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Fmoc-Pro-OH

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Fmoc-Pro-OH Basic information

Product Name:
Fmoc-Pro-OH
Synonyms:
  • N-9-FLUORENYLMETHYLOXYCARBONYL-L-PROLINE
  • N-(9-FLUOROENYLMETHOXYCARBONYL)-L-SERINE
  • N-(9-FLUORENYLMETHOXYCARBONYL)-L-PROLINE
  • N-(9-FLUORENYLMETHOXYCARBONYL)-L-PYRROLIDINE-2-CARBOXYLIC ACID
  • N-ALPHA-FMOC-L-PROLINE
  • 9-FLUORENYLMETHOXYCARBONYL-L-PROLINE
  • FMOC-L-PRO-OH
  • FMOC-L-PRO-OH H2O
CAS:
71989-31-6
MF:
C20H19NO4
MW:
337.37
EINECS:
276-259-0
Product Categories:
  • Proline [Pro, P]
  • Fmoc-Amino Acids and Derivatives
  • Amino Acids (N-Protected)
  • Biochemistry
  • Fmoc-Amino Acids
  • Fmoc-Amino acid series
  • Protected Amino Acids
  • Fluorenes, Flurenones
  • Amino Acids
Mol File:
71989-31-6.mol
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Fmoc-Pro-OH Chemical Properties

Melting point:
117-118 °C(lit.)
alpha 
-32 º (c=1,DMF)
Boiling point:
473.68°C (rough estimate)
Density 
1.2486 (rough estimate)
refractive index 
-32.5 ° (C=1, DMF)
storage temp. 
Store below +30°C.
solubility 
Soluble in methanol. (almost transparency.)
form 
Solid
pka
3.95±0.20(Predicted)
color 
White to Off-White
optical activity
[α]20/D 32±1°, c = 1% in DMF
BRN 
3596735
Concentration
0.1 mCi/ml
Solvent
Ethanol
Specific Activity
50-60 mCi/mmol
CAS DataBase Reference
71989-31-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
HS Code 
2933 99 80

MSDS

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Fmoc-Pro-OH Usage And Synthesis

Description

Fmoc-Pro-OH is easily dissolved in DMF or NMP. Proline fails to produce a blue-to purple color in the Kaiser test. The Isatin test may be used to test the completion of couplings to proline residues.

Chemical Properties

white to light yellow crystal powder.

Uses

L-Proline-N-Fmoc is N-Fmoc protected L-Proline (P755995) which is an amino acid and precursor (with vitamin C) for collagen, the building block of the structure of tendons, ligaments, arteries, veins and muscles. It is important in wound healing.

Preparation

To a solution of (S)-pyrrolidine-2-carboxylic acid (1 g, 8.7 mmol) in 1,4-dioxane (4 mL) and water (15 mL), K2CO3 (3.24 g, 23 mmol) was added, followed by the addition of 9-fluorenylmethyl chloroformate (2.3 g, 8.3 mmol). The resulting mixture was stirred overnight at room temperature and then treated with water (10 mL). The resulting mixture was extracted with diethyl ether (2 x 20 mL), and the aqueous phase was made acidic with 1M HCl to a pH of 2-3, followed by extraction with dichloromethane (3 x 50 mL). The combined organic layers were dried using anhydrous sodium sulfate and concentrated to yield Fmoc-Pro-OH as a white solid in a 95% yield (2.8 g).

General Description

The product number for this product was previously 04-12-1031.

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