D-Serinamide

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Category Others
Catalog number BBF-04715
CAS 104714-52-5
Molecular Weight 104.1
Molecular Formula C3H8N2O2

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Specification

IUPAC Name (2R)-2-amino-3-hydroxypropanamide
Canonical SMILES C(C(C(=O)N)N)O
InChI InChI=1S/C3H8N2O2/c4-2(1-6)3(5)7/h2,6H,1,4H2,(H2,5,7)/t2-/m1/s1
InChI Key MGOGKPMIZGEGOZ-UWTATZPHSA-N

Properties

Boiling Point 444.7±35.0°C (Predicted)
Density 1.294±0.06 g/cm3 (Predicted)

Reference Reading

1. Glycine, glycinamide and D-serine act as positive modulators of signal transduction at the N-methyl-D-aspartate (NMDA) receptor in vivo: differential effects on mouse cerebellar cyclic guanosine monophosphate levels
T S Rao, J A Cler, M R Emmett, S J Mick, S Iyengar, P L Wood Neuropharmacology. 1990 Nov;29(11):1075-80. doi: 10.1016/0028-3908(90)90115-8.
Direct intracerebellar (icb) administration of glycine, glycinamide and D-serine produced time- and dose-dependent changes in mouse cerebellar cGMP levels, indicating a modulation of ongoing neuronal activity through the NMDA receptor complex. Intracerebroventricular administration of glycinamide also produced a time-dependent change in cGMP levels, indicating a central mechanism of action. The icb dose-response data indicated a unimolecular interaction for these compounds. D-serine-, glycine-, and glycinamide-mediated increases in cGMP levels were reversed by the competitive NMDA antagonist, CPP and the NMDA-associated glycine receptor antagonist, HA-966, indicating mediation via the NMDA receptor complex. Glycine and D-serine were less effective than glycinamide at increasing cerebellar cGMP levels. In contrast, L- and D-serinamide did not affect cGMP levels. These results indicate that glycine receptor is not saturated under physiological conditions and also suggest possible existence of multiple glycine pools.

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