Glycinamide
Names
Preferred IUPAC name
2-Aminoacetamide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.031 Edit this at Wikidata
UNII
  • C(C(=O)N)N
Properties
C2H6N2O
Molar mass 74.083 g·mol−1
Appearance white solid
Melting point 65–67 °C (149–153 °F; 338–340 K)
Boiling point decomposes
good
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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]

References

  1. ^ Yang, Peter S.; Rising, Mary M. (1931). "A Simplified Method of Preparation of Alpha Amino Acid Amides". Journal of the American Chemical Society. 53 (8): 3183–3184. doi:10.1021/ja01359a505.
  2. ^ Appleton, Trevor G. (1997). "Donor atom preferences in complexes of platinum and palladium with amino acids and related molecules". Coordination Chemistry Reviews. 166: 313–359. doi:10.1016/S0010-8545(97)00047-7.
  3. ^ "Glycinamide hydrochloride". Gold Biotechnology. Archived from the original on 2017-12-15. Retrieved 2017-07-23.
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