytical laboratories that support life science research may also keep it on hand as a calibration standard for chromatographic methods that separate and identify PTH amino acid derivatives.

TCI brochures (PDF)

Amino Acids and Peptide Synthesis Reagents 2025-08-14 · p. 22

Related TCI products

Edman degradation sequencing: it serves as the reference standard for identifying lysine residues, because its structure matches the derivative actually released from lysine during each sequencing cycle.
HPLC retention time calibration: analysts inject the pure standard to set the exact retention time of the lysine derivative, so peaks in unknown sequencing runs can be assigned with confidence.
UV detection method development: the phenyl-bearing hydantoin ring gives enough ultraviolet absorption for spectrophotometric detection, which helps when optimizing detector settings for PTH derivative analysis.
Peptide identity verification: laboratories confirming the N-terminal sequence of synthetic or purified peptides can use this standard to verify that lysine sits at the expected position.
Protein chemistry teaching and research training: university laboratories can use it to show students how lysine's side-chain amino group reacts with phenyl isothiocyanate and forms a distinct derivative.

Brand	TCI (product code P0625)
CAS number	29635-94-7
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	as listed on the product page for this item
Physical form	refer to the manufacturer's certificate of analysis and safety data sheet
Storage	follow the storage conditions stated on the TCI label and safety data sheet

Store this compound in its original, tightly closed manufacturer container, kept in a cool, dry, well-ventilated place away from direct light, moisture, and incompatible substances. Always follow the storage conditions printed on the TCI label and safety data sheet. Because it is used as an analytical reference standard, avoid contamination: use clean, dry spatulas and glassware, and reseal the container quickly after each use. Handle it in a well-ventilated area or a fume hood, and wear suitable personal protective equipment, including laboratory gloves, safety glasses, and a lab coat. Avoid inhaling dust and avoid contact with skin and eyes. Dispose of residues and contaminated materials according to institutional and local chemical waste regulations.

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