Date published: 2026-2-13

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L-threo-Phenylserine (CAS 6254-48-4)

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Application:
L-threo-Phenylserine is a valuable chiral synthon
CAS Number:
6254-48-4
Molecular Weight:
181.19
Molecular Formula:
C9H11NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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L-threo-Phenylserine is a building block of peptide antibiotics and a valuable chiral synthon. Has been used for obtaining beta-mercaptophenylalanine. Introduction of this Phe derivative allowed native chemical ligation at Phe followed by desulfuration.


L-threo-Phenylserine (CAS 6254-48-4) References

  1. [The antiviral action of threo-beta-phenylserine].  |  DICKINSON, L. and THOMPSON, MJ. 1957. Br J Pharmacol Chemother. 12: 66-73. PMID: 13413154
  2. Reaction of ferrimyoglobin with phenols.  |  GEORGE, P., et al. 1958. Nature. 181: 1534-5. PMID: 13566054
  3. Gymnangiamide, a cytotoxic pentapeptide from the marine hydroid Gymnangium regae.  |  Milanowski, DJ., et al. 2004. J Org Chem. 69: 3036-42. PMID: 15104441
  4. Characterization of an inducible phenylserine aldolase from Pseudomonas putida 24-1.  |  Misono, H., et al. 2005. Appl Environ Microbiol. 71: 4602-9. PMID: 16085854
  5. Expedient synthesis of threo-beta-hydroxy-alpha-amino acid derivatives: phenylalanine, tyrosine, histidine, and tryptophan.  |  Crich, D. and Banerjee, A. 2006. J Org Chem. 71: 7106-9. PMID: 16930077
  6. Fluoro-organocatalysts: conformer equivalents as a tool for mechanistic studies.  |  Sparr, C. and Gilmour, R. 2010. Angew Chem Int Ed Engl. 49: 6520-3. PMID: 20677308
  7. Discovery and characterization of D-phenylserine deaminase from Arthrobacter sp. TKS1.  |  Muramatsu, H., et al. 2011. Appl Microbiol Biotechnol. 90: 159-72. PMID: 21190106
  8. Serine hydroxymethyltransferase from the cold adapted microorganism Psychromonas ingrahamii: a low temperature active enzyme with broad substrate specificity.  |  Angelaccio, S., et al. 2012. Int J Mol Sci. 13: 1314-1326. PMID: 22408393
  9. Conformational transitions driven by pyridoxal-5'-phosphate uptake in the psychrophilic serine hydroxymethyltransferase from Psychromonas ingrahamii.  |  Angelaccio, S., et al. 2014. Proteins. 82: 2831-41. PMID: 25044250
  10. Metabolic control of BRIsc-SHMT2 assembly regulates immune signalling.  |  Walden, M., et al. 2019. Nature. 570: 194-199. PMID: 31142841
  11. Structural and kinetic properties of serine hydroxymethyltransferase from the halophytic cyanobacterium Aphanothece halophytica provide a rationale for salt tolerance.  |  Nogués, I., et al. 2020. Int J Biol Macromol. 159: 517-529. PMID: 32417544
  12. One-step purification and immobilization of recombinant proteins using SpyTag/SpyCatcher chemistry.  |  Tian, J., et al. 2021. Biotechnol Lett. 43: 1075-1087. PMID: 33591462
  13. Improving and Inverting Cβ-Stereoselectivity of Threonine Aldolase via Substrate-Binding-Guided Mutagenesis and a Stepwise Visual Screening  |  Chen, Q., Chen, X., Feng, J., Wu, Q., Zhu, D., & Ma, Y. 2019. ACS Catalysis. 9: 4462-4469.
  14. Characteristics of L-threonine transaldolase for asymmetric synthesis of β-hydroxy-α-amino acids  |  Xu, L., Wang, L. C., Xu, X. Q., & Lin, J. 2019. Catalysis Science & Technology,. 9: 5943-5952.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

L-threo-Phenylserine, 1 g

sc-295334
1 g
$265.00

L-threo-Phenylserine, 5 g

sc-295334A
5 g
$911.00

L-threo-Phenylserine, 25 g

sc-295334B
25 g
$3413.00