Glycinamide Explained

Glycinamide is a organic compound with the molecular formula H₂NCH₂C(O)NH₂. It is the amide derivative of the amino acid glycine. It is a water-soluble, white solid. Amino acid amides, such as glycinamide are prepared by treating the amino acid ester with ammonia.^[1]

It is a ligand for transition metals.^[2]

The hydrochloride salt of glycinamide, glycinamide hydrochloride, is one of Good's buffers with a pH in the physiological range. Glycinamide hydrochloride has a pKa near the physiological pH (8.20 at 20°C), making it useful in cell culture work. Its ΔpKa/°C is -0.029 and it has a solubility in water at 0 °C of 6.4 M.

Glycinamide is a reagent used in the synthesis of glycineamide ribonucleotide (an intermediate in de novo purine biosynthesis).^[3]

Notes and References

1. 10.1021/ja01359a505. A Simplified Method of Preparation of Alpha Amino Acid Amides. 1931. Yang. Peter S.. Rising. Mary M.. Journal of the American Chemical Society. 53. 8. 3183–3184.
2. 10.1016/S0010-8545(97)00047-7. Donor atom preferences in complexes of platinum and palladium with amino acids and related molecules. 1997. Appleton. Trevor G.. Coordination Chemistry Reviews. 166. 313–359.
3. Web site: Glycinamide hydrochloride. Gold Biotechnology. 2017-07-23. 2017-12-15. https://web.archive.org/web/20171215110805/https://www.goldbio.com/product/9582/glycinamide-hydrochloride. dead.