8.52017
Fmoc-Pro-OH
Novabiochem®
Synonyme(s) :
Fmoc-Pro-OH, N-α-Fmoc-L-proline
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A propos de cet article
SMILES string
N4(C(CCC4)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3
InChI
1S/C20H19NO4/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,22,23)
InChI key
ZPGDWQNBZYOZTI-UHFFFAOYSA-N
product line
Novabiochem®
assay
≥94.0% (acidimetric), ≥98% (TLC), ≥99.0% (HPLC)
form
powder
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
manufacturer/tradename
Novabiochem®
mp
112-115 °C
application(s)
peptide synthesis
functional group
Fmoc
storage temp.
2-30°C
Quality Level
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General description
Standard building block for introduction of proline 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
- Biphasic electrochemical peptide synthesis: This study highlights the application of Fmoc-Pro-OH in electrochemical peptide synthesis, where slight excesses of reagents and electricity were required, possibly due to steric hindrance (S Nagahara, Y Okada, Y Kitano, K Chiba - Chemical Science, 2021).
- Elucidation of the Mechanism of Endo-XaaC-terminal Peptide Impurity Formation in SPPS: Fmoc-Pro-OH′s role was analyzed in a study investigating impurity formation during solid-phase peptide synthesis, highlighting its distinctively low tendency to form impurities (Y Yang, L Hansen, A Baldi - Organic Process Research & Development, 2021).
- Polymer–peptide delivery platforms: This research utilized Fmoc-Pro-OH in the development of polymer-based DNA delivery systems, emphasizing the effect of oligopeptide orientation on delivery efficacy (SS Parelkar, R Letteri, D Chan-Seng - Biomacromolecules, 2014).
- Structure–Activity Relationship Study of N-Hydroxyphtalimide Derivatives: The study explored the use of Fmoc-Pro-OH in the synthesis of N-Hydroxyphtalimide derivatives for detecting amines during peptide synthesis (K Takamatsu, R Suzuki, A Matsunaga - The Journal of Organic Chemistry, 2023).
Analysis Note
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-β-Ala-Pro-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Pro-Pro-OH (HPLC): ≤ 0.1 % (a/a)
Assay free amino acid (GC): ≤ 0.2 %
Purity (TLC(011A)): ≥ 98 %
Solubility (25 mmole in 50 ml DMF): clearly soluble
Assay (acidimetric): ≥ 94.0 %
Water (K. F.): ≤ 6.0 %
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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