(S)-N-Fmoc-2-(2'-propylenyl)alanine

Synonym(s):(S)-N-Fmoc-α-2-n-propenylalanine;Fmoc-(S)-2-(2-propenyl)alanine;Fmoc-(S)-2-amino-2-methyl-4-pentenoic acid

CAS NO.：288617-71-0
Empirical Formula: C21H21NO4
Molecular Weight: 351.4
MDL number: MFCD02682444
SAFETY DATA SHEET (SDS)
Update Date: 2025-08-21 22:16:43

(S)-N-Fmoc-2-(2'-propylenyl)alanine Structural

What is (S)-N-Fmoc-2-(2'-propylenyl)alanine?

The Uses of (S)-N-Fmoc-2-(2'-propylenyl)alanine

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.

Properties of (S)-N-Fmoc-2-(2'-propylenyl)alanine

Boiling point:	564.3±45.0 °C(Predicted)
Density	1.224
storage temp.	Inert atmosphere,Store in freezer, under -20°C
form	liquid
pka	3.81±0.11(Predicted)
color	pale yellow

Safety information for (S)-N-Fmoc-2-(2'-propylenyl)alanine

Signal word	Warning
Pictogram(s)	Environment GHS09
GHS Hazard Statements	H400:Hazardous to the aquatic environment, acute hazard
Precautionary Statement Codes	P273:Avoid release to the environment.