Available from stock

S-Phenylmercapturic acid

SKU: P0091

Category: Amino Acids, Peptides, Proteins

Synonyms: N-Acetyl-S-phenyl-L-cysteine , (R)-2-Acetamido-3-(phenylthio)propanoic acid , NSC 17197 , S-PMA; 4775-80-8
CAS-Number: C₁₁H₁₃NO₃S
Molecular Formula: 239.29
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (HPLC)
Appearance: White crystalline powder
Identity: 1H-NMR

Properties

Solvents: DMSO, DMF, ethanol
Melting Point: 129 °C
Optical Activity: [α]/D -25.0±2.0°, c = 1 in ethanol

Documentation

Safety Data Sheet (SDS): CDX P0091 MSDS.pdf

Shipping: AMBIENT
Short Term Storage: -20°C
Long Term Storage: -20°C
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at -20°C.

Transportation: Not dangerous goods

Description: S-Phenylmercapturic acid (S-PMA) is an important metabolite of benzene used as a biomarker for benzene exposure in humans. In industrial workers, urinary concentrations of up to 543 µg/g creatinine have been detected. In a study of benzene exposure through tobacco smoke inhalation in humans, smokers had a urinary concentration of 9.1 µg S-PMA/g creatinine compared with 4.8 µg S-PMA/g creatinine in non-smokers. S-PMA can be sensitively and reliably determined using capillary gas chromatographic/mass spectrometric method. Due to its sensitivity the method is suitable not only for determining concentrations relevant to occupational medicine, but also those which occur in the ecological range. Compound can be used as analytical reference material.
Smiles: CC(N[C@H](C(O)=O)CSC1=CC=CC=C1)=O
InChi Key: CICOZWHZVMOPJS-UHFFFAOYSA-N
References: (1) P. Stommel, et al., Carcinogenesis 10, 279 (1989) , (2) N.J. van Sittert, et al., Br. J. Ind. Med. 50, 460 (1993) , (3) J.P. Aston, et al., Biomarkers 7, 103 (2002) , (4) P.B. Farmer, et al., Chem. Biol. Interact. 153-154, 97 (2005) , (5) C.A. Haiman, et al., PLoS One 11, e0150641 (2016) , (6) M.P.R. Mendes, et al., J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1063, 136 (2017)
InChi: InChI=1S/C11H13NO3S/c1-8(13)12-10(11(14)15)7-16-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)

S-Phenylmercapturic acid (S-PMA) is an important metabolite of benzene used as a biomarker for benzene exposure in humans. In industrial workers, urinary concentrations of up to 543 µg/g creatinine have been detected. In a study of benzene exposure through tobacco smoke inhalation in humans, smokers had a urinary concentration of 9.1 µg S-PMA/g creatinine compared with 4.8 µg S-PMA/g creatinine in non-smokers. S-PMA can be sensitively and reliably determined using capillary gas chromatographic/mass spectrometric method. Due to its sensitivity the method is suitable not only for determining concentrations relevant to occupational medicine, but also those which occur in the ecological range. Compound can be used as analytical reference material.

SKU: P0091 Category: Amino Acids, Peptides, Proteins

Additional information

Additional information

Synonyms	N-Acetyl-S-phenyl-L-cysteine, (R)-2-Acetamido-3-(phenylthio)propanoic acid, NSC 17197, S-PMA
Purity	≥98% (HPLC)
Appearance	White crystalline powder
CAS-Number	4775-80-8
Molecular Formula	C11H13NO3S
Molecular Weight	239.29
Identity	1H-NMR
Solvents	DMSO, DMF, ethanol
Melting Point	129 °C
Optical Activity	[α]/D -25.0±2.0°, c = 1 in ethanol
Smiles	CC(N[C@H](C(O)=O)CSC1=CC=CC=C1)=O
InChi Key	CICOZWHZVMOPJS-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	-20°C
Long Term Storage	-20°C
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at -20°C.
Transportation	Not dangerous goods
References	(1) P. Stommel, et al., Carcinogenesis 10, 279 (1989), (2) N.J. van Sittert, et al., Br. J. Ind. Med. 50, 460 (1993), (3) J.P. Aston, et al., Biomarkers 7, 103 (2002), (4) P.B. Farmer, et al., Chem. Biol. Interact. 153-154, 97 (2005), (5) C.A. Haiman, et al., PLoS One 11, e0150641 (2016), (6) M.P.R. Mendes, et al., J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. 1063, 136 (2017)
InChi	InChI=1S/C11H13NO3S/c1-8(13)12-10(11(14)15)7-16-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)
Quantity	100 mg, Bulk