(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: 2024-10-23 13:36:13
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. |
Computed Descriptors for (S)-N-Fmoc-2-(2'-propylenyl)alanine
InChIKey | FNCSRFHDUZYOCR-NRFANRHFSA-N |
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FMoc-α-Me-Asp(OtBu)-OH
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(R)-2-METHYLCYSTEINE HYDROCHLORIDE
(S)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-2-METHYLHEPT-6-ENOIC ACID
FMoc-α-Me-D-Asn-OH
(S)-2-METHYLCYSTEINE HYDROCHLORIDE
(R)-N-Fmoc-2-(2'-propylenyl)alanine
(S)-alpha-Methylaspartic acid-4-tert-butyl ester, 98% ee
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