Identification | More | [Name]
N-Formylglycine | [CAS]
2491-15-8 | [Synonyms]
FOR-GLY-OH (FORMYLAMINO)ACETIC ACID FORMYL-GLYCINE N-ALPHA-FORMYL-GLYCINE N-FORMYLGLYCIN N-FORMYLGLYCINE Formylglycin N-FORMYLGLYCINE 98+% | [EINECS(EC#)]
219-649-8 | [Molecular Formula]
C3H5NO3 | [MDL Number]
MFCD00037360 | [Molecular Weight]
103.08 | [MOL File]
2491-15-8.mol |
Chemical Properties | Back Directory | [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 Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
MC0547000
| [HS Code ]
29241990 | [Toxicity]
LD50 unreported in rat: > 3gm/kg |
Hazard Information | Back Directory | [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]
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. | [storage]
4°C, away from moisture | [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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