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SMILES string
N([C@@H]([C@H](OC(C)(C)C)C)C(=O)[O-])C(=O)OCC1c2c(cccc2)c3c1cccc3
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
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
Quality Level
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General description
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).
Analysis Note
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.
Other Notes
Legal Information
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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