F6562

Fmoc-(R)-2-(7-octenyl)Ala-OH

for peptide synthesis

• Synonyme(s) : (R)-N-Fmoc-α-(7-Octenyl)alanine, Fmoc-(R)-2-(7-octenyl)alanine, Fmoc-(R)-2-amino-2-methyl-dec-6-enoic acid
• Formule empirique (notation de Hill): C₂₆H₃₁NO₄
• Numéro CAS: 945212-26-0
• Poids moléculaire : 421.53
• Numéro MDL: MFCD12925761
• Code UNSPSC : 12352209
• ID de substance PubChem : 329799756
• Nomenclature NACRES : NA.26

Propriétés

• product name: Fmoc-(R)-2-(7-octenyl)Ala-OH,
• Forme: solid
• Capacité de réaction: reaction type: Fmoc solid-phase peptide synthesis
• Application(s): peptide synthesis
• Groupe fonctionnel: Fmoc
• Température de stockage: −20°C
• Chaîne SMILES: O=C(OCC1C(C=CC=C2)=C2C3=C1C=CC=C3)N[C@@](CCCCCCC=C)(C)C(O)=O
• InChI: 1S/C26H31NO4/c1-3-4-5-6-7-12-17-26(2,24(28)29)27-25(30)31-18-23-21-15-10-8-13-19(21)20-14-9-11-16-22(20)23/h3,8-11,13-16,23H,1,4-7,12,17-18H2,2H3,(H,27,30)(H,28,29)/t26-/m1/s1
• Clé InChI: MADFVGMQNXRFAF-AREMUKBSSA-N

Description

Application

Olefinic alpha-methyl amino acid for peptide stapling. Upon incorporation of this amino acid into a peptide, along with another of the same or derivative with a different length of the olefinic side chain, the two can be ′stapled′ via a ring closing metathesis reaction with Grubb′s catalyst (product # 579726). The resulting stapled peptide macrocycle has been shown to stabilize the alpha-helical structure of peptides, which can lead to favorable biological characteristics such as increased proteolytic stability and cellular uptake.

Informations sur la sécurité

• Pictogrammes: GHS09
• Mention d'avertissement: Warning
• Mentions de danger: H400
• Conseils de prudence: P273 - P391 - P501
• Classification des risques: Aquatic Acute 1
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable