173243-90-8Relevant articles and documents
Synthesis, crystal structure and hydrogen-bonding patterns in (RS)-1-carbamoyl pyrrolidine-2-carboxylic acid
Delgado, Gerzon E.,Seijas, Luis E.,Mora, Asiloe J.,Gonzalez, Teresa,Briceno, Alexander
, p. 388 - 393 (2012)
The title compound, N-carbamoyl-DL-proline, C6H 10N2O3, crystallizes in the triclinic P-1 space group with unit cell parameters a = 7.610 (4) A, b = 9.259 (5) A, c = 11.749 (7) A, α = 110.294 (11)°, β = 101.304 (13)°, γ = 91.391 (16)°, with two crystallographically independent molecules in the asymmetric unit. The ureido and carboxyl groups are equatorial and axial to the pyrrolidine rings, respectively. The pyrrolidine rings adopt envelope and twisted conformations in the residue A and B, respectively. The molecules are joined by N-H...O and O-H...O hydrogen bonds into cyclic structures with graph set R22(8), forming infinite chains parallel to the cb plane with graph set C22(14), that are further connected via N-H...O hydrogen bonds into a three-dimensional network. Springer Science+Business Media, LLC 2012.
Reactivite du nitrite de sodium. V. Action sur les amino-acides, peptides et proteines
Gouesnard, Jean-Paul
, p. 88 - 94 (2007/10/02)
The action of sodium nitrite on various amino-acids was re-examined in conditions approximating to a biological medium. 13C-NMR provides evidence of the existence of intramolecular ring closures and the formation of 5-membered rings with ornithine, citrulline and arginine.The reaction of cystine shows the opening of the sulphur bridges, whereas cysteine leads to the formation of carboxy-thiiran and 3-sulpho-lactic acid.The hydrolysis of the amide bonds of asparagine and glutamine is complete whereas the peptides studied - carnosine and aspartam - do not undergo hydrolysis of the peptide linkage.However, the first deamination of glutathion (γ-Glu-Cys-Gly) induces the peptide link to be broken and a cyclization with the formation of lactone to occur.A second deamination takes place on the cysteinyl residue released and allows the formation of a thiiran by intramolecular cyclization with the thiol group.The formation of thiiran was also observed with oxidized glutathion which has an S-S bridge.Finally, the formation of nitrosamines was detected by 15N-NMR during the reaction of sodium nitrite with two commercial products available to the general public.
