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288617-71-0

288617-71-0 Structure

288617-71-0 Structure
IdentificationBack Directory
[Name]

(S)-N-Fmoc-2-(2'-propylenyl)alanine
[CAS]

288617-71-0
[Synonyms]

FMoc-α-Me-Gly(Allyl)-OH
Fmoc-alpha-All-D-Ala-OH
(S)-N-Fmoc-A-Allylalanine
(S)-N-FMOC-Α-ALLYLALANINE
(S)-N-Fmoc-alpha-allylalanine
Fmoc-(S)-2-(2-propenyl)Ala-OH
Fmoc-(S)-2-(2-propenyl)alanine
Fmoc-alpha-methyl-L-allylglycine
(S)-N-Fmoc-α-2-n-propenylalanine
(S)-N-Fmoc-2-(2'-propenyl)alanine
(S)-N-Fmoc-2-(2'-propylenyl)alanine
(2S)-2-(Fmoc-amino)-2-methyl-4-pentenoic acid
N-α-(9-Fluorenylmethoxycarbonyl)-α-methyl-L-α-allylglycine
(S)-N-(9-Fluorenylmethylcarbamate)-2-(2'-propylenyl)alanine
(9H-Fluoren-9-yl)MethOxy]Carbonyl Alpha-Methyl-Gly(Allyl)-OH
(2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-4-pentenoic acid
(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-methylpent-4-enoic acid
4-Pentenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-, (2S)-
[Molecular Formula]

C21H21NO4
[MDL Number]

MFCD02682444
[MOL File]

288617-71-0.mol
[Molecular Weight]

351.4
Chemical PropertiesBack Directory
[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
[InChI]

InChI=1S/C21H21NO4/c1-3-12-21(2,19(23)24)22-20(25)26-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h3-11,18H,1,12-13H2,2H3,(H,22,25)(H,23,24)/t21-/m0/s1
[InChIKey]

FNCSRFHDUZYOCR-NRFANRHFSA-N
[SMILES]

C(O)(=O)[C@](NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)(C)CC=C
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[TSCA ]

No
Hazard InformationBack Directory
[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.
[reaction suitability]

reaction type: Fmoc solid-phase peptide synthesis
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-N-Fmoc-2-(2'-propylenyl)alanine(288617-71-0)1HNMR
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