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

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

HS Code 

2933 99 80

MSDS

• Language:English Provider:FMOC-L-Proline
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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

Fmoc-Pro-OH has been instrumental in synthesizing peptides and proteins and in the development of new agents. Additionally, Fmoc-P-OH has been extensively employed in both in vivo and in vitro studies, with a focus on enzyme function, protein structure, and drug design investigations.

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

Fmoc-Pro-OH(71989-31-6)Related Product Information

• L-Proline
• Fmoc-Aib-OH
• Fmoc-Asp(OtBu)-OH
• Fmoc-Lys(Boc)-OH
• L-PROLINE-(4-3H(N))
• L-Fmoc-Aspartic acid alpha-tert-butyl ester
• cis-4-Hydroxy-L-proline
• D-Proline
• Fmoc-Phe-OH
• 9-Fluorenylmethyl chloroformate
• 9-Fluorenemethanol
• FMOC-L-Methionine
• Fmoc-OSu
• FMOC-S-trityl-L-cysteine
• Fmoc-Trp(Boc)-OH
• Nalpha-Fmoc-Ndelta-trityl-L-glutamine
• Fmoc-Tyr(tBu)-OH
• Nalpha-FMOC-L-Tryptophan