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Fmoc-Gly-OH

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Fmoc-Gly-OH Basic information

Product Name:
Fmoc-Gly-OH
Synonyms:
  • 9-FLUORENYLMETHOXYCARBONYL-GLYCINE
  • FMOC-L-GLY-OH
  • FMOC-L-GLY
  • FMOC-L-GLYCINE
  • FMOC-GLYCINE
  • FMOC-GLY
  • FMOC-GLY-OH
  • F-FMOC-GLYCINE
CAS:
29022-11-5
MF:
C17H15NO4
MW:
297.31
EINECS:
249-373-3
Product Categories:
  • Glycine [Gly, G]
  • Fmoc-Amino Acids and Derivatives
  • Amino Acids (N-Protected)
  • Biochemistry
  • Fmoc-Amino Acids
  • Fmoc-Amino acid series
  • Protected Amino Acids
  • Fluorenes, Flurenones
  • AMINOACIDS DERIVATIVES
  • Amino Acid Derivatives
  • Amino Acids
  • Azepanes/Diazepanes
Mol File:
29022-11-5.mol
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Fmoc-Gly-OH Chemical Properties

Melting point:
174-175 °C(lit.)
Boiling point:
438.82°C (rough estimate)
Density 
1.1671 (rough estimate)
refractive index 
1.4500 (estimate)
storage temp. 
2-8°C
solubility 
almost transparency in Methanol
form 
Powder
pka
3.89±0.10(Predicted)
color 
White
BRN 
2163967
InChI
InChI=1S/C17H15NO4/c19-16(20)9-18-17(21)22-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15H,9-10H2,(H,18,21)(H,19,20)
InChIKey
NDKDFTQNXLHCGO-UHFFFAOYSA-N
SMILES
C(O)(=O)CNC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS DataBase Reference
29022-11-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
HS Code 
29242995

MSDS

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Fmoc-Gly-OH Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Fmoc-Gly-OH is an N-Fmoc-protected form of Glycine (G615990). Glycine is a nonessential amino acid that acts as an inhibitory neyrotransmitter in the vertebrate central nervous system. Glycine also posesses cytoprotective against oxidant damage in the kidney.

Preparation

Glycine (Gly) (0.5 g, 6.66 mmol) was dissolved in 10% NaCO3 (14 ml) under stirring in a 50-ml flask. To the resulting solution, which had been put into an ice bath, 9-fluorenylmethoxycarbonyl chloride (Fmoc-Cl) (1.72 g, 6.66 mmol) in dioxane (12 ml) was gradually added. The reaction mixture was stirred at room temperature for 4 hours. Then added water (150 ml) to the mixture. The aqueous phase layer was separated from the reaction mixture and stripped with ether three times (75 ml×3). The stripped aqueous layer was acidified with 2N HCl aqueous solution to a pH=2, followed by extraction with ethyl acetate three times (75 ml×3). The organic phase layer was recovered and concentrated to obtain crude product of 1.70 g. The crude product was recrystallized in a mixed solvent of ethyl acetate hexane=1:2 (30 ml), and white solid denoted as Fmoc-Gly-OH was obtained after filtration at a reduced pressure.

General Description

The product number for this product was previously 04-12-1001.

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