8.52017

Fmoc-Pro-OH

Novabiochem^®

• Synonym(e): N-α-Fmoc-L-proline
• Empirische Formel (Hill-System): C₂₀H₁₉NO₄
• CAS-Nummer: 71989-31-6
• Molekulargewicht: 337.37
• MDL-Nummer: MFCD00037122
• UNSPSC-Code: 12352209
• EG-Index-Nummer: 276-259-0

Eigenschaften

• Qualitätsniveau: 400
• Produktlinie: Novabiochem^®
• Assay: ≥94.0% (acidimetric); ≥98% (TLC); ≥99.0% (HPLC)
• Form: powder
• Eignung der Reaktion: reaction type: Fmoc solid-phase peptide synthesis
• Hersteller/Markenname: Novabiochem^®
• mp (Schmelzpunkt): 112-115 °C
• Anwendung(en): peptide synthesis
• Funktionelle Gruppe: Fmoc
• Lagertemp.: 2-30°C
• 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)
• InChIKey: ZPGDWQNBZYOZTI-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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 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

Anwendung

• 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).

Verlinkung

Replaces: 04-12-1031

Hinweis zur Analyse

Farbe (visuell): weiß bis fast weiß
Aussehen der Substanz (visuell): Pulver
Farbzahl (0,5 M in DMF): ≤ 150 Hazen
Identität (IR): entspricht
Enantiomerenreinheit: ≥ 99.8 % (a/a)
Reinheit (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)
Gehalt an freier Aminosäure (GC): ≤ 0.2 %
Reinheit (DC(011A)): ≥ 98 %
Löslichkeit (25 mmol in 50 ml DMF): klar löslich
Gehalt (acidimetrisch): ≥ 94.0 %
Wasser (K. F.): ≤ 6.0 %
Ethylacetat (HS-GC): ≤ 0.5 %
Acetat (IC): ≤ 0.02 %
DC-Bedingungen gemäß den Angaben unseres Hauptkataloges

Rechtliche Hinweise

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

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable