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HomeProduct name listFmoc-Pro-OH

Fmoc-Pro-OH

Synonym(s):N-(9-Fluorenylmethoxycarbonyl)-L-proline;Fmoc-L-proline;Fmoc-Pro-OH;N-α-Fmoc-L-proline

  • CAS NO.:71989-31-6
  • Empirical Formula: C20H19NO4
  • Molecular Weight: 337.37
  • MDL number: MFCD00065670
  • EINECS: 276-259-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 11:41:24
Fmoc-Pro-OH Structural

What is Fmoc-Pro-OH?

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.

The Uses of Fmoc-Pro-OH

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.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.

Properties of Fmoc-Pro-OH

Melting point: 117-118 °C(lit.)
Boiling point: 473.68°C (rough estimate)
alpha  -32 º (c=1,DMF)
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
Concentration 0.1 mCi/ml
Solvent Ethanol
Specific Activity 50-60 mCi/mmol
BRN  3596735
CAS DataBase Reference 71989-31-6(CAS DataBase Reference)

Safety information for Fmoc-Pro-OH

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Fmoc-Pro-OH

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