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About This Item
Empirical Formula (Hill Notation):
C18H17NO4
CAS Number:
Molecular Weight:
311.33
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
252-660-6
MDL number:
Beilstein/REAXYS Number:
2225975
Product Name
Fmoc-Ala-OH, 95%
Quality Level
assay
95%
optical activity
[α]20/D −18°, c = 1 in DMF
reaction suitability
reaction type: C-H Activation, reaction type: Fmoc solid-phase peptide synthesis, reagent type: ligand
reaction type: Peptide Synthesis
mp
147-153 °C (lit.)
application(s)
peptide synthesis
functional group
Fmoc, amine, carboxylic acid
storage temp.
2-8°C
SMILES string
C[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
InChI
1S/C18H17NO4/c1-11(17(20)21)19-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,19,22)(H,20,21)/t11-/m0/s1
InChI key
QWXZOFZKSQXPDC-NSHDSACASA-N
General description
Fmoc-Ala-OH also known as Fmoc-L-alanine, is a versatile reagent used in Fmoc solid-phase peptide synthesis.
Application
Fmoc-Ala-OH is commonly used :
- as a building block in the preparation of triazolopeptides , and azapeptides
- in the synthesis of bis-cationic porphyrin peptides using the standard Fmoc solid-phase synthesis
- to transform Mannich-adducts into α-halogenated amides without undergoing aziridination
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Towards sequence selective DNA binding: design, synthesis and DNA binding studies of novel bis-porphyrin peptidic nanostructures
E Biron
Organic & Biomolecular Chemistry, 6, 2507-2515 (2008)
Fabian Schnitter et al.
Nature protocols, 16(8), 3901-3932 (2021-07-02)
Many supramolecular materials in biological systems are driven to a nonequilibrium state by the irreversible consumption of high-energy molecules such as ATP or GTP. As a result, they exhibit unique dynamic properties such as a tunable lifetime, adaptivity or the
? -Halo amides as competent latent enolates: direct catalytic asymmetric Mannich-type reaction
B Sun
Journal of the American Chemical Society, 139, 8295-8301 (2017)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 531480-100G | 04061832558714 |
| 531480-1KG | 04061832642710 |
| 531480-25G | 04061832558721 |
| 531480-5G | 04061832558738 |