N-Formylglycine
N-Formylglycine Basic information
- Product Name:
- N-Formylglycine
- Synonyms:
-
- Formylglycin
- N-FORMYLGLYCINE 98+%
- 2-formamidoacetic acid
- 2-formamidoethanoic acid
- N-Formylglycine >=98.0%
- N-Formylglycine
- N-For-Gly-OH
- N-ALPHA-FORMYL-GLYCINE
- CAS:
- 2491-15-8
- MF:
- C3H5NO3
- MW:
- 103.08
- EINECS:
- 219-649-8
- Product Categories:
-
- Amino Acid Derivatives
- Glycine
- Peptide Synthesis
- Mol File:
- 2491-15-8.mol
N-Formylglycine Chemical Properties
- Melting point:
- 149-151 °C
- Boiling point:
- 193.26°C (rough estimate)
- Density
- 1.4873 (rough estimate)
- refractive index
- 1.4940 (estimate)
- storage temp.
- 2-8°C
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- pK1:3.43 (25°C)
- color
- White
- Water Solubility
- very faint turbidity
- BRN
- 1749108
- CAS DataBase Reference
- 2491-15-8(CAS DataBase Reference)
Safety Information
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- RTECS
- MC0547000
- HS Code
- 29241990
- Toxicity
- LD50 unreported in rat: > 3gm/kg
MSDS
- Language:English Provider:SigmaAldrich
N-Formylglycine Usage And Synthesis
Chemical Properties
White solid
Uses
N-Formylglycine is a simple dipeptide and a post-translationally generated residue with unique catalytic capabilities and biotechnology applications.
Definition
ChEBI: An N-acylglycine resulting from the formal condensation of the amino group of glycine with formic acid.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
64-18-6
56-40-6
2491-15-8
The general procedure for the synthesis of 2-formamidoacetic acid from formic acid and glycine was as follows: formic acid (140 mL, 3.71 mol) was reacted with acetic anhydride (47 mL, 0.50 mol) with stirring for 1 hour at 45 °C. Subsequently, glycine (0.05 mol) was added to the reaction mixture and stirring was continued at room temperature for 24 hours. After completion of the reaction, the mixture was evaporated to dryness to afford the target product 2-formamidoacetic acid.
References
[1] Organic and Biomolecular Chemistry, 2015, vol. 14, # 1, p. 93 - 96
[2] Synthetic Communications, 1983, vol. 13, # 9, p. 745 - 752
[3] Organic Letters, 2018, vol. 20, # 18, p. 5877 - 5880
[4] Chemical Communications, 2012, vol. 48, # 31, p. 3775 - 3777
[5] Tetrahedron, 2013, vol. 69, # 43, p. 9161 - 9165
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