Basic information Safety Supplier Related

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

Basic information Safety Supplier Related

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

Product Name:
(S)-N-Fmoc-2-(2'-propylenyl)alanine
Synonyms:
  • (S)-N-Fmoc-2-(2'-propylenyl)alanine
  • (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-4-pentenoic acid
  • (S)-N-Fmoc-alpha-allylalanine
  • (S)-N-(9-Fluorenylmethylcarbamate)-2-(2'-propylenyl)alanine
  • Fmoc-alpha-methyl-L-allylglycine
  • (S)-N-FMOC-Α-ALLYLALANINE
  • FMoc-α-Me-Gly(Allyl)-OH
  • (S)-N-Fmoc-α-2-n-propenylalanine
CAS:
288617-71-0
MF:
C21H21NO4
MW:
351.4
Product Categories:
  • α-Methyl Amino Acids
Mol File:
288617-71-0.mol
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(S)-N-Fmoc-2-(2'-propylenyl)alanine Chemical Properties

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
InChIKey
FNCSRFHDUZYOCR-NRFANRHFSA-N
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Safety Information

Hazard Codes 
N
Risk Statements 
50
Safety Statements 
61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
TSCA 
No
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(S)-N-Fmoc-2-(2'-propylenyl)alanine Usage And Synthesis

Uses

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.

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