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

ALDRICH/F6562

Synonym: (R)-N-Fmoc-α-(7-Octenyl)alanine; Fmoc-(R)-2-(7-octenyl)alanine; Fmoc-(R)-2-amino-2-methyl-dec-6-enoic acid

CAS Number: 945212-26-0
Empirical Formula (Hill Notation): C26H31NO4
Molecular Weight: 421.53
MDL Number: MFCD12925761
Linear Formula: C26H31NO4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-F6562-1G 1 g
 $685.00
1/EA		 Add To Favorites
45-F6562-5G 5 g
 $1730.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: F6562-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: F6562-5G

 

application(s) peptide synthesis
form solid
functional group Fmoc
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
Quality Level 200 
reaction suitability reaction type: Fmoc solid-phase peptide synthesis
SMILES string O=C(OCC1C(C=CC=C2)=C2C3=C1C=CC=C3)N[C@@](CCCCCCC=C)(C)C(O)=O
storage temp. −20°C
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.
Packaging: 1, 5 g in glass bottle
Symbol GHS09  GHS09
Signal word Warning
Hazard statements H400
Precautionary statements P273
Hazard Codes N
Risk Statements 50
Safety Statements 61
RIDADR UN 3077 9 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Storage Temp. −20°C
UNSPSC 12352209

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