Carboxyglutamate

Carboxyglutamic acid

Names
IUPAC name 3-Aminopropane-1,1,3-tricarboxylic acid
Other names γ-Carboxyglutamate
Identifiers
CAS Number	53445-96-8
3D model (JSmol)	Interactive image
ChemSpider	37241
PubChem CID	40772
UNII	16FQV4RZKL Y
InChI InChI=1/C6H9NO6/c7-3(6(12)13)1-2(4(8)9)5(10)11/h2-3H,1,7H2,(H,8,9)(H,10,11)(H,12,13) Key: UHBYWPGGCSDKFX-UHFFFAOYAH
SMILES O=C(O)C(C(=O)O)CC(N)C(=O)O
Properties
Chemical formula	C6H9NO6
Molar mass	191.14 g/mol
Density	1.649 g/mL
Boiling point	418 °C (784 °F; 691 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Carboxyglutamic acid (or the conjugate base, carboxyglutamate), is an uncommon amino acid introduced into proteins by a post-translational carboxylation of glutamic acid residues. This modification is found, for example, in clotting factors and other proteins of the coagulation cascade. This modification introduces an affinity for calcium ions. In the blood coagulation cascade, vitamin K is required to introduce gamma-carboxylation of clotting factors II, VII, IX, X and protein Z.

In the biosynthesis of ${\displaystyle \gamma }$-carboxyglutamic acid, the ${\displaystyle \gamma }$-proton on glutamic acid is abstracted, and CO₂ is subsequently added. The reaction intermediate is a ${\displaystyle \gamma }$-glutamyl carbanion.