8.52017
Fmoc-Pro-OH
Novabiochem®
Synonym(s):
Fmoc-Pro-OH, N-α-Fmoc-L-proline
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About This Item
Quality Level
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
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
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
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Articles
Proline analogues are promising candidates for tuning the biological, pharmaceutical, or physicochemical properties of naturally occuring, as well as de novo designed, linear, and, cyclic peptides.
Related Content
Introducing enhanced specifications for 20 standard Fmoc-amino acids, ensuring ≥99% HPLC purity and improved yields for high-quality peptide synthesis.
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 8520170250 | 04027269206987 |
| 8520170500 | 04027269179649 |
| 8520170025 | 04027269085445 |
| 8520170100 | 04027269085452 |
| 8520171000 | 04027269179663 |