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

• CAS: 945212-26-0
• Catalog Number: ACM945212260
• Category: Amino Acids
• Molecular Weight: 421.53
• Molecular Formula: C26H31NO4
• Synonyms: (R)-N-Fmoc-α-(7-Octenyl)alanine, Fmoc-(R)-2-(7-octenyl)alanine, Fmoc-(R)-2-amino-2-methyl-dec-6-enoic acid
• Canonical 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
• InChI Key: MADFVGMQNXRFAF-AREMUKBSSA-N
• 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.
• Assay: Ban Xiong Tan et al.
• Form: solid
• Functional Group: Fmoc
• MDL Number: MFCD12925761
• NACRES: NA.26
• PubChem ID: 329799756
• Quality Level: 200
• Reaction Suitability: reaction type: Fmoc solid-phase peptide synthesis
• Storage Temperature: -20℃
• Type: Unusual Amino Acids, Building Blocks for Stapled peptides