8.52019

Fmoc-Ser(tBu)-OH

Novabiochem^®

• Synonym(s): Fmoc-Ser(tBu)-OH, N-α-Fmoc-O-t.-butyl-L-serine
• Empirical Formula (Hill Notation): C₂₂H₂₅NO₅
• CAS Number: 71989-33-8
• Molecular Weight: 383.44
• UNSPSC Code: 12352209
• EC Index Number: 276-260-6
• NACRES: NA.22
• MDL number: MFCD00037127

Properties

• Quality Segment: 400
• product line: Novabiochem^®
• assay: ≥98% (TLC), ≥98.0% (acidimetric), ≥99.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: 123-130 °C
• application(s): peptide synthesis
• functional group: hydroxyl
• storage temp.: 2-30°C
• SMILES string: N([C@@H](COC(C)(C)C)C(=O)[O-])C(=O)OCC1c2c(cccc2)c3c1cccc3
• InChI: 1S/C22H25NO5/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/p-1/t19-/m0/s1
• InChI key: REITVGIIZHFVGU-IBGZPJMESA-M

Description

General description

High purity Fmoc-protected amino acid for research and process production of peptides, with very low levels of dipeptide, free-amino acids and acetic acid impurities.
Standard building block for introduction of serine amino-acid residues by Fmoc SPPS

Associated Protocols and Technical Articles
Fmoc-amino acids for Peptide Production
Cleavage and Deprotection Protocols for Fmoc SPPS

Application

• Stereoselective polymer-supported synthesis of morpholine-and thiomorpholine-3-carboxylic acid derivatives: This research explores the use of Fmoc-Ser(tBu)-OH in the synthesis of morpholine derivatives, demonstrating its utility in creating complex molecular structures (Králová et al., 2017).
• Controlled morphological changes in self-assembled structures formed by Fmoc variants of Threonine and Serine: The study investigates how Fmoc-Ser(tBu)-OH influences the self-assembly of peptides into structured forms, contributing to materials science and nanotechnology (Kshtriya et al., 2021).

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Colour index (0,5 M in DMF): ≤ 150 Hazen
Identity (IR): passes test
Enantiomeric purity: ≥ 99.8 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Ser (tBu) -OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Ser(tBu)-Ser(tBu)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Ser-OH (HPLC): ≤ 0.1 % (a/a)
Assay free amino acid (GC): ≤ 0.2 %
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (25 mmole in 50 ml DMF): clearly soluble
Assay (acidimetric): ≥ 98.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.02 %

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Other Notes

Replaces: 04-12-1033

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable