isoglutamine isoglutamine isoglutamine or α-glutamine is a gamma amino acid derived from glutamic acid by substituting the carboxyl group in position 1 with an amide group. this is in contrast to the proteinogenic amino acid glutamine, which is the 5-amide of glutamic acid. isoglutamine names iupac name 4,5-diamino-5-oxopentanoic acid identifiers cas number dl: 328-48-3 y(s/l): 636-65-7 y(r/d): 19522-40-8 y 3d model (jsmol) dl: interactive image(s/l): interactive image(r/d): interactive image abbreviations isogln chemspider dl: 144380 y drugbank (s/l): db03091 kegg dl: c16673 pubchem cid dl: 164697(s/l): 445883(r/d): 5288447 unii dl: 00vze9y4wf(s/l): wl74qnu57b(r/d): iy2o406n69 comptox dashboard (epa) (r/d): dtxsid90415341 inchi inchi=1s/c5h10n2o3/c6-3(5(7)10)1-2-4(8)9/h3h,1-2,6h2,(h2,7,10)(h,8,9) ykey: aeflonbtgzfsgq-uhfffaoysa-n ydl: inchi=1s/c5h10n2o3/c6-3(5(7)10)1-2-4(8)9/h3h,1-2,6h2,(h2,7,10)(h,8,9)inchi=1/c5h10n2o3/c6-3(5(7)10)1-2-4(8)9/h3h,1-2,6h2,(h2,7,10)(h,8,9)key: aeflonbtgzfsgq-uhfffaoyas(s/l): inchi=1s/c5h10n2o3/c6-3(5(7)10)1-2-4(8)9/h3h,1-2,6h2,(h2,7,10)(h,8,9)/t3-/m0/s1key: aeflonbtgzfsgq-vkhmyheasa-n(r/d): inchi=1s/c5h10n2o3/c6-3(5(7)10)1-2-4(8)9/h3h,1-2,6h2,(h2,7,10)(h,8,9)/t3-/m1/s1key: aeflonbtgzfsgq-gsvougtgsa-n smiles dl: o=c(n)c(n)ccc(=o)o(s/l): c(cc(=o)o)(c(=o)n)n(r/d): c(cc(=o)o)(c(=o)n)n properties chemical formula c5h10n2o3 molar mass 146.146 g·mol−1 except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). y verify (what is yn ?) infobox references isoglutamine can form the c-terminus of a peptide chain, as in muramyl dipeptide (mdp), a constituent of bacterial cell walls. it can also occur inside a peptide chain, in which case the chain is continued at the carboxyl group and isoglutamine behaves as a γ-amino acid, as in mifamurtide, a synthetic derivative of mdp used to treat osteosarcoma. stereochemistry substituting l-glutamic acid, the proteinogenic enantiomer, gives l-isoglutamine, which has s configuration. d-isoglutamine, the derivative of the nonproteinogenic d-glutamic acid, has r configuration. the latter is the form occurring in mdp and mifamurtide.