Date published: 2026-6-2

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N-(p-Toluenesulfonyl)-L-phenylalanyl chloride (CAS 29739-88-6)

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Alternate Names:
Tosyl-L-phenylalanyl Chloride
Application:
N-(p-Toluenesulfonyl)-L-phenylalanyl chloride is an optical resolving reagent for alcohols
CAS Number:
29739-88-6
Molecular Weight:
337.82
Molecular Formula:
C16H16ClNO3S
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-(p-Toluenesulfonyl)-L-phenylalanyl chloride, a synthetic compound belonging to the tosylates family, has found extensive applications in scientific research. Its versatile use encompasses protein synthesis, peptide synthesis, and peptide-protein conjugation. Additionally, it plays a role in the synthesis of peptide-based drugs and the development of biocatalysts. Furthermore, it has been instrumental in studying protein-protein interactions and aiding in the development of enzyme inhibitors. This compound serves as a coupling agent during peptide synthesis, facilitating the formation of peptide bonds between amino acids. Moreover, it acts as a protecting group, safeguarding the amino acid from reacting with other reagents. Its utility extends to modifying peptide structures, allowing for the incorporation of new functional groups.


N-(p-Toluenesulfonyl)-L-phenylalanyl chloride (CAS 29739-88-6) References

  1. Design, synthesis, and pharmacological evaluation of N-bicyclo-5-chloro-1H-indole-2-carboxamide derivatives as potent glycogen phosphorylase inhibitors.  |  Onda, K., et al. 2008. Bioorg Med Chem. 16: 10001-12. PMID: 18952447
  2. Sensitive Determination of Onco-metabolites of D- and L-2-hydroxyglutarate Enantiomers by Chiral Derivatization Combined with Liquid Chromatography/Mass Spectrometry Analysis.  |  Cheng, QY., et al. 2015. Sci Rep. 5: 15217. PMID: 26458332
  3. Chiral separation of 2-hydroxyglutaric acid on cinchonan carbamate based weak chiral anion exchangers by high-performance liquid chromatography.  |  Calderón, C., et al. 2016. J Chromatogr A. 1467: 239-245. PMID: 27234847
  4. Abscinazole-E3M, a practical inhibitor of abscisic acid 8'-hydroxylase for improving drought tolerance.  |  Takeuchi, J., et al. 2016. Sci Rep. 6: 37060. PMID: 27841331
  5. A readily 16O-/18O-isotopically-paired chiral derivatization approach for the quantification of 2-HG metabolic panel by liquid chromatography-Tandem mass spectrometry.  |  Zheng, JY., et al. 2019. Anal Chim Acta. 1077: 174-182. PMID: 31307707
  6. Quantitative Profiling of Oncometabolites in Frozen and Formalin-Fixed Paraffin-Embedded Tissue Specimens by Liquid Chromatography Coupled with Tandem Mass Spectrometry.  |  Bao, X., et al. 2019. Sci Rep. 9: 11238. PMID: 31375752
  7. Current trends in isotope-coded derivatization liquid chromatographic-mass spectrometric analyses with special emphasis on their biomedical application.  |  El-Maghrabey, MH., et al. 2020. Biomed Chromatogr. 34: e4756. PMID: 31755123
  8. The unusual di-domain structure of Dunaliella salina glycerol-3-phosphate dehydrogenase enables direct conversion of dihydroxyacetone phosphate to glycerol.  |  He, Q., et al. 2020. Plant J. 102: 153-164. PMID: 31762135
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  10. Biochemical Background in Mitochondria Affects 2HG Production by IDH2 and ADHFE1 in Breast Carcinoma.  |  Špačková, J., et al. 2021. Cancers (Basel). 13: PMID: 33916579
  11. Identification of Isocitrate Dehydrogenase 2 (IDH2) Mutation in Carotid Body Paraganglioma.  |  Lang, F., et al. 2021. Front Endocrinol (Lausanne). 12: 731096. PMID: 34616365
  12. Resolving Enantiomers of 2-Hydroxy Acids by Nuclear Magnetic Resonance.  |  Lin, P., et al. 2022. Anal Chem. 94: 12286-12291. PMID: 36040304

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-(p-Toluenesulfonyl)-L-phenylalanyl chloride, 1 g

sc-295599A
1 g
$55.00

N-(p-Toluenesulfonyl)-L-phenylalanyl chloride, 5 g

sc-295599
5 g
$198.00

N-(p-Toluenesulfonyl)-L-phenylalanyl chloride, 25 g

sc-295599B
25 g
$686.00