8.52000

Fmoc-Thr(tBu)-OH

Novabiochem^®

• Synonym(s): Fmoc-Thr(tBu)-OH, N-α-Fmoc-O-t.-butyl-L-threonine
• Empirical Formula (Hill Notation): C₂₃H₂₇NO₅
• CAS Number: 71989-35-0
• Molecular Weight: 397.46
• MDL number: MFCD00077075
• UNSPSC Code: 12352209
• EC Index Number: 276-261-1
• NACRES: NA.22

Properties

• Quality Level: 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: 125-135 °C
• application(s): peptide synthesis
• functional group: hydroxyl
• storage temp.: 2-30°C
• InChI: 1S/C23H27NO5/c1-14(29-23(2,3)4)20(21(25)26)24-22(27)28-13-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,14,19-20H,13H2,1-4H3,(H,24,27)(H,25,26)/p-1/t14-,20+/m1/s1
• InChI key: LZOLWEQBVPVDPR-VLIAUNLRSA-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 threonine 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

• Protocol for Facile Synthesis of Fmoc-N-Me-AA-OH Using 2-CTC Resin as Temporary and Reusable Protecting Group: This study demonstrates the effective use of Fmoc-Thr(tBu)-OH in the synthesis of N-methyl amino acids, which are crucial in developing peptidomimetic drugs (Román et al., 2023).


• Controlled Morphological Changes in Self-Assembled Structures Formed by Fmoc Variants of Threonine and Serine: Explores how Fmoc-Thr(tBu)-OH influences the self-assembly and structural morphology of peptidic materials, relevant in material science (Kshtriya et al., 2021).


• Solid-phase Synthesis of C-terminus Cysteine Peptide Acids: This article includes the use of Fmoc-Thr(tBu)-OH in the synthesis of peptides containing cysteine, which are significant in both drug design and biochemical studies (Mthembu et al., 2022).


• Polymer-Supported Stereoselective Synthesis of Benzoxazinothiadiazepinone 6,6-dioxides: Discusses the use of Fmoc-Thr(tBu)-OH in the stereoselective synthesis of novel organic compounds with potential applications in medicinal chemistry (Králová et al., 2017).

Linkage

Replaces: 04-12-1000

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: ≥ 99.7 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Thr(tBu)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Thr(tBu)-Thr(tBu)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Thr-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.

Legal Information

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

Safety Information

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