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Fmoc-Ser(tBu)-OH (CAS 71989-33-8)

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Alternate Names:
Fmoc-O-tert-butyl-L-serine
CAS Number:
71989-33-8
Molecular Weight:
383.44
Molecular Formula:
C22H25NO5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Fmoc-Ser(tBu)-OH, or Fmoc-Serine-t-Butyl Ester, plays a vital role as an amino acid derivative in peptide synthesis and chemical biology. This hydrophobic molecule holds significance in the creation of peptides, proteins, and other bioactive compounds. Derived from serine, an amino acid found in proteins and peptides, Fmoc-Ser(tBu)-OH serves as a versatile reagent. The scientific research community extensively utilizes Fmoc-Ser(tBu)-OH in multiple domains, particularly in chemistry. In vitro, it finds application in the synthesis of peptides, proteins, and other bioactive compounds. The hydrophobic nature of Fmoc-Ser(tBu)-OH enables its use in modifying proteins and peptides. It allows for the introduction of hydrophobic amino acid residues into these biomolecules, consequently altering their structure and functionality.


Fmoc-Ser(tBu)-OH (CAS 71989-33-8) References

  1. Efficient loading of sulfonamide safety-catch linkers by Fmoc amino acid fluorides.  |  Ingenito, R., et al. 2002. Org Lett. 4: 1187-8. PMID: 11922814
  2. Total solid-phase synthesis of marine cyclodepsipeptide IB-01212.  |  Cruz, LJ., et al. 2006. J Org Chem. 71: 3339-44. PMID: 16626112
  3. Enhanced epimerization of glycosylated amino acids during solid-phase peptide synthesis.  |  Zhang, Y., et al. 2012. J Am Chem Soc. 134: 6316-25. PMID: 22390544
  4. New TFA-free cleavage and final deprotection in fmoc solid-phase peptide synthesis: dilute HCl in fluoro alcohol.  |  Palladino, P. and Stetsenko, DA. 2012. Org Lett. 14: 6346-9. PMID: 23210918
  5. In vitro and in vivo pharmacological characterization of a neuropeptide S tetrabranched derivative.  |  Ruzza, C., et al. 2015. Pharmacol Res Perspect. 3: e00108. PMID: 25692025
  6. Stereoselective Polymer-Supported Synthesis of Morpholine- and Thiomorpholine-3-carboxylic Acid Derivatives.  |  Králová, P., et al. 2017. ACS Comb Sci. 19: 173-180. PMID: 28085245
  7. Polymer-Supported Stereoselective Synthesis of Benzoxazino[4,3-b][1,2,5]thiadiazepinone 6,6-dioxides.  |  Králová, P., et al. 2017. ACS Comb Sci. 19: 670-674. PMID: 28825802
  8. Increased Production of Specific Antibodies by Presentation of the Antigen Determinants with Covalently Coupled Lipopetide Mitogens  |  Prof. Dr. Günther Jung, Dipl.-Biochem. Karl-Heinz Wiesmüller, Dr. Gerhard Becker, Dr. Hans-Jörg Bühring, Prof. Dr. Wolfgang G. Bessler. 1985. 24: 872-873.
  9. Racemization studies of Fmoc-Ser(tBu)-OH during stepwise continuous-flow solid-phase peptide synthesis  |  Armida Di Fenza, Mariella Tancredi, Claudia Galoppini, Paolo Rovero ∗. 1998. Tetrahedron Letters. 39: 8529-8532.
  10. The 4-tert-butylphenyl group as a simple tag for solution phase synthesis  |  Jordan Blodgett a, Tingyu Li b. 2004. Tetrahedron Letters. 45: 6649-6652.
  11. Optimized 'inverse activation' methodology for esterification of hydroxyl-functionalized resins  |  Robert J. Topping, Ileana Nuiry, Jill Mastriona, Jason A. Moss. 2008. Tetrahedron Letters. 49: 2907-2910.
  12. Total Synthesis of MC2, a Peptide from Momordica Charantia and Its Hypoglycemic Activity  |  Jing JIN a, Wen-Long HUANG a, Guang-Ling RAO b, Hai QIAN a, Hui-Bin ZHANG a, Jin-Pei ZHOU a, Jing-Jie WANG a, Wei CHEN a, Kuo DU a. 2011. Chinese Journal of Natural Medicines. 9: 58-60.
  13. Fmoc-based solid-phase synthesis of adenylylated peptides using diester-type adenylylated amino acid derivatives  |  Keiji Ogura, Akira Shigenaga, Koji Ebisuno, Hiroko Hirakawa, Akira Otaka. 2012. Tetrahedron Letters. 53: 3429-3432.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Fmoc-Ser(tBu)-OH, 10 g

sc-235202
10 g
$82.00