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Merck

531480

Sigma-Aldrich

Fmoc-Ala-OH

95%, for peptide synthesis

Sinónimos:

N-(9-Fluorenylmethoxycarbonyl)-L-alanine, Fmoc-L-alanine

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About This Item

Fórmula empírica (notación de Hill):
C18H17NO4
Número de CAS:
Peso molecular:
311.33
Beilstein/REAXYS Number:
2225975
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

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product name

Fmoc-Ala-OH, 95%

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

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Este artículo
474364759417313
Fmoc-Ala-OH 95%

531480

Fmoc-Ala-OH

assay

95%

assay

≥98.0%

assay

≥97.0% (sum of enantiomers, HPLC)

assay

≥95.0% (HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

mp

147-153 °C (lit.)

mp

-

mp

-

mp

-

optical activity

[α]20/D −18°, c = 1 in DMF

optical activity

-

optical activity

[α]20/D −18.5±1°, c = 1% in DMF

optical activity

-

reaction suitability

reaction type: C-H Activation

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

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[1]
  • in the synthesis of bis-cationic porphyrin peptides using the standard Fmoc solid-phase synthesis[2]
  • to transform Mannich-adducts into α-halogenated amides without undergoing aziridination[3]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
Towards sequence selective DNA binding: design, synthesis and DNA binding studies of novel bis-porphyrin peptidic nanostructures
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Organic & Biomolecular Chemistry, 6, 2507-2515 (2008)
? -Halo amides as competent latent enolates: direct catalytic asymmetric Mannich-type reaction
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Journal of the American Chemical Society, 139, 8295-8301 (2017)
Substrate-derived triazolo-and azapeptides as inhibitors of cathepsins K and S
M Galibert
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