Fmoc-Pro-OH

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
Fmoc-Pro-OH Structure
Fmoc-Pro-OH Chemical Properties
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
pka3.95±0.20(Predicted)
color White to Off-White
optical activity[α]20/D 32±1°, c = 1% in DMF
BRN 3596735
Concentration0.1 mCi/ml
SolventEthanol
Specific Activity50-60 mCi/mmol
CAS DataBase Reference71989-31-6(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 Information
ProviderLanguage
FMOC-L-Proline English
SigmaAldrich English
ACROS English
ALFA English
Fmoc-Pro-OH Usage And Synthesis
DescriptionFmoc-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 Propertieswhite to light yellow crystal powder.
UsesL-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.
PreparationTo 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 DescriptionThe product number for this product was previously 04-12-1031.

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FMOC-L-TRANSPRO(4-CHO) N-alpha-FMOC-Nepsilon-BOC-L-Lysine FMOC-L-PROLINE PENTAFLUOROPHENYL ESTER,N-ALPHA-FMOC-L-PROLINE PENTAFLUOROPHENYL ESTER (2S,4S)-FMOC-4-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID N-ALPHA-FMOC-L-PROLINE P-NITROPHENYL ESTER,FMOC-L-PROLINE 4-NITROPHENYL ESTER Fmoc-Aib-OH L-Fmoc-Aspartic acid alpha-tert-butyl ester L-Proline cis-4-Hydroxy-L-proline L-PROLINE-N-FMOC (15N) FMOC-PRO-2-CL-TRT RESIN Fmoc-Hyp(tBu)-OH L-PROLINE-(4-3H(N)) FMOC-L-PRO(4-OXO) FMOC-L-TRANSPRO(4-CN) N-FMOC-L-PROLINE, [3,4-3H] Fmoc (2S,5R)-FMOC-5-PHENYL-PYRROLIDINE-2-CARBOXYLIC ACID

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